methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(4R)-4-hydroxy-4-(1-propylcyclobutyl)but-1-en-1-yl]-5-oxocyclopentyl]heptanoate

• ChemBase ID: 154202
• Molecular Formular: C24H40O5
• Molecular Mass: 408.5714
• Monoisotopic Mass: 408.28757438
• SMILES: CCCC1(CCC1)[C@@H](C/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)OC)O)O
• Canonical SMILES: CCCC1(CCC1)[C@@H](C/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC)O
• InChI: InChI=1S/C24H40O5/c1-3-14-24(15-9-16-24)22(27)12-8-11-19-18(20(25)17-21(19)26)10-6-4-5-7-13-23(28)29-2/h8,11,18-19,21-22,26-27H,3-7,9-10,12-17H2,1-2H3/t18-,19-,21-,22-/m1/s1
• InChIKey: XRISENIKJUKIHD-UGESXGAOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(4R)-4-hydroxy-4-(1-propylcyclobutyl)but-1-en-1-yl]-5-oxocyclopentyl]heptanoate
• IUPAC Traditional name: methyl 7-[(1R,2R,3R)-3-hydroxy-2-[(4R)-4-hydroxy-4-(1-propylcyclobutyl)but-1-en-1-yl]-5-oxocyclopentyl]heptanoate
• Synonyms: (1R,2R,3R)-3-Hydroxy-2-[(1E,4R)-4-hydroxy-4-(1-propylcyclobutyl)-1-butenyl]-5-oxo-cyclopentaneheptanoic acid methyl ester; (R)-Butaprost

Database IDs

• CAS Number: 69648-38-0
• MDL Number: MFCD00867055
• PubChem SID: 162248341; 24724423
• PubChem CID: 5311035

CALCULATED PROPERTIES

• Acid pKa: 14.680623
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.3009944
• LogD (pH = 7.4): 4.300995
• Log P: 4.300995
• Molar Refractivity: 114.9101 cm^3
• Polarizability: 45.313213 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: freely soluble; ethanol: freely soluble
• Apperance: light 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): C24H40O5

DETAILS

Sigma Aldrich - B6309

Biochem/physiol Actions
(R)-Butaprost is a selective EP2 prostanoid receptor agonist.