2-[(2S,11S,13R,14R,15S,17S)-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-1(10),3,6-trien-14-yl]-2-oxoethyl propanoate

• ChemBase ID: 176953
• Molecular Formular: C25H32O6
• Molecular Mass: 428.51798
• Monoisotopic Mass: 428.21988874
• SMILES: C1=CC(=O)C=C2[C@]1(C1=C(CC2)[C@H]2[C@](C[C@@H]1O)([C@]([C@@H](C2)C)(C(=O)COC(=O)CC)O)C)C
• Canonical SMILES: CCC(=O)OCC(=O)[C@@]1(O)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)C1=C2CCC2=CC(=O)C=C[C@]12C
• InChI: InChI=1S/C25H32O6/c1-5-21(29)31-13-20(28)25(30)14(2)10-18-17-7-6-15-11-16(26)8-9-23(15,3)22(17)19(27)12-24(18,25)4/h8-9,11,14,18-19,27,30H,5-7,10,12-13H2,1-4H3/t14-,18+,19+,23+,24+,25+/m1/s1
• InChIKey: GQDSPHJSGBKPHT-FPLSKYQDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2S,11S,13R,14R,15S,17S)-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),3,6-trien-14-yl]-2-oxoethyl propanoate
• IUPAC Traditional name: 2-[(2S,11S,13R,14R,15S,17S)-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),3,6-trien-14-yl]-2-oxoethyl propanoate
• Synonyms: (11β,16α)-11,17-dihydroxy-16-methyl-21-(1-oxopropoxy)-pregna-1,4,8-triene-3,20-dione; 21-Propionyloxy Δ8(9)-Dexamethasone

Database IDs

• PubChem SID: 164232863
• PubChem CID: 71751790

CALCULATED PROPERTIES

• Acid pKa: 12.455043
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.4083405
• LogD (pH = 7.4): 2.4083366
• Log P: 2.4083405
• Molar Refractivity: 117.2497 cm^3
• Polarizability: 45.30932 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethyl Sulfoxide; Ethyl Acetate
• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - P811000

Dexamethasone (D298800) derivative.