(1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxy(2,4,4,6,9,9-2H6)tetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,8-dione

• ChemBase ID: 176033
• Molecular Formular: C21H26O3
• Molecular Mass: 326.42934
• Monoisotopic Mass: 326.18819469
• SMILES: C1C(=O)C=C2[C@H](C1)[C@@H]1[C@@H](CC2=O)[C@H]2[C@](CC1)([C@](CC2)(O)C#C)CC
• Canonical SMILES: C#C[C@]1(O)CC[C@@H]2[C@]1(CC)CC[C@H]1[C@H]2CC(=O)C2=CC(=O)CC[C@H]12
• InChI: InChI=1S/C21H26O3/c1-3-20-9-7-15-14-6-5-13(22)11-17(14)19(23)12-16(15)18(20)8-10-21(20,24)4-2/h2,11,14-16,18,24H,3,5-10,12H2,1H3/t14?,15-,16-,18+,20+,21+/m1/s1
• InChIKey: RFOBDGUKWSBLIQ-XYPMYTEJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxy(2,4,4,6,9,9-^2H₆)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,8-dione
• IUPAC Traditional name: (1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-14-hydroxy(2,4,4,6,9,9-^2H₆)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,8-dione
• Synonyms: (17α)-13-Ethyl-17-hydroxy-18,19-dinorpregn-4-en-20-yne-3,6-dione-d6; 6-Keto Levonorgestrel-d6; 6-Oxo D-(-)-Norgestrel-d6

Database IDs

• PubChem SID: 164231943
• PubChem CID: 71751380

CALCULATED PROPERTIES

• Acid pKa: 15.752933
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.9945133
• LogD (pH = 7.4): 2.9945133
• Log P: 2.9945133
• Molar Refractivity: 92.7187 cm^3
• Polarizability: 35.91774 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O858352

A labelled impurity of D-(-)-Norgestrel (N689510).