sodium (1S,2R,10S,11S,14R,15S)-15-ethyl-14-ethynyl-17-methylidene-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl sulfate

• ChemBase ID: 168819
• Molecular Formular: C22H27NaO5S
• Molecular Mass: 426.50155
• Monoisotopic Mass: 426.14768925
• SMILES: C1CC(=O)C=C2[C@H]1[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1=C)([C@@](CC2)(C#C)OS(=O)(=O)[O-])CC.[Na+]
• Canonical SMILES: CC[C@]12CC(=C)[C@H]3[C@H]([C@@H]1CC[C@]2(C#C)OS(=O)(=O)[O-])CCC1=CC(=O)CC[C@H]31.[Na+]
• InChI: InChI=1S/C22H28O5S.Na/c1-4-21-13-14(3)20-17-9-7-16(23)12-15(17)6-8-18(20)19(21)10-11-22(21,5-2)27-28(24,25)26;/h2,12,17-20H,3-4,6-11,13H2,1H3,(H,24,25,26);/q;+1/p-1/t17-,18-,19-,20+,21-,22-;/m0./s1
• InChIKey: FPQSBKTYNLEVIF-WTQAHHRUSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (1S,2R,10S,11S,14R,15S)-15-ethyl-14-ethynyl-17-methylidene-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl sulfate
• IUPAC Traditional name: sodium (1S,2R,10S,11S,14R,15S)-15-ethyl-14-ethynyl-17-methylidene-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl sulfate
• Synonyms: Etonogestrel Sulfate Sodium Salt

Database IDs

• PubChem SID: 162262951
• PubChem CID: 57369477

CALCULATED PROPERTIES

• Acid pKa: -1.3297443
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.279772
• LogD (pH = 7.4): 1.279757
• Log P: 3.6561556
• Molar Refractivity: 105.2217 cm^3
• Polarizability: 42.05101 Å^3
• Polar Surface Area: 83.5 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E933635

A metabolite of Etonogestrel.