2-[(1R,2S,10S,11S,13S,14R,15S,17S)-1-fluoro-17-hydroxy-2,13,15-trimethyl-5-oxo-14-[(2H5)propanoyloxy]tetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl]-2-oxoethyl (2H5)propanoate

• ChemBase ID: 162000
• Molecular Formular: C28H37FO7
• Molecular Mass: 504.5875832
• Monoisotopic Mass: 504.25233174
• SMILES: C1=C[C@]2(C(=CC1=O)CC[C@@H]1[C@@]2([C@H](C[C@]2([C@H]1C[C@@H]([C@@]2(C(=O)COC(=O)CC)OC(=O)CC)C)C)O)F)C
• Canonical SMILES: CCC(=O)O[C@@]1([C@@H](C)C[C@@H]2[C@]1(C)C[C@H](O)[C@]1([C@H]2CCC2=CC(=O)C=C[C@]12C)F)C(=O)COC(=O)CC
• InChI: InChI=1S/C28H37FO7/c1-6-23(33)35-15-22(32)28(36-24(34)7-2)16(3)12-20-19-9-8-17-13-18(30)10-11-25(17,4)27(19,29)21(31)14-26(20,28)5/h10-11,13,16,19-21,31H,6-9,12,14-15H2,1-5H3/t16-,19-,20-,21-,25-,26-,27-,28-/m0/s1
• InChIKey: CIWBQSYVNNPZIQ-XYWKZLDCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,2S,10S,11S,13S,14R,15S,17S)-1-fluoro-17-hydroxy-2,13,15-trimethyl-5-oxo-14-[(^2H₅)propanoyloxy]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl (^2H₅)propanoate
• IUPAC Traditional name: 2-[(1R,2S,10S,11S,13S,14R,15S,17S)-1-fluoro-17-hydroxy-2,13,15-trimethyl-5-oxo-14-[(^2H₅)propanoyloxy]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl]-2-oxoethyl (^2H₅)propanoate
• Synonyms: (11β,16β)-9-Fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-pregna-1,4-diene-3,20-dione-d10; Betamethasone 17,21-Dipropionate-d10; Diproderm-d10; Diprolene-d10; Diprophos-d10; Diprosis-d10; Diprosone-d10; Diprospan-d10; Maxivate-d10; Psorion-d10; Rinderon DP-d10; S 3440-d10; Betamethasone-d10 Dipropionate

Database IDs

• PubChem SID: 162256135
• PubChem CID: 71313951

CALCULATED PROPERTIES

• Acid pKa: 13.635488
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.9648921
• LogD (pH = 7.4): 3.964892
• Log P: 3.9648921
• Molar Refractivity: 130.0497 cm^3
• Polarizability: 50.98258 Å^3
• Polar Surface Area: 106.97 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Light Yellow Solid
• Melting Point: 170-172°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B327007

Labelled Betamethasone Dipropionate. A glucocorticoid. Used as anti-inflammatory and antibacterial ointment for dermatosis.

REFERENCES

• Dahlman-Ghozlan, K., et al.: Exp. Dermatol., 13, 65 (2004)
• Gounni Abdelilah, S., et al.: Clin. Immunol., 120, 220 (2004)
• Hertl, M., et al.: J. Clin. Invest., 116, 1159 (2004)