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C6427

Sigma-Aldrich

Clindamycin 2-phosphate

aminoglycoside antibiotic

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Synonym(s):
Clindamycin 2-dihydrogen phosphate
Empirical Formula (Hill Notation):
C18H34ClN2O8PS
CAS Number:
Molecular Weight:
504.96
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

form

solid

solubility

DMSO: 224 mg/mL at 25 °C

antibiotic activity spectrum

Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

CCC[C@@H]1C[C@H](N(C)C1)C(=O)NC([C@H](C)Cl)C2O[C@H](SC)[C@H](OP(O)(O)=O)[C@@H](O)[C@H]2O

InChI

1S/C18H34ClN2O8PS/c1-5-6-10-7-11(21(3)8-10)17(24)20-12(9(2)19)15-13(22)14(23)16(18(28-15)31-4)29-30(25,26)27/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

UFUVLHLTWXBHGZ-MWBQRTRKSA-N

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1 of 4

This Item
PHR1021C5269L6004
vibrant-m

C6427

Clindamycin 2-phosphate

vibrant-m

PHR1021

Clindamycin Phosphate

vibrant-m

C5269

Clindamycin hydrochloride

vibrant-m

L6004

Lincomycin hydrochloride

Quality Level

100

Quality Level

300

Quality Level

200

Quality Level

200

mode of action

protein synthesis | interferes

mode of action

-

mode of action

protein synthesis | interferes

mode of action

protein synthesis | interferes

form

solid

form

-

form

crystalline

form

-

solubility

DMSO: 224 mg/mL at 25 °C

solubility

-

solubility

H2O: 50 mg/mL

solubility

H2O: soluble 50 mg/mL

storage temp.

2-8°C

storage temp.

-10 to -25°C

storage temp.

2-8°C

storage temp.

2-8°C

General description

Chemical structure: macrolide

Application

Clindamycin 2-phosphate is an aminoglycoside antibiotic that has been used to study the cytoxicity of antibiotics on human cell lines , Bacterial protein synthesis and peptide translation, and the inhibition of human Tyrosyl-DNA Phosphodiesterase .

Biochem/physiol Actions

Clindamycin 2-phosphate is a pharmacological tyrosyl-DNA phosphodiesterase (Tdp1) inhibitor. Clindamycin 2-phosphate can repair DNA topoisomerase I-DNA covalent complexes by hydrolyzing the tyrosyl-DNA bond. It inhibits protein synthesis in bacteria by binding the 50s ribosomal subunit. . Spectrum of Activity: Gram positive cocci and taxoplasma. Especially active against anaerobic bacteria.
Spectrum of Activity: Gram positive cocci and taxoplasma. Especially active against anaerobic bacteria.
Mode of Action: Inhibits protein synthesis in bacterial by binding the 50s ribosomal subunit.

Other Notes

Antibacterial and antiprotozoal antibiotic of the licosamide class.
Keep container tightly closed in a dry and well-ventilated place.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Lact. - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Zhiyong Liao et al.
Molecular pharmacology, 70(1), 366-372 (2006-04-19)
DNA topoisomerase I (Top1) is the target of camptothecin, and novel Top1 inhibitors are in development as anticancer agents. Top1 inhibitors damage DNA by trapping covalent complexes between the Top1 catalytic tyrosine and the 3'-end of the broken DNA. Tyrosyl-DNA
M Badawy Abdel-Naser et al.
Expert opinion on pharmacotherapy, 9(16), 2931-2937 (2008-10-22)
Clindamycin phosphate 1.2% together with tretinoin 0.025% as a gel (CTG) is a topical formulation of a fixed and stable combination approved by the FDA for the treatment of acne vulgaris in patients 12 years of age or older. The
Diane Thiboutot et al.
Journal of the American Academy of Dermatology, 59(5), 792-800 (2008-09-23)
We sought to evaluate efficacy, safety, and tolerability of a combination of clindamycin phosphate 1.2% and benzoyl peroxide 2.5% (clindamycin-BPO 2.5%) aqueous gel in moderate to severe acne vulgaris. A total of 2813 patients, aged 12 years or older, were
Lawrence F Eichenfield et al.
Pediatric dermatology, 26(3), 257-261 (2009-08-27)
Treatments for mild to moderately severe acne usually combine retinoid and antimicrobial therapy. Recently, the US FDA approved the combination of 1.2% clindamycin (CLIN) and 0.025% tretinoin (RA) in a novel gel formulation for the treatment of mild to moderate
L Babayeva et al.
Journal of the European Academy of Dermatology and Venereology : JEADV, 25(3), 328-333 (2010-07-30)
No single effective topical treatment is available for treating all pathogenic factors causing acne vulgaris (AV). Salicylic acid (SA), tretinoin (all-TRA) and clindamycin phosphate (CDP) are known to to be effective agents depending on their comedolytic and anti-inflammatory properties. To

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