Record Information
Version3.6
Creation Date2006-08-13 10:22:27 UTC
Update Date2013-02-09 00:12:59 UTC
HMDB IDHMDB04076
Secondary Accession NumbersNone
Metabolite Identification
Common Name5-Hydroxykynurenamine
Description5-Hydroxykynurenamine is an intermediate in the tryptophan metabolic pathway [Kegg: C05638]. It is generated from 5-hydroxykynurenine via the enzyme DOPA decarboxylase.
Structure
Thumb
Synonyms
  1. 5-Hydroxykynuramine
  2. Mausamine
  3. Mousamine
Chemical FormulaC9H12N2O2
Average Molecular Weight180.2038
Monoisotopic Molecular Weight180.089877638
IUPAC Name3-amino-1-(2-amino-5-hydroxyphenyl)propan-1-one
Traditional IUPAC Name3-amino-1-(2-amino-5-hydroxyphenyl)propan-1-one
CAS Registry Number708-23-6
SMILES
NCCC(=O)C1=C(N)C=CC(O)=C1
InChI Identifier
InChI=1S/C9H12N2O2/c10-4-3-9(13)7-5-6(12)1-2-8(7)11/h1-2,5,12H,3-4,10-11H2
InChI KeyJANBBPTXDKFOQR-UHFFFAOYSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAromatic Homomonocyclic Compounds
ClassBenzoic Acid and Derivatives
Sub ClassAminobenzoic Acid Derivatives
Other Descriptors
  • 3-Hydroxykynurenamine(ChEBI)
  • Acetophenones
  • Organic Compounds
  • hydroxykynurenamine(ChEBI)
Substituents
  • Aminophenol Derivative
  • Aniline
  • Benzoyl
  • Beta Aminoketone
  • Ketone
  • Phenol
  • Phenol Derivative
  • Polyamine
  • Primary Aliphatic Amine (Alkylamine)
Direct ParentAminobenzoic Acid Derivatives
Ontology
StatusExpected and Not 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
LogP0.354Not Available
Predicted Properties
PropertyValueSource
water solubility2.59 g/LALOGPS
logP-0.47ALOGPS
logP-0.13ChemAxon
logS-1.8ALOGPS
pKa (strongest acidic)10.01ChemAxon
pKa (strongest basic)9.34ChemAxon
physiological charge1ChemAxon
hydrogen acceptor count4ChemAxon
hydrogen donor count3ChemAxon
polar surface area89.34ChemAxon
rotatable bond count3ChemAxon
refractivity51.2ChemAxon
polarizability18.71ChemAxon
Spectra
SpectraNot Available
Biological Properties
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationNot Available
Pathways
NameSMPDB LinkKEGG Link
Tryptophan MetabolismSMP00063map00380
Normal Concentrations
Not Available
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 IDFDB023300
KNApSAcK IDNot Available
Chemspider ID144400
KEGG Compound IDC05638
BioCyc IDNot Available
BiGG ID46174
Wikipedia LinkNot Available
NuGOwiki LinkHMDB04076
Metagene LinkHMDB04076
METLIN IDNot Available
PubChem Compound164719
PDB IDNot Available
ChEBI ID28715
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Gene Name:
MAOB
Uniprot ID:
P27338
Reactions
5-Hydroxykynurenamine + Water + Oxygen unknown 4,6-Dihydroxyquinoline + Ammonia + Hydrogen peroxide + Waterdetails
Gene Name:
MAOA
Uniprot ID:
P21397
Reactions
5-Hydroxykynurenamine + Water + Oxygen unknown 4,6-Dihydroxyquinoline + Ammonia + Hydrogen peroxide + Waterdetails
Gene Name:
DDC
Uniprot ID:
P20711
Reactions
5-Hydroxykynurenamine + Carbon dioxide unknown 5-Hydroxykynureninedetails