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Thermo Scientific Chemicals 4-Epitetracycline hydrochloride, can be used as a secondary standard

Product Code. 10358320
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Quantity:
100 mg
500 mg
Packaging:
Glass bottle

4-Epitetracycline hydrochloride, CAS # 23313-80-6, is a degradation product of tetracycline that shows antibiotic activity and can induce the protein biosynthesis inhibition.

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

  • 4-Epitetracycline hydrochloride is a metabolite derived from the degradation of tetracycline compounds and has been shown to display antibiotic activity
  • This compound blocks protein synthesis by binding to the 30S ribosomal subunit and interfering with the binding of aminoacyl-tRNA to the mRNA-ribosome complex

Applications

  • This semi-synthesized compound derived from actinomycetes can decrease the activity of the Tet repressor effector in animal models
  • In vivo experiments revealed that 4-epitetracycline hydrochloride can induce a toxic response
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 23313-80-6
Molecular Formula C22H24N2O8·HCl
Molecular Weight (g/mol) 480.89
MDL Number MFCD00865028
InChI Key YCIHPQHVWDULOY-DXDJYCPMSA-N
Synonym 4-epitetracycline hydrochloride, epitetracycline hydrochloride, 4-epi-tetracycline hydrochloride, quatrimycin hydrochloride, epitetracycline hcl, unii-i7c3edl2yg, i7c3edl2yg, epitetracycline hydrochloride usp, 4r,4as,5as,6s,12as-4-dimethylamino-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide monohydrochloride
PubChem CID 54686189
IUPAC Name (4R,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride
SMILES CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O.Cl

Specifications

Melting Point 217.0°C
Color Yellow
Infrared Spectrum Authentic
Assay Percent Range 80% min. (as is,calculated)
Packaging Glass bottle
Quantity 100 mg
Specific Rotation − 322.00
Solubility Information Solubility in water: 100g/L. Other solubilities: 100g/L methanol
Formula Weight 480.89
Percent Purity ≥97.0% Total Base (on anhydrous substance), ≥80 wt% (as is, calculated) (HPLC)
Physical Form Fine Crystalline Powder
Chemical Name or Material 4-Epitetracycline hydrochloride
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Product Identifier
  • 4-Epitetracycline hydrochloride
Signal Word
  • Warning
Hazard Category
  • Serious eye damage/eye irritation Category 2
  • Reproductive toxicity Category 2
Hazard Statement
  • H361d-Suspected of damaging the unborn child.
  • H319-Causes serious eye irritation.
Precautionary Statement
  • P280-Wear protective gloves/protective clothing/eye protection/face protection.
  • P305+P351+P338-IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

RUO – Research Use Only

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