handbook/tools/1.Information-Gathering/2.Active-Reconnaissance/Traceroute.md

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2024-08-30 23:07:22 +00:00
## What is Traceroute?
Traceroute is a network diagnostic tool used to trace the path that an IP packet takes from the local device to a remote device over a network. It sends a sequence of packets to the remote device and records the time it takes for each packet to travel from one device to the next, providing information on the routing path and network latency.
## Common use and commands:
To use Traceroute, simply open a command prompt or terminal and type "traceroute" followed by the IP address or domain name of the remote device. The tool will send packets with increasing Time-To-Live (TTL) values and report the results, including the IP addresses of each device that handles the packets along the way and the round-trip time (RTT) for each packet.
Traceroute
```Terminal
traceroute IP
```
## How does Traceroute work?
The internet is made up of many, many different servers and end-points, all networked up to each other. This means that, in order to get to the content you actually want, you first need to go through a bunch of other servers. Traceroute allows you to see each of these connections -- it allows you to see every intermediate step between your computer and the resource that you requested. The basic syntax for traceroute on Linux is this: `traceroute <destination>`
By default, the Windows traceroute utility (`tracert`) operates using the same ICMP protocol that ping utilises, and the Unix equivalent operates over UDP. This can be altered with switches in both instances.
![Performing a traceroute to Google.com](https://muirlandoracle.co.uk/wp-content/uploads/2020/03/image-15.png)
You can see that it took 13 hops to get from my router (`_gateway`) to the Google server at 216.58.205.46
## More Information
For more information on Traceroute, including additional commands and options, users can refer to the tool's documentation or the GitHub repository: [https://github.com/iputils/iputils](https://github.com/iputils/iputils).
- More information
As the name suggests, the traceroute command _traces the route_ taken by the packets from your system to another host. The purpose of a traceroute is to find the IP addresses of the routers or hops that a packet traverses as it goes from your system to a target host. This command also reveals the number of routers between the two systems. It is helpful as it indicates the number of hops (routers) between your system and the target host. However, note that the route taken by the packets might change as many routers use dynamic routing protocols that adapt to network changes.
On Linux and macOS, the command to use is `traceroute MACHINE_IP`, and on MS Windows, it is `tracert MACHINE_IP`. `traceroute` tries to discover the routers across the path from your system to the target system.
There is no direct way to discover the path from your system to a target system. We rely on ICMP to “trick” the routers into revealing their IP addresses. We can accomplish this by using a small Time To Live (TTL) in the IP header field. Although the T in TTL stands for time, TTL indicates the maximum number of routers/hops that a packet can pass through before being dropped; TTL is not a maximum number of time units. When a router receives a packet, it decrements the TTL by one before passing it to the next router. The following figure shows that each time the IP packet passes through a router, its TTL value is decremented by 1. Initially, it leaves the system with a TTL value of 64; it reaches the target system with a TTL value of 60 after passing through 4 routers.
![](https://tryhackme-images.s3.amazonaws.com/user-uploads/5f04259cf9bf5b57aed2c476/room-content/e82c42dcfae78ac592a8d7843465d2d6.png)
However, if the TTL reaches 0, it will be dropped, and an ICMP Time-to-Live exceeded would be sent to the original sender. In the following figure, the system set TTL to 1 before sending it to the router. The first router on the path decrements the TTL by 1, resulting in a TTL of 0. Consequently, this router will discard the packet and send an ICMP time exceeded in-transit error message. Note that some routers are configured not to send such ICMP messages when discarding a packet.
![](https://tryhackme-images.s3.amazonaws.com/user-uploads/5f04259cf9bf5b57aed2c476/room-content/948388c823b156813fa30225c2fa3f05.png)
On Linux, `traceroute` will start by sending UDP datagrams within IP packets of TTL being 1. Thus, it causes the first router to encounter a TTL=0 and send an ICMP Time-to-Live exceeded back. Hence, a TTL of 1 will reveal the IP address of the first router to you. Then it will send another packet with TTL=2; this packet will be dropped at the second router. And so on. Lets try this on live systems.
In the following examples, we run the same command, `traceroute tryhackme.com` from TryHackMes AttackBox. We notice that different runs might lead to different routes taken by the packets.
Traceroute A
AttackBox Terminal - Traceroute A
```shell-session
user@AttackBox$ traceroute tryhackme.com
traceroute to tryhackme.com (172.67.69.208), 30 hops max, 60 byte packets
1 ec2-3-248-240-5.eu-west-1.compute.amazonaws.com (3.248.240.5) 2.663 ms * ec2-3-248-240-13.eu-west-1.compute.amazonaws.com (3.248.240.13) 7.468 ms
2 100.66.8.86 (100.66.8.86) 43.231 ms 100.65.21.64 (100.65.21.64) 18.886 ms 100.65.22.160 (100.65.22.160) 14.556 ms
3 * 100.66.16.176 (100.66.16.176) 8.006 ms *
4 100.66.11.34 (100.66.11.34) 17.401 ms 100.66.10.14 (100.66.10.14) 23.614 ms 100.66.19.236 (100.66.19.236) 17.524 ms
5 100.66.7.35 (100.66.7.35) 12.808 ms 100.66.6.109 (100.66.6.109) 14.791 ms *
6 100.65.14.131 (100.65.14.131) 1.026 ms 100.66.5.189 (100.66.5.189) 19.246 ms 100.66.5.243 (100.66.5.243) 19.805 ms
7 100.65.13.143 (100.65.13.143) 14.254 ms 100.95.18.131 (100.95.18.131) 0.944 ms 100.95.18.129 (100.95.18.129) 0.778 ms
8 100.95.2.143 (100.95.2.143) 0.680 ms 100.100.4.46 (100.100.4.46) 1.392 ms 100.95.18.143 (100.95.18.143) 0.878 ms
9 100.100.20.76 (100.100.20.76) 7.819 ms 100.92.11.36 (100.92.11.36) 18.669 ms 100.100.20.26 (100.100.20.26) 0.842 ms
10 100.92.11.112 (100.92.11.112) 17.852 ms * 100.92.11.158 (100.92.11.158) 16.687 ms
11 100.92.211.82 (100.92.211.82) 19.713 ms 100.92.0.126 (100.92.0.126) 18.603 ms 52.93.112.182 (52.93.112.182) 17.738 ms
12 99.83.69.207 (99.83.69.207) 17.603 ms 15.827 ms 17.351 ms
13 100.92.9.83 (100.92.9.83) 17.894 ms 100.92.79.136 (100.92.79.136) 21.250 ms 100.92.9.118 (100.92.9.118) 18.166 ms
14 172.67.69.208 (172.67.69.208) 17.976 ms 16.945 ms 100.92.9.3 (100.92.9.3) 17.709 ms
```
In the traceroute output above, we have 14 numbered lines; each line represents one router/hop. Our system sends three packets with TTL set to 1, then three packets with TTL set to 2, and so forth. Depending on the network topology, we might get replies from up to 3 different routers, depending on the route taken by the packet. Consider line number 12, the twelfth router with the listed IP address has dropped the packet three times and sent an ICMP time exceeded in-transit message. The line `12 99.83.69.207 (99.83.69.207) 17.603 ms 15.827 ms 17.351 ms` shows the time in milliseconds for each reply to reach our system.
On the other hand, we can see that we received only a single reply on the third line. The two stars in the output `3 * 100.66.16.176 (100.66.16.176) 8.006 ms *` indicate that our system didnt receive two expected ICMP time exceeded in-transit messages.
Finally, in the first line of the output, we can see that the packets leaving the AttackBox take different routes. We can see two routers that responded to TTL being one. Our system never received the third expected ICMP message.
Traceroute B
AttackBox Terminal - Traceroute B
```shell-session
user@AttackBox$ traceroute tryhackme.com
traceroute to tryhackme.com (104.26.11.229), 30 hops max, 60 byte packets
1 ec2-79-125-1-9.eu-west-1.compute.amazonaws.com (79.125.1.9) 1.475 ms * ec2-3-248-240-31.eu-west-1.compute.amazonaws.com (3.248.240.31) 9.456 ms
2 100.65.20.160 (100.65.20.160) 16.575 ms 100.66.8.226 (100.66.8.226) 23.241 ms 100.65.23.192 (100.65.23.192) 22.267 ms
3 100.66.16.50 (100.66.16.50) 2.777 ms 100.66.11.34 (100.66.11.34) 22.288 ms 100.66.16.28 (100.66.16.28) 4.421 ms
4 100.66.6.47 (100.66.6.47) 17.264 ms 100.66.7.161 (100.66.7.161) 39.562 ms 100.66.10.198 (100.66.10.198) 15.958 ms
5 100.66.5.123 (100.66.5.123) 20.099 ms 100.66.7.239 (100.66.7.239) 19.253 ms 100.66.5.59 (100.66.5.59) 15.397 ms
6 * 100.66.5.223 (100.66.5.223) 16.172 ms 100.65.15.135 (100.65.15.135) 0.424 ms
7 100.65.12.135 (100.65.12.135) 0.390 ms 100.65.12.15 (100.65.12.15) 1.045 ms 100.65.14.15 (100.65.14.15) 1.036 ms
8 100.100.4.16 (100.100.4.16) 0.482 ms 100.100.20.122 (100.100.20.122) 0.795 ms 100.95.2.143 (100.95.2.143) 0.827 ms
9 100.100.20.86 (100.100.20.86) 0.442 ms 100.100.4.78 (100.100.4.78) 0.347 ms 100.100.20.20 (100.100.20.20) 1.388 ms
10 100.92.212.20 (100.92.212.20) 11.611 ms 100.92.11.54 (100.92.11.54) 12.675 ms 100.92.11.56 (100.92.11.56) 10.835 ms
11 100.92.6.52 (100.92.6.52) 11.427 ms 100.92.6.50 (100.92.6.50) 11.033 ms 100.92.210.50 (100.92.210.50) 10.551 ms
12 100.92.210.139 (100.92.210.139) 10.026 ms 100.92.6.13 (100.92.6.13) 14.586 ms 100.92.210.69 (100.92.210.69) 12.032 ms
13 100.92.79.12 (100.92.79.12) 12.011 ms 100.92.79.68 (100.92.79.68) 11.318 ms 100.92.80.84 (100.92.80.84) 10.496 ms
14 100.92.9.27 (100.92.9.27) 11.354 ms 100.92.80.31 (100.92.80.31) 13.000 ms 52.93.135.125 (52.93.135.125) 11.412 ms
15 150.222.241.85 (150.222.241.85) 9.660 ms 52.93.135.81 (52.93.135.81) 10.941 ms 150.222.241.87 (150.222.241.87) 16.543 ms
16 100.92.228.102 (100.92.228.102) 15.168 ms 100.92.227.41 (100.92.227.41) 10.134 ms 100.92.227.52 (100.92.227.52) 11.756 ms
17 100.92.232.111 (100.92.232.111) 10.589 ms 100.92.231.69 (100.92.231.69) 16.664 ms 100.92.232.37 (100.92.232.37) 13.089 ms
18 100.91.205.140 (100.91.205.140) 11.551 ms 100.91.201.62 (100.91.201.62) 10.246 ms 100.91.201.36 (100.91.201.36) 11.368 ms
19 100.91.205.79 (100.91.205.79) 11.112 ms 100.91.205.83 (100.91.205.83) 11.040 ms 100.91.205.33 (100.91.205.33) 10.114 ms
20 100.91.211.45 (100.91.211.45) 9.486 ms 100.91.211.79 (100.91.211.79) 13.693 ms 100.91.211.47 (100.91.211.47) 13.619 ms
21 100.100.6.81 (100.100.6.81) 11.522 ms 100.100.68.70 (100.100.68.70) 10.181 ms 100.100.6.21 (100.100.6.21) 11.687 ms
22 100.100.65.131 (100.100.65.131) 10.371 ms 100.100.92.6 (100.100.92.6) 10.939 ms 100.100.65.70 (100.100.65.70) 23.703 ms
23 100.100.2.74 (100.100.2.74) 15.317 ms 100.100.66.17 (100.100.66.17) 11.492 ms 100.100.88.67 (100.100.88.67) 35.312 ms
24 100.100.16.16 (100.100.16.16) 19.155 ms 100.100.16.28 (100.100.16.28) 19.147 ms 100.100.2.68 (100.100.2.68) 13.718 ms
25 99.83.89.19 (99.83.89.19) 28.929 ms * 21.790 ms
26 104.26.11.229 (104.26.11.229) 11.070 ms 11.058 ms 11.982 ms
```
In the second run of the traceroute program, we noticed that the packets took a longer route this time, passing through 26 routers. If you are running a traceroute to a system within your network, the route will be unlikely to change. However, we cannot expect the route to remain fixed when the packets need to go via other routers outside our network.
To summarize, we can notice the following:
- The number of hops/routers between your system and the target system depends on the time you are running traceroute. There is no guarantee that your packets will always follow the same route, even if you are on the same network or you repeat the traceroute command within a short time.
- Some routers return a public IP address. You might examine a few of these routers based on the scope of the intended penetration testing.
- Some routers dont return a reply.