Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	43806
Common Name:	Cucurbic acid
Systematic Name:	2-{3-hydroxy-2-[(2E)-pent-2-en-1-yl]cyclopentyl}acetic acid
RefMet Name:	Cucurbic acid
Synonyms:	[PubChem Synonyms]
Exact Mass:	212.1412 (neutral)    Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C12H20O3
InChIKey:	LYSGIJUGUGJIPS-ONEGZZNKSA-N
LIPID MAPS Category:	Fatty Acyls
LIPID MAPS mainclass:	Octadecanoids
LIPID MAPS subclass:	Jasmonic acids
SMILES:	CC/C=C/CC1C(CCC1O)CC(=O)O
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	6123064
CHEBI ID:	18446
HMDB ID:	HMDB0029388
Chemspider ID:	19015737
Plant Metabolite Hub(Pmhub):	MS000019951

Calculated physicochemical properties (?):

Heavy Atoms:	15
Rings:	1
Aromatic Rings:	0
Rotatable Bonds:	5
van der Waals Molecular volume:	224.89 Å3 molecule-1
Toplogical Polar Sufrace Area:	57.53 Å2 molecule-1
Hydrogen Bond Donors:	2
Hydrogen Bond Acceptors:	3
logP:	2.49
Molar Refractivity:	59.03
Fraction sp3 Carbons:	0.75
sp3 Carbons:	9

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y