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Enniatin B

SIGMA/E5411 - from Gnomonia errabunda, ≥95% (HPLC)

Synonym: N-Methylcyclo(L-Val-D-Hmb-N-methyl-L-Val-D-Hmb-N-methyl-L-Val-D-Hmb-);(3S,6R,9S,12R,15S,18R)-3,6,9,12,15,18-Hexaisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone

CAS Number: 917-13-5
Empirical Formula (Hill Notation): C33H57N3O9
Molecular Weight: 639.82
MDL Number: MFCD00236425
Linear Formula: C33H57N3O9
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-E5411-1MG 1 mg
 $226.00
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assay ≥95% (HPLC)
biological source Gnomonia errabunda
InChI 1S/C33H57N3O9/c1-16(2)22-31(40)43-26(20(9)10)29(38)35(14)24(18(5)6)33(42)45-27(21(11)12)30(39)36(15)23(17(3)4)32(41)44-25(19(7)8)28(37)34(22)13/h16-27H,1-15H3/t22-,23-,24-,25+,26+,27+/m0/s1
InChI key MIZMDSVSLSIMSC-VYLWARHZSA-N
Quality Level 200 
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(C)C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C
solubility DMSO: 10 mg/mL
  ethanol: 10 mg/mL
  methanol: 10 mg/mL
storage temp. −20°C
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 B and B1 inhibit the multi-drug resistance transporter Pdr5p from Saccharomyces cerevisiae, indicating their beneficial potential in cases of drug resistant patients.
Biochem/physiol Actions: Enniatins are cyclohexadepsipeptide mycotoxins that have phytotoxic, antibiotic, and insecticidal activities and function as ionophors.
Purity ≥95% (HPLC)
Storage Temp. −20°C
UNSPSC 12352200

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