(1S,2R,10R,11S,14R,15R)-15-ethyl-14-ethynyl-14-hydroxytetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-one

• ChemBase ID: 165668
• Molecular Formular: C21H28O2
• Molecular Mass: 312.44582
• Monoisotopic Mass: 312.20893014
• SMILES: C1C(=O)CC2=CC[C@@H]3[C@@H]([C@H]2C1)CC[C@@]1([C@H]3CC[C@@]1(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=C2[C@@H]1CCC(=O)C2
• InChI: InChI=1S/C21H28O2/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,23)4-2/h2,5,16-19,23H,3,6-13H2,1H3/t16-,17+,18+,19-,20+,21-/m0/s1
• InChIKey: LYRBZVWRTAFWPO-VXAANUECSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14R,15R)-15-ethyl-14-ethynyl-14-hydroxytetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-one
• IUPAC Traditional name: (1S,2R,10R,11S,14R,15R)-15-ethyl-14-ethynyl-14-hydroxytetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-one
• Synonyms: (17α)-13-Ethyl-17-hydroxy-18,19-dinorpregn-5-en-20-yn-3-one; 5(6)-Dehydro-4(5)-dihydro D-(-)-Norgestrel

Database IDs

• CAS Number: 100021-05-4
• PubChem SID: 162259801
• PubChem CID: 71315328

CALCULATED PROPERTIES

• Acid pKa: 16.378813
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.3020515
• LogD (pH = 7.4): 3.3020515
• Log P: 3.3020515
• Molar Refractivity: 92.0488 cm^3
• Polarizability: 35.84699 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229935

Norgestrel (N689500) impurity.