C5269

Sigma-Aldrich

Clindamycin hydrochloride

lincosamide antibiotic

Sinônimo(s):
(7S)-7-Chloro-7-deoxylincomycin hydrochloride, Cleocin
Empirical Formula (Hill Notation):
C18H33ClN2O5S · HCl
Número CAS:
Peso molecular:
461.44
Beilstein/REAXYS Number:
4070786
Número MDL:
ID de substância PubChem:
NACRES:
NA.85

Nível de qualidade

200

forma

crystalline

Impurezas

≤2 mol/mol EtOH

solubilidade

H2O: 50 mg/mL

Modo de ação

protein synthesis | interferes

espectro de atividade do antibiótico

Gram-negative bacteria
Gram-positive bacteria

temperatura de armazenamento

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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Categorias relacionadas

Descrição geral

Chemical structure: macrolide

Aplicação

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

Embalagem

10 mg in poly bottle
50, 100 mg in glass bottle

Ações bioquímicas/fisiológicas

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.

Outras notas

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

storage_class_code

13 - Non Combustible Solids

WGK Alemanha

WGK 2

Ponto de fulgor (ºF)

Not applicable

Ponto de fulgor (ºC)

Not applicable

Certificado de análise

Certificado de origem

  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is the antibiotic potency of Clindamycin hydrochloride, Product C5269?

    We do not include the potency of the compound in our quality specifications. Please contact Sigma-Aldrich Technical Service for the availability of lot-specific potency from our supplier.

  4. What is the pH of an aqueous solution of Clindamycin hydrochloride, Product C5269?

    The expected pH of a 100 mg/ml aqueous solution is from 3.0 to 5.5, per USP 31, p. 1796.

  5. You list the purity of Clindamycin hydrochloride, Product C5269, as determined by thin layer chromatography. Is it possible to determine purity by other chromatographic methods?

    The USP 31 describes a liquid chromatographic method utilizing Clindamycin Hydrochloride and Lincomycin Hydrochloride standards. Other publications may be searched on PubMed, such as G. La Follette et al.,  J Chromatogr., Vol. 431 (No. 2), pp. 379-388 (1988).

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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...
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...
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...
Michael C Jewett et al.
Molecular systems biology, 9, 678-678 (2013-06-27)
Purely in vitro ribosome synthesis could provide a critical step towards unraveling the systems biology of ribosome biogenesis, constructing minimal cells from defined components, and engineering ribosomes with new functions. Here, as an initial step towards this goal, we report...

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