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610225

Tigecycline

A broad-spectrum glyclcycline class of antimicrobial agent that is active against both Gram positive and Gram negative bacteria.

Synonym(s):

Tigecycline, 9- t-Butylglycylamido-minocycline, 9-t-Butylglycylamido-minocycline

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About This Item

Empirical Formula (Hill Notation):
C29H39N5O8
CAS Number:
220620-09-7
Molecular Weight:
585.65
UNSPSC Code:
12352200
MDL number:
MFCD00935753
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Quality Segment

100

assay

≥99% (HPLC)

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

orange

solubility

DMSO: soluble

shipped in

ambient

storage temp.

2-8°C

SMILES string

O=C(C1=C(O)[C@@](C(C(C(N)=O)=C(O)[C@H]2N(C)C)=O)(O)[C@@]2([H])C[C@]1([H])C3)C4=C3C(N(C)C)=CC(NC(CNC(C)(C)C)=O)=C4O

InChI

1S/C29H39N5O8/c1-28(2,3)31-11-17(35)32-15-10-16(33(4)5)13-8-12-9-14-21(34(6)7)24(38)20(27(30)41)26(40)29(14,42)25(39)18(12)23(37)19(13)22(15)36/h10,12,14,21,31,36-37,41-42H,8-9,11,30H2,1-7H3,(H,32,35)/b27-20-/t12-,14-,21-,29-/m0/s1

InChI key

ZXGBRIBPJBHLMO-SBMFAFPZSA-N

General description

A broad-spectrum glyclcycline class of antimicrobial agent that is active against both Gram positive and Gram negative bacteria. Exhibits toxicity for human AML cells at all stages of development in both in vitro and in vivo models. Selectively kills leukemic stem and progenitor cells (LD50 ~10 µM) and reduces the repopulating ability of the primary AML cells while sparing normal hematopoietic cells. Its action on growth and viability of eukaryotic cells is shown to be due to its inhibitory effects on mitochondrial protein translation and respiratory complex activity.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Skrtic, M., et al. 2011. Cancer Cell20, 674.
Olson, M.W., et al. 2006. Antimicrob. Agents Chemother.50, 2156.
Stein, G.E., and Craig, W.A., 2006. Clin. Infect Dis.43, 518.
Livermore, D.M., 2005. J. Antimicrob. Chemother.56, 611.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

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signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1 - Repr. 1B - Skin Sens. 1

Storage Class

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

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