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

• ChemBase ID: 156318
• Molecular Formular: C20H32O4
• Molecular Mass: 336.46568
• Monoisotopic Mass: 336.2300595
• SMILES: CCCCC[C@@H](C=C[C@H]1C=CC(=O)[C@@H]1CCCCCCC(=O)O)O
• Canonical SMILES: CCCCC[C@@H](C=C[C@H]1C=CC(=O)[C@@H]1CCCCCCC(=O)O)O
• InChI: InChI=1S/C20H32O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h12-18,21H,2-11H2,1H3,(H,23,24)/t16-,17-,18+/m0/s1
• InChIKey: BGKHCLZFGPIKKU-OKZBNKHCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(1R,2S)-2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-3-en-1-yl]heptanoic acid
• IUPAC Traditional name: 7-[(1R,2S)-2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopent-3-en-1-yl]heptanoic acid
• Synonyms: (13E,15S)-15-Hydroxy-9-oxoprosta-10,13-dien-1-oic acid; PGA1; Prostaglandin A1

Database IDs

• CAS Number: 14152-28-4
• MDL Number: MFCD00077858
• Beilstein Number: 2003401
• PubChem SID: 162250456
• PubChem CID: 26487

CALCULATED PROPERTIES

• Acid pKa: 4.4515414
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.653642
• LogD (pH = 7.4): 1.8901275
• Log P: 4.7378726
• Molar Refractivity: 97.9733 cm^3
• Polarizability: 37.555786 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: acetone: soluble10 mg/mL, clear

Safety Information

• RTECS: GY5977900
• 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): C20H32O4

DETAILS

Sigma Aldrich - 82471

Other Notes
cAMP export and its regulation by prostaglandin A11