7-[(1R,2S)-2-[4-(1-hydroxyhexyl)phenyl]-5-oxocyclopentyl]heptanoic acid

• ChemBase ID: 154186
• Molecular Formular: C24H36O4
• Molecular Mass: 388.54024
• Monoisotopic Mass: 388.26135963
• SMILES: CCCCCC(c1ccc(cc1)[C@H]1CCC(=O)[C@@H]1CCCCCCC(=O)O)O
• Canonical SMILES: CCCCCC(c1ccc(cc1)[C@H]1CCC(=O)[C@@H]1CCCCCCC(=O)O)O
• InChI: InChI=1S/C24H36O4/c1-2-3-6-10-22(25)19-14-12-18(13-15-19)20-16-17-23(26)21(20)9-7-4-5-8-11-24(27)28/h12-15,20-22,25H,2-11,16-17H2,1H3,(H,27,28)/t20-,21-,22?/m1/s1
• InChIKey: XMQKDOCUWFCMEJ-JAZPPYFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-[(1R,2S)-2-[4-(1-hydroxyhexyl)phenyl]-5-oxocyclopentyl]heptanoic acid
• IUPAC Traditional name: 7-[(1R,2S)-2-[4-(1-hydroxyhexyl)phenyl]-5-oxocyclopentyl]heptanoic acid
• Synonyms: trans-2-(4-(1-Hydroxyhexyl)phenyl-5-oxocyclopentaneheptanoic acid; AH13205

Database IDs

• CAS Number: 148436-63-9
• MDL Number: MFCD00797641
• PubChem SID: 162248325
• PubChem CID: 132836

CALCULATED PROPERTIES

• Acid pKa: 4.3374486
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.670482
• LogD (pH = 7.4): 2.9246442
• Log P: 5.860059
• Molar Refractivity: 111.6976 cm^3
• Polarizability: 43.940712 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: pale yellow oil

Safety Information

• 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: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C24H36O4

DETAILS

Sigma Aldrich - A9102

Biochem/physiol Actions
Selective EP2 prostanoid receptor agonist.