Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	69308
Common Name:	Genipin
Systematic Name:	methyl (1R,4aS,7aS)-1-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
RefMet Name:	Genipin
Synonyms:	ST080860; AC1L9CSN; SureCN34249; C09780 [PubChem Synonyms]
Exact Mass:	226.0841 (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:	C11H14O5
InChIKey:	AZKVWQKMDGGDSV-BCMRRPTOSA-N
LIPID MAPS Category:	Prenol Lipids
LIPID MAPS mainclass:	Isoprenoids
LIPID MAPS subclass:	C10 isoprenoids
Massbank MS spectra:	View MS spectra
SMILES:	COC(=O)C1=CO[C@H]([C@@H]2C(=CC[C@H]12)CO)O
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	442424
LIPID MAPS ID:	LMPR0102070056
CHEBI ID:	5298
HMDB ID:	HMDB0035830
KEGG ID:	C09780
EPA CompTox DB:	DTXCID901332867
Plant Metabolite Hub(Pmhub):	MS000010332

Calculated physicochemical properties (?):

Heavy Atoms:	16
Rings:	2
Aromatic Rings:	0
Rotatable Bonds:	3
van der Waals Molecular volume:	210.17 Å3 molecule-1
Toplogical Polar Sufrace Area:	78.06 Å2 molecule-1
Hydrogen Bond Donors:	2
Hydrogen Bond Acceptors:	5
logP:	0.52
Molar Refractivity:	54.96
Fraction sp3 Carbons:	0.55
sp3 Carbons:	6

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