7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-6-oxoheptanoic acid

• ChemBase ID: 132127
• Molecular Formular: C20H34O6
• Molecular Mass: 370.48036
• Monoisotopic Mass: 370.23553881
• SMILES: CCCCCC(/C=C/[C@H]1[C@@H](C[C@@H]([C@@H]1CC(=O)CCCCC(=O)O)O)O)O
• Canonical SMILES: CCCCCC(/C=C/[C@H]1[C@H](O)C[C@@H]([C@@H]1CC(=O)CCCCC(=O)O)O)O
• InChI: InChI=1S/C20H34O6/c1-2-3-4-7-14(21)10-11-16-17(19(24)13-18(16)23)12-15(22)8-5-6-9-20(25)26/h10-11,14,16-19,21,23-24H,2-9,12-13H2,1H3,(H,25,26)/b11-10+/t14?,16-,17-,18-,19+/m1/s1
• InChIKey: KFGOFTHODYBSGM-DFOLFLIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-6-oxoheptanoic acid
• IUPAC Traditional name: 7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E)-3-hydroxyoct-1-en-1-yl]cyclopentyl]-6-oxoheptanoic acid
• Synonyms: (9α,11α,13E,15S)-9,11,15-Trihydroxy-6-oxoprosta-13-en-1-oic acid; 6-Oxo-prostaglandin F1α; 6-Ketoprostaglandin F1α

Database IDs

• CAS Number: 58962-34-8
• MDL Number: MFCD00135222
• Beilstein Number: 2821925
• PubChem SID: 162226404
• PubChem CID: 6434581

CALCULATED PROPERTIES

• Acid pKa: 4.1439457
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.4218853
• LogD (pH = 7.4): -1.277044
• Log P: 1.7937584
• Molar Refractivity: 99.9955 cm^3
• Polarizability: 39.079044 Å^3
• Polar Surface Area: 115.06 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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

DETAILS

Sigma Aldrich - K2626

Biochem/physiol Actions
Metabolite of prostacyclin