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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2006-08-13 10:24:21 UTC
Update Date2022-09-22 18:34:18 UTC
HMDB IDHMDB0004078
Secondary Accession Numbers
  • HMDB04078
Metabolite Identification
Common NameCinnabarinic acid
DescriptionCinnabarinic acid, also called Cinnabarinate or Cinnavalininate, belongs to the class of organic compounds known as phenoxazines. These are polycyclic aromatic compounds containing a phenoxazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a 1,4-oxazine ring. Cinnabarinic acid, is and endogenous metabolite arising from tryptophan metabolism. More specifically, it is a relatively obscure and unstable end-product of the tryptophan-kynurenine pathway. It results from the condensation of two molecules of 3-hydroxy-anthranilic acid via the action of catalase (PMID: 35469990 ). Cinnabarinic acid has been found to bind and to act as a partial agonist of type 4 metabotropic glutamate receptors (mGluR4) (PMID: 22311707 ). It also binds to the aryl hydrocarbon receptor (AhR) and can activate the NF-kappaB pathway (PMID: 35469990 ). Levels of Cinnabarinic acid have been found to increase substantially during inflammation induced by lipopolysaccharide (LPS). Cinnabarinic acid appears to have neuroprotective activity (PMID: 22311707 ). Cinnabarinic acid is present in trace amounts in human brain tissue. Interestingly, Cinnabarinic acid levels are reduced in the prefrontal cortex (PFC) of individuals affected by schizophrenia (PMID: 32506121 ). Cinnabarinic acid has been found to be a potent endogenous antipsychotic-like molecule and it has been suggested that reduced Cinnabarinic acid levels in the PFC might contribute to the pathophysiology of schizophrenia (PMID: 32506121 ).
Structure
Data?1657839602
Synonyms
ValueSource
Cinnabarinic acidKegg
CinnabarinateGenerator
Cinnavalininic acidGenerator
2-amino-3-oxo-3H-Phenoxazin-1,9-dicarboxylic acidHMDB
2-amino-3H-Phenoxazin-one-1,9-dicarboxylic acidHMDB
2-amino-3-oxo-3H-Phenoxazin-1,9-dicarboxylateHMDB
2-amino-3H-Phenoxazin-one-1,9-dicarboxylateHMDB
Chemical FormulaC14H8N2O6
Average Molecular Weight300.2231
Monoisotopic Molecular Weight300.038235998
IUPAC Name2-amino-3-oxo-3H-phenoxazine-1,9-dicarboxylic acid
Traditional Namecinnabarinic acid
CAS Registry Number606-59-7
SMILES
NC1=C(C(O)=O)C2=NC3=C(C=CC=C3OC2=CC1=O)C(O)=O
InChI Identifier
InChI=1S/C14H8N2O6/c15-10-6(17)4-8-12(9(10)14(20)21)16-11-5(13(18)19)2-1-3-7(11)22-8/h1-4H,15H2,(H,18,19)(H,20,21)
InChI KeyFSBKJYLVDRVPTK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenoxazines. These are polycyclic aromatic compounds containing a phenoxazine moiety, which is a linear tricyclic system that consists of a two benzene rings joined by a 1,4-oxazine ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzoxazines
Sub ClassPhenoxazines
Direct ParentPhenoxazines
Alternative Parents
Substituents
  • Phenoxazine
  • Dicarboxylic acid or derivatives
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous amide
  • Cyclic ketone
  • Amino acid
  • Amino acid or derivatives
  • Carboxylic acid derivative
  • Carboxylic acid
  • Oxacycle
  • Azacycle
  • Primary amine
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Source

Process

Naturally occurring process

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP0.604Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.15 g/LALOGPS
logP0.7ALOGPS
logP0.44ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)2.37ChemAxon
pKa (Strongest Basic)-1.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area139.28 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity76.9 m³·mol⁻¹ChemAxon
Polarizability27.38 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+167.82131661259
DarkChem[M-H]-164.08131661259
DeepCCS[M+H]+173.23830932474
DeepCCS[M-H]-170.8830932474
DeepCCS[M-2H]-203.76630932474
DeepCCS[M+Na]+179.33130932474
AllCCS[M+H]+165.032859911
AllCCS[M+H-H2O]+161.632859911
AllCCS[M+NH4]+168.132859911
AllCCS[M+Na]+169.032859911
AllCCS[M-H]-164.132859911
AllCCS[M+Na-2H]-163.332859911
AllCCS[M+HCOO]-162.532859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
CinnavalininateNC1=C(C(O)=O)C2=NC3=C(C=CC=C3OC2=CC1=O)C(O)=O4102.7Standard polar33892256
CinnavalininateNC1=C(C(O)=O)C2=NC3=C(C=CC=C3OC2=CC1=O)C(O)=O2149.3Standard non polar33892256
CinnavalininateNC1=C(C(O)=O)C2=NC3=C(C=CC=C3OC2=CC1=O)C(O)=O3126.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Cinnavalininate,1TMS,isomer #1C[Si](C)(C)OC(=O)C1=C(N)C(=O)C=C2OC3=CC=CC(C(=O)O)=C3N=C213150.4Semi standard non polar33892256
Cinnavalininate,1TMS,isomer #2C[Si](C)(C)OC(=O)C1=CC=CC2=C1N=C1C(=CC(=O)C(N)=C1C(=O)O)O23141.2Semi standard non polar33892256
Cinnavalininate,1TMS,isomer #3C[Si](C)(C)NC1=C(C(=O)O)C2=NC3=C(C(=O)O)C=CC=C3OC2=CC1=O3168.4Semi standard non polar33892256
Cinnavalininate,2TMS,isomer #1C[Si](C)(C)OC(=O)C1=C(N)C(=O)C=C2OC3=CC=CC(C(=O)O[Si](C)(C)C)=C3N=C213117.0Semi standard non polar33892256
Cinnavalininate,2TMS,isomer #2C[Si](C)(C)NC1=C(C(=O)O[Si](C)(C)C)C2=NC3=C(C(=O)O)C=CC=C3OC2=CC1=O3178.0Semi standard non polar33892256
Cinnavalininate,2TMS,isomer #3C[Si](C)(C)NC1=C(C(=O)O)C2=NC3=C(C(=O)O[Si](C)(C)C)C=CC=C3OC2=CC1=O3126.0Semi standard non polar33892256
Cinnavalininate,2TMS,isomer #4C[Si](C)(C)N(C1=C(C(=O)O)C2=NC3=C(C(=O)O)C=CC=C3OC2=CC1=O)[Si](C)(C)C3067.6Semi standard non polar33892256
Cinnavalininate,3TMS,isomer #1C[Si](C)(C)NC1=C(C(=O)O[Si](C)(C)C)C2=NC3=C(C(=O)O[Si](C)(C)C)C=CC=C3OC2=CC1=O3134.8Semi standard non polar33892256
Cinnavalininate,3TMS,isomer #1C[Si](C)(C)NC1=C(C(=O)O[Si](C)(C)C)C2=NC3=C(C(=O)O[Si](C)(C)C)C=CC=C3OC2=CC1=O3077.0Standard non polar33892256
Cinnavalininate,3TMS,isomer #1C[Si](C)(C)NC1=C(C(=O)O[Si](C)(C)C)C2=NC3=C(C(=O)O[Si](C)(C)C)C=CC=C3OC2=CC1=O3882.5Standard polar33892256
Cinnavalininate,3TMS,isomer #2C[Si](C)(C)OC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)C(=O)C=C2OC3=CC=CC(C(=O)O)=C3N=C213047.8Semi standard non polar33892256
Cinnavalininate,3TMS,isomer #2C[Si](C)(C)OC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)C(=O)C=C2OC3=CC=CC(C(=O)O)=C3N=C213211.2Standard non polar33892256
Cinnavalininate,3TMS,isomer #2C[Si](C)(C)OC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)C(=O)C=C2OC3=CC=CC(C(=O)O)=C3N=C213642.4Standard polar33892256
Cinnavalininate,3TMS,isomer #3C[Si](C)(C)OC(=O)C1=CC=CC2=C1N=C1C(=CC(=O)C(N([Si](C)(C)C)[Si](C)(C)C)=C1C(=O)O)O23009.0Semi standard non polar33892256
Cinnavalininate,3TMS,isomer #3C[Si](C)(C)OC(=O)C1=CC=CC2=C1N=C1C(=CC(=O)C(N([Si](C)(C)C)[Si](C)(C)C)=C1C(=O)O)O23147.6Standard non polar33892256
Cinnavalininate,3TMS,isomer #3C[Si](C)(C)OC(=O)C1=CC=CC2=C1N=C1C(=CC(=O)C(N([Si](C)(C)C)[Si](C)(C)C)=C1C(=O)O)O23611.4Standard polar33892256
Cinnavalininate,4TMS,isomer #1C[Si](C)(C)OC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)C(=O)C=C2OC3=CC=CC(C(=O)O[Si](C)(C)C)=C3N=C213084.8Semi standard non polar33892256
Cinnavalininate,4TMS,isomer #1C[Si](C)(C)OC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)C(=O)C=C2OC3=CC=CC(C(=O)O[Si](C)(C)C)=C3N=C213149.4Standard non polar33892256
Cinnavalininate,4TMS,isomer #1C[Si](C)(C)OC(=O)C1=C(N([Si](C)(C)C)[Si](C)(C)C)C(=O)C=C2OC3=CC=CC(C(=O)O[Si](C)(C)C)=C3N=C213423.7Standard polar33892256
Cinnavalininate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=C(N)C(=O)C=C2OC3=CC=CC(C(=O)O)=C3N=C213396.8Semi standard non polar33892256
Cinnavalininate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC2=C1N=C1C(=CC(=O)C(N)=C1C(=O)O)O23390.2Semi standard non polar33892256
Cinnavalininate,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=C(C(=O)O)C2=NC3=C(C(=O)O)C=CC=C3OC2=CC1=O3436.4Semi standard non polar33892256
Cinnavalininate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=C(N)C(=O)C=C2OC3=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C3N=C213554.4Semi standard non polar33892256
Cinnavalininate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=C(C(=O)O[Si](C)(C)C(C)(C)C)C2=NC3=C(C(=O)O)C=CC=C3OC2=CC1=O3615.4Semi standard non polar33892256
Cinnavalininate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=C(C(=O)O)C2=NC3=C(C(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3OC2=CC1=O3590.0Semi standard non polar33892256
Cinnavalininate,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C1=C(C(=O)O)C2=NC3=C(C(=O)O)C=CC=C3OC2=CC1=O)[Si](C)(C)C(C)(C)C3533.9Semi standard non polar33892256
Cinnavalininate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=C(C(=O)O[Si](C)(C)C(C)(C)C)C2=NC3=C(C(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3OC2=CC1=O3712.8Semi standard non polar33892256
Cinnavalininate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=C(C(=O)O[Si](C)(C)C(C)(C)C)C2=NC3=C(C(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3OC2=CC1=O3580.0Standard non polar33892256
Cinnavalininate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=C(C(=O)O[Si](C)(C)C(C)(C)C)C2=NC3=C(C(=O)O[Si](C)(C)C(C)(C)C)C=CC=C3OC2=CC1=O4003.6Standard polar33892256
Cinnavalininate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)C=C2OC3=CC=CC(C(=O)O)=C3N=C213683.6Semi standard non polar33892256
Cinnavalininate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)C=C2OC3=CC=CC(C(=O)O)=C3N=C213748.2Standard non polar33892256
Cinnavalininate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)C=C2OC3=CC=CC(C(=O)O)=C3N=C213834.3Standard polar33892256
Cinnavalininate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC2=C1N=C1C(=CC(=O)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1C(=O)O)O23646.3Semi standard non polar33892256
Cinnavalininate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC2=C1N=C1C(=CC(=O)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1C(=O)O)O23689.6Standard non polar33892256
Cinnavalininate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C1=CC=CC2=C1N=C1C(=CC(=O)C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1C(=O)O)O23816.6Standard polar33892256
Cinnavalininate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)C=C2OC3=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C3N=C213799.9Semi standard non polar33892256
Cinnavalininate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)C=C2OC3=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C3N=C213837.0Standard non polar33892256
Cinnavalininate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C1=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)C=C2OC3=CC=CC(C(=O)O[Si](C)(C)C(C)(C)C)=C3N=C213753.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Cinnabarinic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0kal-1090000000-a9b3f04e0154e56a34ac2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cinnabarinic acid GC-MS (2 TMS) - 70eV, Positivesplash10-05fr-7019200000-9d027bf9474c784d794f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cinnabarinic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Cinnabarinic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnabarinic acid 10V, Positive-QTOFsplash10-001i-0093000000-6eec5362c826437aa9f82015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnabarinic acid 20V, Positive-QTOFsplash10-0a59-0090000000-ea4d6ec354a7ad615bcd2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnabarinic acid 40V, Positive-QTOFsplash10-0a5i-2090000000-a1cd4541b5bfb101f2312015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnabarinic acid 10V, Negative-QTOFsplash10-0a4i-0090000000-7b8418c9fe543cb0ddfc2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnabarinic acid 20V, Negative-QTOFsplash10-0bt9-0090000000-3aa6f5b7cbca4210c35f2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnabarinic acid 40V, Negative-QTOFsplash10-0bt9-0390000000-10af92579df64b8720cb2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnabarinic acid 10V, Negative-QTOFsplash10-03di-0090000000-fb1be335f42676557e202021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnabarinic acid 20V, Negative-QTOFsplash10-0bti-0090000000-54b079267e6329486c072021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnabarinic acid 40V, Negative-QTOFsplash10-03fr-0190000000-40328130c8a319d1d9802021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnabarinic acid 10V, Positive-QTOFsplash10-001i-0090000000-24fd7e79c1bc515afade2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnabarinic acid 20V, Positive-QTOFsplash10-0159-0090000000-dadf0f0bb8448267e0582021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Cinnabarinic acid 40V, Positive-QTOFsplash10-000i-0090000000-362869951e6e3adac9c62021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-18Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedCancer patients undergoing total body irradiation details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023302
KNApSAcK IDNot Available
Chemspider ID102864
KEGG Compound IDC05640
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound114918
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDM01572
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Gomez-Pineiro RJ, Dali M, Mansuy D, Boucher JL: Unstability of cinnabarinic acid, an endogenous metabolite of tryptophan, under situations mimicking physiological conditions. Biochimie. 2022 Aug;199:150-157. doi: 10.1016/j.biochi.2022.04.009. Epub 2022 Apr 22. [PubMed:35469990 ]
  2. Fazio F, Lionetto L, Molinaro G, Bertrand HO, Acher F, Ngomba RT, Notartomaso S, Curini M, Rosati O, Scarselli P, Di Marco R, Battaglia G, Bruno V, Simmaco M, Pin JP, Nicoletti F, Goudet C: Cinnabarinic acid, an endogenous metabolite of the kynurenine pathway, activates type 4 metabotropic glutamate receptors. Mol Pharmacol. 2012 May;81(5):643-56. doi: 10.1124/mol.111.074765. Epub 2012 Feb 6. [PubMed:22311707 ]
  3. Ulivieri M, Wieronska JM, Lionetto L, Martinello K, Cieslik P, Chocyk A, Curto M, Di Menna L, Iacovelli L, Traficante A, Liberatore F, Mascio G, Antenucci N, Giannino G, Vergassola M, Pittaluga A, Bruno V, Battaglia G, Fucile S, Simmaco M, Nicoletti F, Pilc A, Fazio F: The Trace Kynurenine, Cinnabarinic Acid, Displays Potent Antipsychotic-Like Activity in Mice and Its Levels Are Reduced in the Prefrontal Cortex of Individuals Affected by Schizophrenia. Schizophr Bull. 2020 Dec 1;46(6):1471-1481. doi: 10.1093/schbul/sbaa074. [PubMed:32506121 ]

Enzymes

General function:
Involved in catalase activity
Specific function:
Occurs in almost all aerobically respiring organisms and serves to protect cells from the toxic effects of hydrogen peroxide. Promotes growth of cells including T-cells, B-cells, myeloid leukemia cells, melanoma cells, mastocytoma cells and normal and transformed fibroblast cells.
Gene Name:
CAT
Uniprot ID:
P04040
Molecular weight:
59755.82
Reactions
3-Hydroxyanthranilic acid + Oxygen → Cinnabarinic acid + Superoxide + Hydrogen peroxide + Hydrogen Iondetails
General function:
Involved in transcription regulator activity
Specific function:
Ligand-activated transcriptional activator. Binds to the XRE promoter region of genes it activates. Activates the expression of multiple phase I and II xenobiotic chemical metabolizing enzyme genes (such as the CYP1A1 gene). Mediates biochemical and toxic effects of halogenated aromatic hydrocarbons. Involved in cell-cycle regulation. Likely to play an important role in the development and maturation of many tissues
Gene Name:
AHR
Uniprot ID:
P35869
Molecular weight:
96146.7
General function:
Involved in G-protein coupled receptor activity
Specific function:
Receptor for glutamate. The activity of this receptor is mediated by a G-protein that inhibits adenylate cyclase activity
Gene Name:
GRM4
Uniprot ID:
Q14833
Molecular weight:
101866.8