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

• ChemBase ID: 159308
• Molecular Formular: C23H32O7
• Molecular Mass: 420.49598
• Monoisotopic Mass: 420.21480336
• 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)COC(=O)C)O)C)C
• Canonical SMILES: CC(=O)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/C23H32O7/c1-12(24)30-11-19(28)23(29)7-5-15-14-9-17(26)16-8-13(25)4-6-21(16,2)20(14)18(27)10-22(15,23)3/h8,14-15,17-18,20,26-27,29H,4-7,9-11H2,1-3H3/t14-,15-,17+,18-,20?,21-,22-,23-/m0/s1
• InChIKey: UXZCDTDGPVVXFM-YMBASQJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxo-2-[(1S,2R,8R,10S,11S,14R,15S,17S)-8,14,17-trihydroxy-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]ethyl acetate
• IUPAC Traditional name: 2-oxo-2-[(1S,2R,8R,10S,11S,14R,15S,17S)-8,14,17-trihydroxy-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]ethyl acetate
• Synonyms: 21-O-Acetyl 6β-Hydroxy Cortisol-d4; 6β,17-Dihydroxy-corticosterone 21-Acetate-d4; (6β,11β)-21-(Acetyloxy)-6,11,17-trihydroxy-pregn-4-ene-3,20-dione-d4; 6β,11β,17,21-Tetrahydroxy-pregn-4-ene-3,20-dione 21-Acetate-d4

Database IDs

• PubChem SID: 162253443
• PubChem CID: 71312915

CALCULATED PROPERTIES

• Acid pKa: 12.605216
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.48548076
• LogD (pH = 7.4): 0.48547807
• Log P: 0.4854808
• Molar Refractivity: 108.067 cm^3
• Polarizability: 42.78747 Å^3
• Polar Surface Area: 121.13 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - A178882

A labelled, protected Cortisol metabolite.

REFERENCES

• Derks, H., et al.: Steroids, 31, 9 (1978)