7-[(1R,2R,3R)-2-(4,4-difluoro-3-hydroxyoctyl)-3-hydroxy-5-oxocyclopentyl]heptanoic acid; N-cyclohexylcyclohexanamine

• ChemBase ID: 170710
• Molecular Formular: C32H57F2NO5
• Molecular Mass: 573.7954864
• Monoisotopic Mass: 573.42048037
• SMILES: C1(CCCCC1)NC1CCCCC1.[C@@H]1(CCC(C(CCCC)(F)F)O)[C@H](C(=O)C[C@H]1O)CCCCCCC(=O)O
• Canonical SMILES: C1CCC(CC1)NC1CCCCC1.CCCCC(C(CC[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O)O)(F)F
• InChI: InChI=1S/C20H34F2O5.C12H23N/c1-2-3-12-20(21,22)18(25)11-10-15-14(16(23)13-17(15)24)8-6-4-5-7-9-19(26)27;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h14-15,17-18,24-25H,2-13H2,1H3,(H,26,27);11-13H,1-10H2/t14-,15-,17-,18?;/m1./s1
• InChIKey: QJDFENRVJAVPMD-SXQXKTMOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(1R,2R,3R)-2-(4,4-difluoro-3-hydroxyoctyl)-3-hydroxy-5-oxocyclopentyl]heptanoic acid; N-cyclohexylcyclohexanamine
• IUPAC Traditional name: 7-[(1R,2R,3R)-2-(4,4-difluoro-3-hydroxyoctyl)-3-hydroxy-5-oxocyclopentyl]heptanoic acid; dicha
• Synonyms: (11α)-16,16-Difluoro-11,15-dihydroxy-9-oxoprostan-1-oic Acid; Dicyclohexylammonium Salt; 13,14-Dihydro-16,16-difluoroprostaglandin E1 Dicyclohexylammonium Salt; 15-Hydroxy Lubiprostone Dicyclohexylammonium Salt

Database IDs

• PubChem SID: 164226620
• PubChem CID: 71749095

CALCULATED PROPERTIES

• Acid pKa: 4.30448
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.6002276
• LogD (pH = 7.4): 0.8608489
• Log P: 3.8205786
• Molar Refractivity: 97.5333 cm^3
• Polarizability: 38.213158 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Foam

Safety Information

• Storage Condition: Amber Vial, -86°C Freezer, Under Inert Atmosphere
• Storage Warning: -86 freezer

DETAILS

Toronto Research Chemicals - H943890

A halogenated bioactive lipid; a prostaglandin analog as chloride channel opener for the treatment of gastrointestinal disorder.

REFERENCES

• Dalemans, W., et al.: Nature, 354, 526 (1991)
• Sakai, H., et al.: J. Biol. Chem., 270, 18781 (1991)
• Chan, L., et al.: Biology Reprod., 60, 374 (1991)