sodium (1S,2R,5R,10S,11S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-en-5-yl sulfate

• ChemBase ID: 167470
• 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]3CCC1[C@@H](O)C)C)OS(=O)(=O)[O-].[Na+]
• Canonical SMILES: C[C@@H](C1CC[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+;/m0./s1
• InChIKey: JLKPXOMJAHGBHE-KRTOWHFASA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (1S,2R,5R,10S,11S,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[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,15S)-14-[(1S)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-en-5-yl sulfate
• Synonyms: (3β,20S)-Pregn-5-ene-3,20-diol 3-(Hydrogen Sulfate) Sodium; Pregn-5-ene-3β,20α-diol 3-(Hydrogen Sulfate) Sodium; 5-Pregnene-20α-ol 3β-Sulfate Sodium; Dihydropregnenolone 3-Sulfate Sodium; Pregnenediol Sulfate Sodium; 20α-Dihydro Pregnenolone 3-Sulfate Sodium Salt

Database IDs

• CAS Number: 131320-06-4
• PubChem SID: 162261603
• PubChem CID: 71316096

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 - D446405

20α-Dihydro Pregnenolone 3-Sulfate is a metabolite of Pregnenolone (P712200).

REFERENCES

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