Structure database (LMSD)

  MDLMOL files can be opened in various drawing programs. In ChemDraw, open as filetype "MDL Molfile".
LM IDLMFA02020013
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
Exact Mass
212.1412 (neutral)    Calculate m/z:
FormulaC12H20O3
CategoryFatty Acyls [FA]
Main ClassOctadecanoids [FA02]
Sub ClassJasmonic acids [FA0202]
Alternative ClassesUnsaturated fatty acids[FA0103], Hydroxy fatty acids[FA0105], Carbocyclic fatty acids[FA0114]
PubChem CID5281159
KEGG IDC08482
CHEBI ID18446
InChIKeyLYSGIJUGUGJIPS-UOMVISFLSA-N  Show lipids differing only in stereochemistry/bond geometry
InChIInChI=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[C@@H]1(C/C=C\CC)[C@@H](O)CC[C@@H]1CC(=O)O
StatusActive
Calculated physicochemical properties (?):
 Heavy Atoms15Rings1Aromatic Rings0Rotatable Bonds5
 van der Waals
Molecular Volume
224.89Topological Polar
Surface Area
57.53Hydrogen
Bond Donors
2Hydrogen
Bond Acceptors
3
 logP2.49Molar
Refractivity
59.03