(1S,2S,3S,5R,11R,12S,15R,16S)-15-acetyl-9-methoxy-2,16-dimethyl-6-oxopentacyclo[9.7.0.02,8.03,5.012,16]octadeca-7,9-dien-15-yl acetate

• ChemBase ID: 166069
• Molecular Formular: C25H32O5
• Molecular Mass: 412.51858
• Monoisotopic Mass: 412.22497412
• SMILES: [C@H]12[C@H](C(=O)C=C3[C@]1([C@@H]1[C@@H](C=C3OC)[C@H]3[C@](CC1)([C@@](CC3)(OC(=O)C)C(=O)C)C)C)C2
• Canonical SMILES: COC1=C[C@@H]2[C@@H]([C@@]3(C1=CC(=O)[C@H]1[C@@H]3C1)C)CC[C@]1([C@H]2CC[C@]1(OC(=O)C)C(=O)C)C
• InChI: InChI=1S/C25H32O5/c1-13(26)25(30-14(2)27)9-7-17-15-11-22(29-5)20-12-21(28)16-10-19(16)24(20,4)18(15)6-8-23(17,25)3/h11-12,15-19H,6-10H2,1-5H3/t15-,16+,17-,18-,19-,23-,24-,25-/m0/s1
• InChIKey: QZCZEJRELOTBTR-KKTSRGLHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,3S,5R,11R,12S,15R,16S)-15-acetyl-9-methoxy-2,16-dimethyl-6-oxopentacyclo[9.7.0.0^2,^8.0^3,^5.0^1^2,^1^6]octadeca-7,9-dien-15-yl acetate
• IUPAC Traditional name: (1S,2S,3S,5R,11R,12S,15R,16S)-15-acetyl-9-methoxy-2,16-dimethyl-6-oxopentacyclo[9.7.0.0^2,^8.0^3,^5.0^1^2,^1^6]octadeca-7,9-dien-15-yl acetate
• Synonyms: (1β,2β)-17-(Acetyloxy)-6-methoxy-1,2-dihydro-3'H-cyclopropa[1,2]pregna-1,4,6-triene-3,20-dione; 6-Deschloro-6-methoxy Cyproterone Acetate

Database IDs

• PubChem SID: 162260202
• PubChem CID: 71315541

CALCULATED PROPERTIES

• Acid pKa: 17.829681
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.8440742
• LogD (pH = 7.4): 2.8440742
• Log P: 2.8440742
• Molar Refractivity: 113.7368 cm^3
• Polarizability: 44.262886 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288525

An impurity of Cyproterone acetate (C989100).