Structure Database (LMSD)

Systematic Name
N-(3-Hydroxy-9Z-hexadecenoyl) glycine
Synonyms
LM ID
LMFA08020334
Formula
C18H33NO4
Exact Mass
Calculate m/z
327.240959
Sum Composition
NAGly 16:1;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amino acids [FA0805]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Phocaeicola vulgatus (#821)
Bacteroidia (#200643)
Functional metagenomic discovery of bacterial effectors in the human microbiome and isolation of commendamide, a GPCR G2A/132 agonist.,
Proc Natl Acad Sci U S A, 2015
Pubmed ID: 26283367

String Representations

InChiKey (Click to copy)
SQFRXWVHVJRXII-FPLPWBNLSA-N
InChi (Click to copy)
InChI=1S/C18H33NO4/c1-2-3-4-5-6-7-8-9-10-11-12-13-16(20)14-17(21)19-15-18(22)23/h7-8,16,20H,2-6,9-15H2,1H3,(H,19,21)(H,22,23)/b8-7-
SMILES (Click to copy)
C(CC(O)CCCCC/C=C\CCCCCC)(=O)NCC(=O)O

Other Databases

PubChem CID
171118620

Calculated Physicochemical Properties

Heavy Atoms 23
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 358.20
Topological Polar Surface Area 86.63
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 3.99
Molar Refractivity 93.26

Admin

Created at
6th May 2021
Updated at
19th Feb 2024