Key Documents

Enniatin A1

Name: Enniatin A1
Brand: SIGMA

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

Synonym(s):

2-(N-Methyl-L-valine) Enniatin A, 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-valyl]

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About This Item

Empirical Formula (Hill Notation):

C₃₅H₆₁N₃O₉

CAS Number:

4530-21-6

Molecular Weight:

667.87

MDL number:

MFCD14635385

UNSPSC Code:

12352200

NACRES:

NA.77

Assay:

≥95% (HPLC)

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Properties

Product Name

Enniatin A1, 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(C)C)C)C(C)C)[C@H](CC)C)C

InChI

1S/C35H61N3O9/c1-16-22(11)25-34(43)46-27(19(5)6)30(39)36(13)24(18(3)4)33(42)45-28(20(7)8)31(40)37(14)26(23(12)17-2)35(44)47-29(21(9)10)32(41)38(25)15/h18-29H,16-17H2,1-15H3/t22-,23-,24-,25-,26-,27+,28+,29+/m0/s1

InChI key

OWUREPXBPJFMOK-CIRFPNLUSA-N

Description

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.

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This Item	E9661	E5286	C0619
Sigma-Aldrich E5161 Enniatin A1	Sigma-Aldrich E9661 Enniatin A	Sigma-Aldrich E5286 Enniatin B1	Sigma-Aldrich C0619 III-31-C
assay ≥95% (HPLC)	assay ≥95% (HPLC)	assay ≥95% (HPLC)	assay ≥98% (HPLC)
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 100
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
solubility DMSO: 10 mg/mL, methanol: 10 mg/mL	solubility DMSO: 10 mg/mL, ethanol: 10 mg/mL, methanol: 10 mg/mL	solubility DMSO: 10 mg/mL, ethanol: 10 mg/mL, methanol: 10 mg/mL	solubility DMSO: ≥9 mg/mL
biological source Gnomonia errabunda	biological source Gnomonia errabunda	biological source Gnomonia errabunda	biological source -

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

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