2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl]-2-oxoethyl butanoate

• ChemBase ID: 170047
• Molecular Formular: C25H36O6
• Molecular Mass: 432.54974
• Monoisotopic Mass: 432.25118887
• SMILES: C1CC(=O)C=C2[C@]1([C@@H]1[C@@H](CC2)[C@H]2[C@](C[C@@H]1O)([C@](CC2)(C(=O)COC(=O)CCC)O)C)C
• Canonical SMILES: CCCC(=O)OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)CC[C@]12C
• InChI: InChI=1S/C25H36O6/c1-4-5-21(29)31-14-20(28)25(30)11-9-18-17-7-6-15-12-16(26)8-10-23(15,2)22(17)19(27)13-24(18,25)3/h12,17-19,22,27,30H,4-11,13-14H2,1-3H3/t17-,18-,19-,22+,23-,24-,25-/m0/s1
• InChIKey: YZNQMPPBWQTLFJ-TUFAYURCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethyl butanoate
• IUPAC Traditional name: 2-[(1S,2R,10S,11S,14R,15S,17S)-14,17-dihydroxy-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-14-yl]-2-oxoethyl butanoate
• Synonyms: (11β)-11,17-Dihydroxy-21-(1-oxobutoxy)pregn-4-ene-3,20-dione; Cortisol 21-Butyrate; Hydrocortisone 21-Butyrate

Database IDs

• CAS Number: 6677-99-2
• PubChem SID: 164225957
• PubChem CID: 10365526

CALCULATED PROPERTIES

• Acid pKa: 12.610238
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.8613963
• LogD (pH = 7.4): 2.8613937
• Log P: 2.8613963
• Molar Refractivity: 115.7794 cm^3
• Polarizability: 45.80008 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 191-193°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H714625

Glucocorticoid.

REFERENCES

• Middleton, B., et al.: J. Biol. Chem., 256, 4827 (1981)
• Moore, A., et al.: Ann. Clin. Biochem., 22, 435 (1985).