Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	50361
Common Name:	Limonin 17-beta-D-glucoside
Systematic Name:	(3'S,4aS,6aR,8aR,9R,10S,12aR,12bR)-10-[(R)-furan-3-yl(beta-D-glucopyranosyloxy)methyl]-6,6,8a,10-tetramethyl-3,8-dioxodecahydro-3H,6H-spiro[naphtho[1',2':3,4]furo[3,2-c]pyran-9,2'-oxirane]-3'-carboxylic acid
RefMet Name:	Limonin 17-beta-D-glucoside
Synonyms:	Limonin 17-beta-D-glucopyranoside; beta-D-glucosyl-limonin [PubChem Synonyms]
Exact Mass:	650.2575 (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:	C32H42O14
InChIKey:	FYIKIBQJAJRKQM-WNCNYDOCSA-N
ClassyFire superclass:	Lipids and lipid-like molecules [C0000012]
SMILES:	CC1(C)[C@@H]2CC(=O)[C@]3(C)[C@H](CC[C@@](C)([C@H](c4ccoc4)O[C@H]4[C@@H]([C@H]([C@@H]([C@@H](CO)O4)O)O)O)[C@@]43[C@@H](C(=O)O)O4)[C@@]32COC(=O)C[C@@H]3O1
Studies:	Available studies (via RefMet name)

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Calculated physicochemical properties (?):

Heavy Atoms:	46
Rings:	7
Aromatic Rings:	1
Rotatable Bonds:	6
van der Waals Molecular volume:	574.60 Å3 molecule-1
Toplogical Polar Sufrace Area:	221.16 Å2 molecule-1
Hydrogen Bond Donors:	5
Hydrogen Bond Acceptors:	14
logP:	3.63
Molar Refractivity:	156.14
Fraction sp3 Carbons:	0.78
sp3 Carbons:	25

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