methyl 7-{2-[(1E)-4-hydroxy-4-methyloct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}heptanoate

• ChemBase ID: 165884
• Molecular Formular: C22H36O4
• Molecular Mass: 364.51884
• Monoisotopic Mass: 364.26135963
• SMILES: C1(=C(CCC1=O)/C=C/CC(CCCC)(O)C)CCCCCCC(=O)OC
• Canonical SMILES: CCCCC(C/C=C/C1=C(CCCCCCC(=O)OC)C(=O)CC1)(O)C
• InChI: InChI=1S/C22H36O4/c1-4-5-16-22(2,25)17-10-11-18-14-15-20(23)19(18)12-8-6-7-9-13-21(24)26-3/h10-11,25H,4-9,12-17H2,1-3H3/b11-10+
• InChIKey: HHBZJXGYROTGEG-ZHACJKMWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 7-{2-[(1E)-4-hydroxy-4-methyloct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}heptanoate
• IUPAC Traditional name: methyl 7-{2-[(1E)-4-hydroxy-4-methyloct-1-en-1-yl]-5-oxocyclopent-1-en-1-yl}heptanoate
• Synonyms: (13E)-(+/-)-16-Hydroxy-16-methyl-9-oxoprosta-8(12),13-dien-1-oic Acid Methyl Ester; rac-Misoprostol B1; rac-11-Deoxy-8(12)-dehydro Misoprostol

Database IDs

• PubChem SID: 162260017
• PubChem CID: 71315438

CALCULATED PROPERTIES

• Acid pKa: 19.29647
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.8173423
• LogD (pH = 7.4): 4.8173423
• Log P: 4.8173423
• Molar Refractivity: 107.0506 cm^3
• Polarizability: 41.492405 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D232630

Misoprostol (M368750) impurity.