An active metabolite of clindamycin
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Clindamycin Sulfoxide

Item No. 21696

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-chloro-1,6,7,8-tetradeoxy-6-[[[(2S,4R)-1-methyl-4-propyl-2-pyrrolidinyl]carbonyl]amino]-1-(methylsulfinyl)-L-threo-α-D-galacto-octopyranose
CAS Number
22431-46-5
Synonyms
  • U-25026A
Molecular Formula
C18H33ClN2O6S
Formula Weight
441.0
Purity
≥90% (mixture of diastereomers)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: Slightly solubleWater: Slightly soluble
SMILES
O=C(N[C@@]([C@H](C)Cl)([H])[C@@]1([H])O[C@@](S(C)=O)([H])[C@H](O)[C@@H](O)[C@H]1O)[C@H]2N(C)C[C@H](CCC)C2
InChi Code
InChI=1S/C18H33ClN2O6S/c1-5-6-10-7-11(21(3)8-10)17(25)20-12(9(2)19)16-14(23)13(22)15(24)18(27-16)28(4)26/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25)/t9-,10+,11-,12+,13-,14+,15+,16+,18+,28?/m0/s1
InChi Key
XSLGFIQRVCXUEU-NXMZTFJRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Clindamycin sulfoxide is an active metabolite of the antibiotic clindamycin (Item No. 15006).1 It is formed via S-oxidation of clindamycin primarily by the cytochrome P450 (CYP) isoform CYP3A4. Clindamycin sulfoxide inhibits the growth of P. prevotti, B. fragilis, and C. sordelli in vitro with MIC values of 2, 2, and 1 mg/L, respectively.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wynalda, M.A., Hutzler, J.M., Koets, M.D., et al. In vitro metabolism of clindamycin in human liver and intestinal microsomes. Drug Metab. Dispos. 31(7), 878-887 (2003).

    2. Onderdonk, A.B., Brodasky, T.F., and Bannister, B. Comparative effects of clindamycin and clindamycin metabolites in the hamster model of antibiotic-associated colitis. J. Antimicrob. Chemother. 8(5), 383-393 (1981).