Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	44883
Common Name:	Lignans
Systematic Name:	(10R,11S,16R)-16-hydroxy-10-(3,4,5-trimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1,3(7),8-trien-12-one
Synonyms:	[PubChem Synonyms]
Exact Mass:	414.1315 (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:	C22H22O8
InChIKey:	YJGVMLPVUAXIQN-BCVBHCCTSA-N
ClassyFire superclass:	Lignans, neolignans and related compounds [C0001392]
ClassyFire class:	Lignan lactones [C0001510]
ClassyFire subclass:	Podophyllotoxins [C0000047]
ClassyFire direct parent:	Podophyllotoxins [C0000047]
MoNA MS spectra:	View MS spectra
SMILES:	COc1cc(cc(c1OC)OC)[C@@H]1c2cc3c(cc2[C@@H](C2COC(=O)[C@@H]12)O)OCO3
Studies:	-

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Calculated physicochemical properties (?):

Heavy Atoms:	30
Rings:	5
Aromatic Rings:	2
Rotatable Bonds:	4
van der Waals Molecular volume:	357.40 Å3 molecule-1
Toplogical Polar Sufrace Area:	98.89 Å2 molecule-1
Hydrogen Bond Donors:	1
Hydrogen Bond Acceptors:	8
logP:	2.69
Molar Refractivity:	103.89
Fraction sp3 Carbons:	0.41
sp3 Carbons:	9

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