3-hydroxyanthranilic acid
3-oxyanthranilic acid
Identification
| Name | 3-hydroxyanthranilic acid |
| CAS Number | 548-93-6 |
| EINECS | 208-962-5 |
| FDA UNII | 1UQB1BT4OT |
| Molecular Formula | C7 H7 N O3 |
| Molecular Weight | 153.13739000 |
| MDL Number | MFCD00007700 |
| Nikkaji Number | J1.608J |
| Beilstein | 0973356 |
| XlogP3 | 0.90 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Soluble in | water, 1.297e+004 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for 3-hydroxyanthranilic acid usage levels up to | not for fragrance use. |
| Recommendation for 3-hydroxyanthranilic acid flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
2-
amino-3-hydroxybenzoic acid
3-oxy
anthranilic acid
anthranilic acid, 3-hydroxy-
benzoic acid, 2-amino-3-hydroxy-
PubMed:
Inhibition of LPS-induced inflammatory mediators by 3-hydroxyanthranilic acid in macrophages through suppression of PI3K/NF-κB signaling pathways.
PubMed:
Associations between intake of fish and n-3 long-chain polyunsaturated fatty acids and plasma metabolites related to the kynurenine pathway in patients with coronary artery disease.
PubMed:
Pyridoxine supplementation does not alter in vivo kinetics of one-carbon metabolism but modifies patterns of one-carbon and tryptophan metabolites in vitamin B-6-insufficient oral contraceptive users.
PubMed:
Tryptophan catabolism and vitamin B-6 status are affected by gender and lifestyle factors in healthy young adults.
PubMed:
Evaluation of the bioactive properties of avenanthramide analogs produced in recombinant yeast.
PubMed:
Metabolite profile analysis reveals association of vitamin B-6 with metabolites related to one-carbon metabolism and tryptophan catabolism but not with biomarkers of inflammation in oral contraceptive users and reveals the effects of oral contraceptives on these processes.
PubMed:
The urinary ratio of 3-hydroxykynurenine/3-hydroxyanthranilic acid is an index to predicting the adverse effects of D-tryptophan in rats.
PubMed:
Vitamin B1 deficiency inhibits the increased conversion of tryptophan to nicotinamide in severe food-restricted rats.
PubMed:
Pantothenic acid deficiency may increase the urinary excretion of 2-oxo acids and nicotinamide catabolites in rats.
PubMed:
Metabonomic analysis of quercetin against the toxicity of chronic exposure to low-level dichlorvos in rats via ultra-performance liquid chromatography-mass spectrometry.
PubMed:
The niacin required for optimum growth can be synthesized from L-tryptophan in growing mice lacking tryptophan-2,3-dioxygenase.
PubMed:
Supplementing healthy women with up to 5.0 g/d of L-tryptophan has no adverse effects.
PubMed:
Increased conversion of tryptophan to nicotinamide in rats by dietary valproate.
PubMed:
Fate of dietary tryptophan in young Japanese women.
PubMed:
Urinary excretory ratio of anthranilic acid/kynurenic acid as an index of the tolerable amount of tryptophan.
PubMed:
Effect of nicotinamide administration on the tryptophan-nicotinamide pathway in humans.
PubMed:
The effects of phthalate esters on the tryptophan-niacin metabolism.
PubMed:
Increase in conversion of tryptophan to niacin in pregnant rats.
PubMed:
Influence of adenine-induced renal failure on tryptophan-niacin metabolism in rats.
PubMed:
Characterization of a novel manganese peroxidase-lignin peroxidase hybrid isozyme produced by Bjerkandera species strain BOS55 in the absence of manganese.
PubMed:
In vivo antioxidant activity of Okara Koji, a fermented okara, by Aspergillus oryzae.
PubMed:
Antioxidative mechanism and apoptosis induction by 3-hydroxyanthranilic acid, an antioxidant in Indonesian food Tempeh, in the human hepatoma-derived cell line, HuH-7.
PubMed:
Difference in Tryptophan-nicotinamide Conversion According to Dietary Nitrogen Sources; Casein, Casein Hydrolysate, and Mixtures of Amino Acids.
PubMed:
The effects of high dietary concentrations of sodium saccharin on in vivo metabolism of xenobiotics in rats.
PubMed:
Liver 3-hydroxyanthranilic acid oxygenase activity in rainbow trout (Oncorhynchus mykiss).
PubMed:
Beef liver 3-hydroxyanthranilic acid oxidase.