Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-12 02:06:45 UTC
Update Date2023-02-21 17:28:20 UTC
HMDB IDHMDB0040551
Secondary Accession Numbers
  • HMDB40551
Metabolite Identification
Common NameL-alpha-Amino-1H-pyrrole-1-hexanoic acid
DescriptionL-alpha-Amino-1H-pyrrole-1-hexanoic acid belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). L-alpha-Amino-1H-pyrrole-1-hexanoic acid has been detected, but not quantified in, a few different foods, such as fishes, green vegetables, and nuts. This could make L-alpha-amino-1H-pyrrole-1-hexanoic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on L-alpha-Amino-1H-pyrrole-1-hexanoic acid.
Structure
Data?1677000500
Synonyms
ValueSource
L-a-Amino-1H-pyrrole-1-hexanoateGenerator
L-a-Amino-1H-pyrrole-1-hexanoic acidGenerator
L-alpha-Amino-1H-pyrrole-1-hexanoateGenerator
L-Α-amino-1H-pyrrole-1-hexanoateGenerator
L-Α-amino-1H-pyrrole-1-hexanoic acidGenerator
2-Amino-6-(1H-pyrrol-1-yl)hexanoateGenerator
Chemical FormulaC10H16N2O2
Average Molecular Weight196.2462
Monoisotopic Molecular Weight196.121177766
IUPAC Name2-amino-6-(1H-pyrrol-1-yl)hexanoic acid
Traditional Name2-amino-6-(pyrrol-1-yl)hexanoic acid
CAS Registry Number156539-32-1
SMILES
NC(CCCCN1C=CC=C1)C(O)=O
InChI Identifier
InChI=1S/C10H16N2O2/c11-9(10(13)14)5-1-2-6-12-7-3-4-8-12/h3-4,7-9H,1-2,5-6,11H2,(H,13,14)
InChI KeyKVCPIDDKLUDCQJ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Medium-chain fatty acid
  • Amino fatty acid
  • Heterocyclic fatty acid
  • Substituted pyrrole
  • Fatty acid
  • Fatty acyl
  • Heteroaromatic compound
  • Pyrrole
  • Amino acid
  • Azacycle
  • Organoheterocyclic compound
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxygen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic oxide
  • Carbonyl group
  • Amine
  • Hydrocarbon derivative
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
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
Water Solubility1.39 g/LALOGPS
logP-0.93ALOGPS
logP-1.1ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)2.7ChemAxon
pKa (Strongest Basic)9.53ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area68.25 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity53.6 m³·mol⁻¹ChemAxon
Polarizability21.68 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+145.60531661259
DarkChem[M-H]-143.54831661259
DeepCCS[M+H]+136.72930932474
DeepCCS[M-H]-132.89930932474
DeepCCS[M-2H]-170.14130932474
DeepCCS[M+Na]+145.76430932474
AllCCS[M+H]+144.632859911
AllCCS[M+H-H2O]+140.732859911
AllCCS[M+NH4]+148.232859911
AllCCS[M+Na]+149.232859911
AllCCS[M-H]-146.432859911
AllCCS[M+Na-2H]-147.232859911
AllCCS[M+HCOO]-148.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
L-alpha-Amino-1H-pyrrole-1-hexanoic acidNC(CCCCN1C=CC=C1)C(O)=O2819.7Standard polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acidNC(CCCCN1C=CC=C1)C(O)=O1743.7Standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acidNC(CCCCN1C=CC=C1)C(O)=O1886.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)C(N)CCCCN1C=CC=C11854.6Semi standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,1TMS,isomer #2C[Si](C)(C)NC(CCCCN1C=CC=C1)C(=O)O1978.7Semi standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,2TMS,isomer #1C[Si](C)(C)NC(CCCCN1C=CC=C1)C(=O)O[Si](C)(C)C1942.8Semi standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,2TMS,isomer #1C[Si](C)(C)NC(CCCCN1C=CC=C1)C(=O)O[Si](C)(C)C1873.7Standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,2TMS,isomer #2C[Si](C)(C)N(C(CCCCN1C=CC=C1)C(=O)O)[Si](C)(C)C2099.8Semi standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,2TMS,isomer #2C[Si](C)(C)N(C(CCCCN1C=CC=C1)C(=O)O)[Si](C)(C)C1991.6Standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)C(CCCCN1C=CC=C1)N([Si](C)(C)C)[Si](C)(C)C2098.1Semi standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,3TMS,isomer #1C[Si](C)(C)OC(=O)C(CCCCN1C=CC=C1)N([Si](C)(C)C)[Si](C)(C)C2033.5Standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(N)CCCCN1C=CC=C12063.6Semi standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(CCCCN1C=CC=C1)C(=O)O2196.9Semi standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CCCCN1C=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C2348.2Semi standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CCCCN1C=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C2348.5Standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C(CCCCN1C=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C2477.0Semi standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C(CCCCN1C=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C2444.6Standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CCCCN1C=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2699.6Semi standard non polar33892256
L-alpha-Amino-1H-pyrrole-1-hexanoic acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CCCCN1C=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2660.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0089-9200000000-59fdbd29dd51501fc7162017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-0udi-7900000000-5284cd079538a1cd90232017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid 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 - L-alpha-Amino-1H-pyrrole-1-hexanoic acid 10V, Positive-QTOFsplash10-0udj-0900000000-dcb5ec5dd8bc81f35eb12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid 20V, Positive-QTOFsplash10-0ue9-3900000000-597d312b2b3e5c4b283b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid 40V, Positive-QTOFsplash10-001i-9100000000-098d7289f47769aaa7b52017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid 10V, Negative-QTOFsplash10-0002-0900000000-16bdbecff69a04186e302017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid 20V, Negative-QTOFsplash10-00mk-4900000000-68f18bab9c3308240f612017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid 40V, Negative-QTOFsplash10-014i-9000000000-89e12fd3d05f424842302017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid 10V, Positive-QTOFsplash10-001i-9800000000-6b5864ead3949c0c11272021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid 20V, Positive-QTOFsplash10-053r-9500000000-750af32bedf3fb8a44a72021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid 40V, Positive-QTOFsplash10-001i-9100000000-f0c941e22348e3420f632021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid 10V, Negative-QTOFsplash10-00kb-6900000000-1d73dd7e1f0104cbf8ed2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid 20V, Negative-QTOFsplash10-0002-2900000000-ab62ce4341ef0d25a8302021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - L-alpha-Amino-1H-pyrrole-1-hexanoic acid 40V, Negative-QTOFsplash10-014i-9000000000-2343b8d4f5ed4847d0822021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart 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
  • Cytoplasm
  • Extracellular
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 IDFDB020326
KNApSAcK IDNot Available
Chemspider ID13670018
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound15800938
PDB IDNot Available
ChEBI ID173543
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.. .