Structure Database (LMSD)

Common Name
Methyl-(10S)-hydroxy-(11S,12S)-epoxy-(5Z,8Z,14Z,17Z)-eicosatetraenoate
Systematic Name
Methyl-(10S)-hydroxy-(11S,12S)-epoxy-(5Z,8Z,14Z,17Z)-eicosa-(5,8,14,17)-tetraenoate
Synonyms
  • 10S-hydroxy-(11S,12S)-epoxy-(5Z,8Z,14Z,17Z)-eicosatetraenoic acid methyl ester
LM ID
LMFA03090012
Formula
C21H32O4
Exact Mass
Calculate m/z
348.23006
Sum Composition
FA 21:5;O2
Status
Active
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]
Branched fatty acids [FA0102]
Hydroxy fatty acids [FA0105]
Fatty esters [FA07]
Short fatty esters [FA0710]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Murrayella periclados (#110473)
Florideophyceae (#2806)
Eicosanoids from the tropical red alga Murrayella periclados.,
Phytochemistry, 1994

String Representations

InChiKey (Click to copy)
TZZBJXZCAVSJCY-LUQRYRFISA-N
InChi (Click to copy)
InChI=1S/C21H32O4/c1-3-4-5-6-10-13-16-19-21(25-19)18(22)15-12-9-7-8-11-14-17-20(23)24-2/h4-5,7-8,10,12-13,15,18-19,21-22H,3,6,9,11,14,16-17H2,1-2H3/b5-4-,8-7-,13-10-,15-12-/t18-,19+,21+/m1/s1
SMILES (Click to copy)
C(CCC/C=C\C/C=C\[C@@H](O)[C@@H]1O[C@H]1C/C=C\C/C=C\CC)(=O)OC

Other Databases

CHEBI ID
187614
PubChem CID
10405480

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 1
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 381.46
Topological Polar Surface Area 59.06
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 4
logP 5.12
Molar Refractivity 102.77

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Created at
-
Updated at
7th Jun 2022