Clorobiocin Explained

Verifiedfields:changed
Watchedfields:changed
Verifiedrevid:387418010
Iupac Name:(3S,4R,5R,6S)-6-[(8-chloro-4-hydroxy-3-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzene]amido}-2-oxo-2H-chromen-7-yl)oxy]-5-hydroxy-3-methoxy-2,2-dimethyloxan-4-yl 5-methylpyrrole-2-carboxylate [1]
Cas Number:39868-96-7
Atc Prefix:none
Pubchem:73622
Chembl:303984
Chemspiderid:66286
Stdinchi:1S/C35H37ClN2O11/c1-16(2)7-9-18-15-19(10-13-22(18)39)31(42)38-25-26(40)20-11-14-23(24(36)28(20)47-33(25)44)46-34-27(41)29(30(45-6)35(4,5)49-34)48-32(43)21-12-8-17(3)37-21/h7-8,10-15,27,29-30,34,37,39,41,44H,9H2,1-6H3,(H,38,42)/t27-,29+,30-,34-/m1/s1
Stdinchikey:NOLDNICYUPLDOY-LFLQOBSNSA-N
C:35
H:37
Cl:1
N:2
O:11
Smiles:CC1=CC=C(N1)C(=O)O[C@H]2[C@H]([C@@H](OC([C@@H]2OC)(C)C)OC3=C(C4=C(C=C3)C(=O)C(=C(O4)O)NC(=O)C5=CC(=C(C=C5)O)CC=C(C)C)Cl)O
Synonyms:Chlorobiocin

Clorobiocin is an aminocoumarin antibacterial that inhibits the enzyme DNA gyrase.[2] [3]

Notes and References

  1. http://www.drugbank.ca/drugs/DB03966
  2. Pojer F, Wemakor E, Kammerer B, Chen H, Walsh CT, Li SM, Heide L . CloQ, a prenyltransferase involved in clorobiocin biosynthesis . Proceedings of the National Academy of Sciences of the United States of America . 100 . 5 . 2316–21 . March 2003 . 12618544 . 151338 . 10.1073/pnas.0337708100 . 2003PNAS..100.2316P . free .
  3. Heide L . Genetic engineering of antibiotic biosynthesis for the generation of new aminocoumarins . Biotechnology Advances . 27 . 6 . 1006–1014 . 2009 . 19463934 . 10.1016/j.biotechadv.2009.05.017 .