Structure Database (LMSD)

Common Name
12-HETE-GABA
Systematic Name
N-(12S-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoyl)-γ-aminobutyric acid
Synonyms
  • 12S-HETE-GABA
LM ID
LMFA08020147
Formula
C24H39NO4
Exact Mass
Calculate m/z
405.287909
Sum Composition
NA 24:5;O3
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty amides [FA08]
N-acyl amines [FA0802]
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)
SWAWTORXSPNTDG-YLIHFPLRSA-N
InChi (Click to copy)
InChI=1S/C24H39NO4/c1-2-3-4-5-10-13-17-22(26)18-14-11-8-6-7-9-12-15-19-23(27)25-21-16-20-24(28)29/h7-11,13-14,18,22,26H,2-6,12,15-17,19-21H2,1H3,(H,25,27)(H,28,29)/b9-7-,11-8-,13-10-,18-14+/t22-/m0/s1
SMILES (Click to copy)
C(NCCCC(=O)O)(CCC/C=C\C/C=C\C=C\[C@@H](O)C/C=C\CCCCC)=O

Other Databases

CHEBI ID
186841
PubChem CID
53477513

Calculated Physicochemical Properties

Heavy Atoms 29
Rings 0
Aromatic Rings 0
Rotatable Bonds 18
Van der Waals Molecular Volume 454.08
Topological Polar Surface Area 86.63
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.66
Molar Refractivity 120.68

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Updated at
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