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Showing Compound Kynurenine (FDB030010)

Record Information
Version1.0
Creation date2015-02-26 20:20:41 UTC
Update date2019-11-26 03:21:35 UTC
Primary IDFDB030010
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameKynurenine
DescriptionKynurenine, also known as 3-anthraniloylalanine, is a member of the class of compounds known as alkyl-phenylketones. Alkyl-phenylketones are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Kynurenine is slightly soluble (in water) and a moderately acidic compound (based on its pKa). Kynurenine can be found in a number of food items such as yellow zucchini, carrot, spinach, and broccoli, which makes kynurenine a potential biomarker for the consumption of these food products. Kynurenine is synthesized by the enzyme tryptophan dioxygenase, which is made primarily but not exclusively in the liver, and indoleamine 2,3-dioxygenase, which is made in many tissues in response to immune activation. Kynurenine and its further breakdown products carry out diverse biological functions, including dilating blood vessels during inflammation and regulating the immune response. Some cancers increase kynurenine production, which increases tumor growth .
CAS Number343-65-7
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
Predicted Properties
PropertyValueSource
Water Solubility1.67 g/LALOGPS
logP-1.9ALOGPS
logP-1.9ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)1.19ChemAxon
pKa (Strongest Basic)8.96ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area106.41 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity55.05 m³·mol⁻¹ChemAxon
Polarizability20.59 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H12N2O3
IUPAC name2-amino-4-(2-aminophenyl)-4-oxobutanoic acid
InChI IdentifierInChI=1S/C10H12N2O3/c11-7-4-2-1-3-6(7)9(13)5-8(12)10(14)15/h1-4,8H,5,11-12H2,(H,14,15)
InChI KeyYGPSJZOEDVAXAB-UHFFFAOYSA-N
Isomeric SMILESNC(CC(=O)C1=CC=CC=C1N)C(O)=O
Average Molecular Weight208.2139
Monoisotopic Molecular Weight208.08479226
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
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • Benzoyl
  • Aniline or substituted anilines
  • Aryl alkyl ketone
  • Gamma-keto acid
  • Monocyclic benzene moiety
  • Beta-aminoketone
  • Benzenoid
  • Keto acid
  • Vinylogous amide
  • Amino acid
  • Amino acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Primary aliphatic amine
  • Organonitrogen compound
  • Primary amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Amine
  • Organopnictogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSKynurenine, 4 TMS, GC-MS Spectrumsplash10-014l-2973000000-3087adc0730894bdeb44Spectrum
GC-MSKynurenine, 2 TMS, GC-MS Spectrumsplash10-0006-1920000000-872166a84699384d1c99Spectrum
GC-MSKynurenine, 3 TMS, GC-MS Spectrumsplash10-014l-1941000000-33e1b862d3d16760a9b0Spectrum
Predicted GC-MSKynurenine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00di-3900000000-11a33ffe98b2300713a0Spectrum
Predicted GC-MSKynurenine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSKynurenine, TMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSKynurenine, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSKynurenine, TMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSKynurenine, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSKynurenine, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSKynurenine, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - 40V, Negativesplash10-0006-2900000000-a03fda8a8210148bb92d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Negativesplash10-0007-0900000000-4a6ee7d20970ca0b1f552021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-016v-1900000000-ac118bf8d934fe35410b2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-7040599a6584c105c1542021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-00kg-1900000000-21f7982de591cc365ed32021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-00dm-5900000000-17fe9886e6ef7c0e9d022021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9500000000-4962051dfb6623d734222021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-00xv-4900000000-8193ebd0dc031b22862a2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-006x-2900000000-f5df16b823ef27cc7aae2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-002f-9400000000-5b8af24b10d9a52affa52021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-01bd-2900000000-069fda767e994e9546a02021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-00r7-5900000000-b455f52149c545bf14d82021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0006-3900000000-2e890edf4fc40f29a7c52021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-01ba-1900000000-64ee050c4ce47392ea0e2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9300000000-7d2ee1cfb78a694b7e852021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0006-3900000000-be684d844dc4b00c164d2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-00r2-0900000000-275bef748b04de9509092021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0006-0920000000-607dee4a3efb718339b62021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-0006-4900000000-08661550b04e7a2cd9352021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-006x-4900000000-e0fc4bd14993db0ccc752021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-00ds-0900000000-19c838d5478f570ffb502021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-00r7-6900000000-3a6d17f69da66b11938b2021-09-20View Spectrum
MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9200000000-c2ce1f6147567054fa192021-09-20View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-1490000000-e7fdc51c43d5236ceda02019-02-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0596-6940000000-0a29f3bd0fbe505c55402019-02-23View Spectrum
NMRNot Available
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
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
Processing...
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference