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

• ChemBase ID: 163029
• Molecular Formular: C25H33BrO6
• Molecular Mass: 509.42992
• Monoisotopic Mass: 508.14605078
• SMILES: C1=CC(=O)C=C2[C@]1([C@@]1(C(CC2)[C@H]2[C@](C[C@@H]1O)([C@]([C@@H](C2)C)(C(=O)COC(=O)CC)O)C)Br)C
• Canonical SMILES: CCC(=O)OCC(=O)[C@@]1(O)[C@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1(C2CCC2=CC(=O)C=C[C@]12C)Br
• InChI: InChI=1S/C25H33BrO6/c1-5-21(30)32-13-20(29)25(31)14(2)10-18-17-7-6-15-11-16(27)8-9-22(15,3)24(17,26)19(28)12-23(18,25)4/h8-9,11,14,17-19,28,31H,5-7,10,12-13H2,1-4H3/t14-,17?,18+,19+,22+,23+,24+,25+/m1/s1
• InChIKey: QYFNDGVWJDOQTC-MPTNXEJCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,11S,13R,14R,15S,17S)-1-bromo-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl propanoate
• IUPAC Traditional name: 2-[(1R,2S,11S,13R,14R,15S,17S)-1-bromo-14,17-dihydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl propanoate
• Synonyms: (11β,16α)-9-Bromo-11,17-dihydroxy-16-methyl-21-(1-oxopropoxy)-pregna-1,4-diene-3,20-dione; 9-Defluoro-9-bromo-21-propionyloxy Dexamethasone; 9-Bromo-21-propionyloxy Dexamethasone

Database IDs

• PubChem SID: 162257164
• PubChem CID: 71314274

CALCULATED PROPERTIES

• Acid pKa: 12.45313
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.4722261
• LogD (pH = 7.4): 3.4722223
• Log P: 3.4722264
• Molar Refractivity: 123.9979 cm^3
• Polarizability: 48.29195 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - B686640

Dexamethasone (D298800) derivative.