(4S,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

cas: 60-54-8 — see every product listed under this CAS number, including other names

(4S,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 (CAS 60-54-8) is a chemical reagent available from Chemat. Available pack sizes: 5g, 25g, 100g, 500g, 1g. Offered by: Chemat.

• 2D
• 3D

Tetracycline is a broad-spectrum polyketide antibiotic produced by the Streptomyces genus of actinobacteria. It has a role as an antimicrobial agent, an antiprotozoal drug, an antibacterial drug, a protein synthesis inhibitor and an Escherichia coli metabolite. It is a tertiary alpha-hydroxy ketone and a member of tetracyclines. It is a tautomer of a tetracycline zwitterion.

Source: ChEBI

Identity

Molecular formula	C22H24N2O8
Molecular weight	444.4 g/mol
IUPAC name	(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide
InChIKey	NWXMGUDVXFXRIG-WESIUVDSSA-N
SMILES	C[C@@]1([C@H]2C[C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O

Computed by PubChem (NCBI)

Synonyms: tetracycline, Deschlorobiomycin, Tsiklomitsin, Tetraciclina, Tetracyclinum, Sumycin, Abramycin, Ambramycin, Panmycin, Tetracyclin

Isomers (same molecular formula)

(4S,4aR,5S,5aR,6R,12aR)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide C₂₂H₂₄N₂O₈

2-(2,6-dioxopiperidin-3-yl)-4-[2-[2-(2-prop-2-ynoxyethoxy)ethoxy]ethoxy]isoindole-1,3-dione C₂₂H₂₄N₂O₈