Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C7H7NO3 |
| Molecular Weight | 153.1354 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=C(O)C=CC=C1C(O)=O
InChI
InChIKey=WJXSWCUQABXPFS-UHFFFAOYSA-N
InChI=1S/C7H7NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,9H,8H2,(H,10,11)
| Molecular Formula | C7H7NO3 |
| Molecular Weight | 153.1354 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| NO scavenging by 3-hydroxyanthranilic acid and 3-hydroxykynurenine: N-nitrosation leads via oxadiazoles to o-quinone diazides. | 2008-11 |
|
| Metabolic reconstruction of aromatic compounds degradation from the genome of the amazing pollutant-degrading bacterium Cupriavidus necator JMP134. | 2008-08 |
|
| Responses of differentiated MC3T3-E1 osteoblast-like cells to reactive oxygen species. | 2008-06-10 |
|
| Simultaneous measurement of tryptophan and related compounds by liquid chromatography/electrospray ionization tandem mass spectrometry. | 2008-05-01 |
|
| Alterations in kynurenine precursor and product levels in schizophrenia and bipolar disorder. | 2008-05 |
|
| Effect of 3-hydroxyanthranilic acid in the immunosuppressive molecules indoleamine dioxygenase and HLA-G in macrophages. | 2008-04-15 |
|
| Modulation of invariant natural killer T cell cytokine responses by indoleamine 2,3-dioxygenase. | 2008-04-15 |
|
| Iron source preference and regulation of iron uptake in Cryptococcus neoformans. | 2008-02-08 |
|
| Cinnabarinic acid generated from 3-hydroxyanthranilic acid strongly induces apoptosis in thymocytes through the generation of reactive oxygen species and the induction of caspase. | 2008-01-01 |
|
| IDO expands human CD4+CD25high regulatory T cells by promoting maturation of LPS-treated dendritic cells. | 2007-11 |
|
| Nanosensor detection of an immunoregulatory tryptophan influx/kynurenine efflux cycle. | 2007-10 |
|
| Altered kynurenine metabolism correlates with infarct volume in stroke. | 2007-10 |
|
| The anti-allergic drug, N-(3',4'-dimethoxycinnamonyl) anthranilic acid, exhibits potent anti-inflammatory and analgesic properties in arthritis. | 2007-09 |
|
| Effect of nicotinamide administration on the tryptophan-nicotinamide pathway in humans. | 2007-07 |
|
| Immunosuppressive effect of tryptophan metabolites in composite tissue allotransplantation. | 2007-06 |
|
| Mechanisms of copper ion mediated Huntington's disease progression. | 2007-03-28 |
|
| Crystal structure of Homo sapiens kynureninase. | 2007-03-13 |
|
| Recurrent headache as the main symptom of acquired cerebral toxoplasmosis in nonhuman immunodeficiency virus-infected subjects with no lymphadenopathy: the parasite may be responsible for the neurogenic inflammation postulated as a cause of different types of headaches. | 2007-02-17 |
|
| Mechanisms by which acyclovir reduces the oxidative neurotoxicity and biosynthesis of quinolinic acid. | 2007-02-13 |
|
| Kynurenines impair energy metabolism in rat cerebral cortex. | 2007-02 |
|
| Degradation of 2-nitrobenzoate by Burkholderia terrae strain KU-15. | 2007-01 |
|
| In vitro evidence for an antioxidant role of 3-hydroxykynurenine and 3-hydroxyanthranilic acid in the brain. | 2007-01 |
|
| Fe(3+)- and Cu(2+)-reduction by phenol derivatives associated with Azure B degradation in Fenton-like reactions. | 2007-01 |
|
| [A short test for potential carcinogenicity of water soluble synthetic polymers]. | 2006-12-22 |
|
| Iron regulation of the major virulence factors in the AIDS-associated pathogen Cryptococcus neoformans. | 2006-11 |
|
| Kynurenine pathway metabolism in patients with osteoporosis after 2 years of drug treatment. | 2006-11 |
|
| Pneumococcal meningitis causes accumulation of neurotoxic kynurenine metabolites in brain regions prone to injury. | 2006-11 |
|
| Acetylsalicylic acid and acetaminophen protect against oxidative neurotoxicity. | 2006-09 |
|
| Tryptophan metabolism in the central nervous system: medical implications. | 2006-08-31 |
|
| 3-Hydroxyanthranilic acid, one of L-tryptophan metabolites, inhibits monocyte chemoattractant protein-1 secretion and vascular cell adhesion molecule-1 expression via heme oxygenase-1 induction in human umbilical vein endothelial cells. | 2006-08 |
|
| Comparative EST analysis provides insights into the basal aquatic fungus Blastocladiella emersonii. | 2006-07-12 |
|
| Regulatory role of tryptophan degradation pathway in HLA-G expression by human monocyte-derived dendritic cells. | 2006-07 |
|
| 4-chloro-3-hydroxyanthranilate reduces local quinolinic acid synthesis, improves functional recovery, and preserves white matter after spinal cord injury. | 2006-06 |
|
| Crystal structure of 3-hydroxyanthranilic acid 3,4-dioxygenase from Saccharomyces cerevisiae: a special subgroup of the type III extradiol dioxygenases. | 2006-04 |
|
| Differential effects of the tryptophan metabolite 3-hydroxyanthranilic acid on the proliferation of human CD8+ T cells induced by TCR triggering or homeostatic cytokines. | 2006-02 |
|
| Cloricromene effect on the enzyme activities of the tryptophan-nicotinic acid pathway in diabetic/hyperlipidemic rabbits. | 2006-01-18 |
|
| Tryptophan metabolism and oxidative stress in patients with chronic brain injury. | 2006-01 |
|
| Changes in the immune system in depression and dementia: causal or coincidental effects? | 2006 |
|
| Radical scavenging and catalytic activity of metal-phenolic complexes. | 2005-12-22 |
|
| The effect of age on the enzyme activities of tryptophan metabolism along the kynurenine pathway in rats. | 2005-10 |
|
| Profiling dendritic cell maturation with dedicated microarrays. | 2005-09 |
|
| Localisation of indoleamine 2,3-dioxygenase and kynurenine hydroxylase in the human placenta and decidua: implications for role of the kynurenine pathway in pregnancy. | 2005-07 |
|
| Structural studies on 3-hydroxyanthranilate-3,4-dioxygenase: the catalytic mechanism of a complex oxidation involved in NAD biosynthesis. | 2005-05-31 |
|
| The mechanism of inactivation of 3-hydroxyanthranilate-3,4-dioxygenase by 4-chloro-3-hydroxyanthranilate. | 2005-05-31 |
|
| Tryptophan metabolism and oxidative stress in patients with Huntington's disease. | 2005-05 |
|
| Tryptophan metabolites interfere with the Ehrlich reaction used for the measurement of kynurenine. | 2005-04-01 |
|
| The pyridine ring of NAD is formed by a nonenzymatic pericyclic reaction. | 2005-01-26 |
|
| Studying the immunosuppressive role of indoleamine 2,3-dioxygenase: tryptophan metabolites suppress rat allogeneic T-cell responses in vitro and in vivo. | 2005-01 |
|
| Reduced serotonin and 3-hydroxyanthranilic acid levels in serum of cystatin B-deficient mice, a model system for progressive myoclonus epilepsy. | 2005 |
|
| Tryptophan loading induces oxidative stress. | 2004-11 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:59:34 GMT 2025
by
admin
on
Mon Mar 31 18:59:34 GMT 2025
|
| Record UNII |
1UQB1BT4OT
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Systematic Name | English | ||
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
522891
Created by
admin on Mon Mar 31 18:59:34 GMT 2025 , Edited by admin on Mon Mar 31 18:59:34 GMT 2025
|
PRIMARY | |||
|
DTXSID40203290
Created by
admin on Mon Mar 31 18:59:34 GMT 2025 , Edited by admin on Mon Mar 31 18:59:34 GMT 2025
|
PRIMARY | |||
|
548-93-6
Created by
admin on Mon Mar 31 18:59:34 GMT 2025 , Edited by admin on Mon Mar 31 18:59:34 GMT 2025
|
PRIMARY | |||
|
3-HYDROXYANTHRANILIC ACID
Created by
admin on Mon Mar 31 18:59:34 GMT 2025 , Edited by admin on Mon Mar 31 18:59:34 GMT 2025
|
PRIMARY | |||
|
86
Created by
admin on Mon Mar 31 18:59:34 GMT 2025 , Edited by admin on Mon Mar 31 18:59:34 GMT 2025
|
PRIMARY | |||
|
15793
Created by
admin on Mon Mar 31 18:59:34 GMT 2025 , Edited by admin on Mon Mar 31 18:59:34 GMT 2025
|
PRIMARY | |||
|
4040
Created by
admin on Mon Mar 31 18:59:34 GMT 2025 , Edited by admin on Mon Mar 31 18:59:34 GMT 2025
|
PRIMARY | |||
|
1UQB1BT4OT
Created by
admin on Mon Mar 31 18:59:34 GMT 2025 , Edited by admin on Mon Mar 31 18:59:34 GMT 2025
|
PRIMARY | |||
|
DB03644
Created by
admin on Mon Mar 31 18:59:34 GMT 2025 , Edited by admin on Mon Mar 31 18:59:34 GMT 2025
|
PRIMARY | |||
|
208-962-5
Created by
admin on Mon Mar 31 18:59:34 GMT 2025 , Edited by admin on Mon Mar 31 18:59:34 GMT 2025
|
PRIMARY | |||
|
D015095
Created by
admin on Mon Mar 31 18:59:34 GMT 2025 , Edited by admin on Mon Mar 31 18:59:34 GMT 2025
|
PRIMARY |