Identification

PhytoHub ID
PHUB002341
Name
Xanthurenic acid
Systematic Name
4,8-dihydroxyquinoline-2-carboxylic acid
Synonyms
  • 4,8-Dihydroxy-2-quinolinecarboxylate
  • 4,8-Dihydroxyquinaldinate
  • 4,8-dihydroxyquinoline-2-carboxylic acid
  • 8-hydroxykynurenate
  • xanthurenate
CAS Number
59-00-7
Average Mass
205.169
Monoisotopic Mass
205.037507709
Chemical Formula
C10H7NO4
IUPAC Name
4,8-dihydroxyquinoline-2-carboxylic acid
InChI Key
FBZONXHGGPHHIY-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C10H7NO4/c12-7-3-1-2-5-8(13)4-6(10(14)15)11-9(5)7/h1-4,12H,(H,11,13)(H,14,15)
SMILES
OC(=O)C1=CC(O)=C2C=CC=C(O)C2=N1
Structure

Calculated Properties

Solubility (ALOGPS)
1.63e+00 g/l
LogS (ALOGPS)
-2.10
LogP (ALOGPS)
2.01
Hydrogen Acceptors
5
Hydrogen Donors
3
Rotatable Bond Count
1
Polar Surface Area
90.65000000000002
Refractivity
50.8253
Polarizability
19.065769508763175
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
5.753313640791366
pKa (strongest acidic)
1.1352227807412834
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
Miscellaneous phytochemicals
Class
Miscellaneous phytochemicals
Sub-class
Not Available

Taxonomy of its Precursor(s)

PrecursorFamilyClassSub-class
TryptophanN-containing compoundsAmino acidsNot AvailableShow Precursor

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Quinolines and derivatives
Super-class
Organoheterocyclic compounds
Sub-class
Quinoline carboxylic acids
Direct Parent Name
Quinoline carboxylic acids
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "8-hydroxyquinolines", "Azacyclic compounds", "Carboxylic acids", "Heteroaromatic compounds", "Hydrocarbon derivatives", "Hydroquinolines", "Hydroquinolones", "Hydroxyquinolines", "Monocarboxylic acids and derivatives", "Organic oxides", "Organonitrogen compounds", "Organooxygen compounds", "Organopnictogen compounds", "Pyridinecarboxylic acids", "Vinylogous amides"]
External Descriptor Annotations
["dihydroxyquinoline", "quinolinemonocarboxylic acid"]
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "8-hydroxyquinoline", "Aromatic heteropolycyclic compound", "Azacycle", "Benzenoid", "Carboxylic acid", "Carboxylic acid derivative", "Dihydroquinoline", "Dihydroquinolone", "Heteroaromatic compound", "Hydrocarbon derivative", "Hydroxyquinoline", "Monocarboxylic acid or derivatives", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Pyridine", "Pyridine carboxylic acid", "Pyridine carboxylic acid or derivatives", "Quinoline-2-carboxylic acid", "Vinylogous amide"]

Spectra from Online Resources

No spectra information available

Food Sources

No food source information available

Food Sources of its Precursor(s)

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Tryptophan Xanthurenic acidhumanurineunknownNot AvailableNot AvailableNot AvailableC10H7NO4205.037507709 Detailed Intervention Studies Publications

Inter-Individual Variations Metabolism

No data on inter-individual variations available

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