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CAS 1665-56-1

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Anhydrotetracycline

Description:
Anhydrotetracycline is a derivative of tetracycline, a class of broad-spectrum antibiotics. It is characterized by its tetracyclic structure, which is essential for its biological activity. Anhydrotetracycline is typically a yellowish to brownish powder that is soluble in organic solvents but has limited solubility in water. Its molecular formula reflects the absence of a hydroxyl group, which distinguishes it from other tetracycline derivatives. This compound exhibits antibacterial properties by inhibiting protein synthesis in bacteria, making it effective against a variety of gram-positive and gram-negative organisms. Additionally, it has been studied for its potential applications in veterinary medicine and agriculture. The compound's stability and reactivity can be influenced by environmental factors such as pH and temperature, which are important considerations in its handling and storage. As with other tetracyclines, it may also have implications for resistance development in microbial populations, necessitating careful use in clinical and agricultural settings.
Formula:C22H22N2O7
InChI:InChI=1S/C22H22N2O7/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)/t11-,16-,22-/m0/s1
InChI key:InChIKey=CXCVEERYMJZMMM-DOCRCCHOSA-N
SMILES:O[C@]12[C@]([C@H](N(C)C)C(O)=C(C(N)=O)C1=O)(CC=3C(C2=O)=C(O)C=4C(C3C)=CC=CC4O)[H]
Synonyms:
  • (2Z,4S,4aS,12aS)-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-10,11,12a-trihydroxy-6-methyl-4a,12a-dihydrotetracene-1,3,12(2H,4H,5H)-trione
  • (4S)-Anhydrotetracycline
  • (4S,4aS,12aS)-4-(Dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-, (4S,4aS,12aS)-
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-, [4S-(4α,4aα,12aα)]-
  • 5A,6-Anhydrotetracycline
  • Anhydrotetracycline
  • Tetracycline, anhydro-
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