Harmalol (CHEM023475)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 21:05:03 UTC
Update Date2016-11-09 01:17:43 UTC
Accession NumberCHEM023475
Identification
Common NameHarmalol
ClassSmall Molecule
DescriptionA harmala alkaloid in which the harman skeleton is hydroxy-substituted at C-7 and has been reduced across the 3,4 bond.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-Methyl-4,9-dihydro-3H-beta-carbolin-7-olChEBI
HarmidolChEBI
HarmololChEBI
1-Methyl-4,9-dihydro-3H-b-carbolin-7-olGenerator
1-Methyl-4,9-dihydro-3H-β-carbolin-7-olGenerator
1-Methyl-4,9-dihydro-3H-beta-carbolin-7-ol hydrochlorideHMDB
3,4-dihydro-1-Methyl-2H-pyrido[3,4-b]indol-7-olHMDB
3,4-dihydro-7-Hydroxy-1-methyl-b-carbolineHMDB
4,9-dihydro-1-Methyl-3H-pyrido(3,4-b)indol-7-olHMDB
4,9-dihydro-1-Methyl-3H-pyrido[3,4-b]indol-7-olHMDB
4,9-dihydro-1-Methyl-3H-pyrido[3,4-b]indol-7-ol, 9ciHMDB
Harmalol hydrochlorideMeSH
Harmalol hydrochloride, dihydrateMeSH
Harmalol trihydrateMeSH
Harmalol lactate, dihydrateMeSH
Harmalol dihydrochlorideMeSH
Chemical FormulaC12H12N2O
Average Molecular Mass200.237 g/mol
Monoisotopic Mass200.095 g/mol
CAS Registry Number525-57-5
IUPAC Name1-methyl-3H,4H,9H-pyrido[3,4-b]indol-7-ol
Traditional Nameharmalol
SMILESCC1=NCCC2=C1NC1=C2C=CC(O)=C1
InChI IdentifierInChI=1S/C12H12N2O/c1-7-12-10(4-5-13-7)9-3-2-8(15)6-11(9)14-12/h2-3,6,14-15H,4-5H2,1H3
InChI KeyRHVPEFQDYMMNSY-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as harmala alkaloids. Harmala alkaloids 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.
KingdomOrganic compounds
Super ClassAlkaloids and derivatives
ClassHarmala alkaloids
Sub ClassNot Available
Direct ParentHarmala alkaloids
Alternative Parents
Substituents
  • Harmaline
  • Harmalol
  • Harman
  • Beta-carboline
  • Pyridoindole
  • Hydroxyindole
  • 3-alkylindole
  • Indole
  • Indole or derivatives
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Ketimine
  • Azacycle
  • Organic 1,3-dipolar compound
  • Organoheterocyclic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Imine
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.2 g/LALOGPS
logP1.94ALOGPS
logP1.52ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)9.61ChemAxon
pKa (Strongest Basic)6.31ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area48.38 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity59.67 m³·mol⁻¹ChemAxon
Polarizability22.08 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05fr-0900000000-e4464398b4dec3fc7352Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-7190000000-1284b3e28670778298feSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0290000000-a117734dd274e28b35adSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-1970000000-b19698ef3a7ac01eec3fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4l-0900000000-f10b93cb6c00a71896feSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-aaba7e72d490321c1aa2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-78586bb5e1894bd774f1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00lr-2900000000-fd7e4b643b65563440d4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-f12acafe48c5444229fdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-f12acafe48c5444229fdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-06ea-0900000000-6f32f96c94e3e30167a3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0090000000-02a2f360bd41f66f24a3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0190000000-c702aa1aff1d9ef9f4a9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4j-2900000000-8fe62270768d65d29f57Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0029838
FooDB IDFDB001053
Phenol Explorer IDNot Available
KNApSAcK IDC00052310
BiGG IDNot Available
BioCyc IDCPD-9938
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkHarmalol
Chemspider ID11262879
ChEBI ID27943
PubChem Compound ID3565
Kegg Compound IDC06537
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=24368411
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=25749794
3. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.