7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]heptanoic acid

• ChemBase ID: 156289
• Molecular Formular: C20H36O5
• Molecular Mass: 356.49684
• Monoisotopic Mass: 356.25627425
• SMILES: CCCCC[C@@H](C=C[C@H]1[C@@H](C[C@@H]([C@@H]1CCCCCCC(=O)O)O)O)O
• Canonical SMILES: CCCCC[C@@H](C=C[C@H]1[C@H](O)C[C@@H]([C@@H]1CCCCCCC(=O)O)O)O
• InChI: InChI=1S/C20H36O5/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/h12-13,15-19,21-23H,2-11,14H2,1H3,(H,24,25)/t15-,16+,17+,18-,19+/m0/s1
• InChIKey: DZUXGQBLFALXCR-BRIYLRKRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]heptanoic acid
• IUPAC Traditional name: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]cyclopentyl]heptanoic acid
• Synonyms: (9α,11α,13E,15S)-9,11,15-Trihydroxyprost-13-en-1-oic acid; PGF1α; Prostaglandin F1α

Database IDs

• CAS Number: 745-62-0
• MDL Number: MFCD00077862
• Beilstein Number: 2704846
• PubChem SID: 162250427
• PubChem CID: 105061

CALCULATED PROPERTIES

• Acid pKa: 4.405127
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.8461213
• LogD (pH = 7.4): 0.08893106
• Log P: 2.972976
• Molar Refractivity: 99.3541 cm^3
• Polarizability: 38.976833 Å^3
• Polar Surface Area: 97.99 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: GY4569700
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥99.0% (TLC)
• Empirical Formula (Hill Notation): C20H36O5