2-[(1S,2R,10S,11S,15S,17S)-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-6,13-dien-14-yl]-2-oxoethyl benzoate

• ChemBase ID: 161302
• Molecular Formular: C28H32O5
• Molecular Mass: 448.55068
• Monoisotopic Mass: 448.22497412
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](C[C@@H]1O)(C(=CC2)C(=O)COC(=O)c1ccccc1)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1CC=C2C(=O)COC(=O)c1ccccc1)C)C
• InChI: InChI=1S/C28H32O5/c1-27-13-12-19(29)14-18(27)8-9-20-21-10-11-22(28(21,2)15-23(30)25(20)27)24(31)16-33-26(32)17-6-4-3-5-7-17/h3-7,11,14,20-21,23,25,30H,8-10,12-13,15-16H2,1-2H3/t20-,21-,23-,25+,27-,28-/m0/s1
• InChIKey: SRNRHDXWVRHNPC-DROUMHSFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2R,10S,11S,15S,17S)-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,13-dien-14-yl]-2-oxoethyl benzoate
• IUPAC Traditional name: 2-[(1S,2R,10S,11S,15S,17S)-17-hydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,13-dien-14-yl]-2-oxoethyl benzoate
• Synonyms: (11β)-21-Ο-Βenzoyl-11,21-dihydroxy-pregna-4,16-diene-3,20-dione; (11β)-21-Ο-Βenzoyl-16,17-dihydro-17-deoxy Cortisol

Database IDs

• PubChem SID: 162255437
• PubChem CID: 71313713

CALCULATED PROPERTIES

• Acid pKa: 17.424646
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.36828
• LogD (pH = 7.4): 4.368279
• Log P: 4.368279
• Molar Refractivity: 126.6979 cm^3
• Polarizability: 48.948143 Å^3
• Polar Surface Area: 80.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Light Yellow Solid
• Melting Point: 186-191°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B208115

Intermediate in the preparation of corticosteroids.