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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:13:10 UTC
Update Date2023-02-21 17:23:21 UTC
HMDB IDHMDB0033487
Secondary Accession Numbers
  • HMDB33487
Metabolite Identification
Common Name1-Hydroxy-3-methyl-9H-carbazole
Description1-Hydroxy-3-methyl-9H-carbazole belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring. 1-Hydroxy-3-methyl-9H-carbazole has been detected, but not quantified in, herbs and spices. This could make 1-hydroxy-3-methyl-9H-carbazole a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1-Hydroxy-3-methyl-9H-carbazole.
Structure
Data?1677000201
Synonyms
ValueSource
1,4-Bis(5-phenyl-2-oxazolyl)benzeneHMDB
1,4-Bis(5-phenyloxazol-2-yl)benzeneHMDB
1,4-Bis-(5-phenyloxazol-2-yl)benzeneHMDB
1,4-BIS-2-(5-phnyloxazolyl)benzeneHMDB
1,4-Bis[2-(5-phenyloxazolyl)]benzeneHMDB
2,2'-(1,4-Phenylene)bis(5-phenyl-oxazoleHMDB
2,2'-(1,4-Phenylene)bis[5-phenyl-oxazoleHMDB
2,2'-Benzene-1,4-diylbis(5-phenyl-1,3-oxazole)HMDB
2,2'-P-Phenylene-bis(5-phenyloxazole)HMDB
2,2'-P-Phenylenebis(5-phenyloxazole)HMDB
2,2'-P-Phenylenebis[5-phenyl-oxazoleHMDB
5-Phenyl-2-(4-(5-phenyl-1,3-oxazol-2-yl)phenyl)-1,3-oxazoleHMDB
Oxazole, 2,2'-P-phenylenebis(5-phenyl- (8ci)HMDB
P-Bis(5-phenyloxazol-2-yl)benzeneHMDB
POPOPHMDB
1-Hydroxy-3-methyl-9H-carbazoleMeSH
Chemical FormulaC13H11NO
Average Molecular Weight197.2325
Monoisotopic Molecular Weight197.084063979
IUPAC Name3-methyl-9H-carbazol-1-ol
Traditional Name3-methyl-9H-carbazol-1-ol
CAS Registry Number14960-81-7
SMILES
CC1=CC2=C(NC3=CC=CC=C23)C(O)=C1
InChI Identifier
InChI=1S/C13H11NO/c1-8-6-10-9-4-2-3-5-11(9)14-13(10)12(15)7-8/h2-7,14-15H,1H3
InChI KeyIKITXHOOBOBUFJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carbazoles. Carbazoles are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassCarbazoles
Direct ParentCarbazoles
Alternative Parents
Substituents
  • Carbazole
  • Hydroxyindole
  • Indole
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point157 - 158 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.071 g/LALOGPS
logP2.94ALOGPS
logP3.3ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)9.53ChemAxon
pKa (Strongest Basic)-5.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area36.02 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity60.49 m³·mol⁻¹ChemAxon
Polarizability22.03 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+144.85631661259
DarkChem[M-H]-145.12831661259
DeepCCS[M-2H]-178.23530932474
DeepCCS[M+Na]+153.32130932474
AllCCS[M+H]+141.232859911
AllCCS[M+H-H2O]+136.732859911
AllCCS[M+NH4]+145.332859911
AllCCS[M+Na]+146.532859911
AllCCS[M-H]-144.432859911
AllCCS[M+Na-2H]-143.932859911
AllCCS[M+HCOO]-143.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
1-Hydroxy-3-methyl-9H-carbazoleCC1=CC2=C(NC3=CC=CC=C23)C(O)=C13151.4Standard polar33892256
1-Hydroxy-3-methyl-9H-carbazoleCC1=CC2=C(NC3=CC=CC=C23)C(O)=C12039.1Standard non polar33892256
1-Hydroxy-3-methyl-9H-carbazoleCC1=CC2=C(NC3=CC=CC=C23)C(O)=C12162.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
1-Hydroxy-3-methyl-9H-carbazole,1TMS,isomer #1CC1=CC(O[Si](C)(C)C)=C2[NH]C3=CC=CC=C3C2=C12339.7Semi standard non polar33892256
1-Hydroxy-3-methyl-9H-carbazole,1TMS,isomer #2CC1=CC(O)=C2C(=C1)C1=CC=CC=C1N2[Si](C)(C)C2332.2Semi standard non polar33892256
1-Hydroxy-3-methyl-9H-carbazole,2TMS,isomer #1CC1=CC(O[Si](C)(C)C)=C2C(=C1)C1=CC=CC=C1N2[Si](C)(C)C2423.9Semi standard non polar33892256
1-Hydroxy-3-methyl-9H-carbazole,2TMS,isomer #1CC1=CC(O[Si](C)(C)C)=C2C(=C1)C1=CC=CC=C1N2[Si](C)(C)C2126.7Standard non polar33892256
1-Hydroxy-3-methyl-9H-carbazole,1TBDMS,isomer #1CC1=CC(O[Si](C)(C)C(C)(C)C)=C2[NH]C3=CC=CC=C3C2=C12534.0Semi standard non polar33892256
1-Hydroxy-3-methyl-9H-carbazole,1TBDMS,isomer #2CC1=CC(O)=C2C(=C1)C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C2561.1Semi standard non polar33892256
1-Hydroxy-3-methyl-9H-carbazole,2TBDMS,isomer #1CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=C1)C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C2695.0Semi standard non polar33892256
1-Hydroxy-3-methyl-9H-carbazole,2TBDMS,isomer #1CC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=C1)C1=CC=CC=C1N2[Si](C)(C)C(C)(C)C2557.2Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole GC-MS (Non-derivatized) - 70eV, Positivesplash10-000t-0900000000-97c382c7ee93a9dd7a812017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole GC-MS (1 TMS) - 70eV, Positivesplash10-0v4i-6690000000-1e7da2be53e551e20ed72017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole 10V, Positive-QTOFsplash10-0002-0900000000-bd946cdab0fa756975f42015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole 20V, Positive-QTOFsplash10-0002-0900000000-eceb32cedf7e365d90bb2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole 40V, Positive-QTOFsplash10-001i-1900000000-361362c27d9160f9c86c2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole 10V, Negative-QTOFsplash10-0002-0900000000-766e6e430e064e4dad692015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole 20V, Negative-QTOFsplash10-0002-0900000000-b89b313da1923bc3c0ae2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole 40V, Negative-QTOFsplash10-0a5a-0900000000-3d4ab5ca9fade02ba8992015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole 10V, Negative-QTOFsplash10-0002-0900000000-22e51f36c9b0590eabb92021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole 20V, Negative-QTOFsplash10-0002-0900000000-22e51f36c9b0590eabb92021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole 40V, Negative-QTOFsplash10-0uea-0900000000-b43c0da620eb6fa6414f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole 10V, Positive-QTOFsplash10-0002-0900000000-491ca48869fda5e065b22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole 20V, Positive-QTOFsplash10-0002-0900000000-491ca48869fda5e065b22021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 1-Hydroxy-3-methyl-9H-carbazole 40V, Positive-QTOFsplash10-0002-0900000000-6633290af2476eb9f2422021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB011534
KNApSAcK IDNot Available
Chemspider ID528102
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound607542
PDB IDNot Available
ChEBI ID173545
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .