E5411

Enniatin B

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

• Synonym(e): 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
• Empirische Formel (Hill-System): C₃₃H₅₇N₃O₉
• CAS-Nummer: 917-13-5
• Molekulargewicht: 639.82
• MDL number: MFCD00236425
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥95% (HPLC)

Eigenschaften

• Produktname: Enniatin B, 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(C)C)C)C(C)C)C(C)C)C)C(C)C)C(C)C)C
• 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

Beschreibung

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.

Enniatins are cyclohexadepsipeptide mycotoxins that have phytotoxic, antibiotic, and insecticidal activities and function as ionophors.

Sicherheitshinweise

• 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
• Lagerklasse: 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