2-[(1S,2R,10S,11S,13S,14R,15S)-14-hydroxy-2,13,15-trimethyl-5,17-dioxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate

• ChemBase ID: 172668
• Molecular Formular: C24H30O6
• Molecular Mass: 414.4914
• Monoisotopic Mass: 414.20423868
• SMILES: [C@@H]12[C@H]([C@H]3[C@](CC1=O)([C@]([C@H](C3)C)(C(=O)COC(=O)C)O)C)CCC1=CC(=O)C=C[C@]21C
• Canonical SMILES: CC(=O)OCC(=O)[C@@]1(O)[C@@H](C)C[C@@H]2[C@]1(C)CC(=O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C
• InChI: InChI=1S/C24H30O6/c1-13-9-18-17-6-5-15-10-16(26)7-8-22(15,3)21(17)19(27)11-23(18,4)24(13,29)20(28)12-30-14(2)25/h7-8,10,13,17-18,21,29H,5-6,9,11-12H2,1-4H3/t13-,17-,18-,21+,22-,23-,24-/m0/s1
• InChIKey: RZAMUHXEOMZXET-ABQXZQTJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2R,10S,11S,13S,14R,15S)-14-hydroxy-2,13,15-trimethyl-5,17-dioxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• IUPAC Traditional name: 2-[(1S,2R,10S,11S,13S,14R,15S)-14-hydroxy-2,13,15-trimethyl-5,17-dioxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl acetate
• Synonyms: 16-Meprednisone Acetate; Meprednisone 21-Acetate; (16β)-21-(Acetyloxy)-17-hydroxy-16-methyl-pregna-1,4-diene-3,11,20-trione; 17,21-Dihydroxy-16β-methyl-pregna-1,4-diene-3,11,20-trione 21-Acetate; Meprednisone Acetate

Database IDs

• CAS Number: 1106-03-2
• PubChem SID: 164228578
• PubChem CID: 101970

CALCULATED PROPERTIES

• Acid pKa: 12.458022
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.4646025
• LogD (pH = 7.4): 2.4645987
• Log P: 2.4646025
• Molar Refractivity: 111.1912 cm^3
• Polarizability: 43.176544 Å^3
• Polar Surface Area: 97.74 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M225045

Anti-inflammatory Corticosteroid.

REFERENCES

• Urich, R., et al.: J. Anal. Toxicol., 4, 49 (1980)