Structure Database (LMSD)

Common Name
Trioxilin B3
Systematic Name
10,11S,12R-trihydroxy-5Z,8Z,14Z-eicosatrienoic acid
Synonyms
LM ID
LMFA03090004
Formula
C20H34O5
Exact Mass
Calculate m/z
354.240626
Sum Composition
FA 20:3;O3
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

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]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Rattus norvegicus (#10116)
Mammalia (#40674)
Arachidonic acid epoxides. Isolation and structure of two hydroxy epoxide intermediates in the formation of 8,11,12- and 10,11,12-trihydroxyeicosatrienoic acids.,
J Biol Chem, 1983
Pubmed ID: 6406490

String Representations

InChiKey (Click to copy)
GOHNIXDAQODZKP-OZPSOFALSA-N
InChi (Click to copy)
InChI=1S/C20H34O5/c1-2-3-4-5-8-11-14-17(21)20(25)18(22)15-12-9-6-7-10-13-16-19(23)24/h6-8,11-12,15,17-18,20-22,25H,2-5,9-10,13-14,16H2,1H3,(H,23,24)/b7-6-,11-8-,15-12-/t17-,18?,20+/m1/s1
SMILES (Click to copy)
C(/C(O)[C@@H](O)[C@H](O)C/C=C\CCCCC)=C/C/C=C\CCCC(=O)O

Other Databases

KEGG ID
C14811
HMDB ID
HMDB0001965
CHEBI ID
35032
LIPIDBANK ID
XPR5111
PubChem CID
5283210
SwissLipids ID
SLM:000000989

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 0
Aromatic Rings 0
Rotatable Bonds 15
Van der Waals Molecular Volume 387.95
Topological Polar Surface Area 97.99
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 5
logP 4.21
Molar Refractivity 101.84

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Created at
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Updated at
3rd Apr 2023