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D6140

Sigma-Aldrich

Demeclocycline hydrochloride

powder or crystals, suitable for cell culture

Synonym(s):

7-Chloro-6-demethyltetracycline hydrochloride, Demethylchlorotetracycline hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C21H21ClN2O8 · HCl
CAS Number:
64-73-3
Molecular Weight:
501.31
Beilstein/REAXYS Number:
3849198
EC Number:
200-592-2
MDL number:
MFCD00082371
UNSPSC Code:
12352207
PubChem Substance ID:
24278380
NACRES:
NA.75

product name

Demeclocycline hydrochloride, powder or crystals

assay

89.5-102.0% anhydrous basis

Quality Level

200

form

powder or crystals

technique(s)

cell culture | mammalian: suitable

solubility

soluble (1 mg/mL of Demeclocycline Hydrochloride in 0.01 N hydrochloric acid)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

protein synthesis | interferes

storage temp.

−20°C

SMILES string

Cl[H].[H][C@]12C[C@@]3([H])[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]3(O)C(O)=C1C(=O)c4c(O)ccc(Cl)c4[C@H]2O

InChI

1S/C21H21ClN2O8.ClH/c1-24(2)14-7-5-6-10(16(27)12-9(25)4-3-8(22)11(12)15(6)26)18(29)21(7,32)19(30)13(17(14)28)20(23)31;/h3-4,6-7,14-15,25-26,28-29,32H,5H2,1-2H3,(H2,23,31);1H/t6-,7-,14-,15-,21-;/m0./s1

InChI key

GVSJQNRGSCOSNJ-KBHRXELFSA-N

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General description

Chemical structure: tetracycline

Biochem/physiol Actions

Because it is excreted more slowly than tetracycline, it maintains effective blood levels for longer periods of time.
Demeclocycline hydrochloride is a tetracycline antibiotic derived from a strain of Streptomyces aureofaciens. DMC protects neurons from glutamate induced toxicity by suppressing calpain I and II activities.
Used to study mechanisms of bacterial protein synthesis inhibition at the level of the 30S subunit and aminoacy-tRNA A-site binding.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Muta. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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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