2-[(1S,2R,13S,14S,16R,17R,18S,20S)-17,20-dihydroxy-2,11,16,18-tetramethyl-7-phenyl-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5,9,11-tetraen-17-yl]-2-oxoethyl acetate

• ChemBase ID: 164974
• Molecular Formular: C32H38N2O5
• Molecular Mass: 530.65452
• Monoisotopic Mass: 530.27807233
• SMILES: c12c(C=C3[C@](C1)([C@@H]1[C@@H](C=C3C)[C@H]3[C@](C[C@@H]1O)([C@]([C@@H](C3)C)(C(=O)COC(=O)C)O)C)C)n(nc2)c1ccccc1
• Canonical SMILES: CC(=O)OCC(=O)[C@@]1(O)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2C=C(C2=Cc3c(C[C@]12C)cnn3c1ccccc1)C
• InChI: InChI=1S/C32H38N2O5/c1-18-11-23-25-12-19(2)32(38,28(37)17-39-20(3)35)31(25,5)15-27(36)29(23)30(4)14-21-16-33-34(26(21)13-24(18)30)22-9-7-6-8-10-22/h6-11,13,16,19,23,25,27,29,36,38H,12,14-15,17H2,1-5H3/t19-,23+,25+,27+,29-,30+,31+,32+/m1/s1
• InChIKey: RKHQGWMMUURILY-UHRZLXHJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2R,13S,14S,16R,17R,18S,20S)-17,20-dihydroxy-2,11,16,18-tetramethyl-7-phenyl-6,7-diazapentacyclo[11.7.0.0^2,^1^0.0^4,^8.0^1^4,^1^8]icosa-4(8),5,9,11-tetraen-17-yl]-2-oxoethyl acetate
• IUPAC Traditional name: cortivazol
• Synonyms: (11β,16α)-21-(Acetyloxy)-11,17-dihydroxy-6,16-dimethyl-2'-phenyl-2'H-pregna-2,4,6-trieno[3,2-c]pyrazol-20-one; 11β,17α,21-Trihydroxy-6,16α-dimethyl-2'-phenylpregna-2,4,6-trieno[3,2-c]pyrazol-20-one 21-Acetate; 6,16α-Dimethylpregna-4,6-diene-11β,17α,21-triol-20-one-2'-phenyl-[3,2-c]pyrazole-21-acetate; Altim; Diaster; Dilaster; H 3625; Idaltim; MK 650; NSC 80998; Cortivazol

Database IDs

• CAS Number: 1110-40-3
• PubChem SID: 162259108
• PubChem CID: 66249

CALCULATED PROPERTIES

• Acid pKa: 12.467162
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.628736
• LogD (pH = 7.4): 3.6287801
• Log P: 3.6287844
• Molar Refractivity: 149.977 cm^3
• Polarizability: 58.43486 Å^3
• Polar Surface Area: 101.65 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - C696700

Glucocorticoid.

REFERENCES

• Dickstein, G., et al.: J. Clin. Endocrinol. Metab., 1991, 72, 773 (1991)
• Henzen, C., et al.: Lancet, 355, 542 (1991)