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Sigma-Aldrich

Tetracycline

98.0-102.0% (HPLC)

Synonym(s):

Tetracycline HCL, Tetracycline Monohydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H24N2O8 · xH2O
CAS Number:
60-54-8
Molecular Weight:
444.43 (anhydrous basis)
Beilstein/REAXYS Number:
2230417
EC Number:
200-481-9
MDL number:
MFCD00151232
UNSPSC Code:
51284017
PubChem Substance ID:
57653229
NACRES:
NA.85

biological source

synthetic

assay

98.0-102.0% (HPLC)

form

powder or crystals

color

faint yellow to dark yellow

mp

172-174 °C (dec.)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

2-8°C

SMILES string

CN(C)[C@H]1[C@@H]2C[C@H]3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c4c(O)cccc4[C@@]3(C)O

InChI

1S/C22H24N2O8/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30)/t9-,10-,15-,21+,22-/m0/s1

InChI key

OFVLGDICTFRJMM-WESIUVDSSA-N

Gene Information

human ... CYP1A2(1544) , TERT(7015)

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General description

Chemical structure: tetracycline

Biochem/physiol Actions

Mode of Action: Tetracycline passively diffuses through proin channels in the cell membrane, binding to 30S ribosomes and inhibits protein synthesis by preventing access of aminoacyl tRNA to the acceptor site on the mRNA-ribosome complex. It also binds to the bacterial 50S ribosomal subunit, altering the membrane and causing intracellular components to leak from bacterial cells. The inhibitory effects can be reversed by washing, suggesting that it is the reversibly bound antibiotic, and not the irreversibly bound drug, that is responsible for antibacterial action.

Mode of Resistance: The effects are inactivated via a loss of cell wall permeability.

Antimicrobial spectrum: Includes a wide range of antimicrobial activity against gram-positive and gram-negative bacteria.

Packaging

25g, 100g

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Hygroscopic. Light sensitive. Keep in a dry place.

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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