Nigericin (free)

Molecular Formula

C40H68O11

M.W.

724.96

CAS number

28380-24-7

Details

Source

Streptomyces hygroscopicus

Fermentek product Code

NIG-002

Brand/grade

For research

Specifications

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

Chemical identification

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

Further Information

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.

Applications

Disrupts the membrane potential and stimulates ATPase activity in mitochondria.

Disclaimer

For Research use only