2-[4-hydroxy-3-nitro(2H3)phenyl](2H2)acetic acid

• ChemBase ID: 170980
• Molecular Formular: C8H7NO5
• Molecular Mass: 197.14488
• Monoisotopic Mass: 197.03242233
• SMILES: c1c(c(cc(c1)CC(=O)O)[N+](=O)[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-nitro(^2H₃)phenyl](^2H₂)acetic acid
• IUPAC Traditional name: [4-hydroxy-3-nitro(^2H₃)phenyl](^2H₂)acetic acid
• Synonyms: 4-Hydroxy-3-nitrobenzeneacetic Acid-d5; 4-Hydroxy-5-nitrophenylacetic Acid-d5; Antibiotic T 0007B1-d5; Antibiotic T 000B1-d5; m-Nitro-p-hydroxyphenylacetic Acid-d5; NHPA-d5; 4-Hydroxy-3-nitrophenylacetic Acid-d5

Database IDs

• CAS Number: 929709-59-1
• PubChem SID: 164226890
• PubChem CID: 71749210

CALCULATED PROPERTIES

• Acid pKa: 2.8618011
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.3902909
• LogD (pH = 7.4): -3.2448661
• Log P: 1.2474129
• Molar Refractivity: 46.6712 cm^3
• Polarizability: 17.198406 Å^3
• Polar Surface Area: 103.35 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948687

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

REFERENCES

• an 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)