Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	50537
Common Name:	1-O-sinapoyl-beta-D-glucose
Systematic Name:	(2E)-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoyl beta-D-glucopyranoside
RefMet Name:	1-O-Sinapoyl-beta-D-glucose
Synonyms:	1-O-sinapoyl-beta-D-glucose [PubChem Synonyms]
Exact Mass:	386.1213 (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:	C17H22O10
InChIKey:	XRKBRPFTFKKHEF-DGDBGZAXSA-N
ClassyFire superclass:	Phenylpropanoids and polyketides [C0000261]
ClassyFire class:	Cinnamic acids and derivatives [C0000476]
ClassyFire subclass:	Hydroxycinnamic acids and derivatives [C0001391]
ClassyFire direct parent:	Hydroxycinnamic acid glycosides [C0003003]
Massbank MS spectra:	View MS spectra
SMILES:	COc1cc(/C=C/C(=O)O[C@H]2[C@@H]([C@H]([C@@H]([C@@H](CO)O2)O)O)O)cc(c1O)OC
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	5280406
CHEBI ID:	16546
HMDB ID:	HMDB0302379
KEGG ID:	C01175
MetaCyc ID:	1-O-SINAPOYL-BETA-D-GLUCOSE
Plant Metabolite Hub(Pmhub):	MS000010087

Calculated physicochemical properties (?):

Heavy Atoms:	27
Rings:	2
Aromatic Rings:	1
Rotatable Bonds:	7
van der Waals Molecular volume:	341.74 Å3 molecule-1
Toplogical Polar Sufrace Area:	157.21 Å2 molecule-1
Hydrogen Bond Donors:	5
Hydrogen Bond Acceptors:	10
logP:	0.48
Molar Refractivity:	93.15
Fraction sp3 Carbons:	0.47
sp3 Carbons:	8

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