A microbial biotransformation product and prodrug form of clindamycin
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Clindamycin 3-phosphate

Item No. 46097

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S-trans)-methyl 7-chloro-6,7,8 trideoxy-6-[[(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-L-threo-α-D-galacto-octopyranoside, 3-(dihydrogen phosphate)
CAS Number
28708-34-1
Molecular Formula
C18H34ClN2O8PS
Formula Weight
505.0
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile:Water (1:1): Slightly soluble: 0.1-1 mg/mlDMSO: Slightly soluble: 0.1-1 mg/ml
SMILES
[H][C@]1([C@H](NC([C@H]2N(C[C@@H](C2)CCC)C)=O)[C@H](C)Cl)O[C@@H]([C@@H]([C@H]([C@H]1O)OP(O)(O)=O)O)SC
InChi Code
InChI=1S/C18H34ClN2O8PS/c1-5-6-10-7-11(21(3)8-10)17(24)20-12(9(2)19)15-13(22)16(29-30(25,26)27)14(23)18(28-15)31-4/h9-16,18,22-23H,5-8H2,1-4H3,(H,20,24)(H2,25,26,27)/t9-,10+,11-,12+,13-,14+,15+,16-,18+/m0/s1
InChi Key
ZMGZEXFHZBYORP-GBBFUAINSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Clindamycin 3-phosphate is a microbial biotransformation product and prodrug form of the lincosamide antibiotic clindamycin (Item Nos. 15006 | 35581).1,2 It is formed from clindamycin by S. coelicolor, resulting in inactivation of the antibiotic activity of clindamycin.1 Clindamycin 3-phosphate increases survival in a mouse model of S. aureus infection.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Coats, J.H., and Argoudelis, A.D. Microbial transformation of antibiotics: Phosphorylation of clindamycin by Streptomyces coelicolor Müller. J. Bacteriol. 108(1), 459-464 (1971).

    2. Brodasky, T.F., and Lewis, C. An in vivo-in vitro comparison of the 2- and 3-phosphate esters of clindamycin. J. Antibiot. (Tokyo) 25(4), 230-238 (1972).