(1S,2S,11S,13R,14R,15S,17S)-14-(2-chloroacetyl)-2,13,15-trimethyl-5-oxo-18-oxapentacyclo[8.8.0.01,17.02,7.011,15]octadeca-3,6-dien-14-yl (2H3)furan-2-carboxylate

• ChemBase ID: 164298
• Molecular Formular: C27H29ClO6
• Molecular Mass: 484.96856
• Monoisotopic Mass: 484.16526633
• SMILES: C1=CC(=O)C=C2[C@]1([C@@]13C(CC2)[C@H]2[C@](C[C@H]1O3)([C@]([C@@H](C2)C)(C(=O)CCl)OC(=O)c1ccco1)C)C
• Canonical SMILES: ClCC(=O)[C@@]1(OC(=O)c2ccco2)[C@H](C)C[C@@H]2[C@]1(C)C[C@H]1O[C@@]31C2CCC1=CC(=O)C=C[C@]31C
• InChI: InChI=1S/C27H29ClO6/c1-15-11-19-18-7-6-16-12-17(29)8-9-24(16,2)27(18)22(33-27)13-25(19,3)26(15,21(30)14-28)34-23(31)20-5-4-10-32-20/h4-5,8-10,12,15,18-19,22H,6-7,11,13-14H2,1-3H3/t15-,18?,19+,22+,24+,25+,26+,27-/m1/s1
• InChIKey: PGAGVJAYRDPYKY-XCEGKVMZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,11S,13R,14R,15S,17S)-14-(2-chloroacetyl)-2,13,15-trimethyl-5-oxo-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6-dien-14-yl (^2H₃)furan-2-carboxylate
• IUPAC Traditional name: (1S,2S,11S,13R,14R,15S,17S)-14-(2-chloroacetyl)-2,13,15-trimethyl-5-oxo-18-oxapentacyclo[8.8.0.0^1,^1^7.0^2,^7.0^1^1,^1^5]octadeca-3,6-dien-14-yl (^2H₃)furan-2-carboxylate
• Synonyms: 21-Chloro-17α-[(2-furanylcarbonxyl-d3)oxy]-9β,11β-oxido-16α-methylpregna-1,4-diene-3,20-dione

Database IDs

• PubChem SID: 162258433
• PubChem CID: 71314734

CALCULATED PROPERTIES

• Acid pKa: 15.128901
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 4.86232
• LogD (pH = 7.4): 4.86232
• Log P: 4.86232
• Molar Refractivity: 125.9388 cm^3
• Polarizability: 48.92311 Å^3
• Polar Surface Area: 86.11 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - C366527

A deuterated impurity of Mometasone Furoate.

REFERENCES

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