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Record Information
Version3.6
Creation Date2009-11-30 15:52:52 UTC
Update Date2016-02-11 01:26:06 UTC
HMDB IDHMDB13318
Secondary Accession NumbersNone
Metabolite Identification
Common NameTryptophanamide
DescriptionTryptophanamide is a substrate for tryptophan aminopeptidase (EC: 3.5.1.57)and is converted to L-Tryptophan via enzymatic hydrolysis.
Structure
Thumb
Synonyms
ValueSource
(S)-alpha-amino-1H-Indole-3-propionamideHMDB
2-amino-3-(3-Indolyl)-propanamideHMDB
alpha-amino-(S)-1H-Indole-3-propanamideHMDB
alpha-amino-1H-Indole-3-propanamideHMDB
L-TryptophanamideHMDB
Chemical FormulaC11H13N3O
Average Molecular Weight203.2404
Monoisotopic Molecular Weight203.105862053
IUPAC Name2-amino-3-(1H-indol-3-yl)propanamide
Traditional Nametryptophan amide
CAS Registry Number20696-57-5
SMILES
NC(CC1=CNC2=CC=CC=C12)C(N)=O
InChI Identifier
InChI=1S/C11H13N3O/c12-9(11(13)15)5-7-6-14-10-4-2-1-3-8(7)10/h1-4,6,9,14H,5,12H2,(H2,13,15)
InChI KeyInChIKey=JLSKPBDKNIXMBS-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as tryptamines and derivatives. These are compounds containing the tryptamine backbone, which is structurally characterized by an indole ring subsituted at the 3-position by an ethanamine.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassTryptamines and derivatives
Direct ParentTryptamines and derivatives
Alternative Parents
Substituents
  • Triptan
  • Alpha-amino acid amide
  • Alpha-amino acid or derivatives
  • Indole
  • Aralkylamine
  • Fatty acyl
  • Benzenoid
  • Substituted pyrrole
  • Fatty amide
  • Heteroaromatic compound
  • Pyrrole
  • Primary carboxylic acid amide
  • Carboxamide group
  • Azacycle
  • Carboxylic acid derivative
  • Carboxylic acid amide
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Carbonyl group
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
StatusDetected and Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.63 mg/mLALOGPS
logP0.35ALOGPS
logP0.37ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)15.95ChemAxon
pKa (Strongest Basic)7.97ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area84.9 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity58.03 m3·mol-1ChemAxon
Polarizability21.61 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Biological Properties
Cellular LocationsNot Available
Biofluid Locations
  • Blood
  • Urine
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
BiofluidStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot ApplicableNot AvailableNot Available
Normal
  • Not Applicable
details
UrineDetected and Quantified0.28 umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB029380
KNApSAcK IDNot Available
Chemspider ID80647
KEGG Compound IDC00977
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB13318
Metagene LinkHMDB13318
METLIN IDNot Available
PubChem Compound89366
PDB IDNot Available
ChEBI ID791437
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available