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Showing Compound Dopaquinone (FDB022501)

Record Information
Version1.0
Creation date2011-09-21 00:14:59 UTC
Update date2020-09-17 15:38:51 UTC
Primary IDFDB022501
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDopaquinone
DescriptionDopaquinone 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. Dopaquinone is a very strong basic compound (based on its pKa). Dopaquinone exists in all living organisms, ranging from bacteria to humans. dopaquinone can be biosynthesized from L-dopa; which is mediated by the enzyme tyrosinase. An L-phenylalanine derivative in which the phenyl group of L-phenylalanine is replaced by a 3,4-dioxocyclohexa-1,5-dien-1-yl group. In humans, dopaquinone is involved in the metabolic disorder called tyrosinemia type I.
CAS Number4430-97-1
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(S)-2-Amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoateChEBI
(S)-2-Amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acidGenerator
O-DopaquinoneHMDB
4-(2-Carboxy-2-aminoethyl)-1,2-benzoquinoneHMDB
Dopaquinone, (S)-isomerHMDB
L-DopaquinoneHMDB
(S)-2-amino-3-(3,4-Dioxocyclohexa-1,5-dien-1-yl)propanoateChEBI
(S)-2-amino-3-(3,4-Dioxocyclohexa-1,5-dien-1-yl)propanoic acidGenerator
o-Dopaquinonehmdb
Predicted Properties
PropertyValueSource
Water Solubility1.58 g/LALOGPS
logP-1.9ALOGPS
logP-2.1ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)9.06ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area97.46 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity49.48 m³·mol⁻¹ChemAxon
Polarizability18.06 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC9H9NO4
IUPAC name(2S)-2-amino-3-(3,4-dioxocyclohexa-1,5-dien-1-yl)propanoic acid
InChI IdentifierInChI=1S/C9H9NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6H,3,10H2,(H,13,14)/t6-/m0/s1
InChI KeyAHMIDUVKSGCHAU-LURJTMIESA-N
Isomeric SMILESN[C@@H](CC1=CC(=O)C(=O)C=C1)C(O)=O
Average Molecular Weight195.1721
Monoisotopic Molecular Weight195.053157781
Classification
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
  • Ketone
  • Amino acid
  • Cyclic ketone
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSDopaquinone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fml-5900000000-3f77b48d5f42d8951324Spectrum
Predicted GC-MSDopaquinone, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-9570000000-5d835cfbd2b202044cb7Spectrum
Predicted GC-MSDopaquinone, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0ufs-0900000000-093c511b443d879169302017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ue9-1900000000-fc3bdef4314080b351c12017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uxr-9200000000-07d0c6318c984ef80e412017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-7481c7c6fe6294da272c2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002f-0900000000-04347396e1171463fb622017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-7900000000-13ce3640966908fffe552017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-c319fd057861dc7d7ad42021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00e9-3900000000-b64033d6c2ec2ca4314b2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00di-5900000000-cde5f7d52f36428ed06e2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udj-0900000000-2ca1383c9487e79be90a2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ff0-0900000000-92f4bf729acf4be5b6bf2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00e9-8900000000-d3972df871a20993fe052021-09-25View Spectrum
NMRNot Available
ChemSpider ID388447
ChEMBL IDNot Available
KEGG Compound IDC00822
Pubchem Compound ID439316
Pubchem Substance IDNot Available
ChEBI ID16852
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB01229
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID36114
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
Pathways
NameSMPDB LinkKEGG Link
Tyrosine MetabolismSMP00006 map00350
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference