Structure Database (LMSD)

O OH HO O N H O OH HN O S H 2 N O OH OH
Common Name
14,15-HxA3-C(11S)
Systematic Name
11S,15S-dihydroxy-14R-(S-glutathionyl)-5Z,8Z,12E-eicosatrienoic acid
Synonyms
  • 14,15-Hepoxilin A3-C (11S)
LM ID
LMFA03090008
Formula
C30H49N3O10S
Exact Mass
Calculate m/z
643.313869
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Eicosanoids [FA03]
Hepoxilins [FA0309]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]
Amino fatty acids [FA0110]

String Representations

InChiKey (Click to copy)
JHBHHPKTNQAMGQ-MHUJEVIJSA-N
InChi (Click to copy)
InChI=1S/C30H49N3O10S/c1-2-3-9-13-24(35)25(17-15-21(34)12-10-7-5-4-6-8-11-14-27(37)38)44-20-23(29(41)32-19-28(39)40)33-26(36)18-16-22(31)30(42)43/h4,6-7,10,15,17,21-25,34-35H,2-3,5,8-9,11-14,16,18-20,31H2,1H3,(H,32,41)(H,33,36)(H,37,38)(H,39,40)(H,42,43)/b6-4-,10-7-,17-15+/t21-,22-,23-,24-,25+/m0/s1
SMILES (Click to copy)
S([C@@H]([C@@H](O)CCCCC)/C=C/[C@@H](O)C/C=C\C/C=C\CCCC(=O)O)C[C@@H](C(=O)NCC(O)=O)NC(CC[C@@H](C(O)=O)N)=O

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
Biosynthesis of 14,15-hepoxilins in human l1236 Hodgkin lymphoma cells and eosinophils.,
Lipids, 2011
Pubmed ID: 21046276

Other Databases

CHEBI ID
132883
PubChem CID
52921902
SwissLipids ID
SLM:000501501

Calculated Physicochemical Properties

Heavy Atoms 44
Rings 0
Aromatic Rings 0
Rotatable Bonds 26
Van der Waals Molecular Volume 645.85
Topological Polar Surface Area 236.58
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 10
logP 3.97
Molar Refractivity 171.50

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Created at
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Updated at
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