(1S,2S,11R,12S,13R,15R,16S)-15-acetyl-9-chloro-13,15-dihydroxy-2,16-dimethylpentacyclo[9.7.0.02,8.03,5.012,16]octadeca-7,9-dien-6-one

• ChemBase ID: 170174
• Molecular Formular: C22H27ClO4
• Molecular Mass: 390.90038
• Monoisotopic Mass: 390.15978702
• SMILES: C12C(C(=O)C=C3[C@]1([C@@H]1[C@@H](C=C3Cl)[C@H]3[C@](CC1)([C@](C[C@H]3O)(C(=O)C)O)C)C)C2
• Canonical SMILES: O[C@@H]1C[C@]([C@@]2([C@@H]1[C@@H]1C=C(Cl)C3=CC(=O)C4C([C@@]3([C@H]1CC2)C)C4)C)(O)C(=O)C
• InChI: InChI=1S/C22H27ClO4/c1-10(24)22(27)9-18(26)19-12-7-16(23)15-8-17(25)11-6-14(11)21(15,3)13(12)4-5-20(19,22)2/h7-8,11-14,18-19,26-27H,4-6,9H2,1-3H3/t11?,12-,13+,14?,18-,19-,20+,21+,22+/m1/s1
• InChIKey: AZLZJMSZETWMPC-POMNVGDTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,11R,12S,13R,15R,16S)-15-acetyl-9-chloro-13,15-dihydroxy-2,16-dimethylpentacyclo[9.7.0.0^2,^8.0^3,^5.0^1^2,^1^6]octadeca-7,9-dien-6-one
• IUPAC Traditional name: (1S,2S,11R,12S,13R,15R,16S)-15-acetyl-9-chloro-13,15-dihydroxy-2,16-dimethylpentacyclo[9.7.0.0^2,^8.0^3,^5.0^1^2,^1^6]octadeca-7,9-dien-6-one
• Synonyms: (1β,2β,15β)-6-Chloro-1,2-dihydro-15,17-dihydroxy-3'H-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione; 15β-Hydroxy Cyproterone

Database IDs

• CAS Number: 68791-71-9
• PubChem SID: 164226084
• PubChem CID: 71748843

CALCULATED PROPERTIES

• Acid pKa: 12.60793
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 1.8161727
• LogD (pH = 7.4): 1.81617
• Log P: 1.8161727
• Molar Refractivity: 104.2069 cm^3
• Polarizability: 40.372986 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H825155

Metabolite of Cyproterone Acetate