Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	43637
Common Name:	Voacamine
Systematic Name:	methyl (1S,15S,17S,18S)-17-ethyl-6-[(1R,12R,14R,15E)-15-ethylidene-18-(methoxycarbonyl)-17-methyl-10,17-diazatetracyclo[12.3.1.0^{3,11}.0^{4,9}]octadeca-3(11),4,6,8-tetraen-12-yl]-7-methoxy-3,13-diazapentacyclo[13.3.1.0^{2,10}.0^{4,9}.0^{13,18}]nonadeca-2(10),4,6,8-tetraene-1-carboxylate
RefMet Name:	Voacamine
Synonyms:	[PubChem Synonyms]
Exact Mass:	704.3938 (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:	C43H52N4O5
InChIKey:	VCMIRXRRQJNZJT-XRMSBCOFSA-N
ClassyFire superclass:	Alkaloids and derivatives [C0000279]
ClassyFire class:	Ibogan-type alkaloids [C0002748]
ClassyFire subclass:	Ibogan-type alkaloids [C0002748]
ClassyFire direct parent:	Aromatic heteropolycyclic compounds
Massbank MS spectra:	View MS spectra
SMILES:	CC[C@H]1C[C@H]2C[C@]3(c4c(CCN(C2)[C@@H]13)c1cc(c(cc1[nH]4)[C@H]1C[C@H]2/C(=CC)/CN(C)[C@H](Cc3c4ccccc4[nH]c13)C2C(=O)OC)OC)C(=O)OC
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	11953931
CHEBI ID:	10014
HMDB ID:	HMDB0015597
KEGG ID:	C09252
Chemspider ID:	10128230
Plant Metabolite Hub(Pmhub):	MS000014160

Calculated physicochemical properties (?):

Heavy Atoms:	52
Rings:	10
Aromatic Rings:	2
Rotatable Bonds:	7
van der Waals Molecular volume:	674.53 Å3 molecule-1
Toplogical Polar Sufrace Area:	92.37 Å2 molecule-1
Hydrogen Bond Donors:	2
Hydrogen Bond Acceptors:	7
logP:	8.32
Molar Refractivity:	205.09
Fraction sp3 Carbons:	0.53
sp3 Carbons:	23

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