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Merck
CN

H9391

Sigma-Aldrich

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
EC Number:
208-962-5
MDL number:
MFCD00007700
UNSPSC Code:
12352200
PubChem Substance ID:
24895853

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

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Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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
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
E R Werner et al.
Biological chemistry Hoppe-Seyler, 366(1), 99-102 (1985-01-01)
3-Hydroxyanthranilic acid was identified in lymphocyte cultures during allogeneic stimulation. The metabolite and the synthetic product have identical HPLC retention times, fluorescence spectra, fluorescence intensities as a function of pH value and electrochemical behaviour.
Lei Zhang et al.
European heart journal, 33(16), 2025-2034 (2012-06-20)
Cardiovascular disease is the most common cause of death in the world and atherosclerosis, an inflammatory process in the vessel wall, accounts for the majority of these deaths. The tryptophan metabolite 3-hydroxyanthranilic acid (3-HAA) has been shown to inhibit inflammation
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
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