sodium (1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-6,12-dien-14-yl sulfate

• ChemBase ID: 169623
• Molecular Formular: C21H25NaO5S
• Molecular Mass: 412.47497
• Monoisotopic Mass: 412.13203918
• SMILES: C1CC(=O)C=C2[C@H]1[C@@H]1[C@@H](CC2)[C@H]2[C@@](CC1)(CC)[C@@](C=C2)(C#C)OS(=O)(=O)[O-].[Na+]
• Canonical SMILES: CC[C@]12CC[C@H]3[C@H]([C@@H]1C=C[C@]2(C#C)OS(=O)(=O)[O-])CCC1=CC(=O)CC[C@H]31.[Na+]
• InChI: InChI=1S/C21H26O5S.Na/c1-3-20-11-9-17-16-8-6-15(22)13-14(16)5-7-18(17)19(20)10-12-21(20,4-2)26-27(23,24)25;/h2,10,12-13,16-19H,3,5-9,11H2,1H3,(H,23,24,25);/q;+1/p-1/t16-,17+,18+,19-,20-,21-;/m0./s1
• InChIKey: BLWWIWNVHHIBER-YIAHKXKMSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,12-dien-14-yl sulfate
• IUPAC Traditional name: sodium (1S,2R,10R,11S,14R,15S)-15-ethyl-14-ethynyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-6,12-dien-14-yl sulfate
• Synonyms: (17α)-13-Ethyl-17-hydroxy-18,19-dinorpregna-4,15-dien-20-yn-3-one Sulfate Sodium Salt; Gestodene Sulfate Sodium Salt

Database IDs

• CAS Number: 1259126-61-8
• PubChem SID: 162263755
• PubChem CID: 46780430

CALCULATED PROPERTIES

• Acid pKa: -1.3830993
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.1343828
• LogD (pH = 7.4): 1.1343695
• Log P: 3.5107682
• Molar Refractivity: 101.8582 cm^3
• Polarizability: 40.216125 Å^3
• Polar Surface Area: 83.5 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - G368265

Gestodene sulfate is a metabolite of Gestodene (G368250).