Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	28763
Common Name:	Ursolic acid
Systematic Name:	3beta-hydroxyurs-12-en-28-oic acid
RefMet Name:	Ursolic acid
Synonyms:	(3beta)-3-hydroxyurs-12-en-28-oic acid; Ursolic acid; malol; prunol; urson [PubChem Synonyms]
Exact Mass:	456.3603 (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:	C30H48O3
InChIKey:	WCGUUGGRBIKTOS-GPOJBZKASA-N
LIPID MAPS Category:	Prenol Lipids [PR]
LIPID MAPS mainclass:	Isoprenoids [PR01]
LIPID MAPS subclass:	C30 isoprenoids (triterpenes) [PR0106]
LIPID MAPS level4class:	Taraxastane, ursane and bauerane triterpenoids [LMPR010618]
Massbank MS spectra:	View MS spectra
SMILES:	C[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@@H](C(C)(C)[C@@H]5CC[C@@]34C)O)[C@@H]2[C@H]1C)C(=O)O
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	64945
LIPID MAPS ID:	LMPR0106180007
CHEBI ID:	9908
HMDB ID:	HMDB0002395
KEGG ID:	C08988
Chemspider ID:	58472
EPA CompTox DB:	DTXCID70201744
Plant Metabolite Hub(Pmhub):	MS000000620
PhytoHub ID:	PHUB000190

Calculated physicochemical properties (?):

Heavy Atoms:	33
Rings:	5
Aromatic Rings:	0
Rotatable Bonds:	1
van der Waals Molecular volume:	486.85 Å3 molecule-1
Toplogical Polar Sufrace Area:	57.53 Å2 molecule-1
Hydrogen Bond Donors:	2
Hydrogen Bond Acceptors:	3
logP:	7.38
Molar Refractivity:	133.12
Fraction sp3 Carbons:	0.90
sp3 Carbons:	27

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