1H-pyrrole-2,3-dicarboxylic acid hydrate

• ChemBase ID: 177226
• Molecular Formular: C6H7NO5
• Molecular Mass: 173.12348
• Monoisotopic Mass: 173.03242233
• SMILES: c1c(c([nH]c1)C(=O)O)C(=O)O.O
• Canonical SMILES: OC(=O)c1[nH]ccc1C(=O)O.O
• InChI: InChI=1S/C6H5NO4.H2O/c8-5(9)3-1-2-7-4(3)6(10)11;/h1-2,7H,(H,8,9)(H,10,11);1H2
• InChIKey: HBPXOPVAWXDKDD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-pyrrole-2,3-dicarboxylic acid hydrate
• IUPAC Traditional name: 1H-pyrrole-2,3-dicarboxylic acid hydrate
• Synonyms: 1H-Pyrrole-2,3-dicarboxylic Acid Hydrate; PDCA; Pyrrole-2,3-dicarboxylic Acid Monohydrate

Database IDs

• PubChem SID: 164233136
• PubChem CID: 71751906

CALCULATED PROPERTIES

• Acid pKa: 3.6395643
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -2.088684
• LogD (pH = 7.4): -5.297385
• Log P: 0.28829688
• Molar Refractivity: 35.2067 cm^3
• Polarizability: 12.918255 Å^3
• Polar Surface Area: 90.39 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P997880

A degradation product of melanins.

REFERENCES

• Shen, X., et al.: J. Med. Chem., 39, 2018 (1996)
• Xin, W., et a: Chem. Res. Toxicol., 13, 749 (1996)
• An, L., et al.: Food Chem. Toxicol., 44, 436 (1996)