Nigericin (free)
Molecular Formula
C40H68O11
M.W.
724.96
CAS number
28380-24-7
Source
Streptomyces hygroscopicus
Fermentek product Code
NIG-002
Brand/grade
For research
Appearance
White powder
Purity by HPLC
≥98% ; refer to CoA for more data
Purity By TLC
≥98% ; refer to CoA for more data
Melting point
180-190°C
Solubility test
Clear colorless solution at 10mg/ml of
Dichloromethane
or Methanol
or Ethyl acetate
or Water
Names and identifiers

Synonyms: 

Polyetherin A; Azalomycin M; Helexin C ; Antibiotic K178;  Antibiotic X-464

Chemical names:

IUPAC:

(2R)-2-[(2R,3S,6R)-6-[[(2S,4R,5R,6R,7R,9R)-2-[(2R,5S)-5-[(2R,3S,5R)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyloxan-2-yl]propanoic acid  

RTECS# QT6825000

EU number
686-881-8
Chemical name
Polyetherin A; Azalomycin M; Helexin C ; Antibiotic K178; Antibiotic X-464
Description

Nigericin is a polyether antibiotic which affects ion transport and ATPase activity in mitochondria.

Nigericin is produced by Streptomyces hygroscopicus. Nigericin, an ionophore and antibiotic, is supplied as a free acid. It is also available as a Na salt.sodium salt.

Nigericin is one of the compounds successfully tested as a feed additive, displaying a significant effect on milk production in cattle. In vitro, nigericin has broad biological activity against Gram positive bacteria, fungi, tumor cell lines and some viruses, including HIV.

InChl Key
DANUORFCFTYTSZ-SJSJOXFOSA-N
Isomeric SMILES
C[C@H]1CC[C@@H](O[C@H]1[C@@H](C)C(=O)O)C[C@@H]2C[C@H]([C@H]([C@@]3(O2)[C@@H](C[C@@](O3)(C)[C@H]4CC[C@@](O4)(C)[C@H]5[C@H](C[C@@H](O5)[C@@H]6[C@H](C[C@H]([C@@](O6)(CO)O)C)C)C)C)C)OC
Solubility ( literature )

DMSO, Ethanol, petrol ether. Not soluble in water

Storage, handling
Store in a freezer upon arrival, at -10°C to -25°C
Open carefully.
Use the original container to store the product.
Keep the lid tightly closed.
Retest time
3 Years
Applications

Disrupts the membrane potential and stimulates ATPase activity in mitochondria.

Disclaimer
For Research use only
Not for Human or Drug use
Not extracted from humans or animals
Refer to MSDS for further safety and handling instructions
Ingredient type
Fermentek product
Available since
Fermentek Product Category