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Merck
CN

E5161

Enniatin A1

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)
Quality level:
200

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Product Name

Enniatin A1, from Gnomonia errabunda, ≥95% (HPLC)

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

biological source

Gnomonia errabunda

assay

≥95% (HPLC)

solubility

DMSO: 10 mg/mL, ethanol: 10 mg/mL, methanol: 10 mg/mL

storage temp.

−20°C

Quality Level

200

Related Categories

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000488203
0000488203
0000420476
0000420476
0000327296

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Terje Svingen et al.
Environmental toxicology, 32(5), 1658-1664 (2016-09-16)
Mycotoxins are fungi-born metabolites that can contaminate foods through mould-infected crops. They are a significant food/feed-safety issue across the globe and represent a substantial financial burden for the world economy. Moreover, with a changing climate and fungal biota, there is

Related Content

Data Sheet - E5161

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