Structure Database (LMSD)

OH HO N H O OH NH 2 S O OH O
Common Name
14,15-HxA3-D(11S)
Systematic Name
11S,15S-dihydroxy-14R-(S-cysteinyl-glycyl)-5Z,8Z,12E-eicosatrienoic acid
Synonyms
  • 14,15-Hepoxilin A3-D (11S)
LM ID
LMFA03090009
Formula
C25H42N2O7S
Exact Mass
Calculate m/z
514.271275
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)
PPVZAWNVARPNML-FSHNSKAYSA-N
InChi (Click to copy)
InChI=1S/C25H42N2O7S/c1-2-3-9-13-21(29)22(35-18-20(26)25(34)27-17-24(32)33)16-15-19(28)12-10-7-5-4-6-8-11-14-23(30)31/h4,6-7,10,15-16,19-22,28-29H,2-3,5,8-9,11-14,17-18,26H2,1H3,(H,27,34)(H,30,31)(H,32,33)/b6-4-,10-7-,16-15+/t19-,20-,21-,22+/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)N

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
184610
PubChem CID
52921903

Calculated Physicochemical Properties

Heavy Atoms 35
Rings 0
Aromatic Rings 0
Rotatable Bonds 21
Van der Waals Molecular Volume 527.26
Topological Polar Surface Area 170.18
Hydrogen Bond Donors 6
Hydrogen Bond Acceptors 7
logP 4.34
Molar Refractivity 142.19

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Updated at
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