(1S,2R,10R,11S,14R,15S)-14-acetyl-2,8,15-trimethyl-4-methylidene-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-6,8-dien-14-yl acetate

• ChemBase ID: 173618
• Molecular Formular: C25H32O4
• Molecular Mass: 396.51918
• Monoisotopic Mass: 396.2300595
• SMILES: [C@@]12(C(=CC(=O)C(=C)C2)C(=C[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@@]1(C(=O)C)OC(=O)C)C)C)C
• Canonical SMILES: CC(=O)O[C@@]1(CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2C=C(C2=CC(=O)C(=C)C[C@]12C)C)C(=O)C
• InChI: InChI=1S/C25H32O4/c1-14-11-18-19(23(5)13-15(2)22(28)12-21(14)23)7-9-24(6)20(18)8-10-25(24,16(3)26)29-17(4)27/h11-12,18-20H,2,7-10,13H2,1,3-6H3/t18-,19+,20+,23-,24+,25+/m1/s1
• InChIKey: VNYGGMGHBSYJGQ-DAHGFBLPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14R,15S)-14-acetyl-2,8,15-trimethyl-4-methylidene-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,8-dien-14-yl acetate
• IUPAC Traditional name: (1S,2R,10R,11S,14R,15S)-14-acetyl-2,8,15-trimethyl-4-methylidene-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,8-dien-14-yl acetate
• Synonyms: 17-(Acetyloxy)-2-methylene-6-methypregna-4,6-diene-3,20-dione; 2-Methylene Megestrol Acetate

Database IDs

• PubChem SID: 164229528
• PubChem CID: 71750300

CALCULATED PROPERTIES

• Acid pKa: 17.829681
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.175052
• LogD (pH = 7.4): 4.175052
• Log P: 4.175052
• Molar Refractivity: 113.0333 cm^3
• Polarizability: 44.043472 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - M303890

Megestrol Acetate intermediate