2-(4-hydroxy-3-nitrophenyl)acetic acid

• ChemBase ID: 5918
• Molecular Formular: C8H7NO5
• Molecular Mass: 197.14488
• Monoisotopic Mass: 197.03242233
• SMILES: c1(cc(c(cc1)O)[N+](=O)[O-])CC(=O)O
• Canonical SMILES: OC(=O)Cc1ccc(c(c1)[N+](=O)[O-])O
• InChI: InChI=1S/C8H7NO5/c10-7-2-1-5(4-8(11)12)3-6(7)9(13)14/h1-3,10H,4H2,(H,11,12)
• InChIKey: QBHBHOSRLDPIHG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-hydroxy-3-nitrophenyl)acetic acid
• IUPAC Traditional name: (4-hydroxy-3-nitrophenyl)acetic acid
• Synonyms: 4-Acetyl-2-nitrophenol; 4-Hydroxy-3-nitrophenylacetic acid 98%; 4-Hydroxy-3-nitrophenylacetic acid; 4-Hydroxy-3-nitrobenzeneacetic Acid; 4-Hydroxy-5-nitrophenylacetic Acid; Antibiotic T 0007B1; Antibiotic T 000B1; m-Nitro-p-hydroxyphenylacetic Acid; NHPA; 4-Hydroxy-3-nitrophenylacetic Acid; 2-(4-HYDROXY-3-NITROPHENYL)ACETIC ACID; 4-羟基-3-硝基苯乙酸

Database IDs

• CAS Number: 10463-20-4
• EC Number: 233-948-0
• MDL Number: MFCD00007122
• Beilstein Number: 2696044
• PubChem SID: 99444765; 160969343; 24853155
• PubChem CID: 447364

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.0188808
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.230538
• LogD (pH = 7.4): -3.062807
• Log P: 1.2474129
• Molar Refractivity: 45.667 cm^3
• Polarizability: 17.177168 Å^3
• Polar Surface Area: 100.67 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.01
• LOG S: -2.02
• Solubility (Water): 1.86e+00 g/l

PROPERTIES

Physical Property

• Apperance: yellow
• Melting Point: 144 - 146 °C; 145-147°C; 146-148 °C(lit.); 146-148°C; 146-148°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: true; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: >95%; 98%; 99%
• Linear Formula: HOC6H3(NO2)CH2CO2H

DETAILS

DrugBank - DB08294

Drug information: experimental

Sigma Aldrich - 219924

Packaging
1 g in glass bottle

Toronto Research Chemicals - H948685

A metabolite of Nitrotyrosine (N597000), which is excreted in the urine.

REFERENCES

• van der Vliet, A., et al.: J. Biol. Chem., 272, 7617 (1997)
• Tabrizi-Fard, M., et al.: Drug Metab. Dispos., 27, 429 (1997)
• Souza, J., et al.: Arch. Biochem. Biophys., 380, 360 (1997)