Structure Database (LMSD)

Common Name
12-HETE-Gly
Systematic Name
N-(12S-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoyl)-glycine
Synonyms
  • 12S-HETE-Gly
LM ID
LMFA08020144
Formula
C22H35NO4
Exact Mass
Calculate m/z
377.256609
Sum Composition
NAGly 20:4;O
Status
Curated
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]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Endocannabinoid Oxygenation by Cyclooxygenases, Lipoxygenases, and Cytochromes P450: Cross-Talk between the Eicosanoid and Endocannabinoid Signaling Pathways,
Chem Rev, 2011
Pubmed ID: 21923193

String Representations

InChiKey (Click to copy)
IEDOAPXQRUEANC-DJNHXDDZSA-N
InChi (Click to copy)
InChI=1S/C22H35NO4/c1-2-3-4-5-10-13-16-20(24)17-14-11-8-6-7-9-12-15-18-21(25)23-19-22(26)27/h7-11,13-14,17,20,24H,2-6,12,15-16,18-19H2,1H3,(H,23,25)(H,26,27)/b9-7-,11-8-,13-10-,17-14+/t20-/m0/s1
SMILES (Click to copy)
C(NCC(O)=O)(CCC/C=C\C/C=C\C=C\[C@@H](O)C/C=C\CCCCC)=O

Other Databases

CHEBI ID
186903
PubChem CID
53477510

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 419.48
Topological Polar Surface Area 86.63
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 4.87
Molar Refractivity 111.44

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Created at
-
Updated at
19th Feb 2024