(1S,2R,10R,11S,14R,15S)-14-hydroxy-14-[(1R)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one

• ChemBase ID: 104546
• Molecular Formular: C21H32O3
• Molecular Mass: 332.47698
• Monoisotopic Mass: 332.23514488
• SMILES: O=C1C=C2[C@]([C@H]3CC[C@]4([C@@H](CC[C@]4(O)[C@H](O)C)[C@@H]3CC2)C)(C)CC1
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)[C@H](O)C)C)C
• InChI: InChI=1S/C21H32O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12-13,16-18,22,24H,4-11H2,1-3H3/t13-,16-,17+,18+,19+,20+,21+/m1/s1
• InChIKey: MASCESDECGBIBB-FSHQYNQFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14R,15S)-14-hydroxy-14-[(1R)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one
• IUPAC Traditional name: 17α,20β-dihydroxyprogesterone
• Synonyms: 4-PREGNENE-17α,20β-DIOL-3-ONE

Database IDs

• CAS Number: 1662-06-2
• PubChem SID: 162091596
• PubChem CID: 107701

CALCULATED PROPERTIES

• Acid pKa: 13.417379
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.015665
• LogD (pH = 7.4): 3.0156646
• Log P: 3.015665
• Molar Refractivity: 95.0305 cm^3
• Polarizability: 37.560345 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

MP Biomedicals - 02156357

(17α,20β-Dihydroxy-4-pregnen-3-one; 17α-Hydroxy-20β-dihydroprogesterone)
Crystalline