Tetracycline hydrochloride

Name: Tetracycline hydrochloride
Brand: ALDRICH

95%

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₂₄N₂O₈ · HCl

CAS Number:

64-75-5

Molecular Weight:

480.90

EC Number:

200-593-8

UNSPSC Code:

51101500

MDL number:

MFCD00078142

Beilstein/REAXYS Number:

3844873

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Properties

assay

95%

optical activity

[α]25/D −257°, c = 0.5 in 0.1 M HCl

mp

220-223 °C (lit.)

mode of action

protein synthesis | interferes

SMILES string

Cl.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.ClH/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);1H/t9-,10-,15-,21+,22-;/m0./s1

InChI key

XMEVHPAGJVLHIG-FMZCEJRJSA-N

Description

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.