Gmail is blocking to send email via SMTP? [duplicate] - email

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smtp error: 535 5.7.8 Username and Password not accepted for gmail in go
(4 answers)
Closed 2 years ago.
I have tried to set up msmtp server from this question PHP+Ubuntu Send email using gmail form localhost. So I have set the default (account) to send from:
/etc/msmtprc:
defaults
tls on
tls_starttls on
tls_trust_file /etc/ssl/certs/ca-certificates.crt
account default
host smtp.gmail.com
port 587
auth on
user autak987#gmail.com
password PASSWORD #not real password
from autak987#gmail.com
logfile /var/log/msmtp.log
And now when I try to send a test email (executed as root):
echo -e "Subject: Test Mail\r\n\r\nThis is my first test email." | msmtp --debug --from=default -t autak987#gmail.com
gives:
loaded system configuration file /etc/msmtprc
ignoring user configuration file /root/.msmtprc: No such file or directory
falling back to default account
using account default from /etc/msmtprc
host = smtp.gmail.com
port = 587
source ip = (not set)
proxy host = (not set)
proxy port = 0
timeout = off
protocol = smtp
domain = localhost
auth = choose
user = autak987#gmail.com
password = *
passwordeval = (not set)
ntlmdomain = (not set)
tls = on
tls_starttls = on
tls_trust_file = /etc/ssl/certs/ca-certificates.crt
tls_crl_file = (not set)
tls_fingerprint = (not set)
tls_key_file = (not set)
tls_cert_file = (not set)
tls_certcheck = on
tls_min_dh_prime_bits = (not set)
tls_priorities = (not set)
auto_from = off
maildomain = (not set)
from = default
add_missing_from_header = on
add_missing_date_header = on
remove_bcc_headers = on
dsn_notify = (not set)
dsn_return = (not set)
logfile = /var/log/msmtp.log
logfile_time_format = (not set)
syslog = (not set)
aliases = (not set)
reading recipients from the command line and the mail
<-- 220 smtp.gmail.com ESMTP o60sm9122564eda.30 - gsmtp
--> EHLO localhost
<-- 250-smtp.gmail.com at your service, [2a00:1028:8d1b:f32a:baac:e4e8:de4:df3c]
<-- 250-SIZE 35882577
<-- 250-8BITMIME
<-- 250-STARTTLS
<-- 250-ENHANCEDSTATUSCODES
<-- 250-PIPELINING
<-- 250-CHUNKING
<-- 250 SMTPUTF8
--> STARTTLS
<-- 220 2.0.0 Ready to start TLS
TLS session parameters:
(TLS1.3)-(ECDHE-X25519)-(ECDSA-SECP256R1-SHA256)-(AES-256-GCM)
TLS certificate information:
Owner:
Common Name: smtp.gmail.com
Organization: Google LLC
Locality: Mountain View
State or Province: California
Country: US
Issuer:
Common Name: GTS CA 1O1
Organization: Google Trust Services
Country: US
Validity:
Activation time: Tue 11 Aug 2020 10:57:38 AM CEST
Expiration time: Tue 03 Nov 2020 09:57:38 AM CET
Fingerprints:
SHA256: 8A:D6:DC:62:1D:6B:BB:B9:45:03:38:E8:40:AC:8C:A8:60:75:CF:B6:95:93:83:4C:ED:AD:BA:CA:71:47:44:E7
SHA1 (deprecated): 84:5D:7F:E9:0E:7C:6A:C0:70:F6:04:09:4A:1C:AA:5D:6C:BF:11:E2
--> EHLO localhost
<-- 250-smtp.gmail.com at your service, [2a00:1028:8d1b:f32a:baac:e4e8:de4:df3c]
<-- 250-SIZE 35882577
<-- 250-8BITMIME
<-- 250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH
<-- 250-ENHANCEDSTATUSCODES
<-- 250-PIPELINING
<-- 250-CHUNKING
<-- 250 SMTPUTF8
--> AUTH PLAIN AGF1dGFrOTg3QGdtYWlsLmNvbQBNaWxhbmJhcm9zMTIz
<-- 535-5.7.8 Username and Password not accepted. Learn more at
<-- 535 5.7.8 https://support.google.com/mail/?p=BadCredentials o60sm9122564eda.30 - gsmtp
msmtp: authentication failed (method PLAIN)
msmtp: server message: 535-5.7.8 Username and Password not accepted. Learn more at
msmtp: server message: 535 5.7.8 https://support.google.com/mail/?p=BadCredentials o60sm9122564eda.30 - gsmtp
msmtp: could not send mail (account default from /etc/msmtprc)
msmtp: cannot log to /var/log/msmtp.log: cannot open: Permission denied
msmtp: log info was: host=smtp.gmail.com tls=on auth=on user=autak987#gmail.com from=default recipients=autak987#gmail.com smtpstatus=535 smtpmsg='535-5.7.8 Username and Password not accepted. Learn more at\n535 5.7.8 https://support.google.com/mail/?p=BadCredentials o60sm9122564eda.30 - gsmtp' errormsg='authentication failed (method PLAIN)' exitcode=EX_NOPERM
So the log says <-- 535-5.7.8 Username and Password not accepted. Learn more at, but I got an warning email someone has tried to log in your account Which I confirm was me. Then it says The application you have tried to use, Google blocked, because it does not fulfil our security standards. So the msmtp does not fulfil security standard? I have donwloaded all the certificate needed (and credentials were correct either login or password). So if msmtp does not fulfil security standard, how can I send email from php form?

Answer 1

You probably need to enable Less Secure Apps in your google account to allow the use of smtp
https://support.google.com/accounts/answer/6010255?hl=en
If you use 2 factor authentication you will need to generate an app specific password
https://support.google.com/accounts/answer/185833?hl=en