Structure Database (LMSD)

Common Name
12S,13R-EpOME
Systematic Name
12S,13R-epoxy-9Z-octadecenoic acid
Synonyms
  • (9Z)-(12S,13R)-12,13-Epoxyoctadecenoic acid
  • Vernolic acid
LM ID
LMFA02000282
Formula
C18H32O3
Exact Mass
Calculate m/z
296.235145
Sum Composition
FA 18:2;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Other Octadecanoids [FA0200]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Epoxy fatty acids [FA0107]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Baccharoides anthelmintica (#759864)
Magnoliopsida (#3398)
Fatty acids. Part II. The nature of the oxygenated acid present in Vernonia anthelmintica (Willd.) seed oil,
J Chem Soc, 1954

String Representations

InChiKey (Click to copy)
CCPPLLJZDQAOHD-GJGKEFFFSA-N
InChi (Click to copy)
InChI=1S/C18H32O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h8,11,16-17H,2-7,9-10,12-15H2,1H3,(H,19,20)/b11-8-/t16-,17+/m1/s1
SMILES (Click to copy)
C(CCCCCCC/C=C\C[C@@H]1O[C@@H]1CCCCC)(=O)O

Other Databases

KEGG ID
C08368
CHEBI ID
27706
PubChem CID
6449780
PlantFA ID
10337
Cayman ID
52450

Calculated Physicochemical Properties

Heavy Atoms 21
Rings 1
Aromatic Rings 0
Rotatable Bonds 14
Van der Waals Molecular Volume 328.69
Topological Polar Surface Area 49.83
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 3
logP 5.67
Molar Refractivity 87.54

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Updated at
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