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

Catalog No.	Quantity	Packaging
AC233121000	100 mg	Glass bottle
AC233125000	500 mg	Glass bottle

Catalog No. AC233121000 Supplier Thermo Scientific Chemicals Supplier No. 233121000

Description

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

Specifications

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

• 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

Safety and Handling

Hazard Category	GHS Signal Word: Warning
Hazard Statement	GHS H Statement: Causes serious eye irritation. Suspected of damaging the unborn child.
Precautionary Statement	GHS P Statement: Use personal protective equipment as required. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. WARNING: The information provided on this web site was developed in compliance with European Union (EU) regulations and is correct to the best of our knowledge, information and belief at the date of its publication. The information given is designed only as a guide for safe handling and use. It is not to be considered as either a warranty or quality specification.
RTECSNumber	QJ1898250

SDS

RUO – Research Use Only