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Key Documents

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:
Molecular Weight:
501.31
Beilstein:
3849198
EC Number:
MDL number:
UNSPSC Code:
12352207
PubChem Substance ID:
NACRES:
NA.75

product name

Demeclocycline hydrochloride, powder or crystals

Assay

89.5-102.0% anhydrous basis

Quality Level

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

Signal Word

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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