Antibiotic K178

Modify Date: 2024-01-02 21:38:06

Antibiotic K178 structure	Common Name	Antibiotic K178
	CAS Number	28380-24-7	Molecular Weight	746.943
	Density	1.19g/cm3	Boiling Point	779.9ºC at 760mmHg
	Molecular Formula	C₄₀H₆₈O₁₁	Melting Point	245-255ºC
	MSDS	N/A	Flash Point	226.9ºC

Use of Antibiotic K178

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
Synonym	More Synonyms

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.

Density	1.19g/cm3
Boiling Point	779.9ºC at 760mmHg
Melting Point	245-255ºC
Molecular Formula	C₄₀H₆₈O₁₁
Molecular Weight	746.943
Flash Point	226.9ºC
Exact Mass	746.458130
PSA	145.20000
LogP	4.37090
Index of Refraction	1.543
Storage condition	2-8°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QT6825000

CHEMICAL NAME :: Nigericin

CAS REGISTRY NUMBER :: 28380-24-7

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C40-H68-O11

MOLECULAR WEIGHT :: 725.08

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 190 mg/kg

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

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2500 ug/kg

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

Hazard Codes	T: Toxic;
RIDADR	UN 3462 6
Packaging Group	III
Hazard Class	6.1(b)

Precursor 0
DownStream 1
CAS#:138285-65-1 1,30-Dddn

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