7-METHOXY-1-METHYL-9H-BETA-CARBOLINE

Identification

Name
7-METHOXY-1-METHYL-9H-BETA-CARBOLINE
Accession Number
DB07919
Type
Small Molecule
Groups
Experimental
Description
Not Available
Structure
Thumb
Synonyms
Not Available
Categories
Not Available
UNII
4FHH5G48T7
CAS number
Not Available
Weight
Average: 212.2472
Monoisotopic: 212.094963016
Chemical Formula
C13H12N2O
InChI Key
BXNJHAXVSOCGBA-UHFFFAOYSA-N
InChI
InChI=1S/C13H12N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-7,15H,1-2H3
IUPAC Name
7-methoxy-1-methyl-9H-pyrido[3,4-b]indole
SMILES
COC1=CC=C2C(NC3=C2C=CN=C3C)=C1

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UAmine oxidase [flavin-containing] ANot AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB30311
KEGG Compound
C06538
PubChem Compound
5280953
PubChem Substance
99444390
ChemSpider
4444445
BindingDB
100152
ChEBI
28121
ChEMBL
CHEMBL269538
HET
HRM
PDB Entries
2z5x / 2z5y / 3anr

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0613 mg/mLALOGPS
logP3.05ALOGPS
logP1.85ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)13.54ChemAxon
pKa (Strongest Basic)6.15ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.91 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity62.37 m3·mol-1ChemAxon
Polarizability23.45 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.997
Blood Brain Barrier+0.9854
Caco-2 permeable-0.8957
P-glycoprotein substrateNon-substrate0.5688
P-glycoprotein inhibitor INon-inhibitor0.7264
P-glycoprotein inhibitor IINon-inhibitor0.8251
Renal organic cation transporterNon-inhibitor0.6919
CYP450 2C9 substrateNon-substrate0.8379
CYP450 2D6 substrateNon-substrate0.6556
CYP450 3A4 substrateNon-substrate0.5656
CYP450 1A2 substrateInhibitor0.9629
CYP450 2C9 inhibitorNon-inhibitor0.9481
CYP450 2D6 inhibitorInhibitor0.8932
CYP450 2C19 inhibitorNon-inhibitor0.9026
CYP450 3A4 inhibitorInhibitor0.6929
CYP450 inhibitory promiscuityHigh CYP Inhibitory Promiscuity0.6307
Ames testAMES toxic0.9162
CarcinogenicityNon-carcinogens0.9682
BiodegradationNot ready biodegradable0.9949
Rat acute toxicity2.0878 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.8598
hERG inhibition (predictor II)Non-inhibitor0.7301
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-03di-0190000000-fa0446e989509658da3d
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0002-0910000000-4a6e6c341c4868149774
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0002-0900000000-8d47230f745bacac3927
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-00kb-0900000000-16e41b0926f6f19e8e38
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-00kb-0900000000-8ad2d2db9ac2e4e33f2a
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-03dj-0980000000-f76e1f1ebc0a34cf9e19
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-0002-0900000000-10a7486ab11a55848f36
LC-MS/MS Spectrum - LC-ESI-QTOF , negativeLC-MS/MSsplash10-014j-0900000000-f96154ced990a53da1ed
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03di-0090000000-39de68994dd0d4e10b08
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03di-0190000000-4eb0eb565ba056865aa6
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-006t-0920000000-e68ee06c7ad898d448b0
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-00di-0900000000-996c89900776affe7b42
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-01b9-0900000000-8b5053cf47cac449fab7
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03di-0190000000-c155ccc223856b24d591
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-01ot-0950000000-012b0b00f2690f9f975d
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-00xr-0900000000-87c0ba2a9de84a712604
MS/MS Spectrum - , positiveLC-MS/MSsplash10-00di-0910000000-c3bf098f88a09ca6c88a
MS/MS Spectrum - , positiveLC-MS/MSsplash10-00di-0920000000-b2bbb79b7783c3ddbfcb

Taxonomy

Description
This compound belongs to the class of organic compounds known as harmala alkaloids. These are compounds with a structure based on harmaline, harmine, harmalol, harman or a derivative of those parents. These parents are beta-carbolines, consisting of a pyrimidine fused to the pyrrole moiety of an indole to form a pyrido[3,4-b]indole.
Kingdom
Organic compounds
Super Class
Alkaloids and derivatives
Class
Harmala alkaloids
Sub Class
Not Available
Direct Parent
Harmala alkaloids
Alternative Parents
Beta carbolines / Indoles / Anisoles / Methylpyridines / Alkyl aryl ethers / Pyrroles / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds
show 1 more
Substituents
Harman / Beta-carboline / Pyridoindole / Indole / Indole or derivatives / Anisole / Methylpyridine / Alkyl aryl ether / Benzenoid / Pyridine
show 12 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
harmala alkaloid (CHEBI:28121) / Indole alkaloids (C06538) / an alkaloid (CPD-9940)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Serotonin binding
Specific Function
Catalyzes the oxidative deamination of biogenic and xenobiotic amines and has important functions in the metabolism of neuroactive and vasoactive amines in the central nervous system and peripheral...
Gene Name
MAOA
Uniprot ID
P21397
Uniprot Name
Amine oxidase [flavin-containing] A
Molecular Weight
59681.27 Da
References
  1. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235]

Drug created on September 15, 2010 15:27 / Updated on November 09, 2017 04:22