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

• ChemBase ID: 168118
• Molecular Formular: C22H28O4
• Molecular Mass: 356.45532
• Monoisotopic Mass: 356.19875938
• SMILES: C1=C[C@]2(C(=CC1=O)CCC1[C@]32[C@@H](C[C@]2([C@H]1C[C@H]([C@@H]2C(=O)CO)C)C)O3)C
• Canonical SMILES: OCC(=O)[C@H]1[C@H](C)C[C@@H]2[C@]1(C)C[C@H]1O[C@@]31C2CCC1=CC(=O)C=C[C@]31C
• InChI: InChI=1S/C22H28O4/c1-12-8-16-15-5-4-13-9-14(24)6-7-21(13,3)22(15)18(26-22)10-20(16,2)19(12)17(25)11-23/h6-7,9,12,15-16,18-19,23H,4-5,8,10-11H2,1-3H3/t12-,15?,16+,18+,19-,20+,21+,22-/m1/s1
• InChIKey: YSIAYLSGHHVHFY-LZJZNGHCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,11S,13R,14S,15S,17S)-14-(2-hydroxyacetyl)-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: (1S,2S,11S,13R,14S,15S,17S)-14-(2-hydroxyacetyl)-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: (9β,11β,16α)-9,11-Epoxy-21-hydroxy-16-methyl-pregna-1,4-diene-3,20-dione

Database IDs

• CAS Number: 151265-33-7
• PubChem SID: 162262250
• PubChem CID: 71316377

CALCULATED PROPERTIES

• Acid pKa: 13.864268
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.6216528
• LogD (pH = 7.4): 2.6216526
• Log P: 2.6216528
• Molar Refractivity: 99.3519 cm^3
• Polarizability: 38.58536 Å^3
• Polar Surface Area: 66.9 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Light Yellow Solid

DETAILS

Toronto Research Chemicals - E589220

Glucocorticoid.