Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	69456
Common Name:	Trifolirhizin
Systematic Name:	(2R,3R,4R,5R,6S)-2-[[(2R,3S,4S,5R,6S)-6-(4-allylphenoxy)-3,4,5-trihydroxy-tetrahydropyran-2-yl]methoxy]-6-methyl-tetrahydropyran-3,4,5-triol
RefMet Name:	Trifolirhizin
Synonyms:	(-)-Maackiain 3-O-glucoside; trifolrhizin; AC1L9DGT; CHEMBL454878; STOCK1N-04262 [PubChem Synonyms]
Exact Mass:	446.1213 (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:	C22H22O10
InChIKey:	VGSYCWGXBYZLLE-NMUVQDPCSA-N
ClassyFire superclass:	Phenylpropanoids and polyketides [C0000261]
ClassyFire class:	Isoflavonoids [C0002506]
ClassyFire subclass:	Furanoisoflavonoids [C0002617]
ClassyFire direct parent:	Pterocarpans [C0001608]
MoNA MS spectra:	View MS spectra
SMILES:	c1cc2c(cc1O[C@H]1[C@@H]([C@H]([C@@H]([C@@H](CO)O1)O)O)O)OCC1c3cc4c(cc3OC21)OCO4
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	5319151
HMDB ID:	HMDB0036630
KEGG ID:	C10538
Plant Metabolite Hub(Pmhub):	MS000010310

Calculated physicochemical properties (?):

Heavy Atoms:	32
Rings:	6
Aromatic Rings:	2
Rotatable Bonds:	3
van der Waals Molecular volume:	365.26 Å3 molecule-1
Toplogical Polar Sufrace Area:	146.65 Å2 molecule-1
Hydrogen Bond Donors:	4
Hydrogen Bond Acceptors:	10
logP:	2.21
Molar Refractivity:	108.55
Fraction sp3 Carbons:	0.45
sp3 Carbons:	10

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