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Merck

37921

4-Epianhydrotetracycline hydrochloride

VETRANAL®, analytical standard

Synonym(s):

(4R,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:
4465-65-0
Molecular Weight:
462.88
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329755729
MDL number:
MFCD00151455
Beilstein/REAXYS Number:
3840711

Product Name

4-Epianhydrotetracycline hydrochloride, VETRANAL®, analytical standard

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

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 key

XBSQEFHDCDFNJU-MOMXNFOMSA-N

grade

analytical standard

agency

EPA 1694

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

Quality Level

100

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Application

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

General description

Chemical structure: tetracycline

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL5647
BCCG1172
BCCD0402
BCBW8576
BCBS4721V

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Samuel L Hutson et al.
PloS one, 5(11), e14057-e14057 (2010-12-03)
Molecular pathways regulating rapid proliferation and persistence are fundamental for pathogens but are not elucidated fully in Toxoplasma gondii. Promoters of T. gondii ribosomal proteins (RPs) were analyzed by EMSAs and ChIP. One RP promoter domain, known to bind an
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
Prasanna Bhomkar et al.
PloS one, 6(11), e27559-e27559 (2011-12-02)
Synthetic biology is an emerging branch of molecular biology that uses synthetic genetic constructs to create man-made cells or organisms that are capable of performing novel and/or useful applications. Using a synthetic chemically sensitive genetic toggle switch to activate appropriate
Antje Neubauer et al.
Journal of biotechnology, 128(2), 308-321 (2006-11-28)
The collagen prolyl 4-hydroxylases (C-P4Hs) that reside within the lumen of the endoplasmic reticulum (ER) are the key enzymes in the biosynthesis of collagens. The vertebrate enzymes are alpha(2)beta(2) tetramers consisting of two catalytic alpha subunits and two beta subunits
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