E9661

Enniatin A

From Gnomonia errabunda, ≥95% (HPLC), Ionophore

• Synonym(s): Cyclo[(2R)- 2-hydroxy-3-methylbutanoyl-N-methyl-L-isoleucyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-isoleucyl-(2R)-2-hydroxy-3-methylbutanoyl- N-methyl-L- isoleucyl]
• Empirical Formula (Hill Notation): C₃₆H₆₃N₃O₉
• CAS Number: 2503-13-1
• Molecular Weight: 681.90
• MDL number: MFCD19442801
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥95% (HPLC)

Properties

• Product Name: Enniatin A, from Gnomonia errabunda, ≥95% (HPLC)
• biological source: Gnomonia errabunda
• Quality Segment: 200
• assay: ≥95% (HPLC)
• solubility: DMSO: 10 mg/mL, ethanol: 10 mg/mL, methanol: 10 mg/mL
• storage temp.: −20°C
• SMILES string: N1([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C(=O)N([C@H](C(=O)O[C@@H](C1=O)C(C)C)[C@H](CC)C)C)C(C)C)[C@H](CC)C)C)C(C)C)[C@H](CC)C)C
• InChI: 1S/C36H63N3O9/c1-16-22(10)25-34(43)46-29(20(6)7)32(41)38(14)27(24(12)18-3)36(45)48-30(21(8)9)33(42)39(15)26(23(11)17-2)35(44)47-28(19(4)5)31(40)37(25)13/h19-30H,16-18H2,1-15H3/t22-,23-,24-,25-,26-,27-,28+,29+,30+/m0/s1
• InChI key: TWHBYJSVDCWICV-BHZTXFQCSA-N

Description

Application

Enniatin A may be used as a mycotoxin reference standard in ultra-performance liquid chromatography-tandem mass spectrometer (UPLC-MS/MS) and liquid chromatography with tandem mass spectrometry (LC-MS-MS)

Biochem/physiol Actions

Enniatins are a group of cyclohexadepsipeptide mycotoxins produced by Gnomonia errabuda and several Fusaria species, with phytotoxic, antibiotic, and insecticidal activities. Enniatins function as ionophors by their incorporation into the cellular membrane to form dimeric structures that transport monovalent ions across the membrane (especially the mitochondrial membranes) affecting oxidative phosphorylation uncoupling. It has been demonstrated that enniatins have a cytotoxic effect on human cancer cells. Furthermore, incubation of H4IIE hepatoma cells with enniatins strongly diminished phosphorylation of the ERK (p44/p42).

Enniatins are cyclohexadepsipeptide mycotoxins that have phytotoxic, antibiotic, and insecticidal activities and function as ionophors.

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301 + H311 + H331
• pcodes: P261 - P264 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable