Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	50772
Common Name:	Macarpine
Systematic Name:	5,7-dimethoxy-13-methyl-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridinium
RefMet Name:	Macarpine
Synonyms:	macarpine [PubChem Synonyms]
Exact Mass:	392.1134 (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:	C22H18NO6
InChIKey:	SBVRPBAVNZNLKX-UHFFFAOYSA-N
ClassyFire superclass:	Alkaloids and derivatives [C0000279]
ClassyFire class:	Benzophenanthridine alkaloids [C0002665]
ClassyFire subclass:	Quaternary benzophenanthridine alkaloids [C0002669]
ClassyFire direct parent:	Quaternary benzophenanthridine alkaloids [C0002669]
SMILES:	C[n+]1cc2c(c3cc(c4cc5c(cc4c13)OCO5)OC)c(cc1c2OCO1)OC
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	440929
CHEBI ID:	17101
MetaCyc ID:	CPD-7848
Plant Metabolite Hub(Pmhub):	MS000019027

Calculated physicochemical properties (?):

Heavy Atoms:	29
Rings:	6
Aromatic Rings:	2
Rotatable Bonds:	2
van der Waals Molecular volume:	334.50 Å3 molecule-1
Toplogical Polar Sufrace Area:	67.54 Å2 molecule-1
Hydrogen Bond Donors:	0
Hydrogen Bond Acceptors:	7
logP:	3.68
Molar Refractivity:	105.13
Fraction sp3 Carbons:	0.23
sp3 Carbons:	5

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