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Human Metabolome Database Version 3.5

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Showing metabocard for 4,6-Dihydroxyquinoline (HMDB04077)

Record Information
Version 3.5
Creation Date 2006-08-13 04:23:06 -0600
Update Date 2013-05-13 17:08:44 -0600
HMDB ID HMDB04077
Secondary Accession Numbers None
Metabolite Identification
Common Name 4,6-Dihydroxyquinoline
Description 4,6-Dihydroxyquinoline is the product of the conversion of 5-hydroxykynurenamine by the enzyme monoamine oxidase, both metabolites from the 5-hydroxytryptophan metabolism. (PMIDs 7160021, 312499).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 4,6-Quinolinediol
  2. Quinoline-4,6-diol
Chemical Formula C9H7NO2
Average Molecular Weight 161.1574
Monoisotopic Molecular Weight 161.047678473
IUPAC Name quinoline-4,6-diol
Traditional IUPAC Name quinoline-4,6-diol
CAS Registry Number 3517-61-1
SMILES OC1=CC2=C(O)C=CN=C2C=C1
InChI Identifier InChI=1S/C9H7NO2/c11-6-1-2-8-7(5-6)9(12)3-4-10-8/h1-5,11H,(H,10,12)
InChI Key XFALURCRIGINGT-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Heteropolycyclic Compounds
Class Quinolines and Derivatives
Sub Class Hydroxyquinolines
Other Descriptors
  • Aromatic Heteropolycyclic Compounds
  • dihydroxyquinoline(ChEBI)
Substituents
  • Phenol
  • Phenol Derivative
  • Pyridine
Direct Parent Hydroxyquinolines
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations
  • Cytoplasm
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 3.96 g/L ALOGPS
LogP 1.09 ALOGPS
LogP 1.52 ChemAxon
LogS -1.61 ALOGPS
pKa (strongest acidic) 9.51 ChemAxon
pKa (strongest basic) 2.84 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 2 ChemAxon
Polar Surface Area 53.35 A2 ChemAxon
Rotatable Bond Count 0 ChemAxon
Refractivity 43.94 ChemAxon
Polarizability 15.8 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Cytoplasm
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 FDB023301
KNApSAcK ID Not Available
Chemspider ID 389609 Link_out
KEGG Compound ID C05639 Link_out
BioCyc ID Not Available
BiGG ID 46176 Link_out
Wikipedia Link Not Available
NuGOwiki Link HMDB04077 Link_out
Metagene Link HMDB04077 Link_out
METLIN ID Not Available
PubChem Compound 440738 Link_out
PDB ID Not Available
ChEBI ID 28799 Link_out
References
Synthesis Reference Noguchi, Tomoo; Kaseda, Hiroki; Kido, Ryo; Matsumura, Yuichi. 5-Hydroxykynurenine decarboxylase in rat intestine. Journal of Biochemistry (Tokyo, Japan) (1970), 67(1), 113-21.
Material Safety Data Sheet (MSDS) Not Available
General References Not Available
Enzymes
Name: Amine oxidase [flavin-containing] B
Reactions:
  • RCH2NHR' + H2O + O2 = RCHO + R'NH2 + H2O2 [RN:R01853]
Gene Name: MAOB
Uniprot ID: P27338 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Amine oxidase [flavin-containing] A
Reactions:
  • RCH2NHR' + H2O + O2 = RCHO + R'NH2 + H2O2 [RN:R01853]
Gene Name: MAOA
Uniprot ID: P21397 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA