Structure Database (LMSD)

Common Name
Hepoxilin B3
Systematic Name
10-hydroxy-11S,12S-epoxy-5Z,8Z,14Z-eicosatrienoic acid
Synonyms
  • HXB3
LM ID
LMFA03090003
Formula
Exact Mass
Calculate m/z
336.23006
Sum Composition
Status
Active


Main

Classification

String Representations

InChiKey (Click to copy)
DWNBPRRXEVJMPO-RNGYDEEPSA-N
InChi (Click to copy)
InChI=1S/C20H32O4/c1-2-3-4-5-9-12-15-18-20(24-18)17(21)14-11-8-6-7-10-13-16-19(22)23/h6-7,9,11-12,14,17-18,20-21H,2-5,8,10,13,15-16H2,1H3,(H,22,23)/b7-6-,12-9-,14-11-/t17?,18-,20-/m0/s1
SMILES (Click to copy)
C(O)(/C=C\C/C=C\CCCC(O)=O)[C@@H]1O[C@H]1C/C=C\CCCCC

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Homo sapiens (#9606)
Mammalia (#40674)
The identification of an epoxy-hydroxy acid as a product from the incubation of arachidonic acid with washed blood platelets.,
Prostaglandins, 1979
Pubmed ID: 523677
Platysiphonia (#189639)
Florideophyceae (#2806)
Discovery of the mammalian insulin release modulator, hepoxilin B3, from the tropical red algae Platysiphonia miniata and Cottoniella filamentosa.,
J Biol Chem, 1990
Pubmed ID: 2180942

Other Databases

KEGG ID
HMDB ID
CHEBI ID
LIPIDBANK ID
XPR5101
PubChem CID

Calculated Physicochemical Properties

Heavy Atoms 24
Rings 1
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 366.80
Topological Polar Surface Area 70.06
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 5.26
Molar Refractivity 98.49

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Created at
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Updated at
9th May 2022