LIPID MAPS

Structure Database (LMSD)

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Common Name

17S,18R-EpETE

Systematic Name

17S,18R-epoxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid

Synonyms

(5Z,8Z,11Z,14Z)-(17S,18R)-17,18-Epoxyicosa-5,8,11,14-tetraenoic acid

LM ID

LMFA03000039

Formula

C₂₀H₃₀O₃

Exact Mass

Calculate m/z

318.219496

Sum Composition

FA 20:5;O

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Priestia megaterium (#1404)

Bacilli (#91061)

The highly stereoselective oxidation of polyunsaturated fatty acids by cytochrome P450BM-3.,
J Biol Chem, 1996

Pubmed ID: 8798438

DOI: 10.1074/jbc.271.37.22663

String Representations

InChiKey (Click to copy)

GPQVVJQEBXAKBJ-YQLHGUCYSA-N

InChi (Click to copy)

InChI=1S/C20H30O3/c1-2-18-19(23-18)16-14-12-10-8-6-4-3-5-7-9-11-13-15-17-20(21)22/h3,5-6,8-9,11-12,14,18-19H,2,4,7,10,13,15-17H2,1H3,(H,21,22)/b5-3-,8-6-,11-9-,14-12-/t18-,19+/m1/s1

SMILES (Click to copy)

C(=C/C/C=C\C/C=C\C/C=C\CCCC(=O)O)/C[C@@H]1O[C@@H]1CC

Other Databases

CHEBI ID

76955

PubChem CID

27076755

Calculated Physicochemical Properties

Heavy Atoms 23

Rings 1

Aromatic Rings

Rotatable Bonds 13

Van der Waals Molecular Volume 355.37

Topological Polar Surface Area 49.83

Hydrogen Bond Donors 1

Hydrogen Bond Acceptors 3

logP 5.78

Molar Refractivity 96.49

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Created at

10th Dec 2025

Updated at