2-oxo-2-[(1S,2R,10S,11S,13S,14R,15S)-2,13,15-trimethyl-5,17-dioxo-14-(propanoyloxy)tetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]ethyl propanoate

• ChemBase ID: 172669
• Molecular Formular: C28H36O7
• Molecular Mass: 484.58124
• Monoisotopic Mass: 484.24610349
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@H]2C(=O)C[C@]2([C@H]1C[C@@H]([C@@]2(C(=O)COC(=O)CC)OC(=O)CC)C)C)C
• Canonical SMILES: CCC(=O)O[C@@]1([C@@H](C)C[C@@H]2[C@]1(C)CC(=O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C)C(=O)COC(=O)CC
• InChI: InChI=1S/C28H36O7/c1-6-23(32)34-15-22(31)28(35-24(33)7-2)16(3)12-20-19-9-8-17-13-18(29)10-11-26(17,4)25(19)21(30)14-27(20,28)5/h10-11,13,16,19-20,25H,6-9,12,14-15H2,1-5H3/t16-,19-,20-,25+,26-,27-,28-/m0/s1
• InChIKey: WNYSHFLAJZEZIV-BZLZLKMQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxo-2-[(1S,2R,10S,11S,13S,14R,15S)-2,13,15-trimethyl-5,17-dioxo-14-(propanoyloxy)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]ethyl propanoate
• IUPAC Traditional name: 2-oxo-2-[(1S,2R,10S,11S,13S,14R,15S)-2,13,15-trimethyl-5,17-dioxo-14-(propanoyloxy)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]ethyl propanoate
• Synonyms: (16β)-16-methyl-17,21-bis(1-oxopropoxy)pregna-1,4-diene-3,11,20-trione; Meprednisone 17,21-Dipropionate

Database IDs

• PubChem SID: 164228579
• PubChem CID: 71749961

CALCULATED PROPERTIES

• Acid pKa: 15.562865
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 4.3067994
• LogD (pH = 7.4): 4.3067994
• Log P: 4.3067994
• Molar Refractivity: 129.5965 cm^3
• Polarizability: 50.692146 Å^3
• Polar Surface Area: 103.81 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: White to Off-White Solid
• Melting Point: 91-95°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M225050

A product obtain by bisesterification of Meprednisone (M225040) as an anti-inflammatory corticosteroid.