methyl 7-[(1R,2S,3R,5S)-5-(acetyloxy)-2-(hydroxymethyl)-3-(oxan-2-yloxy)cyclopentyl]heptanoate

• ChemBase ID: 159395
• Molecular Formular: C21H36O7
• Molecular Mass: 400.50634
• Monoisotopic Mass: 400.24610349
• SMILES: [C@H]1([C@H]([C@@H](C[C@@H]1OC(=O)C)OC1OCCCC1)CO)CCCCCCC(=O)OC
• Canonical SMILES: OC[C@H]1[C@H](OC2CCCCO2)C[C@@H]([C@@H]1CCCCCCC(=O)OC)OC(=O)C
• InChI: InChI=1S/C21H36O7/c1-15(23)27-18-13-19(28-21-11-7-8-12-26-21)17(14-22)16(18)9-5-3-4-6-10-20(24)25-2/h16-19,21-22H,3-14H2,1-2H3/t16-,17-,18+,19-,21?/m1/s1
• InChIKey: LBTFOYZKHZOLPE-AVPDHNOJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 7-[(1R,2S,3R,5S)-5-(acetyloxy)-2-(hydroxymethyl)-3-(oxan-2-yloxy)cyclopentyl]heptanoate
• IUPAC Traditional name: methyl 7-[(1R,2S,3R,5S)-5-(acetyloxy)-2-(hydroxymethyl)-3-(oxan-2-yloxy)cyclopentyl]heptanoate
• Synonyms: (1R,2S,3R,5S)-5-Acetyloxy-2-hydroxymethyl-3-tetrahydropyranyloxy-α-(phenylseleno)cyclopentaneheptanoic Acid Methyl Ester (Mixture of Diastereomers)

Database IDs

• PubChem SID: 162253530
• PubChem CID: 22789843

CALCULATED PROPERTIES

• Acid pKa: 15.376133
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.1893194
• LogD (pH = 7.4): 2.1893194
• Log P: 2.1893194
• Molar Refractivity: 103.0502 cm^3
• Polarizability: 41.55262 Å^3
• Polar Surface Area: 91.29 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Colourless Oil

DETAILS

Toronto Research Chemicals - A187325

Intermediate in the production of Limaprost.