5-hydroxypyridine-3-carboxylic acid

• ChemBase ID: 11242
• Molecular Formular: C6H5NO3
• Molecular Mass: 139.1088
• Monoisotopic Mass: 139.02694303
• SMILES: c1(C(=O)O)cc(cnc1)O
• Canonical SMILES: Oc1cncc(c1)C(=O)O
• InChI: InChI=1S/C6H5NO3/c8-5-1-4(6(9)10)2-7-3-5/h1-3,8H,(H,9,10)
• InChIKey: ATTDCVLRGFEHEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-hydroxypyridine-3-carboxylic acid
• IUPAC Traditional name: 5-hydroxypyridine-3-carboxylic acid
• Synonyms: 5-Hydroxy-3-pyridinecarboxylic Acid; 5-Hydroxy Nicotinic Acid; 5-Hydroxynicotinic acid; 5-Hydroxynicotinic acid; 5-Hydroxypyridine-3-carboxylic acid; 3-Carboxy-5-hydroxypyridine; 5-Hydroxynicotinic acid 97%; 5-hydroxypyridine-3-carboxylic acid; 5-羟基吡啶-3-羧酸; 5-羟基烟酸

Database IDs

• CAS Number: 27828-71-3
• EC Number: 000-000-0
• MDL Number: MFCD00129117
• Beilstein Number: 115847
• PubChem SID: 160974549
• PubChem CID: 34037

CALCULATED PROPERTIES

• Acid pKa: 2.7982795
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.6491885
• LogD (pH = 7.4): -3.1893551
• Log P: -0.5891709
• Molar Refractivity: 33.1382 cm^3
• Polarizability: 12.464852 Å^3
• Polar Surface Area: 70.42 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300°C; 300-304°C
• Hydrophobicity(logP): 1.138

Safety Information

• Storage Warning: IRRITANT; Irritant/Store under Argon
• RTECS: QT1757500
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: false; 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

Product Information

• Purity: ≥96.5% (HPLC); 95%; 97%; 98%
• Empirical Formula (Hill Notation): C6H5NO3

DETAILS

Sigma Aldrich - 672742

Packaging
1, 5 g in poly bottle

Toronto Research Chemicals - H948565

A nicotinic acid analog with potential inhibitory effect on the metabolism nicotinic acid by human platelets. Used in the investigation of the hydroxylation mechanism of the flaovoprotein 2-methyl-3-hydroxypyridine-5-carboxylic acid oxygenase (MHPCO).

REFERENCES

• Gaut, Z.N. et al.: Biochim. Biophys. Acta, Gen. Sub., 201, 216 (1970)
• Chaiyen, P. et al.: Biochem., 43, 3933 (1970)
• Tian, B. et al.: Chem. Eur. J., 16, 2557 (1970)