Microbial
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2025-10-02 22:38:25 UTC
Update Date2025-10-08 21:35:18 UTC
Metabolite IDMMDBc0060750
Metabolite Identification
Common NameCommendamide
DescriptionCommendamide is a bioactive metabolite classified as a long-chain N-acyl-amino acid, specifically N-(3-hydroxypalmitoyl)glycine. It is derived from gut microbiota and is structurally similar to endogenous compounds within the endocannabinoidome, a complex lipid signaling system that influences various physiological and pathological processes in mammals. The chemical structure of commendamide features a hydroxypalmitoyl group attached to a glycine backbone, which is critical for its interaction with biological systems. Commendamide has been shown to activate G-protein-coupled receptors (GPCRs), particularly the G2A/132 subtype, which are involved in signaling pathways that regulate numerous biological functions (PMID:35300384 ). Additionally, commendamide's production by gut bacteria, such as Bacteroides, highlights its role in the microbiome's contribution to metabolic processes, particularly following dietary interventions like BO supplementation (PMID:38695302 ). The first separation of commendamide enantiomers using enantioselective high-performance liquid chromatography (HPLC) has also been documented, emphasizing its significance in analytical chemistry (PMID:39700865 ). Overall, commendamide represents a fascinating intersection of microbiology, chemistry, and pharmacology.
Structure
SynonymsNot Available
Molecular FormulaC18H35NO4
Average Mass329.481
Monoisotopic Mass329.256608611
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILESNot Available
InChI Identifier
Not Available
InChI KeyMZUHHHSFDVDBCZ-UHFFFAOYNA-N