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

• ChemBase ID: 164306
• Molecular Formular: C24H30Cl2O4
• Molecular Mass: 453.3986
• Monoisotopic Mass: 452.1521148
• 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)CCl
• Canonical SMILES: ClC[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/C24H30Cl2O4/c1-13(27)24(30-14(2)28)8-6-18-17-11-21(26)20-10-16(29)9-15(12-25)23(20,4)19(17)5-7-22(18,24)3/h10-11,15,17-19H,5-9,12H2,1-4H3/t15-,17+,18+,19+,22+,23-,24+/m1/s1
• InChIKey: MFEGXCLQSLHLPH-HAJWRMEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3S,10R,11S,14R,15S)-14-acetyl-8-chloro-3-(chloromethyl)-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-(chloromethyl)-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-(chloromethyl)-pregna-4,6-diene-3,20-dione; 6-Chloro-1α-(chloromethyl)-17-hydroxypregna-4,6-diene-3,20-dione Acetate; 1α-(Chloromethyl) Chlormadinone Acetate

Database IDs

• CAS Number: 17183-98-1
• PubChem SID: 162258441
• PubChem CID: 57357615

CALCULATED PROPERTIES

• Acid pKa: 17.805344
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.0000324
• LogD (pH = 7.4): 4.0000324
• Log P: 4.0000324
• Molar Refractivity: 118.5409 cm^3
• Polarizability: 46.14738 Å^3
• Polar Surface Area: 60.44 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C369085

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

REFERENCES

• Wiechert, R., et al.: Arzneim.-Forsch., 17, 1103 (1967)