Structure Database (LMSD)

Common Name
(+)-cucurbic acid
Systematic Name
{(1R,2S,3S)-3-hydroxy-2-[(2Z)-pent-2-en-1-yl]cyclopentyl}acetic acid
Synonyms
  • (3R,6S,7S)-cucurbic acid
LM ID
LMFA02020013
Formula
C12H20O3
Exact Mass
Calculate m/z
212.141245
Sum Composition
FA 12:2;O
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Octadecanoids [FA02]
Jasmonic acids [FA0202]
Fatty Acids and Conjugates [FA01]
Unsaturated fatty acids [FA0103]
Hydroxy fatty acids [FA0105]
Carbocyclic fatty acids [FA0114]

String Representations

InChiKey (Click to copy)
LYSGIJUGUGJIPS-UOMVISFLSA-N
InChi (Click to copy)
InChI=1S/C12H20O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-11,13H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10+,11+/m1/s1
SMILES (Click to copy)
[C@@H]1(C/C=C\CC)[C@@H](O)CC[C@@H]1CC(=O)O

Other Databases

KEGG ID
C08482
CHEBI ID
18446
PubChem CID
5281159

Calculated Physicochemical Properties

Heavy Atoms 15
Rings 1
Aromatic Rings 0
Rotatable Bonds 5
Van der Waals Molecular Volume 224.89
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 2.49
Molar Refractivity 59.03

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Created at
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Updated at
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