Structure Database (LMSD)

Common Name
12-HETE-Ala
Systematic Name
N-(12S-hydroxy-5Z,8Z,10E,14Z-eicosatetraenoyl)-alanine
Synonyms
  • 12S-HETE-Ala
LM ID
LMFA08020146
Formula
C23H37NO4
Exact Mass
Calculate m/z
391.272259
Sum Composition
NAAla 20:4;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]
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)
ONYVHICJBRWHPQ-RTYQQCFVSA-N
InChi (Click to copy)
InChI=1S/C23H37NO4/c1-3-4-5-6-11-14-17-21(25)18-15-12-9-7-8-10-13-16-19-22(26)24-20(2)23(27)28/h8-12,14-15,18,20-21,25H,3-7,13,16-17,19H2,1-2H3,(H,24,26)(H,27,28)/b10-8-,12-9-,14-11-,18-15+/t20-,21-/m0/s1
SMILES (Click to copy)
C(N[C@@]([H])(C)C(O)=O)(CCC/C=C\C/C=C\C=C\[C@@H](O)C/C=C\CCCCC)=O

Other Databases

PubChem CID
53477512

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 0
Aromatic Rings 0
Rotatable Bonds 16
Van der Waals Molecular Volume 436.78
Topological Polar Surface Area 86.63
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 4
logP 5.26
Molar Refractivity 116.06

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Created at
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Updated at
19th Feb 2024