Con la ayuda del Protocolo de Acceso a Mensajes de Internet (IMAP), es posible acceder a los correos electr贸nicos desde un servidor de correo. A diferencia del Protocolo de Oficina de Correos (POP3), IMAP permite la gesti贸n en l铆nea de correos electr贸nicos directamente en el servidor y admite estructuras de carpetas. As铆 pues, se trata de un protocolo de red para la gesti贸n en l铆nea de correos electr贸nicos en un servidor remoto. El protocolo est谩 basado en cliente-servidor y permite la sincronizaci贸n de un cliente de correo electr贸nico local con el buz贸n del servidor, proporcionando una especie de sistema de archivos de red para los correos electr贸nicos, lo que permite una sincronizaci贸n sin problemas entre varios clientes independientes. POP3, por otro lado, no tiene la misma funcionalidad que IMAP, y s贸lo proporciona listado, recuperaci贸n y borrado de correos electr贸nicos como funciones en el servidor de correo electr贸nico. Por lo tanto, protocolos como IMAP deben utilizarse para funcionalidades adicionales como buzones jer谩rquicos directamente en el servidor de correo, acceso a m煤ltiples buzones durante una sesi贸n y preselecci贸n de correos electr贸nicos.
Default Configuration
IMAP Commands
Dominio
Descripci贸n
1 LOGIN username password
Inicio de sesi贸n del usuario.
1 LIST "" *
Enumera todos los directorios.
1 CREATE "INBOX"
Crea un buz贸n con un nombre especificado.
1 DELETE "INBOX"
Elimina un buz贸n.
1 RENAME "ToRead" "Important"
Cambia el nombre de un buz贸n.
1 LSUB "" *
Devuelve un subconjunto de nombres del conjunto de nombres que el Usuario ha declarado como activeo subscribed.
1 SELECT INBOX
Selecciona un buz贸n para poder acceder a los mensajes del buz贸n.
1 UNSELECT INBOX
Sale del buz贸n seleccionado.
1 FETCH <ID> all
Recupera datos asociados con un mensaje en el buz贸n.
1 CLOSE
Elimina todos los mensajes con la Deletedbandera establecida.
1 LOGOUT
Cierra la conexi贸n con el servidor IMAP.
1 FETCH 2 (body[text])
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
POP3 Commands
Dominio
Descripci贸n
USER username
Identifica al usuario.
PASS password
Autenticaci贸n del usuario mediante su contrase帽a.
STAT
Solicita la cantidad de correos electr贸nicos guardados del servidor.
LIST
Solicita al servidor el n煤mero y tama帽o de todos los correos electr贸nicos.
RETR id
Solicita al servidor que entregue el correo electr贸nico solicitado por ID.
DELE id
Solicita al servidor que elimine el correo electr贸nico solicitado por ID.
CAPA
Solicita al servidor que muestre las capacidades del servidor.
RSET
Solicita al servidor que restablezca la informaci贸n transmitida.
QUIT
Cierra la conexi贸n con el servidor POP3.
Dangerous Settings
No obstante, las opciones de configuraci贸n mal configuradas podr铆an permitirnos obtener m谩s informaci贸n, como depurar los comandos ejecutados en el servicio o iniciar sesi贸n como an贸nimo, de forma similar al servicio FTP. La mayor铆a de las empresas utilizan proveedores de correo electr贸nico de terceros, como Google, Microsoft y muchos otros. Sin embargo, algunas empresas siguen utilizando sus propios servidores de correo por muchas razones diferentes. Una de estas razones es mantener la privacidad que quieren mantener en sus propias manos. Son muchos los errores de configuraci贸n que pueden cometer los administradores, que en el peor de los casos nos permitir谩n leer todos los correos enviados y recibidos, que incluso pueden contener informaci贸n confidencial o sensible. Algunas de estas opciones de configuraci贸n son:
Configuraci贸n
Descripci贸n
auth_debug
Habilita todos los registros de depuraci贸n de autenticaci贸n.
auth_debug_passwords
Esta configuraci贸n ajusta la detalle del registro, las contrase帽as enviadas y el esquema se registra.
auth_verbose
Registra los intentos de autenticaci贸n fallidos y sus motivos.
auth_verbose_passwords
Las contrase帽as utilizadas para la autenticaci贸n se registran y tambi茅n se pueden truncar.
auth_anonymous_username
Esto especifica el nombre de usuario que se utilizar谩 al iniciar sesi贸n con el mecanismo SASL AN脫NIMO.
Footprinting the Service
Nmap
sudo nmap 10.129.14.128 -sV -p110,143,993,995 -sC
Starting Nmap 7.80 ( https://nmap.org ) at 2021-09-19 22:09 CEST
Nmap scan report for 10.129.14.128
Host is up (0.00026s latency).
PORT STATE SERVICE VERSION
110/tcp open pop3 Dovecot pop3d
|_pop3-capabilities: AUTH-RESP-CODE SASL STLS TOP UIDL RESP-CODES CAPA PIPELINING
| ssl-cert: Subject: commonName=mail1.inlanefreight.htb/organizationName=Inlanefreight/stateOrProvinceName=California/countryName=US
| Not valid before: 2021-09-19T19:44:58
|_Not valid after: 2295-07-04T19:44:58
143/tcp open imap Dovecot imapd
|_imap-capabilities: more have post-login STARTTLS Pre-login capabilities LITERAL+ LOGIN-REFERRALS OK LOGINDISABLEDA0001 SASL-IR ENABLE listed IDLE ID IMAP4rev1
| ssl-cert: Subject: commonName=mail1.inlanefreight.htb/organizationName=Inlanefreight/stateOrProvinceName=California/countryName=US
| Not valid before: 2021-09-19T19:44:58
|_Not valid after: 2295-07-04T19:44:58
993/tcp open ssl/imap Dovecot imapd
|_imap-capabilities: more have post-login OK capabilities LITERAL+ LOGIN-REFERRALS Pre-login AUTH=PLAINA0001 SASL-IR ENABLE listed IDLE ID IMAP4rev1
| ssl-cert: Subject: commonName=mail1.inlanefreight.htb/organizationName=Inlanefreight/stateOrProvinceName=California/countryName=US
| Not valid before: 2021-09-19T19:44:58
|_Not valid after: 2295-07-04T19:44:58
995/tcp open ssl/pop3 Dovecot pop3d
|_pop3-capabilities: AUTH-RESP-CODE USER SASL(PLAIN) TOP UIDL RESP-CODES CAPA PIPELINING
| ssl-cert: Subject: commonName=mail1.inlanefreight.htb/organizationName=Inlanefreight/stateOrProvinceName=California/countryName=US
| Not valid before: 2021-09-19T19:44:58
|_Not valid after: 2295-07-04T19:44:58
MAC Address: 00:00:00:00:00:00 (VMware)
Service detection performed. Please report any incorrect results at https://nmap.org/submit/ .
Nmap done: 1 IP address (1 host up) scanned in 12.74 seconds
cURL
curl -k 'imaps://10.129.14.128' --user user:p4ssw0rd
* LIST (\HasNoChildren) "." Important
* LIST (\HasNoChildren) "." INBOX
curl -k 'imaps://10.129.14.128' --user cry0l1t3:1234 -v
* Trying 10.129.14.128:993...
* TCP_NODELAY set
* Connected to 10.129.14.128 (10.129.14.128) port 993 (#0)
* successfully set certificate verify locations:
* CAfile: /etc/ssl/certs/ca-certificates.crt
CApath: /etc/ssl/certs
* TLSv1.3 (OUT), TLS handshake, Client hello (1):
* TLSv1.3 (IN), TLS handshake, Server hello (2):
* TLSv1.3 (IN), TLS handshake, Encrypted Extensions (8):
* TLSv1.3 (IN), TLS handshake, Certificate (11):
* TLSv1.3 (IN), TLS handshake, CERT verify (15):
* TLSv1.3 (IN), TLS handshake, Finished (20):
* TLSv1.3 (OUT), TLS change cipher, Change cipher spec (1):
* TLSv1.3 (OUT), TLS handshake, Finished (20):
* SSL connection using TLSv1.3 / TLS_AES_256_GCM_SHA384
* Server certificate:
* subject: C=US; ST=California; L=Sacramento; O=Inlanefreight; OU=Customer Support; CN=mail1.inlanefreight.htb; emailAddress=cry0l1t3@inlanefreight.htb
* start date: Sep 19 19:44:58 2021 GMT
* expire date: Jul 4 19:44:58 2295 GMT
* issuer: C=US; ST=California; L=Sacramento; O=Inlanefreight; OU=Customer Support; CN=mail1.inlanefreight.htb; emailAddress=cry0l1t3@inlanefreight.htb
* SSL certificate verify result: self signed certificate (18), continuing anyway.
* TLSv1.3 (IN), TLS handshake, Newsession Ticket (4):
* TLSv1.3 (IN), TLS handshake, Newsession Ticket (4):
* old SSL session ID is stale, removing
< * OK [CAPABILITY IMAP4rev1 SASL-IR LOGIN-REFERRALS ID ENABLE IDLE LITERAL+ AUTH=PLAIN] HTB-Academy IMAP4 v.0.21.4
> A001 CAPABILITY
< * CAPABILITY IMAP4rev1 SASL-IR LOGIN-REFERRALS ID ENABLE IDLE LITERAL+ AUTH=PLAIN
< A001 OK Pre-login capabilities listed, post-login capabilities have more.
> A002 AUTHENTICATE PLAIN AGNyeTBsMXQzADEyMzQ=
< * CAPABILITY IMAP4rev1 SASL-IR LOGIN-REFERRALS ID ENABLE IDLE SORT SORT=DISPLAY THREAD=REFERENCES THREAD=REFS THREAD=ORDEREDSUBJECT MULTIAPPEND URL-PARTIAL CATENATE UNSELECT CHILDREN NAMESPACE UIDPLUS LIST-EXTENDED I18NLEVEL=1 CONDSTORE QRESYNC ESEARCH ESORT SEARCHRES WITHIN CONTEXT=SEARCH LIST-STATUS BINARY MOVE SNIPPET=FUZZY PREVIEW=FUZZY LITERAL+ NOTIFY SPECIAL-USE
< A002 OK Logged in
> A003 LIST "" *
< * LIST (\HasNoChildren) "." Important
* LIST (\HasNoChildren) "." Important
< * LIST (\HasNoChildren) "." INBOX
* LIST (\HasNoChildren) "." INBOX
< A003 OK List completed (0.001 + 0.000 secs).
* Connection #0 to host 10.129.14.128 left intact
OpenSSL - TLS Encrypted Interaction POP3
openssl s_client -connect 10.129.14.128:pop3s
CONNECTED(00000003)
Can't use SSL_get_servername
depth=0 C = US, ST = California, L = Sacramento, O = Inlanefreight, OU = Customer Support, CN = mail1.inlanefreight.htb, emailAddress = cry0l1t3@inlanefreight.htb
verify error:num=18:self signed certificate
verify return:1
depth=0 C = US, ST = California, L = Sacramento, O = Inlanefreight, OU = Customer Support, CN = mail1.inlanefreight.htb, emailAddress = cry0l1t3@inlanefreight.htb
verify return:1
---
Certificate chain
0 s:C = US, ST = California, L = Sacramento, O = Inlanefreight, OU = Customer Support, CN = mail1.inlanefreight.htb, emailAddress = cry0l1t3@inlanefreight.htb
...SNIP...
---
read R BLOCK
---
Post-Handshake New Session Ticket arrived:
SSL-Session:
Protocol : TLSv1.3
Cipher : TLS_AES_256_GCM_SHA384
Session-ID: 3CC39A7F2928B252EF2FFA5462140B1A0A74B29D4708AA8DE1515BB4033D92C2
Session-ID-ctx:
Resumption PSK: 68419D933B5FEBD878FF1BA399A926813BEA3652555E05F0EC75D65819A263AA25FA672F8974C37F6446446BB7EA83F9
PSK identity: None
PSK identity hint: None
SRP username: None
TLS session ticket lifetime hint: 7200 (seconds)
TLS session ticket:
0000 - d7 86 ac 7e f3 f4 95 35-88 40 a5 b5 d6 a6 41 e4 ...~...5.@....A.
0010 - 96 6c e6 12 4f 50 ce 72-36 25 df e1 72 d9 23 94 .l..OP.r6%..r.#.
0020 - cc 29 90 08 58 1b 57 ab-db a8 6b f7 8f 31 5b ad .)..X.W...k..1[.
0030 - 47 94 f4 67 58 1f 96 d9-ca ca 56 f9 7a 12 f6 6d G..gX.....V.z..m
0040 - 43 b9 b6 68 de db b2 47-4f 9f 48 14 40 45 8f 89 C..h...GO.H.@E..
0050 - fa 19 35 9c 6d 3c a1 46-5c a2 65 ab 87 a4 fd 5e ..5.m<.F\.e....^
0060 - a2 95 25 d4 43 b8 71 70-40 6c fe 6f 0e d1 a0 38 ..%.C.qp@l.o...8
0070 - 6e bd 73 91 ed 05 89 83-f5 3e d9 2a e0 2e 96 f8 n.s......>.*....
0080 - 99 f0 50 15 e0 1b 66 db-7c 9f 10 80 4a a1 8b 24 ..P...f.|...J..$
0090 - bb 00 03 d4 93 2b d9 95-64 44 5b c2 6b 2e 01 b5 .....+..dD[.k...
00a0 - e8 1b f4 a4 98 a7 7a 7d-0a 80 cc 0a ad fe 6e b3 ......z}......n.
00b0 - 0a d6 50 5d fd 9a b4 5c-28 a4 c9 36 e4 7d 2a 1e ..P]...\(..6.}*.
Start Time: 1632081313
Timeout : 7200 (sec)
Verify return code: 18 (self signed certificate)
Extended master secret: no
Max Early Data: 0
---
read R BLOCK
+OK HTB-Academy POP3 Server
OpenSSL - TLS Encrypted Interaction IMAP
openssl s_client -connect 10.129.14.128:imaps
CONNECTED(00000003)
Can't use SSL_get_servername
depth=0 C = US, ST = California, L = Sacramento, O = Inlanefreight, OU = Customer Support, CN = mail1.inlanefreight.htb, emailAddress = cry0l1t3@inlanefreight.htb
verify error:num=18:self signed certificate
verify return:1
depth=0 C = US, ST = California, L = Sacramento, O = Inlanefreight, OU = Customer Support, CN = mail1.inlanefreight.htb, emailAddress = cry0l1t3@inlanefreight.htb
verify return:1
---
Certificate chain
0 s:C = US, ST = California, L = Sacramento, O = Inlanefreight, OU = Customer Support, CN = mail1.inlanefreight.htb, emailAddress = cry0l1t3@inlanefreight.htb
...SNIP...
---
read R BLOCK
---
Post-Handshake New Session Ticket arrived:
SSL-Session:
Protocol : TLSv1.3
Cipher : TLS_AES_256_GCM_SHA384
Session-ID: 2B7148CD1B7B92BA123E06E22831FCD3B365A5EA06B2CDEF1A5F397177130699
Session-ID-ctx:
Resumption PSK: 4D9F082C6660646C39135F9996DDA2C199C4F7E75D65FA5303F4A0B274D78CC5BD3416C8AF50B31A34EC022B619CC633
PSK identity: None
PSK identity hint: None
SRP username: None
TLS session ticket lifetime hint: 7200 (seconds)
TLS session ticket:
0000 - 68 3b b6 68 ff 85 95 7c-8a 8a 16 b2 97 1c 72 24 h;.h...|......r$
0010 - 62 a7 84 ff c3 24 ab 99-de 45 60 26 e7 04 4a 7d b....$...E`&..J}
0020 - bc 6e 06 a0 ff f7 d7 41-b5 1b 49 9c 9f 36 40 8d .n.....A..I..6@.
0030 - 93 35 ed d9 eb 1f 14 d7-a5 f6 3f c8 52 fb 9f 29 .5........?.R..)
0040 - 89 8d de e6 46 95 b3 32-48 80 19 bc 46 36 cb eb ....F..2H...F6..
0050 - 35 79 54 4c 57 f8 ee 55-06 e3 59 7f 5e 64 85 b0 5yTLW..U..Y.^d..
0060 - f3 a4 8c a6 b6 47 e4 59-ee c9 ab 54 a4 ab 8c 01 .....G.Y...T....
0070 - 56 bb b9 bb 3b f6 96 74-16 c9 66 e2 6c 28 c6 12 V...;..t..f.l(..
0080 - 34 c7 63 6b ff 71 16 7f-91 69 dc 38 7a 47 46 ec 4.ck.q...i.8zGF.
0090 - 67 b7 a2 90 8b 31 58 a0-4f 57 30 6a b6 2e 3a 21 g....1X.OW0j..:!
00a0 - 54 c7 ba f0 a9 74 13 11-d5 d1 ec cc ea f9 54 7d T....t........T}
00b0 - 46 a6 33 ed 5d 24 ed b0-20 63 43 d8 8f 14 4d 62 F.3.]$.. cC...Mb
Start Time: 1632081604
Timeout : 7200 (sec)
Verify return code: 18 (self signed certificate)
Extended master secret: no
Max Early Data: 0
---
read R BLOCK
* OK [CAPABILITY IMAP4rev1 SASL-IR LOGIN-REFERRALS ID ENABLE IDLE LITERAL+ AUTH=PLAIN] HTB-Academy IMAP4 v.0.21.4