Declovanillobiocin

Class: Aminocoumarin

Spectrum of activity:	Gram-positive
Details of activity:	Inhibits bacterial DNA gyrase via binding to the ATP-binding site of the GyrB subunit of the enzyme. Less active than clorobiocin
Propensity to select resistant mutants:	Yes
Description:	Streptomyces natural product; clorobiocin analog
Year first mentioned:	2004
Development status:	Experimental

Chemical structure(s):
Canonical SMILES:	CC1=CC=C(C(=O)OC2C(C(OC3=CC4=C(C=C3)C(=C(C(=O)O4)NC(=O)C5=CC=C(C(=C5)OC)O)O)OC(C)(C)C2OC)O)N1
Isomeric SMILES:	CC1=CC=C(N1)C(=O)OC2C(C(OC(C2OC)(C)C)OC3=CC4=C(C=C3)C(=C(C(=O)O4)NC(=O)C5=CC(=C(C=C5)O)OC)O)O
InChI:	InChI=1S/C31H32N2O12/c1-14-6-10-18(32-14)28(38)44-25-24(36)30(45-31(2,3)26(25)41-5)42-16-8-9-17-20(13-16)43-29(39)22(23(17)35)33-27(37)15-7-11-19(34)21(12-15)40-4/h6-13,24-26,30,32,34-36H,1-5H3,(H,33,37)
InChI Key:	JURYCYSCKRZQLD-UHFFFAOYSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/76173558

External links:
Guide to Pharmacology:	declovanillobiocin
Main Source:	https://www.jstage.jst.go.jp/article/antibiotics1968/57/3/57_3_205/_article