L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid (CHEM029560)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 01:14:54 UTC
Update Date2016-11-09 01:18:54 UTC
Accession NumberCHEM029560
Identification
Common NameL-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid
ClassSmall Molecule
DescriptionA member of the class of beta-carbolines that is 1,2,3,4-tetrahydro-beta-carboline substituted at position 3 by a carboxy group.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3-Carboxy-1,2,3,4-tetrahydro-2-carbolineChEBI
CCRIS 6486ChEBI
NSC 96912ChEBI
L-1,2,3,4-Tetrahydro-b-carboline-3-carboxylateGenerator
L-1,2,3,4-Tetrahydro-b-carboline-3-carboxylic acidGenerator
L-1,2,3,4-Tetrahydro-beta-carboline-3-carboxylateGenerator
L-1,2,3,4-Tetrahydro-β-carboline-3-carboxylateGenerator
L-1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acidGenerator
(-)-3-Carboxy-1,2,3,4-tetrahydro-beta-carbolineHMDB
3-Carboxy-1,2,3,4-tetrahydro-beta-carbolineHMDB
CyclomethyltryptophanHMDB
L-1,2,3,4-Tetrahydronorharman-3-carboxylic acidHMDB
1,2,3,4-Tetrahydro-b-carboline-3-carboxylateGenerator
1,2,3,4-Tetrahydro-b-carboline-3-carboxylic acidGenerator
1,2,3,4-Tetrahydro-beta-carboline-3-carboxylateGenerator
1,2,3,4-Tetrahydro-β-carboline-3-carboxylateGenerator
1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acidGenerator
3S-Tetrahydro-beta-carboline-3-carboxylic acidMeSH
1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid, (S)-isomerMeSH
1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acid,(+-)-isomerMeSH
THBC-CAMeSH
1,2,3,4-Tetrahydro-beta-carboline-3-carboxylic acidMeSH
Chemical FormulaC12H12N2O2
Average Molecular Mass216.236 g/mol
Monoisotopic Mass216.090 g/mol
CAS Registry Number42438-90-4
IUPAC Name1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid
Traditional Name1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylic acid
SMILESOC(=O)C1CC2=C(CN1)NC1=CC=CC=C21
InChI IdentifierInChI=1S/C12H12N2O2/c15-12(16)10-5-8-7-3-1-2-4-9(7)14-11(8)6-13-10/h1-4,10,13-14H,5-6H2,(H,15,16)
InChI KeyFSNCEEGOMTYXKY-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
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • 3-alkylindole
  • Indole
  • Aralkylamine
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Amino acid
  • Amino acid or derivatives
  • Carboxylic acid derivative
  • Secondary amine
  • Carboxylic acid
  • Secondary aliphatic amine
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organic nitrogen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
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 Solubility0.92 g/LALOGPS
logP-0.47ALOGPS
logP-1.2ChemAxon
logS-2.4ALOGPS
pKa (Strongest Acidic)1.97ChemAxon
pKa (Strongest Basic)8.99ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area65.12 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity59.41 m³·mol⁻¹ChemAxon
Polarizability22.85 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-0900000000-e9244ddaab935e320f50Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-4910000000-0adb6a521b7d73eedf39Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 6V, Positivesplash10-00r6-1920000000-dda4400f9395de4f47b4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0690000000-e97754f079c7a0ca47eeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00dl-0910000000-d5b709d072efe4806705Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000x-0900000000-91bea12068ce0b420576Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0390000000-94bcbc6157d022a380a6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-01b9-0960000000-386d3e65862e6bb7a5a0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0993-1900000000-4456de60636dfdef613aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0190000000-118c13a6bdea90374741Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0910000000-054a6eb83d0d5f279434Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-0900000000-f9dceeae7b086c1cd5b6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0490000000-6feffc7378ee0b9763daSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014j-0960000000-84232f8202f3a396325dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-009x-0900000000-76cc45db144566742285Spectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
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 IDHMDB0035665
FooDB IDFDB014381
Phenol Explorer IDNot Available
KNApSAcK IDC00026660
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID88749
ChEBI ID91151
PubChem Compound ID98285
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10606547
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=10735282
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=1929872
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=2019874
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=2447902
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=25035927
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25457500
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=8452569
9. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.