Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	130059
Common Name:	5-Methoxypodophyllotoxin
Systematic Name:	(5R,5aR,8aR,9R)-5-hydroxy-4-methoxy-9-(3,4,5-trimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[6,5-f][1,3]benzodioxol-8-one
Synonyms:	[PubChem Synonyms]
Exact Mass:	444.1420 (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:	C23H24O9
InChIKey:	PDQAOYGENRRPQO-UXDKQJBESA-N
ClassyFire superclass:	Lignans, neolignans and related compounds [C0001392]
ClassyFire class:	Lignan lactones [C0001510]
ClassyFire subclass:	Podophyllotoxins [C0000047]
Massbank MS spectra:	View MS spectra
SMILES:	COc1cc(cc(c1OC)OC)[C@@H]1c2cc3c(c(c2[C@@H]([C@H]2COC(=O)[C@H]12)O)OC)OCO3
Studies:	Available studies(via PubChem CID)

Select appropriate tab below to view additional details:

All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	3035544
CHEMBL ID:	CHEMBL292945
EPA CompTox DB:	DTXCID50215046
Plant Metabolite Hub(Pmhub):	MS000016172

Calculated physicochemical properties (?):

Heavy Atoms:	32
Rings:	5
Aromatic Rings:	2
Rotatable Bonds:	5
van der Waals Molecular volume:	383.49 Å3 molecule-1
Toplogical Polar Sufrace Area:	108.12 Å2 molecule-1
Hydrogen Bond Donors:	1
Hydrogen Bond Acceptors:	9
logP:	2.7
Molar Refractivity:	110.45
Fraction sp3 Carbons:	0.43
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