(1S,2S,11S,15S,17S)-14-(2-hydroxyacetyl)-2,15-dimethyl-18-oxapentacyclo[8.8.0.01,17.02,7.011,15]octadeca-3,6,13-trien-5-one

• ChemBase ID: 168119
• Molecular Formular: C21H24O4
• Molecular Mass: 340.41286
• Monoisotopic Mass: 340.16745925
• SMILES: C1=C[C@]2(C(=CC1=O)CCC1[C@]32[C@@H](C[C@]2([C@H]1CC=C2C(=O)CO)C)O3)C
• Canonical SMILES: OCC(=O)C1=CC[C@@H]2[C@]1(C)C[C@H]1O[C@@]31C2CCC1=CC(=O)C=C[C@]31C
• InChI: InChI=1S/C21H24O4/c1-19-10-18-21(25-18)15(14(19)5-6-16(19)17(24)11-22)4-3-12-9-13(23)7-8-20(12,21)2/h6-9,14-15,18,22H,3-5,10-11H2,1-2H3/t14-,15?,18-,19-,20-,21+/m0/s1
• InChIKey: ATFWLMAVYQVYMI-UPPJGOJNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,11S,15S,17S)-14-(2-hydroxyacetyl)-2,15-dimethyl-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6,13-trien-5-one
• IUPAC Traditional name: (1S,2S,11S,15S,17S)-14-(2-hydroxyacetyl)-2,15-dimethyl-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6,13-trien-5-one
• Synonyms: (9β,11β)-9,11-Epoxy-21-hydroxy-pregna-1,4,16-triene-3,20-dione

Database IDs

• PubChem SID: 162262251
• PubChem CID: 71316378

CALCULATED PROPERTIES

• Acid pKa: 13.883436
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.1850214
• LogD (pH = 7.4): 2.1850214
• Log P: 2.1850214
• Molar Refractivity: 95.6792 cm^3
• Polarizability: 36.503044 Å^3
• Polar Surface Area: 66.9 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane

DETAILS

Toronto Research Chemicals - E589225

Glucocorticoid.