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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 19:03:45 UTC
Update Date2021-09-26 23:14:32 UTC
HMDB IDHMDB0257916
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid
Description3-(2-aminopropyl)-1H-indole-1-carboxylic acid belongs to the class of organic compounds known as indolecarboxylic acids. Indolecarboxylic acids are compounds containing a carboxylic acid group linked to an indole. Based on a literature review a significant number of articles have been published on 3-(2-aminopropyl)-1H-indole-1-carboxylic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-[(2r)-2-aminopropyl]indole-1-carboxylic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid 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
3-(2-Aminopropyl)-1H-indole-1-carboxylateGenerator
3-[(2R)-2-Aminopropyl]indole-1-carboxylateGenerator
Chemical FormulaC12H14N2O2
Average Molecular Weight218.256
Monoisotopic Molecular Weight218.105527699
IUPAC Name3-(2-aminopropyl)-1H-indole-1-carboxylic acid
Traditional Name3-(2-aminopropyl)indole-1-carboxylic acid
CAS Registry NumberNot Available
SMILES
CC(N)CC1=CN(C(O)=O)C2=CC=CC=C12
InChI Identifier
InChI=1S/C12H14N2O2/c1-8(13)6-9-7-14(12(15)16)11-5-3-2-4-10(9)11/h2-5,7-8H,6,13H2,1H3,(H,15,16)
InChI KeyINMMDWHNQTVWFB-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indolecarboxylic acids. Indolecarboxylic acids are compounds containing a carboxylic acid group linked to an indole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndolecarboxylic acids and derivatives
Direct ParentIndolecarboxylic acids
Alternative Parents
Substituents
  • Indolecarboxylic acid
  • 3-alkylindole
  • Indole
  • Pyrrole-1-carboxylic acid
  • Pyrrole-1-carboxylic acid or derivatives
  • Aralkylamine
  • Benzenoid
  • Substituted pyrrole
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • 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
logP-0.47ALOGPS
logP-0.57ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)3.15ChemAxon
pKa (Strongest Basic)9.92ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area68.25 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity60.92 m³·mol⁻¹ChemAxon
Polarizability23.29 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M-2H]-180.23830932474
DeepCCS[M+Na]+155.68130932474

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acidCC(N)CC1=CN(C(O)=O)C2=CC=CC=C123461.9Standard polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acidCC(N)CC1=CN(C(O)=O)C2=CC=CC=C121960.1Standard non polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acidCC(N)CC1=CN(C(O)=O)C2=CC=CC=C122133.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,2TMS,isomer #1CC(CC1=CN(C(=O)O[Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C2104.8Semi standard non polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,2TMS,isomer #1CC(CC1=CN(C(=O)O[Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C2300.5Standard non polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,2TMS,isomer #1CC(CC1=CN(C(=O)O[Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C2484.0Standard polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,2TMS,isomer #2CC(CC1=CN(C(=O)O)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C2333.0Semi standard non polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,2TMS,isomer #2CC(CC1=CN(C(=O)O)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C2428.9Standard non polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,2TMS,isomer #2CC(CC1=CN(C(=O)O)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C2646.4Standard polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,3TMS,isomer #1CC(CC1=CN(C(=O)O[Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C2332.4Semi standard non polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,3TMS,isomer #1CC(CC1=CN(C(=O)O[Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C2401.6Standard non polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,3TMS,isomer #1CC(CC1=CN(C(=O)O[Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C2456.7Standard polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,2TBDMS,isomer #1CC(CC1=CN(C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C2574.5Semi standard non polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,2TBDMS,isomer #1CC(CC1=CN(C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C2649.9Standard non polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,2TBDMS,isomer #1CC(CC1=CN(C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C2712.3Standard polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,2TBDMS,isomer #2CC(CC1=CN(C(=O)O)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2804.4Semi standard non polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,2TBDMS,isomer #2CC(CC1=CN(C(=O)O)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2797.7Standard non polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,2TBDMS,isomer #2CC(CC1=CN(C(=O)O)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2759.1Standard polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,3TBDMS,isomer #1CC(CC1=CN(C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3019.1Semi standard non polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,3TBDMS,isomer #1CC(CC1=CN(C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2963.1Standard non polar33892256
3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid,3TBDMS,isomer #1CC(CC1=CN(C(=O)O[Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2738.6Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9620000000-c661871392b0befb03692021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-[(2R)-2-Aminopropyl]indole-1-carboxylic acid GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart 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 ID10696621
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound20340960
PDB IDNot Available
ChEBI IDNot Available
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 ]