(2S,10S,11S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-1(17),3,6,13-tetraen-5-one

• ChemBase ID: 176912
• Molecular Formular: C21H24O2
• Molecular Mass: 308.41406
• Monoisotopic Mass: 308.17763001
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1C2=CC[C@]2([C@H]1CC=C2C(=O)C)C)C
• Canonical SMILES: O=C1C=C[C@]2(C(=C1)CC[C@@H]1C2=CC[C@]2([C@H]1CC=C2C(=O)C)C)C
• InChI: InChI=1S/C21H24O2/c1-13(22)17-6-7-18-16-5-4-14-12-15(23)8-10-20(14,2)19(16)9-11-21(17,18)3/h6,8-10,12,16,18H,4-5,7,11H2,1-3H3/t16-,18-,20-,21+/m0/s1
• InChIKey: DNUWMYUNKVSEGO-BVPXEZJJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,10S,11S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),3,6,13-tetraen-5-one
• IUPAC Traditional name: (2S,10S,11S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(17),3,6,13-tetraen-5-one
• Synonyms: 1,4,9(11),16-Tetraenepregna-3,20-dione; Pregna-1,4,9(11),16-tetraene-3,20-dione

Database IDs

• CAS Number: 117048-56-3
• PubChem SID: 164232822
• PubChem CID: 57116131

CALCULATED PROPERTIES

• Acid pKa: 18.294018
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.591236
• LogD (pH = 7.4): 3.591236
• Log P: 3.591236
• Molar Refractivity: 95.5245 cm^3
• Polarizability: 35.68348 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Pale Yellow Solid
• Melting Point: 195-198°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P712550

Intermediate in the preparation of Methasone derivatives.

REFERENCES

• Zhang, B., et al.: Steroids, 72, 60 (2007)