7-nitro-9H-fluoren-2-ol

• ChemBase ID: 175236
• Molecular Formular: C13H9NO3
• Molecular Mass: 227.21546
• Monoisotopic Mass: 227.05824315
• SMILES: c1c(cc2c(c1)c1c(C2)cc(cc1)[N+](=O)[O-])O
• Canonical SMILES: Oc1ccc2c(c1)Cc1c2ccc(c1)[N+](=O)[O-]
• InChI: InChI=1S/C13H9NO3/c15-11-2-4-13-9(7-11)5-8-6-10(14(16)17)1-3-12(8)13/h1-4,6-7,15H,5H2
• InChIKey: VFTOHJFKIJLYKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-nitro-9H-fluoren-2-ol
• IUPAC Traditional name: 7-nitro-9H-fluoren-2-ol
• Synonyms: 7-Nitro-9H-fluoren-2-ol; 2-Hydroxy-7-nitrofluorene; 7-Hydroxy-2-nitrofluorene; NSC 56690; 7-Nitrofluoren-2-ol

Database IDs

• CAS Number: 6633-40-5
• PubChem SID: 164231146
• PubChem CID: 23119

CALCULATED PROPERTIES

• Acid pKa: 9.841631
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.3754187
• LogD (pH = 7.4): 3.3738794
• Log P: 3.3754382
• Molar Refractivity: 64.179 cm^3
• Polarizability: 24.76114 Å^3
• Polar Surface Area: 66.05 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - N495875

A major metabolite of 2-nitrofluorene (NF). It exhibits a significant estrogenic activity.

REFERENCES

• Stresser, D., et al.: Drug Metab. Dispos., 26, 868 (1998)
• Charles, G., et al.: Toxicol. Sci., 55, 320 (1998)
• Raichurkar, A., et al.: J. Med. Chem., 46, 4419 (2003).