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Human Metabolome Database Version 3.5

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Showing metabocard for Formyl-5-hydroxykynurenamine (HMDB12948)

Record Information
Version 3.5
Creation Date 2009-07-24 18:10:24 -0600
Update Date 2013-02-08 17:29:34 -0700
HMDB ID HMDB12948
Secondary Accession Numbers None
Metabolite Identification
Common Name Formyl-5-hydroxykynurenamine
Description Formyl-5-hydroxykynurenamine is found in the tryptophan metabolism pathway. It is produced from serotonin through the action of indoleamine 2,3-dioxygenase [EC:1.13.11.52].
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 3-(N-Acetylaminoethyl)-6-hydroxy-5-methoxyindole
  2. 6-Hydroxymelatonin
  3. N-(2(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl)acetamide
  4. N-(2-(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl)-Acetamide
  5. N-(2-(6-Hydroxy-5-methoxyindol-3-yl)ethyl)-Acetamide
  6. N-[2-(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl]-Acetamide
  7. N-[2-(6-Hydroxy-5-methoxyindol-3-yl)ethyl]-Acetamide
Chemical Formula C10H12N2O3
Average Molecular Weight 208.2139
Monoisotopic Molecular Weight 208.08479226
IUPAC Name N-[2-(3-aminopropanoyl)-4-hydroxyphenyl]formamide
Traditional IUPAC Name N-[2-(3-aminopropanoyl)-4-hydroxyphenyl]formamide
CAS Registry Number 2208-41-5
SMILES NCCC(=O)C1=C(NC=O)C=CC(O)=C1
InChI Identifier InChI=1S/C10H12N2O3/c11-4-3-10(15)8-5-7(14)1-2-9(8)12-6-13/h1-2,5-6,14H,3-4,11H2,(H,12,13)
InChI Key CKAXPTWYSHDIBN-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Homomonocyclic Compounds
Class Benzoic Acid and Derivatives
Sub Class Aminobenzoic Acid Derivatives
Other Descriptors
  • Acetophenones
  • Organic Compounds
Substituents
  • Aminophenol Derivative
  • Benzoyl
  • Beta Aminoketone
  • Ketone
  • Phenol
  • Phenol Derivative
  • Primary Aliphatic Amine (Alkylamine)
  • Secondary Carboxylic Acid Amide
Direct Parent Aminobenzoic Acid Derivatives
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 2.48 g/L ALOGPS
LogP -0.38 ALOGPS
LogP -0.41 ChemAxon
LogS -1.92 ALOGPS
pKa (strongest acidic) 8.85 ChemAxon
pKa (strongest basic) 9.61 ChemAxon
Hydrogen Acceptor Count 4 ChemAxon
Hydrogen Donor Count 3 ChemAxon
Polar Surface Area 92.42 A2 ChemAxon
Rotatable Bond Count 4 ChemAxon
Refractivity 56.87 ChemAxon
Polarizability 20.94 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations Not Available
Tissue Location Not Available
Pathways
Name SMPDB Link KEGG Link
Tryptophan Metabolism SMP00063 map00380 Link_out
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB029224
KNApSAcK ID Not Available
Chemspider ID 389614 Link_out
KEGG Compound ID C05647 Link_out
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB12948 Link_out
Metagene Link HMDB12948 Link_out
METLIN ID Not Available
PubChem Compound 440743 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available
Enzymes
Name: Indoleamine 2,3-dioxygenase 1
Reactions:
  • (1) D-tryptophan + O2 = N-formyl-D-kynurenine [RN:R07362]
  • (2) L-tryptophan + O2 = N-formyl-L-kynurenine [RN:R00678]
Gene Name: IDO1
Uniprot ID: P14902 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA