methyl 7-[(1R,2R,3R)-2-[(1E)-4-(2H3)methyl-4-[(trimethylsilyl)oxy](5,5-2H2)oct-1-en-1-yl]-5-oxo-3-[(triethylsilyl)oxy]cyclopentyl]heptanoate

• ChemBase ID: 178821
• Molecular Formular: C31H60O5Si2
• Molecular Mass: 568.9761
• Monoisotopic Mass: 568.39792808
• SMILES: [C@H]1([C@H]([C@@H](CC1=O)O[Si](CC)(CC)CC)/C=C/CC(CCCC)(O[Si](C)(C)C)C)CCCCCCC(=O)OC
• Canonical SMILES: CCCCC(O[Si](C)(C)C)(C/C=C/[C@H]1[C@@H](CC(=O)[C@@H]1CCCCCCC(=O)OC)O[Si](CC)(CC)CC)C
• InChI: InChI=1S/C31H60O5Si2/c1-10-14-23-31(5,36-37(7,8)9)24-19-21-27-26(20-17-15-16-18-22-30(33)34-6)28(32)25-29(27)35-38(11-2,12-3)13-4/h19,21,26-27,29H,10-18,20,22-25H2,1-9H3/b21-19+/t26-,27-,29-,31?/m1/s1
• InChIKey: SNUSPEKJEHUDOM-AMVNBLJMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 7-[(1R,2R,3R)-2-[(1E)-4-(^2H₃)methyl-4-[(trimethylsilyl)oxy](5,5-^2H₂)oct-1-en-1-yl]-5-oxo-3-[(triethylsilyl)oxy]cyclopentyl]heptanoate
• IUPAC Traditional name: methyl 7-[(1R,2R,3R)-2-[(1E)-4-(^2H₃)methyl-4-[(trimethylsilyl)oxy](5,5-^2H₂)oct-1-en-1-yl]-5-oxo-3-[(triethylsilyl)oxy]cyclopentyl]heptanoate
• Synonyms: 11-O-Triethylsilyl-16-O-trimethylsilyl (8R,11R,12R,16RS)-Misoprostol-d5; (8R,11R,12R,16RS)-16-Methyl-9-oxo-11-[(triethylsilyl)oxy]-16-[(trimethylsilyl)oxy]-prost-13-en-1-oic Acid-d5 Methyl Ester

Database IDs

• PubChem SID: 164234731
• PubChem CID: 46783169

CALCULATED PROPERTIES

• Acid pKa: 18.13574
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 8.487
• LogD (pH = 7.4): 8.487
• Log P: 8.487
• Molar Refractivity: 154.294 cm^3
• Polarizability: 64.939255 Å^3
• Polar Surface Area: 61.83 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Brown Oil

DETAILS

Toronto Research Chemicals - T778062

Intermediate for the synthesis of labelled Misoprostol

REFERENCES

• Tremont, S., et al.: J. Med. Chem., 36, 3087 (1993)