Identification
Name7-METHOXY-1-METHYL-9H-BETA-CARBOLINE
Accession NumberDB07919
TypeSmall Molecule
GroupsExperimental
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
External IDs Not Available
Product Ingredients Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
CategoriesNot Available
UNII4FHH5G48T7
CAS numberNot Available
WeightAverage: 212.2472
Monoisotopic: 212.094963016
Chemical FormulaC13H12N2O
InChI KeyBXNJHAXVSOCGBA-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
IndicationNot Available
Structured Indications Not Available
PharmacodynamicsNot Available
Mechanism of action
TargetKindPharmacological actionActionsOrganismUniProt ID
Amine oxidase [flavin-containing] AProteinunknownNot AvailableHumanP21397 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
Pharmacogenomic Effects/ADRs Not Available
Interactions
Drug Interactions Not Available
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Clinical Trials
Clinical Trials Not Available
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot 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
Spectrum TypeDescriptionSplash Key
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-03di-0190000000-fa0446e989509658da3dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0002-0910000000-4a6e6c341c4868149774View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0002-0900000000-8d47230f745bacac3927View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-00kb-0900000000-16e41b0926f6f19e8e38View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-00kb-0900000000-8ad2d2db9ac2e4e33f2aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-03dj-0980000000-f76e1f1ebc0a34cf9e19View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0002-0900000000-10a7486ab11a55848f36View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-014j-0900000000-f96154ced990a53da1edView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-03di-0090000000-39de68994dd0d4e10b08View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-03di-0190000000-4eb0eb565ba056865aa6View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-006t-0920000000-e68ee06c7ad898d448b0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-00di-0900000000-996c89900776affe7b42View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-01b9-0900000000-8b5053cf47cac449fab7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-03di-0190000000-c155ccc223856b24d591View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-01ot-0950000000-012b0b00f2690f9f975dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-00xr-0900000000-87c0ba2a9de84a712604View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-00di-0910000000-c3bf098f88a09ca6c88aView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-00di-0920000000-b2bbb79b7783c3ddbfcbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of chemical entities 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.
KingdomChemical entities
Super ClassOrganic compounds
ClassAlkaloids and derivatives
Sub ClassHarmala alkaloids
Direct ParentHarmala alkaloids
Alternative ParentsBeta carbolines / Indoles / Anisoles / Methylpyridines / Alkyl aryl ethers / Pyrroles / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds
SubstituentsHarman / Beta-carboline / Pyridoindole / Indole / Indole or derivatives / Anisole / Methylpyridine / Alkyl aryl ether / Benzenoid / Pyridine
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptorsharmala 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 tissues. MAOA preferentially oxidizes biogenic amines such as 5-hydroxytryptamine (5-HT), norepinephrine and epinephrine.
Gene Name:
MAOA
Uniprot ID:
P21397
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 June 11, 2017 17:00