nigericin (CHEBI:7569)

CHEBI:7569 - nigericin

ChEBI ID	CHEBI:7569
ChEBI Name	nigericin
Stars
Definition	A polyether antibiotic which affects ion transport and ATPase activity in mitochondria. It is produced by Streptomyces hygroscopicus.
Secondary ChEBI ID	CHEBI:530451
Last Modified	15 October 2015
Downloads	Molfile

Formula	C40H68O11
Net Charge	0
Average Mass	724.973
Monoisotopic Mass	724.47616
SMILES	[H][C@]1(C[C@@H]2C[C@@H](OC)[C@@H](C)[C@]3(O2)O[C@](C)([C@@]2([H])CC[C@@](C)([C@]4([H])O[C@@]([H])([C@@]5([H])O[C@@](O)(CO)[C@H](C)C[C@@H]5C)C[C@@H]4C)O2)C[C@H]3C)CC[C@H](C)[C@]([H])([C@@H](C)C(=O)O)O1
InChI	InChI=1S/C40H68O11/c1-21-11-12-28(46-33(21)26(6)36(42)43)17-29-18-30(45-10)27(7)40(48-29)25(5)19-38(9,51-40)32-13-14-37(8,49-32)35-23(3)16-31(47-35)34-22(2)15-24(4)39(44,20-41)50-34/h21-35,41,44H,11-20H2,1-10H3,(H,42,43)/t21-,22-,23-,24+,25+,26+,27+,28+,29+,30+,31+,32+,33+,34-,35+,37-,38-,39-,40+/m0/s1
InChIKey	DANUORFCFTYTSZ-SJSJOXFOSA-N

Wikipedia

Roles Classification

bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria.

antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.

potassium ionophore Any ionophore capable of transportation of potassium ions across membranes.

antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

ChEBI Ontology

Outgoing Relation(s)
	nigericin (CHEBI:7569) has role antibacterial agent (CHEBI:33282)
	nigericin (CHEBI:7569) has role antimicrobial agent (CHEBI:33281)
	nigericin (CHEBI:7569) has role bacterial metabolite (CHEBI:76969)
	nigericin (CHEBI:7569) has role potassium ionophore (CHEBI:88227)
	nigericin (CHEBI:7569) is a polycyclic ether (CHEBI:36468)

IUPAC Name
(2R)-2-[(2R,3S,6R)-6-{[(2S,4R,5R,7R,9R,10R)-2-{(2S,2'R,3'S,5R,5'R)-5'-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyltetrahydro-2H-pyran-2-yl]-2,3'-dimethyloctahydro-2,2'-bifuran-5-yl}-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]dec-7-yl]methyl}-3-methyltetrahydro-2H-pyran-2-yl]propanoic acid

Citations