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Merck
CN

H9391

3-Hydroxyanthranilic acid

Synonym(s):

2-Amino-3-hydroxybenzoic acid

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About This Item

Linear Formula:
HOC6H3(NH2)CO2H
CAS Number:
548-93-6
Molecular Weight:
153.14
UNSPSC Code:
12352200
PubChem Substance ID:
24895853
EC Number:
208-962-5
MDL number:
MFCD00007700

Key Documents

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technique(s)

cell culture | mammalian: suitable

mp

240 °C (dec.) (lit.)

application(s)

peptide synthesis

storage temp.

−20°C

SMILES string

Nc1c(O)cccc1C(O)=O

InChI

1S/C7H7NO3/c8-6-4(7(10)11)2-1-3-5(6)9/h1-3,9H,8H2,(H,10,11)

InChI key

WJXSWCUQABXPFS-UHFFFAOYSA-N

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
087K5010
014K5001
125H5013
092K5009
075H0703

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Andrea Moglia et al.
Metabolic engineering, 12(3), 223-232 (2009-11-28)
Phenolic esters like chlorogenic acid play an important role in therapeutic properties of many plant extracts. We aimed to produce phenolic esters in baker's yeast, by expressing tobacco 4CL and globe artichoke HCT. Indeed yeast produced phenolic esters. However, the
Raf Brouns et al.
Neurochemical research, 35(9), 1315-1322 (2010-05-22)
Post-stroke inflammation may induce upregulation of the kynurenine (KYN) pathway for tryptophan (TRP) oxidation, resulting in neuroprotective (kynurenic acid, KA) and neurotoxic metabolites (3-hydroxyanthranillic acid, 3-HAA). We investigated whether activity of the kynurenine pathway in acute ischemic stroke is related
Vilma Gabbay et al.
Progress in neuro-psychopharmacology & biological psychiatry, 34(1), 37-44 (2009-09-26)
Cytokine induction of the enzyme indoleamine 2,3-dioxygenase (IDO) has been implicated in the development of major depressive disorder (MDD). IDO metabolizes tryptophan (TRP) into kynurenine (KYN), thereby decreasing TRP availability to the brain. KYN is further metabolized into several neurotoxins.
Vilma Gabbay et al.
Journal of child psychology and psychiatry, and allied disciplines, 51(8), 935-943 (2010-04-22)
Although adolescent major depressive disorder (MDD) is acknowledged to be a heterogeneous disorder, no studies have reported on biological correlates of its clinical subgroups. This study addresses this issue by examining whether adolescent MDD with and without melancholic features (M-MDD
F A Teulings et al.
Acta vitaminologica et enzymologica, 29(1-6), 108-112 (1975-01-01)
In comparison with healthy age- and sex-comparable subjects, a significantly higher concentration of unconjugated 3-hydroxyanthranilic acid was detected in the urine of untreated bladder and kidney carcinoma patients. Because of tryptophan metabolite 3-hydroxyanthranilic acid is suspected to be involved in
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