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SML2162

Sigma-Aldrich

Telithromycin

≥90% (HPLC)

Synonym(s):

(3aS,4R,7R,9R,10R,11R,13R,15R,15aR)-4-Ethyloctahydro-11-methoxy-3a,7,9,11,13,15-hexamethyl-1-[4-[4-(3-pyridinyl)-1H-imidazol-1-yl]butyl]-10-[[3,4,6-trideoxy-3-dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-2H-oxacyclotetradecino[4,3-d]oxazole-2,6,8,14(1H,7H,9H)-tetrone

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About This Item

Empirical Formula (Hill Notation):
C43H65N5O10
CAS Number:
191114-48-4
Molecular Weight:
812.00
EC Number:
682-750-4
MDL number:
MFCD00943561
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥90% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C(N1CCCCN2C=NC(C3=CC=CN=C3)=C2)O[C@]4([C@@]1([H])[C@H](C([C@@H](C[C@]([C@@H]([C@H](C([C@H](C(O[C@@H]4CC)=O)C)=O)C)O[C@H]5[C@@H]([C@H](C[C@H](O5)C)N(C)C)O)(OC)C)C)=O)C)C

InChI

1S/C43H65N5O10/c1-12-33-43(8)37(48(41(53)58-43)19-14-13-18-47-23-31(45-24-47)30-16-15-17-44-22-30)27(4)34(49)25(2)21-42(7,54-11)38(28(5)35(50)29(6)39(52)56-33)57-40-36(51)32(46(9)10)20-26(3)55-40/h15-17,22-29,32-33,36-38,40,51H,12-14,18-21H2,1-11H3/t25-,26-,27+,28+,29-,32+,33-,36-,37-,38-,40+,42-,43-/m1/s1

InChI key

LJVAJPDWBABPEJ-PNUFFHFMSA-N

Biochem/physiol Actions

Telithromycin is a ketolide antibiotic, the first to enter clinical use. It is used to treat mild to moderate respiratory infections. Telithromycin binds to the subunit 50S of the bacterial ribosome, interfering with bacterial protein synthesis.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H370

Hazard Classifications

STOT SE 1

Target Organs

Liver,Eyes

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Marema Makgatho et al.
African health sciences, 15(4), 1271-1276 (2016-03-10)
Malaria is on the increase due to emergence of parasite drug resistance and there is thus an urgent need for the development of new antiparasitic drugs effective at low concentrations. Ketolides antibiotics are used for treatment of various ailments and
George G Zhanel et al.
Therapeutics and clinical risk management, 2(1), 59-75 (2008-03-25)
Acute bacterial sinusitis (ABS), acute exacerbations of chronic bronchitis (AECB), and community-acquired pneumonia (CAP) are common conditions and constitute a substantial socioeconomic burden. The ketolides are a new class of antibacterials with a targeted spectrum of antibacterial activity. In vitro
Pulkit Gupta et al.
Nature chemical biology, 12(3), 153-158 (2016-01-05)
Regulation of gene expression in response to the changing environment is critical for cell survival. For instance, binding of macrolide antibiotics to the ribosome promotes translation arrest at the leader open reading frames ermCL and ermBL, which is necessary for

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