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C5269

Sigma-Aldrich

Clindamycin hydrochloride

lincosamide antibiotic

Synonym(s):

(7S)-7-Chloro-7-deoxylincomycin hydrochloride, Cleocin

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10 MG
$102.00
50 MG
$295.00
100 MG
$496.00

$102.00

Estimated to ship onMay 04, 2025

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10 MG
$102.00
50 MG
$295.00
100 MG
$496.00

About This Item

Empirical Formula (Hill Notation):
C18H33ClN2O5S · HCl
CAS Number:
21462-39-5
Molecular Weight:
461.44
Beilstein/REAXYS Number:
4070786
MDL number:
MFCD07793327
UNSPSC Code:
51102829
PubChem Substance ID:
24892772
NACRES:
NA.85

$102.00

Estimated to ship onMay 04, 2025

Request a Bulk Order

Quality Level

200

form

powder or crystals

impurities

≤13%

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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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.[1][2][3]
Used to study bacterial protein synthesis.

Biochem/physiol Actions

Clindamycin hydrochloride is highly effective against anaerobic species.[4]
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
GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
0000391973
0000391973
0000292147
021M1533V
021M1533

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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
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
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
View All Related Papers

Questions

1–7 of 7 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. What is the potency of this product?

    1 answer

    1. The potency of Product C5269 (Clindamycin hydrochloride) exceeds 800ug of Clindamycin/mg.

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

    1 answer

    1. 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.

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  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?

    1 answer

    1. 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).

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

    1 answer

    1. 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.

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

    1 answer

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

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