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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 00:36:06 UTC
Update Date2021-09-26 22:57:22 UTC
HMDB IDHMDB0247598
Secondary Accession NumbersNone
Metabolite Identification
Common Name9-Hydroxyellipticine
Description9-Hydroxyellipticine, also known as 9-OH-e or 9HE, 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. Based on a literature review a significant number of articles have been published on 9-Hydroxyellipticine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 9-hydroxyellipticine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 9-Hydroxyellipticine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
5,11-Dimethyl-6H-pyrido[4,3-b]carbazol-9-olChEBI
9-Hydroxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazoleChEBI
9-OH-eChEBI
9HEChEBI
9-Hydroxyellipticine, radical ion (1+)HMDB
9-Hydroxyellipticine monohydrochlorideHMDB
Chemical FormulaC17H14N2O
Average Molecular Weight262.312
Monoisotopic Molecular Weight262.110613079
IUPAC Name5,11-dimethyl-6H-pyrido[4,3-b]carbazol-9-ol
Traditional Name9-hydroxyellipticine
CAS Registry NumberNot Available
SMILES
CC1=C2C=CN=CC2=C(C)C2=C1NC1=C2C=C(O)C=C1
InChI Identifier
InChI=1S/C17H14N2O/c1-9-14-8-18-6-5-12(14)10(2)17-16(9)13-7-11(20)3-4-15(13)19-17/h3-8,19-20H,1-2H3
InChI KeyQZTWUDDGLIDXSE-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
  • Isoquinoline
  • Hydroxyindole
  • Indole
  • 1-hydroxy-2-unsubstituted benzenoid
  • Pyridine
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.08ALOGPS
logP3.59ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)9.67ChemAxon
pKa (Strongest Basic)5.92ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area48.91 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity79.83 m³·mol⁻¹ChemAxon
Polarizability29.25 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+164.33830932474
DeepCCS[M-H]-161.9830932474
DeepCCS[M-2H]-194.86630932474
DeepCCS[M+Na]+170.43130932474
AllCCS[M+H]+163.132859911
AllCCS[M+H-H2O]+159.632859911
AllCCS[M+NH4]+166.332859911
AllCCS[M+Na]+167.232859911
AllCCS[M-H]-164.032859911
AllCCS[M+Na-2H]-162.932859911
AllCCS[M+HCOO]-161.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
9-HydroxyellipticineCC1=C2C=CN=CC2=C(C)C2=C1NC1=C2C=C(O)C=C14082.1Standard polar33892256
9-HydroxyellipticineCC1=C2C=CN=CC2=C(C)C2=C1NC1=C2C=C(O)C=C12729.7Standard non polar33892256
9-HydroxyellipticineCC1=C2C=CN=CC2=C(C)C2=C1NC1=C2C=C(O)C=C13373.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
9-Hydroxyellipticine,2TMS,isomer #1CC1=C2C=NC=CC2=C(C)C2=C1C1=CC(O[Si](C)(C)C)=CC=C1N2[Si](C)(C)C3158.4Semi standard non polar33892256
9-Hydroxyellipticine,2TMS,isomer #1CC1=C2C=NC=CC2=C(C)C2=C1C1=CC(O[Si](C)(C)C)=CC=C1N2[Si](C)(C)C2673.7Standard non polar33892256
9-Hydroxyellipticine,2TMS,isomer #1CC1=C2C=NC=CC2=C(C)C2=C1C1=CC(O[Si](C)(C)C)=CC=C1N2[Si](C)(C)C2914.8Standard polar33892256
9-Hydroxyellipticine,2TBDMS,isomer #1CC1=C2C=NC=CC2=C(C)C2=C1C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N2[Si](C)(C)C(C)(C)C3521.6Semi standard non polar33892256
9-Hydroxyellipticine,2TBDMS,isomer #1CC1=C2C=NC=CC2=C(C)C2=C1C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N2[Si](C)(C)C(C)(C)C3057.7Standard non polar33892256
9-Hydroxyellipticine,2TBDMS,isomer #1CC1=C2C=NC=CC2=C(C)C2=C1C1=CC(O[Si](C)(C)C(C)(C)C)=CC=C1N2[Si](C)(C)C(C)(C)C3134.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 9-Hydroxyellipticine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0ila-0290000000-137436beb875812d4d262021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 9-Hydroxyellipticine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 9-Hydroxyellipticine GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 9-Hydroxyellipticine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 9-Hydroxyellipticine GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 9-Hydroxyellipticine GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Hydroxyellipticine 10V, Positive-QTOFsplash10-03di-0090000000-e8a3fa9b5502c4fbee8b2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Hydroxyellipticine 20V, Positive-QTOFsplash10-03di-0090000000-e8a3fa9b5502c4fbee8b2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Hydroxyellipticine 40V, Positive-QTOFsplash10-01ot-0190000000-c0fd0fbb49264aa8c53c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Hydroxyellipticine 10V, Negative-QTOFsplash10-03di-0090000000-73cec9912228d6fe472d2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Hydroxyellipticine 20V, Negative-QTOFsplash10-03di-0090000000-73cec9912228d6fe472d2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 9-Hydroxyellipticine 40V, Negative-QTOFsplash10-0rna-0190000000-b2f5f427af2e640493b42021-10-12Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID82746
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound91643
PDB IDNot Available
ChEBI ID88297
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. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]