(1S,2R,10R,11S,13R,14S,15S)-14-ethynyl-13,14-dihydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 170087
• Molecular Formular: C20H26O3
• Molecular Mass: 314.41864
• Monoisotopic Mass: 314.18819469
• SMILES: C1C(=O)C=C2[C@H](C1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@@]([C@@H](C2)O)(O)C#C)C
• Canonical SMILES: C#C[C@@]1(O)[C@H](O)C[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12
• InChI: InChI=1S/C20H26O3/c1-3-20(23)18(22)11-17-16-6-4-12-10-13(21)5-7-14(12)15(16)8-9-19(17,20)2/h1,10,14-18,22-23H,4-9,11H2,2H3/t14-,15+,16+,17-,18+,19-,20+/m0/s1
• InChIKey: MEYYZWJHHPXXDE-BCNVYZLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,13R,14S,15S)-14-ethynyl-13,14-dihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: (1S,2R,10R,11S,13R,14S,15S)-14-ethynyl-13,14-dihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: 16β,17-Dihydroxy-19-norpregn-4-en-20-yn-3-one; 16β-Hydroxy-18-methyllevonorgestrel; 16β-Hydroxy-17-epi-norethisterone

Database IDs

• PubChem SID: 164225997
• PubChem CID: 71748802

CALCULATED PROPERTIES

• Acid pKa: 12.012685
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.1423242
• LogD (pH = 7.4): 2.1423137
• Log P: 2.1423244
• Molar Refractivity: 88.786 cm^3
• Polarizability: 34.623283 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: >190°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H750040

17-epi-Norethindrone (N675985) derivative. Norethindrone (N676000) epimer.