7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoic acid

• ChemBase ID: 312844
• Molecular Formular: C20H34O5
• Molecular Mass: 354.48096
• Monoisotopic Mass: 354.24062419
• SMILES: [C@H]1([C@@H](/C=C/[C@H](CCCCC)O)[C@@H](CC1=O)O)CCCCCCC(=O)O
• Canonical SMILES: CCCCC[C@@H](/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)O)O
• InChI: InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1
• InChIKey: GMVPRGQOIOIIMI-DWKJAMRDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoic acid
• IUPAC Traditional name: alprostadil
• Synonyms: Prostaglandin E1; Edex; Muse; Liprostin; Alprostadil(Caverject)

Database IDs

• CAS Number: 745-65-3

CALCULATED PROPERTIES

• Acid pKa: 4.353232
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.4122984
• LogD (pH = 7.4): 0.6635846
• Log P: 3.5871918
• Molar Refractivity: 98.3185 cm^3
• Polarizability: 38.432873 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Free Base