sodium (1S,2R,5R,10S,11S,14S,15S)-14-[1-hydroxy(2H4)ethyl]-2,15-dimethyl(14-2H)tetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-yl sulfate

• ChemBase ID: 167475
• Molecular Formular: C21H33NaO5S
• Molecular Mass: 420.53849
• Monoisotopic Mass: 420.19463944
• SMILES: C1[C@H](CC2=CC[C@@H]3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3CC[C@@H]1C(O)C)C)OS(=O)(=O)[O-].[Na+]
• Canonical SMILES: CC([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC=C2[C@]1(C)CC[C@H](C2)OS(=O)(=O)[O-])O.[Na+]
• InChI: InChI=1S/C21H34O5S.Na/c1-13(22)17-6-7-18-16-5-4-14-12-15(26-27(23,24)25)8-10-20(14,2)19(16)9-11-21(17,18)3;/h4,13,15-19,22H,5-12H2,1-3H3,(H,23,24,25);/q;+1/p-1/t13?,15-,16+,17-,18+,19+,20+,21-;/m1./s1
• InChIKey: JLKPXOMJAHGBHE-KXEFVAFOSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (1S,2R,5R,10S,11S,14S,15S)-14-[1-hydroxy(^2H₄)ethyl]-2,15-dimethyl(14-^2H)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl sulfate
• IUPAC Traditional name: sodium (1S,2R,5R,10S,11S,14S,15S)-14-[1-hydroxy(^2H₄)ethyl]-2,15-dimethyl(14-^2H)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl sulfate
• Synonyms: (3β,20R)-Pregn-5-ene-3,20-diol-d5 3-(Hydrogen Sulfate) Sodium; 20β-Dihydropregnenolone-d5 3-Sulfate Sodium; 20β-Dihydro Pregnenolone-d5 3-Sulfate Sodium Salt

Database IDs

• PubChem SID: 162261608
• PubChem CID: 71316104

CALCULATED PROPERTIES

• Acid pKa: -1.534576
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.0524586
• LogD (pH = 7.4): 1.0524448
• Log P: 2.059252
• Molar Refractivity: 103.6549 cm^3
• Polarizability: 42.093475 Å^3
• Polar Surface Area: 86.66 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D446427

Labelled 20β-Dihydro Pregnenolone 3-Sulfate (D446425). 20β-Dihydro Pregnenolone 3-Sulfate is a metabolite of Pregnenolone (P712200).

REFERENCES

• Axelson, M., et al.: J. Steroid Biochem., 14, 155 (1981)