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Showing Compound 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid (FDB023305)

Record Information
Version1.0
Creation date2011-09-21 00:27:48 UTC
Update date2015-07-21 06:57:38 UTC
Primary IDFDB023305
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid
Description4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid, also known as 2-amino-3-hydroxy-alpha,gamma-dioxobenzenebutanoic acid, belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid.
CAS NumberNot Available
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
2-Amino-3-hydroxy-alpha,gamma-dioxobenzenebutanoic acidChEBI
2-Amino-3-hydroxy-a,g-dioxobenzenebutanoateGenerator
2-Amino-3-hydroxy-a,g-dioxobenzenebutanoic acidGenerator
2-Amino-3-hydroxy-alpha,gamma-dioxobenzenebutanoateGenerator
2-Amino-3-hydroxy-α,γ-dioxobenzenebutanoateGenerator
2-Amino-3-hydroxy-α,γ-dioxobenzenebutanoic acidGenerator
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoateGenerator
4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility0.71 g/LALOGPS
logP0.91ALOGPS
logP0.44ChemAxon
logS-2.5ALOGPS
pKa (Strongest Acidic)1.9ChemAxon
pKa (Strongest Basic)3.34ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area117.69 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity54.83 m³·mol⁻¹ChemAxon
Polarizability20.13 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H9NO5
IUPAC name4-(2-amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid
InChI IdentifierInChI=1S/C10H9NO5/c11-9-5(2-1-3-6(9)12)7(13)4-8(14)10(15)16/h1-3,12H,4,11H2,(H,15,16)
InChI KeyYCJNYHCCOXVYAF-UHFFFAOYSA-N
Isomeric SMILESNC1=C(C=CC=C1O)C(=O)CC(=O)C(O)=O
Average Molecular Weight223.1822
Monoisotopic Molecular Weight223.048072403
Classification
Description Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbonyl compounds
Direct ParentAlkyl-phenylketones
Alternative Parents
Substituents
  • Alkyl-phenylketone
  • Butyrophenone
  • Gamma-keto acid
  • O-aminophenol
  • Aryl alkyl ketone
  • Aniline or substituted anilines
  • Aminophenol
  • Benzoyl
  • Phenol
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • 1,3-diketone
  • Keto acid
  • Benzenoid
  • 1,3-dicarbonyl compound
  • Alpha-keto acid
  • Monocyclic benzene moiety
  • Vinylogous amide
  • Alpha-hydroxy ketone
  • Amino acid or derivatives
  • Amino acid
  • Carboxylic acid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Primary amine
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organic oxide
  • Organic nitrogen compound
  • Amine
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physico-Chemical Properties - Experimental
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-MS4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0553-7910000000-894d2b28fa25786b8cf4Spectrum
Predicted GC-MS4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dl-9384000000-d85d64127c1a306053b0Spectrum
Predicted GC-MS4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MS4-(2-Amino-3-hydroxyphenyl)-2,4-dioxobutanoic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0abi-0690000000-607a25e04b41184c2e112017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0910000000-f6e7ca1f649c7d85f1c82017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052u-9800000000-9abd1533cae37b5a1e312017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-2290000000-db5113faa78a8f8688172017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0fi0-2940000000-5c30994df2e0c448d78f2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-4900000000-5c2c2b7f0e47291f345d2017-09-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-056r-0900000000-98462e5bccca7cad48a32021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-2900000000-fd75faf4a2b73326af8e2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-4900000000-564c7472238de91e0b052021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0930000000-b4c5ebc1b694910581582021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-06ri-2900000000-6b672118eb0609fb3d7e2021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-053r-9300000000-ee7e4c997d23d017bcb62021-09-25View Spectrum
NMRNot Available
ChemSpider ID389612
ChEMBL IDNot Available
KEGG Compound IDC05645
Pubchem Compound ID440741
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB04083
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG ID46189
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
Enzymes
NameGene NameUniProt ID
Kynurenine--oxoglutarate transaminase 3CCBL2Q6YP21
Kynurenine/alpha-aminoadipate aminotransferase, mitochondrialAADATQ8N5Z0
Kynurenine--oxoglutarate transaminase 1CCBL1Q16773
Pathways
NameSMPDB LinkKEGG Link
Tryptophan MetabolismSMP00063 map00380
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference