{2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxo(1,16,16,17-2H4)tetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]-2-oxoethoxy}sulfonic acid

• ChemBase ID: 164972
• Molecular Formular: C21H30O8S
• Molecular Mass: 442.5231
• Monoisotopic Mass: 442.16613892
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](C[C@@H]1O)([C@](CC2)(C(=O)COS(=O)(=O)O)O)C)C
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2[C@@H](O)C[C@]2([C@H]1CC[C@]2(O)C(=O)COS(=O)(=O)O)C)C
• InChI: InChI=1S/C21H30O8S/c1-19-7-5-13(22)9-12(19)3-4-14-15-6-8-21(25,17(24)11-29-30(26,27)28)20(15,2)10-16(23)18(14)19/h9,14-16,18,23,25H,3-8,10-11H2,1-2H3,(H,26,27,28)/t14-,15-,16-,18?,19-,20-,21-/m0/s1
• InChIKey: JOVLCJDINAUYJW-JEFZWPMTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxo(1,16,16,17-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxy}sulfonic acid
• IUPAC Traditional name: 2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxo(1,16,16,17-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethoxysulfonic acid
• Synonyms: (11β)-11,17-Dihydroxy-21-(sulfooxy)pregn-4-ene-3,20-dione-d4; Cortisol-d4 21-(Hydrogen Sulfate); 11β,17-Dihydroxy-3,20-diketopregn-4-ene-21-yl-d4 Sulfate; 11β,17α-Dihydroxy-3,20-diketopregn-4-ene-21-yl-d4 Sulfate; 11β,17α-Dihydroxypregn-4-ene-3,20-dione-21-yl-sulfate-d4; Cortisol-d4 Monosulfate; Cortisol-d4 Sulfate; Hydrocortisone-d4 21-Sulfate; Cortisol-d4 21-Sulfate

Database IDs

• PubChem SID: 162259106
• PubChem CID: 71314980

CALCULATED PROPERTIES

• Acid pKa: -1.6261679
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.0462389
• LogD (pH = 7.4): -1.0462492
• Log P: -0.23534793
• Molar Refractivity: 107.3918 cm^3
• Polarizability: 43.111668 Å^3
• Polar Surface Area: 138.2 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C696322

Labelled Cortisol-d4 21-Sulfate (C696320). Cortisol 21-Sulfate is a phase II metabolite of Cortisol (H714615).

REFERENCES

• Spielgelhalder, B., et al.: J. Steroid Biochem., 7, 749 (1976)
• Vanluchene, E., et al.: J. Chromatogr., 456, 175 (1976)
• Choi, M., et al.: Steroids, 65, 54 (1976)