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Record Information
Version3.6
Creation Date2006-08-13 10:34:42 UTC
Update Date2013-02-09 00:13:00 UTC
HMDB IDHMDB04086
Secondary Accession NumbersNone
Metabolite Identification
Common Name5-Hydroxy-N-formylkynurenine
Description5-Hydroxy-N-formylkynurenine is an intermediate in tryptophan metabolism. 5-Hydroxy-N-formylkynurenine is converted from 5-Hydroxy-L-tryptophan via the enzyme, indoleamine 2,3-dioxygenase [EC:1.13.11.52].
Structure
Thumb
SynonymsNot Available
Chemical FormulaC11H12N2O5
Average Molecular Weight252.2234
Monoisotopic Molecular Weight252.074621504
IUPAC Name2-amino-4-(2-formamido-5-hydroxyphenyl)-4-oxobutanoic acid
Traditional IUPAC Name2-amino-4-(2-formamido-5-hydroxyphenyl)-4-oxobutanoic acid
CAS Registry NumberNot Available
SMILES
NC(CC(=O)C1=C(NC=O)C=CC(O)=C1)C(O)=O
InChI Identifier
InChI=1S/C11H12N2O5/c12-8(11(17)18)4-10(16)7-3-6(15)1-2-9(7)13-5-14/h1-3,5,8,15H,4,12H2,(H,13,14)(H,17,18)
InChI KeyLSTOUSIIVKMJBU-UHFFFAOYSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassAmino Acids, Peptides, and Analogues
ClassAmino Acids and Derivatives
Sub ClassAlpha Amino Acids and Derivatives
Other Descriptors
  • Aromatic Homomonocyclic Compounds
  • modified amino acid(ChEBI)
Substituents
  • Acetophenone
  • Aminobenzoate
  • Aminophenol Derivative
  • Benzoyl
  • Beta Aminoketone
  • Carboxylic Acid
  • Gamma Keto Acid
  • Ketone
  • Phenol
  • Phenol Derivative
  • Primary Aliphatic Amine (Alkylamine)
  • Secondary Carboxylic Acid Amide
Direct ParentAlpha Amino Acids and 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
LogP-2.532Not Available
Predicted Properties
PropertyValueSource
water solubility2.08 g/LALOGPS
logP-2ALOGPS
logP-2.2ChemAxon
logS-2.1ALOGPS
pKa (strongest acidic)1.39ChemAxon
pKa (strongest basic)9.27ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count6ChemAxon
hydrogen donor count4ChemAxon
polar surface area129.72ChemAxon
rotatable bond count5ChemAxon
refractivity62.7ChemAxon
polarizability23.39ChemAxon
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 IDFDB023307
KNApSAcK IDNot Available
Chemspider ID389615
KEGG Compound IDC05648
BioCyc IDNot Available
BiGG ID46195
Wikipedia LinkNot Available
NuGOwiki LinkHMDB04086
Metagene LinkHMDB04086
METLIN IDNot Available
PubChem Compound440744
PDB IDNot Available
ChEBI ID2065
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Involved in heme binding
Specific function:
Catalyzes the cleavage of the pyrrol ring of tryptophan and incorporates both atoms of a molecule of oxygen.
Gene Name:
IDO1
Uniprot ID:
P14902
Molecular weight:
45325.89
Reactions
Oxitriptan + Oxygen → 5-Hydroxy-N-formylkynureninedetails
General function:
Involved in hydrolase activity
Specific function:
Catalyzes the hydrolysis of N-formyl-L-kynurenine to L-kynurenine, the second step in the kynurenine pathway of tryptophan degradation. Kynurenine may be further oxidized to nicotinic acid, NAD(H) and NADP(H). Required for elimination of toxic metabolites (By similarity).
Gene Name:
AFMID
Uniprot ID:
Q63HM1
Molecular weight:
33991.5
Reactions
5-Hydroxy-N-formylkynurenine + Water → 5-Hydroxykynurenine + Formic aciddetails
General function:
Involved in heme binding
Specific function:
Catalyzes the first and rate-limiting step in the kynurenine pathway of tryptophan catabolism.
Gene Name:
IDO2
Uniprot ID:
Q6ZQW0
Molecular weight:
47074.745
Reactions
Oxitriptan + Oxygen → 5-Hydroxy-N-formylkynureninedetails