(1R,2S,10S,11S,13R,14R,15S,17S)-1-chloro-14-(2-chloroacetyl)-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-dien-14-yl (2H3)furan-2-carboxylate

• ChemBase ID: 174699
• Molecular Formular: C27H30Cl2O6
• Molecular Mass: 521.4295
• Monoisotopic Mass: 520.14194404
• SMILES: C1=CC(=O)C=C2[C@]1([C@@]1([C@@H](CC2)[C@H]2[C@](C[C@@H]1O)([C@]([C@@H](C2)C)(C(=O)CCl)OC(=O)c1ccco1)C)Cl)C
• Canonical SMILES: ClCC(=O)[C@@]1(OC(=O)c2ccco2)[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)Cl
• InChI: InChI=1S/C27H30Cl2O6/c1-15-11-19-18-7-6-16-12-17(30)8-9-24(16,2)26(18,29)21(31)13-25(19,3)27(15,22(32)14-28)35-23(33)20-5-4-10-34-20/h4-5,8-10,12,15,18-19,21,31H,6-7,11,13-14H2,1-3H3/t15-,18+,19+,21+,24+,25+,26+,27+/m1/s1
• InChIKey: WOFMFGQZHJDGCX-ZULDAHANSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,10S,11S,13R,14R,15S,17S)-1-chloro-14-(2-chloroacetyl)-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl (^2H₃)furan-2-carboxylate
• IUPAC Traditional name: (1R,2S,10S,11S,13R,14R,15S,17S)-1-chloro-14-(2-chloroacetyl)-17-hydroxy-2,13,15-trimethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,6-dien-14-yl (^2H₃)furan-2-carboxylate
• Synonyms: Mometasone Furoate-d3

Database IDs

• PubChem SID: 164230609
• PubChem CID: 45039955

CALCULATED PROPERTIES

• Acid pKa: 13.836226
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 5.055208
• LogD (pH = 7.4): 5.0552077
• Log P: 5.055208
• Molar Refractivity: 132.4999 cm^3
• Polarizability: 51.443855 Å^3
• Polar Surface Area: 93.81 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 218-220°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M490002

A deuterated topical corticosteroid used as an anti-inflammatory.

REFERENCES

• Graft, D., et al.: J. Allergy Clin. Immunol., 98, 724 (1996)
• Shapiro, E.L., et al.: J. Med. Chem., 30, 1581 (1987)