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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:52:58 UTC
Update Date2022-03-07 02:57:14 UTC
HMDB IDHMDB0042010
Secondary Accession Numbers
  • HMDB42010
Metabolite Identification
Common NameRutaecarpine
DescriptionRutaecarpine, also known as rhetine, belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. Based on a literature review very few articles have been published on Rutaecarpine.
Structure
Data?1563863722
Synonyms
ValueSource
RutecarpineKegg
RhetineHMDB
RutacarpineHMDB
RutaecarpinHMDB
Chemical FormulaC18H13N3O
Average Molecular Weight287.3153
Monoisotopic Molecular Weight287.105862053
IUPAC Name3,13,21-triazapentacyclo[11.8.0.0²,¹⁰.0⁴,⁹.0¹⁵,²⁰]henicosa-1(21),2(10),4,6,8,15,17,19-octaen-14-one
Traditional Namerutaecarpine
CAS Registry Number84-26-4
SMILES
O=C1N2CCC3=C(NC4=CC=CC=C34)C2=NC2=CC=CC=C12
InChI Identifier
InChI=1S/C18H13N3O/c22-18-13-6-2-4-8-15(13)20-17-16-12(9-10-21(17)18)11-5-1-3-7-14(11)19-16/h1-8,19H,9-10H2
InChI KeyACVGWSKVRYFWRP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassPyridoindoles
Direct ParentBeta carbolines
Alternative Parents
Substituents
  • Beta-carboline
  • Diazanaphthalene
  • Pyridopyrimidine
  • 3-alkylindole
  • Quinazoline
  • Indole
  • Pyrimidone
  • Pyridine
  • Benzenoid
  • Pyrimidine
  • Heteroaromatic compound
  • Pyrrole
  • Lactam
  • Azacycle
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point260 °CNot Available
Boiling Point209.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0 slightlyThe Good Scents Company Information System
LogP0.792 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.061 g/LALOGPS
logP2.9ALOGPS
logP2.91ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)13.44ChemAxon
pKa (Strongest Basic)2.42ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area48.46 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity87.23 m³·mol⁻¹ChemAxon
Polarizability31.6 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+162.40431661259
DarkChem[M-H]-166.43131661259
DeepCCS[M-2H]-202.03130932474
DeepCCS[M+Na]+177.59630932474
AllCCS[M+H]+166.832859911
AllCCS[M+H-H2O]+163.332859911
AllCCS[M+NH4]+170.132859911
AllCCS[M+Na]+171.032859911
AllCCS[M-H]-172.832859911
AllCCS[M+Na-2H]-171.432859911
AllCCS[M+HCOO]-170.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
RutaecarpineO=C1N2CCC3=C(NC4=CC=CC=C34)C2=NC2=CC=CC=C123592.3Standard polar33892256
RutaecarpineO=C1N2CCC3=C(NC4=CC=CC=C34)C2=NC2=CC=CC=C122909.4Standard non polar33892256
RutaecarpineO=C1N2CCC3=C(NC4=CC=CC=C34)C2=NC2=CC=CC=C123267.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Rutaecarpine,1TMS,isomer #1C[Si](C)(C)N1C2=C(CCN3C2=NC2=CC=CC=C2C3=O)C2=CC=CC=C213277.8Semi standard non polar33892256
Rutaecarpine,1TMS,isomer #1C[Si](C)(C)N1C2=C(CCN3C2=NC2=CC=CC=C2C3=O)C2=CC=CC=C213031.1Standard non polar33892256
Rutaecarpine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C2=C(CCN3C2=NC2=CC=CC=C2C3=O)C2=CC=CC=C213506.1Semi standard non polar33892256
Rutaecarpine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C2=C(CCN3C2=NC2=CC=CC=C2C3=O)C2=CC=CC=C213217.8Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Rutaecarpine GC-MS (Non-derivatized) - 70eV, Positivesplash10-060c-1950000000-170810115c540e84065f2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rutaecarpine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Rutaecarpine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Rutaecarpine LC-ESI-qTof , Positive-QTOFsplash10-052f-3940000000-801d2bb05abdf7c5e1c42017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Rutaecarpine , positive-QTOFsplash10-000i-2590000000-35e86b6a012fc59ccba22017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rutaecarpine 10V, Positive-QTOFsplash10-000i-0090000000-7216478e0bcf8b7414bf2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rutaecarpine 20V, Positive-QTOFsplash10-000i-0090000000-a55d58939f3dc921a64e2015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rutaecarpine 40V, Positive-QTOFsplash10-00di-1290000000-f81b4a6cb037ef0ab2f92015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rutaecarpine 10V, Negative-QTOFsplash10-000i-0090000000-2aab935e401188894dcc2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rutaecarpine 20V, Negative-QTOFsplash10-000i-0090000000-7386e507d82bbd167adf2015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rutaecarpine 40V, Negative-QTOFsplash10-0cdl-2980000000-8c470c4e6c0579dbb5f52015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rutaecarpine 10V, Negative-QTOFsplash10-000i-0090000000-f1cb3da485a3419215592021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rutaecarpine 20V, Negative-QTOFsplash10-000i-0090000000-f1cb3da485a3419215592021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rutaecarpine 40V, Negative-QTOFsplash10-0540-0490000000-f1b550307cc9e948fca52021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rutaecarpine 10V, Positive-QTOFsplash10-000i-0090000000-d7d6c33fb0d677140f4f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rutaecarpine 20V, Positive-QTOFsplash10-000i-0090000000-d7d6c33fb0d677140f4f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Rutaecarpine 40V, Positive-QTOFsplash10-01p9-0390000000-d4d444033da1f6e647ed2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
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 IDNot Available
KNApSAcK IDC00001766
Chemspider ID59175
KEGG Compound IDC09238
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkRutecarpine
METLIN IDNot Available
PubChem Compound65752
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1476971
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available