(1S,2R,7R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxy-7-methoxytetracyclo[8.7.0.02,7.011,15]heptadecan-5-one

• ChemBase ID: 167705
• Molecular Formular: C22H32O3
• Molecular Mass: 344.48768
• Monoisotopic Mass: 344.23514488
• SMILES: C1C(=O)C[C@]2([C@H](C1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@](CC2)(O)C#C)CC)OC
• Canonical SMILES: CO[C@]12CC[C@@H]3[C@@H]([C@H]2CCC(=O)C1)CC[C@]1([C@H]3CC[C@@]1(O)C#C)CC
• InChI: InChI=1S/C22H32O3/c1-4-20-11-8-17-16(18(20)10-13-22(20,24)5-2)9-12-21(25-3)14-15(23)6-7-19(17)21/h2,16-19,24H,4,6-14H2,1,3H3/t16-,17+,18+,19-,20+,21-,22+/m1/s1
• InChIKey: FOJSXAOBPRABPZ-WIJSBRJSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,7R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxy-7-methoxytetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-one
• IUPAC Traditional name: (1S,2R,7R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxy-7-methoxytetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-one
• Synonyms: 4,5-Dihydro-5α-methoxylevonorgestrel; Levonorgestrel Impurity O; (5α,17α)-13-Ethyl-17-hydroxy-5-methoxy-18,19-dinorpregn-20-yn-3-one; 4,5-Dihydro-5α-methoxy D-(-)-Norgestrel

Database IDs

• CAS Number: 155683-60-6
• PubChem SID: 162261838
• PubChem CID: 71316193

CALCULATED PROPERTIES

• Acid pKa: 17.90929
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.2694113
• LogD (pH = 7.4): 3.2694113
• Log P: 3.2694113
• Molar Refractivity: 97.4011 cm^3
• Polarizability: 38.619167 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D449505

An impurity of of the contraceptive Levonorgestrel (N689510).