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????A1

????A1
????A1 ??? ???
?? ??:
4530-21-6
???:
????A1
???(??):
????A1
???:
enniatin A1
???(??):
enniatin A1;2-(N-Methyl-L-valine)enniatin A;(3S,6R,9S,12R,15S,18R)-3,9-bis[(2S)-butan-2-yl]-4,10,16-trimethyl-6,12,15,18-tetra(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone;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]
CBNumber:
CB32079106
???:
C35H61N3O9
??? ??:
667.879
MOL ??:
4530-21-6.mol

????A1 ??

???
116-117 °C
?? ?
840.5±65.0 °C(Predicted)
??
1.027±0.06 g/cm3(Predicted)
?? ??
-20°C
???
DMSO: ???10mg/mL
??? ??
?? ?? ???? ??? ??.
?? ?? (pKa)
-1.44±0.70(Predicted)
???? ??
Gnomonia errabunda
InChIKey
OWUREPXBPJFMOK-UHFFFAOYSA-N
SMILES
O1C(C(C)C)C(N(C)C(C(C)CC)C(OC(C(C)C)C(N(C)C(C(C)CC)C(OC(C(C)C)C(N(C)C(C(C)C)C1=O)=O)=O)=O)=O)=O

??

??? ?? T
?? ???? ?? 23/24/25
????? 45
????(UN No.) 2811
WGK ?? 3
?? ?? 6.1(a)
???? I
???? ??? 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral

????A1 C??? ??, ??, ??

??

Enniatins are a family of depsipeptide ionophores, produced several Fusarium species. More recently, the effects of the ennitins on acyl-CoA cholesterol transferase, transporters and the selectivity of their antitumour action have received more focus. Enniatin A1 is one of four major analogues of the enniatin complex and has previously not been available for investigation.

??

ChEBI: An enniatin obtained from formal cyclocondensation of one N-[(2R)-2-hydroxy-3-methylbutanoyl]-N-methyl-L-valine and two N-[(2R)-2-hydroxy-3-methylbu anoyl]-N-methyl-L-isoleucine units.

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).

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