hacktricks/network-services-pentesting/pentesting-imap.md
2024-02-10 17:52:19 +00:00

48 KiB

143,993 - Pentesting IMAP

htARTE (HackTricks AWS Red Team Expert) ! jImej

jImej vItlhutlh:

Internet Message Access Protocol (IMAP) vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vItlhutlh access vItlhutlh enable vItlhutlh users vItlhutlh location vItlhutlh email messages vIt

PORT    STATE SERVICE REASON
143/tcp open  imap    syn-ack

Banner grabbing

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

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tlhIngan Hol Translation:

nc -nv <IP> 143
openssl s_client -connect <IP>:993 -quiet

NTLM Auth - Information disclosure

If the server supports NTLM auth (Windows) you can obtain sensitive info (versions):

NTLM Auth - Information disclosure

If the server supports NTLM auth (Windows) you can obtain sensitive info (versions):

root@kali: telnet example.com 143
* OK The Microsoft Exchange IMAP4 service is ready.
>> a1 AUTHENTICATE NTLM
+
>> TlRMTVNTUAABAAAAB4IIAAAAAAAAAAAAAAAAAAAAAAA=
+ TlRMTVNTUAACAAAACgAKADgAAAAFgooCBqqVKFrKPCMAAAAAAAAAAEgASABCAAAABgOAJQAAAA9JAEkAUwAwADEAAgAKAEkASQBTADAAMQABAAoASQBJAFMAMAAxAAQACgBJAEkAUwAwADEAAwAKAEkASQBTADAAMQAHAAgAHwMI0VPy1QEAAAAA

nmap plugin imap-ntlm-info.nse vIghoS automate 'ej nmap plugin 'e' cha'logh.

IMAP Bruteforce

Syntax

IAMP Qap tlhIngan 'ej 'ej Examples Dochvam ghaH.

Login
A1 LOGIN username password
Values can be quoted to enclose spaces and special characters. A " must then be escape with a \
A1 LOGIN "username" "password"

List Folders/Mailboxes
A1 LIST "" *
A1 LIST INBOX *
A1 LIST "Archive" *

Create new Folder/Mailbox
A1 CREATE INBOX.Archive.2012
A1 CREATE "To Read"

Delete Folder/Mailbox
A1 DELETE INBOX.Archive.2012
A1 DELETE "To Read"

Rename Folder/Mailbox
A1 RENAME "INBOX.One" "INBOX.Two"

List Subscribed Mailboxes
A1 LSUB "" *

Status of Mailbox (There are more flags than the ones listed)
A1 STATUS INBOX (MESSAGES UNSEEN RECENT)

Select a mailbox
A1 SELECT INBOX

List messages
A1 FETCH 1:* (FLAGS)
A1 UID FETCH 1:* (FLAGS)

Retrieve Message Content
A1 FETCH 2 body[text]
A1 FETCH 2 all
A1 UID FETCH 102 (UID RFC822.SIZE BODY.PEEK[])

Close Mailbox
A1 CLOSE

Logout
A1 LOGOUT

Qa'Hom

The evolution of email communication has led to the development of various protocols for sending and receiving emails. One such protocol is the Internet Message Access Protocol (IMAP). IMAP allows users to access their email accounts on remote servers and perform various operations such as reading, deleting, and moving emails.

Qa'Hom

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apt install evolution

CURL

Basic navigation is possible with CURL, but the documentation is light on details so checking the source is recommended for precise details.

  1. Listing mailboxes (imap command LIST "" "*")
curl -k 'imaps://1.2.3.4/' --user user:pass
  1. Listing messages in a mailbox (imap command SELECT INBOX and then SEARCH ALL)
curl -k 'imaps://1.2.3.4/INBOX?ALL' --user user:pass
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'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ejatlh 'ej 'ej

The result of this search is a list of message indicies.

Its also possible to provide more complex search terms. e.g. searching for drafts with password in mail body:

```bash

curl -k 'imaps://1.2.3.4/Drafts?TEXT password' --user user:pass


Translation:

curl -k 'imaps://1.2.3.4/Drafts?TEXT password' --user user:pass

A nice overview of the search terms possible is located here.

  1. Downloading a message (imap command SELECT Drafts and then FETCH 1 BODY[])
curl -k 'imaps://1.2.3.4/Drafts;MAILINDEX=1' --user user:pass

---

curl -k 'imaps://1.2.3.4/Drafts;MAILINDEX=1' --user user:pass

The mail index will be the same index returned from the search operation.

It is also possible to use UID (unique id) to access messages, however it is less conveniant as the search command needs to be manually formatted. E.g.

curl -k 'imaps://1.2.3.4/INBOX' -X 'UID SEARCH ALL' --user user:pass curl -k 'imaps://1.2.3.4/INBOX;UID=1' --user user:pass


curl -k 'imaps://1.2.3.4/INBOX' -X 'UID SEARCH ALL' --user user:pass curl -k 'imaps://1.2.3.4/INBOX;UID=1' --user user:pass

Also, possible to download just parts of a message, e.g. subject and sender of first 5 messages (the -v is required to see the subject and sender):

$ curl -k 'imaps://1.2.3.4/INBOX' -X 'FETCH 1:5 BODY[HEADER.FIELDS (SUBJECT FROM)]' --user user:pass -v 2>&1 | grep '^<'

---

$ curl -k 'imaps://1.2.3.4/INBOX' -X 'FETCH 1:5 BODY[HEADER.FIELDS (SUBJECT FROM)]' --user user:pass -v 2>&1 | grep '^<'

Although, its probably cleaner to just write a little for loop:

### Translated Content

```bash
for m in {1..5}; do
echo $m
curl "imap://1.2.3.4/INBOX;MAILINDEX=$m;SECTION=HEADER.FIELDS%20(SUBJECT%20FROM)" --user user:pass
done

Translated Content (Klingon)

for m in {1..5}; do
echo $m
curl "imap://1.2.3.4/INBOX;MAILINDEX=$m;SECTION=HEADER.FIELDS%20(SUBJECT%20FROM)" --user user:pass
done

## Shodan

* `port:143 CAPABILITY`
* `port:993 CAPABILITY`

## HackTricks Automatic Commands

Protocol_Name: IMAP #Protocol Abbreviation if there is one. Port_Number: 143,993 #Comma separated if there is more than one. Protocol_Description: Internet Message Access Protocol #Protocol Abbreviation Spelled out

Entry_1: Name: Notes Description: Notes for WHOIS Note: | The Internet Message Access Protocol (IMAP) is designed for the purpose of enabling users to access their email messages from any location, primarily through an Internet connection. In essence, emails are retained on a server rather than being downloaded and stored on an individual's personal device. This means that when an email is accessed or read, it is done directly from the server. This capability allows for the convenience of checking emails from multiple devices, ensuring that no messages are missed regardless of the device used.

https://book.hacktricks.xyz/pentesting/pentesting-imap

Entry_2: Name: Banner Grab Description: Banner Grab 143 Command: nc -nv {IP} 143

Entry_3: Name: Secure Banner Grab Description: Banner Grab 993 Command: openssl s_client -connect {IP}:993 -quiet

Entry_4: Name: consolesless mfs enumeration Description: IMAP enumeration without the need to run msfconsole Note: sourced from https://github.com/carlospolop/legion Command: msfconsole -q -x 'use auxiliary/scanner/imap/imap_version; set RHOSTS {IP}; set RPORT 143; run; exit'


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