28380-24-7

28380-24-7 structure

Name: Antibiotic K178
Chemical Name: nigericin
CAS Number: 28380-24-7
Molecular Formula: C₄₀H₆₈O₁₁
Molecular Weight: 746.943
Catalog: Signaling Pathways Apoptosis Apoptosis
Create Date: 2018-09-10 12:34:17
Modify Date: 2025-08-23 16:59:27
Nigericin is an antibiotic derived from Streptomyces hygroscopicus that act as a K+/H+ ionophore, promoting K+/H+ exchange across mitochondrial membranes[1].Nigericin can be a NLRP3 activator that induces the release of IL-1β as a NALP3-dependent manner[2]. Nigericin triggers eryptosis, an effect paralleled by ROS formation, and in part due to induction of oxidative stress. Nigericin triggers apoptosis[3].

Name	nigericin
Synonyms	Nigericin HELIXIN C 2H-Pyran-2-acetic acid, tetrahydro-6-[[(2S,4R,5R,9R,10R)-9-methoxy-2,4,10-trimethyl-2-[(2S,3'R)-octahydro-2,3'-dimethyl-5'-[(3S,5R,6R)-tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl][2,2'-bifuran]-5-yl]-1,6-dioxaspiro[4.5]dec-7-yl]methyl]-α,3-dimethyl-, sodium salt, (αS,3R)- (1:1) Sodium (2S)-2-[(3R)-6-{[(2S,4R,5R,9R,10R)-2-{(2S,3'R)-5'-[(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]propanoate ANTIBIOTIC K178 NIGERICIN NA AZALOMYCIN M 2H-Pyran-2-acetic acid, tetrahydro-6-[[(2S,4R,5R,9R,10R)-9-methoxy-2,4,10-trimethyl-2-[(2S,3'R)-octahydro-2,3'-dimethyl-5'-[(3S,5R,6R)-tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl ;][2,2'-bifuran]-5-yl]-1,6-dioxaspiro[4.5]dec-7-yl]methyl]-α,3-dimethyl-, sodium salt, (αS,3R)- (1:1) POLYETHERIN A Helix c x-464

Description	Nigericin is an antibiotic derived from Streptomyces hygroscopicus that act as a K+/H+ ionophore, promoting K+/H+ exchange across mitochondrial membranes[1].Nigericin can be a NLRP3 activator that induces the release of IL-1β as a NALP3-dependent manner[2]. Nigericin triggers eryptosis, an effect paralleled by ROS formation, and in part due to induction of oxidative stress. Nigericin triggers apoptosis[3].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer
Target	K+/H+ ionophore[1]
References	[1]. Zotova L, et al. Novel components of an active mitochondrial K(+)/H(+) exchange. J Biol Chem. 2010 May 7;285(19):14399-414. [2]. Mariathasan S, et al.Cryopyrin activates the inflammasome in response to toxins and ATP.Nature. 2006 Mar 9;440(7081):228-32. [3]. Bissinger R, et al. Triggering of Suicidal Erythrocyte Death by the Antibiotic Ionophore Nigericin. Basic Clin Pharmacol Toxicol. 2016 May;118(5):381-9.

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: 85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980- Volume(issue)/page/year: 5,477,1981

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: ANTCAO Antibiotics and Chemotherapy (Washington, DC). (Washington, DC) V.1-12, 1951-62. For publisher information, see CLMEA3. Volume(issue)/page/year: 1,594,1951

Precursor 0
DownStream 1
138285-65-1