5-[(2Z)-non-2-en-1-yl]benzene-1,3-diol

• ChemBase ID: 164838
• Molecular Formular: C15H22O2
• Molecular Mass: 234.33398
• Monoisotopic Mass: 234.16197994
• SMILES: c1(cc(cc(c1)C/C=C\CCCCCC)O)O
• Canonical SMILES: CCCCCC/C=C\Cc1cc(O)cc(c1)O
• InChI: InChI=1S/C15H22O2/c1-2-3-4-5-6-7-8-9-13-10-14(16)12-15(17)11-13/h7-8,10-12,16-17H,2-6,9H2,1H3/b8-7-
• InChIKey: VKWFGJNPZKSIEL-FPLPWBNLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(2Z)-non-2-en-1-yl]benzene-1,3-diol
• IUPAC Traditional name: 5-[(2Z)-non-2-en-1-yl]benzene-1,3-diol
• Synonyms: 5-(2Z)-2-Nonen-1-yl-1,3-benzenediol; 5-(2Z)-2-Nonenyl-1,3-benzenediol; Climacostol

Database IDs

• CAS Number: 253158-28-0
• PubChem SID: 162258972
• PubChem CID: 10704873

CALCULATED PROPERTIES

• Acid pKa: 9.181733
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.0740743
• LogD (pH = 7.4): 5.0670843
• Log P: 5.0741644
• Molar Refractivity: 72.9856 cm^3
• Polarizability: 27.882986 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C577500

Climacostol is a natural toxin isolated from the freshwater ciliated protozoan Climacostomum virens and belongs to the group of resorcinolic lipids, compounds that show antimicrobial, antiparasitic and antitumor activities.

REFERENCES

• Le Bel, C., et al.: Chem. Res. Toxicol., 5, 227 (1992)
• Savoia, D., et al.: Antimicrob. Agents Chemother., 48, 3828 (1992)
• Nowicki, M., et al.: Eur. J. Cell Biol., 86, 605 (1992)