ChemicalBook--->CAS DataBase List--->4530-21-6

4530-21-6

4530-21-6 Structure

4530-21-6 Structure
IdentificationBack Directory
[Name]

enniatin A1
[CAS]

4530-21-6
[Synonyms]

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]
[Molecular Formula]

C35H61N3O9
[MDL Number]

MFCD14635385
[MOL File]

4530-21-6.mol
[Molecular Weight]

667.87
Chemical PropertiesBack Directory
[Melting point ]

116-117 °C
[Boiling point ]

840.5±65.0 °C(Predicted)
[density ]

1.027±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

DMSO: soluble10mg/mL
[form ]

White to off-white crystalline solid.
[pka]

-1.44±0.70(Predicted)
[biological source]

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
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

23/24/25
[Safety Statements ]

45
[RIDADR ]

2811
[WGK Germany ]

3
[HazardClass ]

6.1(a)
[PackingGroup ]

I
Hazard InformationBack Directory
[Uses]

Enniatins are a family of depsipeptide ionophores produced by several Fusarium species. Recently, the effects of the enniatins on acyl-CoA cholesterol transferase, transporters and the selectivity of their antitumor action have received more focus. Enniatin A1 is one of four major analogues of the enniatin complex .
[Uses]

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.
[Definition]

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).
[IC 50]

ERK
[storage]

Store at -20°C
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