3-Hydroxyanthranilic acid

Modify Date: 2024-01-03 12:15:26

3-Hydroxyanthranilic acid Structure
3-Hydroxyanthranilic acid structure
Common Name 3-Hydroxyanthranilic acid
CAS Number 548-93-6 Molecular Weight 153.135
Density 1.5±0.1 g/cm3 Boiling Point 356.9±37.0 °C at 760 mmHg
Molecular Formula C7H7NO3 Melting Point 240 °C (dec.)(lit.)
MSDS Chinese USA Flash Point 169.6±26.5 °C
Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Warning

 Use of 3-Hydroxyanthranilic acid


3-Hydroxyanthranilic acid is a tryptophan metabolite in the kynurenine pathway.

 Names

Name 3-hydroxyanthranilic acid
Synonym More Synonyms

 3-Hydroxyanthranilic acid Biological Activity

Description 3-Hydroxyanthranilic acid is a tryptophan metabolite in the kynurenine pathway.
Related Catalog
Target

Human Endogenous Metabolite

References

[1]. Lee WS, et al. The tryptophan metabolite 3-hydroxyanthranilic acid suppresses T cell responses by inhibiting dendritic cell activation. Int Immunopharmacol. 2013 Nov;17(3):721-6.

 Chemical & Physical Properties

Density 1.5±0.1 g/cm3
Boiling Point 356.9±37.0 °C at 760 mmHg
Melting Point 240 °C (dec.)(lit.)
Molecular Formula C7H7NO3
Molecular Weight 153.135
Flash Point 169.6±26.5 °C
Exact Mass 153.042587
PSA 83.55000
LogP 1.05
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.691
Storage condition −20°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DG2625000
CHEMICAL NAME :
Benzoic acid, 2-amino-3-hydroxy-
CAS REGISTRY NUMBER :
548-93-6
BEILSTEIN REFERENCE NO. :
0973356
LAST UPDATED :
199612
DATA ITEMS CITED :
16
MOLECULAR FORMULA :
C7-H7-N-O3
MOLECULAR WEIGHT :
153.15
WISWESSER LINE NOTATION :
ZR BQ FVQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1600 mg/kg/8W-I
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Kidney, Ureter, Bladder - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
185 mg/kg female 13-17 day(s) after conception
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Reproductive - Tumorigenic effects - transplacental tumorigenesis Lungs, Thorax, or Respiration - bronchiogenic carcinoma
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Implant
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
160 mg/kg
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Kidney, Ureter, Bladder - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
500 mg/kg/20W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Kidney, Ureter, Bladder - tumors Endocrine - adrenal cortex tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
8000 mg/kg/19W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Blood - leukemia
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Implant
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
80 mg/kg
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Kidney, Ureter, Bladder - tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2000 mg/kg/7W-I
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Blood - leukemia
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
2040 mg/kg/59W-C
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Blood - leukemia
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
121 mg/kg/21D-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - bronchiogenic carcinoma Liver - tumors
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Cytogenetic analysis

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Primate - monkey Kidney
DOSE/DURATION :
100 mg/L
REFERENCE :
TSITAQ Tsitologiya. Cytology. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1959- Volume(issue)/page/year: 15,1505,1973 *** REVIEWS *** TOXICOLOGY REVIEW AEHLAU Archives of Environmental Health. (Heldref Pub., 4000 Albemarle St., NW, Washington, DC 20016) V.1- 1960- Volume(issue)/page/year: 23,6,1971

 Safety Information

Symbol GHS07 GHS08
GHS07, GHS08
Signal Word Warning
Hazard Statements H302 + H312 + H332-H315-H319-H335-H351
Precautionary Statements P261-P280-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xn
Risk Phrases 20/21/22-36/37/38-40
Safety Phrases S22-S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS DG2625000
HS Code 2922509090

 Synthetic Route

 Customs

HS Code 2922509090
Summary 2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

 Articles47

More Articles
Increased conversion of tryptophan to nicotinamide in rats by dietary valproate.

Biosci. Biotechnol. Biochem. 77(2) , 295-300, (2013)

Valproic acid (VPA) is a short-chained, branched fatty acid that is widely used in humans as an anticonvulsant and mood stabilizer, and has been reported to increase the liver NAD concentration. We in...

Time-dependent effects of L-tryptophan administration on urinary excretion of L-tryptophan metabolites.

J. Nutr. Sci. Vitaminol. 60(4) , 255-60, (2014)

We have previously reported that dietary supplementation with up to 5.0 g/d of L-tryptophan (L-Trp) for 21 d has no adverse effects, judging from the levels of general blood variables, in healthy wome...

The niacin required for optimum growth can be synthesized from L-tryptophan in growing mice lacking tryptophan-2,3-dioxygenase.

J. Nutr. 143(7) , 1046-51, (2013)

In mammals, nicotinamide (Nam) is biosynthesized from l-tryptophan (l-Trp). The enzymes involved in the initial step of the l-Trp→Nam pathway are l-Trp-2,3-dioxygenase (TDO) and indoleamine-2,3-dioxyg...

 Synonyms

Acid, 3-Hydroxyanthranilic
MFCD00007700
3-hydroxy-Anthranilic acid
Anthranilic acid, 3-hydroxy-
3-Hydroxy-2-aminobenzoic acid
3-OH-anthranilic acid
EINECS 208-962-5
Benzoic acid, 2-amino-3-hydroxy-
2-Amino-3-hydroxybenzoic acid
3-Hydroxy-2-aminobenzoate
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