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.

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

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