Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	51608
Common Name:	Harmaline
Systematic Name:	7-methoxy-1-methyl-4,9-dihydro-3H-pyrido[3,4-b]indole
RefMet Name:	Harmaline
Synonyms:	3,4-Dihydroharmine; 7-methoxy-1-methyl-4,9-dihydro-3H-beta-carboline; Armalin; Dihydroharmine; Harmalol methyl ether; Harmidine; O-Methylharmalol; harmalin [PubChem Synonyms]
Exact Mass:	214.1106 (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:	C13H14N2O
InChIKey:	RERZNCLIYCABFS-UHFFFAOYSA-N
ClassyFire superclass:	Alkaloids and derivatives [C0000279]
ClassyFire class:	Harmala alkaloids [C0001140]
ClassyFire subclass:	Harmala alkaloids [C0001140]
ClassyFire direct parent:	Aromatic heteropolycyclic compounds
Massbank MS spectra:	View MS spectra
SMILES:	CC1=NCCc2c3ccc(cc3[nH]c12)OC
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	3564
CHEBI ID:	28172
HMDB ID:	HMDB0030310
KEGG ID:	C06536
EPA CompTox DB:	DTXCID6021038
Plant Metabolite Hub(Pmhub):	MS000009595

Calculated physicochemical properties (?):

Heavy Atoms:	16
Rings:	3
Aromatic Rings:	2
Rotatable Bonds:	1
van der Waals Molecular volume:	192.17 Å3 molecule-1
Toplogical Polar Sufrace Area:	37.38 Å2 molecule-1
Hydrogen Bond Donors:	1
Hydrogen Bond Acceptors:	2
logP:	2.67
Molar Refractivity:	66.05
Fraction sp3 Carbons:	0.31
sp3 Carbons:	4

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