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37919

Supelco

Anhydrotetracycline hydrochloride

VETRANAL®, analytical standard

Synonym(s):

(4S,4aS,12aS)-4-(Dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide monohydrochloride

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About This Item

Empirical Formula (Hill Notation):
C22H22N2O7 · HCl
CAS Number:
13803-65-1
Molecular Weight:
462.88
Beilstein:
4228856
MDL number:
MFCD00151453
UNSPSC Code:
41116107
PubChem Substance ID:
329755727
NACRES:
NA.24

grade

analytical standard

Quality Level

100

Agency

EPA 1694

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

storage condition

under inert gas

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

SMILES string

Cl[H].[H][C@@]12Cc3c(C)c4cccc(O)c4c(O)c3C(=O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@H]2N(C)C

InChI

1S/C22H22N2O7.ClH/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28;/h4-6,11,16,25-27,31H,7H2,1-3H3,(H2,23,30);1H/t11-,16-,22-;/m0./s1

InChI key

XBSQEFHDCDFNJU-WPJNXPDPSA-N

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General description

Anhydrotetracycline (ATC) is a degradation product of tetracycline hydrochloride, a widely used antibiotic in animal breeding.

Application

The analytical standard can be used as follows:
  • Terahertz (THz) spectroscopy-based temperature-dependent quantitative and qualitative analysis of the antibiotic, tetracycline hydrochloride, and its three major metabolites
  • Simultaneous analysis of tetracycline hydrochloride and its degradation products in a pharmaceutical formulation by Resonance Raman Spectroscopy to study stress-induced stability of the drug
  • Development and validation of a liquid chromatography-tandem mass spectroscopy (LC-MS/MS) method to determine 21 antibiotic residues used as veterinary medicinal products in honey samples
  • Estimation of eight tetracycline antibiotics in various environmental water samples by dispersive liquid-liquid microextraction (DLLME) followed by an ultra-high pressure liquid chromatography (UHPLC)-tunable ultraviolet detection (TUV)

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Statements

H302,H360D

Hazard Classifications

Acute Tox. 4 Oral - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL9210
BCCK3339
BCCJ1168
BCCG9640
BCCF4540

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Susceptibility of Escherichia coli and Enterococcus faecium isolated from pigs and broiler chickens to tetracycline degradation products and distribution of tetracycline resistance determinants in E. coli from food animals
Sengelov G, et al.
Veterinary Microbiology, 95, 91-101 (2003)
Marta Gratacós-Cubarsí et al.
Journal of agricultural and food chemistry, 55(11), 4610-4616 (2007-05-10)
Tetracycline (TC) and 4-epitetracycline (4eTC) degradation, as well as anhydrotetracycline (ATC) and 4-epianhydrotetracycline (4eATC) formation, has been evaluated in thermally treated chicken breast, pig loin, and pig loin with added back-fat. Samples containing TC and 4eTC residues were submitted to
Wyndham W Lathem et al.
Science (New York, N.Y.), 315(5811), 509-513 (2007-01-27)
Primary pneumonic plague is transmitted easily, progresses rapidly, and causes high mortality, but the mechanisms by which Yersinia pestis overwhelms the lungs are largely unknown. We show that the plasminogen activator Pla is essential for Y. pestis to cause primary
Francesca Boldrin et al.
Nucleic acids research, 38(12), e134-e134 (2010-04-22)
Tightly regulated gene expression systems represent invaluable tools for studying gene function and for the validation of drug targets in bacteria. While several regulated bacterial promoters have been characterized, few of them have been successfully used in mycobacteria. In this
Jonathan W Kotula et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(13), 4838-4843 (2014-03-19)
The mammalian gut is a dynamic community of symbiotic microbes that interact with the host to impact health, disease, and metabolism. We constructed engineered bacteria that survive in the mammalian gut and sense, remember, and report on their experiences. Based
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