(1S,2R,8R,10S,11S,14R,15S,17S)-8,14,17-trihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl(1,16,16,17-2H4)tetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 170372
• Molecular Formular: C21H30O6
• Molecular Mass: 378.4593
• Monoisotopic Mass: 378.20423868
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](C[C@H]2O)[C@H]2[C@](C[C@@H]1O)([C@](CC2)(C(=O)CO)O)C)C
• Canonical SMILES: OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2C[C@H](C2=CC(=O)CC[C@]12C)O
• InChI: InChI=1S/C21H30O6/c1-19-5-3-11(23)7-14(19)15(24)8-12-13-4-6-21(27,17(26)10-22)20(13,2)9-16(25)18(12)19/h7,12-13,15-16,18,22,24-25,27H,3-6,8-10H2,1-2H3/t12-,13-,15+,16-,18?,19-,20-,21-/m0/s1
• InChIKey: GNFTWPCIRXSCQF-SZENBSPWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,8R,10S,11S,14R,15S,17S)-8,14,17-trihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl(1,16,16,17-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: (1S,2R,8R,10S,11S,14R,15S,17S)-8,14,17-trihydroxy-14-(2-hydroxyacetyl)-2,15-dimethyl(1,16,16,17-^2H₄)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• Synonyms: (6β,11β)-6,11,17,21-Tetrahydroxypregn-4-ene-3,20-dione-d4; 6β,17-Dihydroxycorticosterone-d4; 6β,11β,17α,21-Tetrahydroxypregn-4-en-3,20-dione-d4; NSC 76163-d4; 6β-Hydroxy Cortisol-d4

Database IDs

• CAS Number: 1261254-51-6
• PubChem SID: 164226282
• PubChem CID: 71748942

CALCULATED PROPERTIES

• Acid pKa: 12.579997
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.044355333
• LogD (pH = 7.4): 0.0443525
• Log P: 0.044355366
• Molar Refractivity: 98.9155 cm^3
• Polarizability: 38.936703 Å^3
• Polar Surface Area: 115.06 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White to Off-White Solid
• Melting Point: 193-201°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H922303

A labelled metabolite of Cortisol.

REFERENCES

• Dossing, M., et al.: Eur. J. Clin. Pharmacol., 25, 215 ( 1983), Gorski, J., et al.: Biochem. Pharmacol., 47, 1643 (1994)
• Raucy, J., et al.: Drug Metab. Dispos., 31, 533 (1994)
• Pal, D., et al.: Life Sci., 78, 2131 (1994)