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Clindamycin 2-phosphate

Name: Clindamycin 2-phosphate
Brand: SIGMA

aminoglycoside antibiotic

Synonym(s):

Clindamycin 2-dihydrogen phosphate

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₃₄ClN₂O₈PS

CAS Number:

24729-96-2

Molecular Weight:

504.96

NACRES:

NA.76

PubChem Substance ID:

24892866

UNSPSC Code:

51102829

EC Number:

246-433-0

MDL number:

MFCD07793328

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Properties

Quality Level

100

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

Description

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 [1], Bacterial protein synthesis and peptide translation, and the inhibition of human Tyrosyl-DNA Phosphodiesterase [2].

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. [2]. 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.

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This Item	C5269	L6004	62143
Sigma-Aldrich C6427 Clindamycin 2-phosphate	Sigma-Aldrich C5269 Clindamycin hydrochloride	Sigma-Aldrich L6004 Lincomycin hydrochloride	Sigma-Aldrich 62143 Lincomycin hydrochloride
antibiotic activity spectrum Gram-positive bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum Gram-positive bacteria	antibiotic activity spectrum Gram-positive bacteria
mode of action protein synthesis \| interferes	mode of action protein synthesis \| interferes	mode of action protein synthesis \| interferes	mode of action protein synthesis \| interferes
Quality Level 100	Quality Level 200	Quality Level 200	Quality Level 200
form solid	form powder or crystals	form -	form powder or crystals
solubility DMSO: 224 mg/mL at 25 °C	solubility H₂O: 50 mg/mL	solubility H₂O: soluble 50 mg/mL	solubility H₂O: 50 mg/mL, clear, colorless to faintly yellow
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C

pictograms

GHS07

signalword

Warning

hcodes

H302,H317,H319,H362

pcodes

P260 - P263 - P280 - P301 + P312 - P302 + P352 - P308 + P313

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

107H1159V

107H1159

047F07202

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Inhibition of human tyrosyl-DNA phosphodiesterase by aminoglycoside antibiotics and ribosome inhibitors.

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

Comparison of tretinoin 0.05% cream and 3% alcohol-based salicylic acid preparation in the treatment of acne vulgaris.

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

Separation and characterization of clindamycin phosphate and related impurities in injection by liquid chromatography/electrospray ionization mass spectrometry.

Shao-Min Wang et al.

Rapid communications in mass spectrometry : RCM, 23(6), 899-906 (2009-02-18)

A simple high-performance liquid chromatography/electrospray ionization tandem mass spectrometric (HPLC/ESI-MS/MS) method has been developed for the rapid identification of clindamycin phosphate and its degradation products or related impurities in clindamycin phosphate injection. Detection was performed by quadrupole time-of-flight mass spectrometry