(2S,10S,11S,13S,14R,15S)-14-[2-(1-ethoxyethoxy)acetyl]-14-hydroxy-2,13,15-trimethyl-18-oxapentacyclo[8.8.0.01,17.02,7.011,15]octadeca-3,6-dien-5-one

• ChemBase ID: 168338
• Molecular Formular: C26H36O6
• Molecular Mass: 444.56044
• Monoisotopic Mass: 444.25118887
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1C32C(C[C@]2([C@H]1C[C@@H]([C@@]2(C(=O)COC(OCC)C)O)C)C)O3)C
• Canonical SMILES: CCOC(OCC(=O)[C@@]1(O)[C@@H](C)C[C@@H]2[C@]1(C)CC1OC31[C@H]2CCC1=CC(=O)C=C[C@]31C)C
• InChI: InChI=1S/C26H36O6/c1-6-30-16(3)31-14-21(28)25(29)15(2)11-20-19-8-7-17-12-18(27)9-10-23(17,4)26(19)22(32-26)13-24(20,25)5/h9-10,12,15-16,19-20,22,29H,6-8,11,13-14H2,1-5H3/t15-,16?,19-,20-,22?,23-,24-,25-,26?/m0/s1
• InChIKey: FKRVBKYCWGVEGZ-PCEGXADJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,10S,11S,13S,14R,15S)-14-[2-(1-ethoxyethoxy)acetyl]-14-hydroxy-2,13,15-trimethyl-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6-dien-5-one
• IUPAC Traditional name: (2S,10S,11S,13S,14R,15S)-14-[2-(1-ethoxyethoxy)acetyl]-14-hydroxy-2,13,15-trimethyl-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6-dien-5-one
• Synonyms: 21-(1-Ethoxyethyl) Beclomethasone 9,11-Epoxide

Database IDs

• PubChem SID: 162262470
• PubChem CID: 71316513

CALCULATED PROPERTIES

• Acid pKa: 12.472143
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.244774
• LogD (pH = 7.4): 3.2447705
• Log P: 3.2447743
• Molar Refractivity: 120.87 cm^3
• Polarizability: 47.355274 Å^3
• Polar Surface Area: 85.36 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E891935

Intermediate in the preparation of Beclomethasone.