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C5269

Sigma-Aldrich

Clindamycin hydrochloride

lincosamide antibiotic

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Synonym(s):
(7S)-7-Chloro-7-deoxylincomycin hydrochloride, Cleocin
Empirical Formula (Hill Notation):
C18H33ClN2O5S · HCl
CAS Number:
Molecular Weight:
461.44
Beilstein/REAXYS Number:
4070786
MDL number:
PubChem Substance ID:
NACRES:
NA.85

form

crystalline

impurities

≤2 mol/mol EtOH

solubility

H2O: 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

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

InChI

1S/C18H33ClN2O5S.ClH/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(26-16)27-4;/h9-16,18,22-24H,5-8H2,1-4H3,(H,20,25);1H/t9-,10+,11-,12+,13-,14+,15+,16+,18+;/m0./s1

InChI key

AUODDLQVRAJAJM-XJQDNNTCSA-N

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This Item
PHR115962143C2250000
vibrant-m

C5269

Clindamycin hydrochloride

vibrant-m

PHR1159

Clindamycin hydrochloride

vibrant-m

62143

Lincomycin hydrochloride

vibrant-m

C2250000

Clindamycin hydrochloride

mode of action

protein synthesis | interferes

mode of action

-

mode of action

protein synthesis | interferes

mode of action

-

Quality Level

200

Quality Level

300

Quality Level

200

Quality Level

-

impurities

≤2 mol/mol EtOH

impurities

-

impurities

≤5% water

impurities

-

form

crystalline

form

-

form

powder or crystals

form

-

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 is used to study bacterial infections, such as group B streptococcal disease, bacterial resistance and plasma protein binding.
Used to study bacterial protein synthesis.

Biochem/physiol Actions

Clindamycin hydrochloride is highly effective against anaerobic species.
Clindamycin is a semi-synthetic, lincosamide antibiotic that is prepared from lincomycin. It inhibits bacterial protein synthesis by hydrogen bond interactions with the 23S rRNA component of the 50S ribosomal subunit thus inducing dissociation of the peptidyl-t-RNA complex. It has antibacterial activity against Gram-positive cocci and antiprotozoal activity against Taxoplasma.

Other Notes

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Lact. - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


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J Spízek et al.
Applied microbiology and biotechnology, 64(4), 455-464 (2004-02-06)
Lincomycin and clindamycin are lincosamide antibiotics used in clinical practice. Both antibiotics are bacteriostatic and inhibit protein synthesis in sensitive bacteria. They may even be bactericidal at the higher concentrations that can be reached in vivo. Clindamycin is usually more
A Burian et al.
The Journal of antimicrobial chemotherapy, 66(1), 134-137 (2010-11-04)
although plasma protein binding (PPB) is accepted to be an essential factor in reducing antimicrobial activity, little is known about the underlying mechanisms. One possibility includes impaired penetration of an antimicrobial into bacterial cells in the presence of PPB. As
Anouk E Muller et al.
Antimicrobial agents and chemotherapy, 54(5), 2175-2181 (2010-02-24)
The study presented here was performed to determine the pharmacokinetics of intravenously administered clindamycin in pregnant women. Seven pregnant women treated with clindamycin were recruited. Maternal blood and arterial and venous umbilical cord blood samples were obtained. Maternal clindamycin concentrations
Nasim Farahmand et al.
Microorganisms, 9(8) (2021-08-28)
A selection of 36 commercial probiotic fermented dairy products from UK and Europe markets were evaluated for the numbers, types, and viability of Lactobacillus strains against the stated information on their packages. A comparative study was carried out on selectivity
Sonja Löfmark et al.
The Journal of antimicrobial chemotherapy, 58(6), 1160-1167 (2006-10-19)
The aim was to study the long-term consequences of 1 week clindamycin administration regarding selection and persistence of resistance, resistance determinants and diversity of the Bacteroides spp. in the intestinal microflora. A total of 1306 Bacteroides isolates were collected from

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