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Record Information
Version1.0
Creation Date2016-10-03 18:22:08 UTC
Update Date2020-04-22 15:45:43 UTC
BMDB IDBMDB0011639
Secondary Accession Numbers
  • BMDB11639
Metabolite Identification
Common NameTopaquinone
DescriptionTopaquinone belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom. Topaquinone is possibly soluble (in water) and a very strong basic compound (based on its pKa). Topaquinone exists in all living organisms, ranging from bacteria to humans. In cattle, topaquinone is involved in a few metabolic pathways, which include the tyrosine metabolism pathway, the beta-alanine metabolism pathway, and the histidine metabolism pathway.
Structure
Thumb
Synonyms
ValueSource
(S)-a-Amino-6-hydroxy-3,4-dioxo-1,5-cyclohexadiene-1-propanoateHMDB
(S)-a-Amino-6-hydroxy-3,4-dioxo-1,5-cyclohexadiene-1-propanoic acidHMDB
(S)-alpha-Amino-6-hydroxy-3,4-dioxo-1,5-cyclohexadiene-1-propanoateHMDB
(S)-alpha-Amino-6-hydroxy-3,4-dioxo-1,5-cyclohexadiene-1-propanoic acidHMDB
2,4,5-Trihydroxyphenylalanine quinoneHMDB
6-Hydroxydopa quinoneHMDB
6-HydroxydopaquinoneHMDB
a-Amino-6-hydroxy-3,4-dioxo-(as)-1,5-cyclohexadiene-1-propanoateHMDB
a-Amino-6-hydroxy-3,4-dioxo-(as)-1,5-cyclohexadiene-1-propanoic acidHMDB
alpha-Amino-6-hydroxy-3,4-dioxo-(as)-1,5-cyclohexadiene-1-propanoateHMDB
alpha-Amino-6-hydroxy-3,4-dioxo-(as)-1,5-cyclohexadiene-1-propanoic acidHMDB
O-TopaquinoneHMDB
Topa quinoneHMDB
TPQHMDB
6-Hydroxydopa quinone, (6-OH-3,4-dioxo)-tautomerHMDB
6-Hydroxyphenylalanine-3,4-dioneHMDB
Chemical FormulaC9H9NO5
Average Molecular Weight211.1715
Monoisotopic Molecular Weight211.048072403
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number64192-68-3
SMILESNot Available
InChI Identifier
InChI=1S/C9H9NO5/c10-5(9(14)15)1-4-2-7(12)8(13)3-6(4)11/h2-3,5,11H,1,10H2,(H,14,15)/t5-/m0/s1
InChI KeyYWRFBISQAMHSIX-YFKPBYRVSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • O-benzoquinone
  • Quinone
  • Vinylogous acid
  • Ketone
  • Amino acid
  • Cyclic ketone
  • Carboxylic acid
  • Enol
  • Monocarboxylic acid or derivatives
  • Amine
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Primary aliphatic amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
StatusExpected but 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
LogPNot AvailableNot Available
Predicted PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0011639
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028336
KNApSAcK IDNot Available
Chemspider ID110408
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTopaquinone
METLIN IDNot Available
PubChem Compound123871
PDB IDNot Available
ChEBI ID36076
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Not Available
Gene Name:
Not Available
Uniprot ID:
Q29437
Molecular weight:
84757.0
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Cell adhesion protein that participates in lymphocyte recirculation by mediating the binding of lymphocytes to peripheral lymph node vascular endothelial cells in an L-selectin-independent fashion. Has a monoamine oxidase activity (By similarity).
Gene Name:
AOC3
Uniprot ID:
Q9TTK6
Molecular weight:
84500.0
General function:
Secondary metabolites biosynthesis, transport and catabolism
Specific function:
Not Available
Gene Name:
Not Available
Uniprot ID:
O46406
Molecular weight:
84883.0