novobiocin – Novobiocin

Name
WID novobiocin View in model
Name Novobiocin View in model
Traditional name {5-hydroxy-6-[(2-hydroxy-3-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzene]amido}-8-methyl-4-oxochromen-7-yl)oxy]-3-methoxy-2,2-dimethyloxan-4-yl} carbamate
IUPAC name {5-hydroxy-6-[(2-hydroxy-3-{[4-hydroxy-3-(3-methylbut-2-en-1-yl)benzene]amido}-8-methyl-4-oxo-4H-chromen-7-yl)oxy]-3-methoxy-2,2-dimethyloxan-4-yl} carbamate
Cross references ChEBI: 148697, PubChem: 7526, KEGG: C05080
 
Classification
Type antibiotic View in model
 
Structure
Empirical formula (pH 7.5) H36C31N2O11
SMILES (pH 7.5) CC1=C(C=CC2=C1OC(=C(C2=O)NC(=O)C3=CC(=C(C=C3)O)CC=C(C)C)O)OC4C(C(C(C(O4)(C)C)OC)OC(=O)N)O
Charge (pH 7.5) 0
Is hydrophobic False View in model
Molecular weight (Da) 612.62 View in model
van der Waals volume 
(pH 7.5; Å3 molecule‑1)		 539.26
ΔfG'o (pH 7.5, 25C, I = 0; kJ mol‑1) 1000.20
pI 1.68
logP 4.04
logD (pH 7.5) 3.73
 
Function
Reaction participant drug efflux (novobiocin) via sodium antiport
NA[e] + novobiocin[c] ⇒ NA[c] + novobiocin[e]		 View in model
 
Comments
Comments Inhibits topoisomerase II/DNA gyrase [PUB_0847].
References

  1. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Nucleic Acids Res 39, D1035-41 (2011). WholeCell: PUB_0847, PubMed: 21059682
 
Metadata
Created 2012-10-01 15:07:04
Last updated 2012-10-01 15:12:24