(1S,2S,3S,10R,11S,14R,15S)-14-acetyl-8-chloro-3-(methoxymethyl)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-6,8-dien-14-yl acetate

• ChemBase ID: 172745
• Molecular Formular: C25H33ClO5
• Molecular Mass: 448.97952
• Monoisotopic Mass: 448.20165184
• SMILES: [C@@H]1(CC(=O)C=C2[C@]1([C@@H]1[C@@H](C=C2Cl)[C@H]2[C@](CC1)([C@@](CC2)(OC(=O)C)C(=O)C)C)C)COC
• Canonical SMILES: COC[C@H]1CC(=O)C=C2[C@@]1(C)[C@H]1CC[C@]3([C@H]([C@@H]1C=C2Cl)CC[C@]3(OC(=O)C)C(=O)C)C
• InChI: InChI=1S/C25H33ClO5/c1-14(27)25(31-15(2)28)9-7-19-18-12-22(26)21-11-17(29)10-16(13-30-5)24(21,4)20(18)6-8-23(19,25)3/h11-12,16,18-20H,6-10,13H2,1-5H3/t16-,18+,19+,20+,23+,24-,25+/m1/s1
• InChIKey: GXMMOJSSTKHQSR-IVEPIFGGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3S,10R,11S,14R,15S)-14-acetyl-8-chloro-3-(methoxymethyl)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,8-dien-14-yl acetate
• IUPAC Traditional name: (1S,2S,3S,10R,11S,14R,15S)-14-acetyl-8-chloro-3-(methoxymethyl)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,8-dien-14-yl acetate
• Synonyms: (1α)-17-(Acetyloxy)-6-chloro-1-(methoxymethyl)-pregna-4,6-diene-3,20-dione; 1α-(Methoxymethyl) Chlormadinone Acetate

Database IDs

• PubChem SID: 164228655
• PubChem CID: 71750005

CALCULATED PROPERTIES

• Acid pKa: 17.781918
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.2885668
• LogD (pH = 7.4): 3.2885668
• Log P: 3.2885668
• Molar Refractivity: 120.2411 cm^3
• Polarizability: 46.84345 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M226165

An impurity of Cyproterone acetate (C989100), as antiandrogenic steroid.