7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxooct-1-en-1-yl)cyclopentyl]hept-5-enoic acid

• ChemBase ID: 153442
• Molecular Formular: C20H32O5
• Molecular Mass: 352.46508
• Monoisotopic Mass: 352.22497412
• SMILES: CCCCCC(=O)/C=C/[C@H]1[C@@H](C[C@@H]([C@@H]1C/C=C/CCCC(=O)O)O)O
• Canonical SMILES: CCCCCC(=O)/C=C/[C@H]1[C@H](O)C[C@@H]([C@@H]1C/C=C/CCCC(=O)O)O
• InChI: InChI=1S/C20H32O5/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/h4,7,12-13,16-19,22-23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/t16-,17-,18+,19-/m1/s1
• InChIKey: LOLJEILMPWPILA-AKHDSKFASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxooct-1-en-1-yl)cyclopentyl]hept-5-enoic acid
• IUPAC Traditional name: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-(3-oxooct-1-en-1-yl)cyclopentyl]hept-5-enoic acid
• Synonyms: 15-Ketoprostaglandin F2α; 9,11-Dihydroxy-15-oxo-[5Z,9α,11α,13E]-prosta-5,13-dien-1-oic acid

Database IDs

• CAS Number: 35850-13-6
• MDL Number: MFCD00135245
• PubChem SID: 162247581
• PubChem CID: 71311662

CALCULATED PROPERTIES

• Acid pKa: 4.3552938
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 1.8494154
• LogD (pH = 7.4): 0.10033614
• Log P: 3.022393
• Molar Refractivity: 99.5733 cm^3
• Polarizability: 38.188305 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Temperature: -20°C

Product Information

• Purity: ~90%
• Shipped in: dry ice
• Empirical Formula (Hill Notation): C20H32O5