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ChemicalBook > Product Catalogue >Natural Products >Alkaloids >ENNIATIN B

ENNIATIN B

ENNIATIN B Structure
  • ₹22039.7
  • Product name: ENNIATIN B
  • CAS: 917-13-5
  • MF: C33H57N3O9
  • MW: 639.83
  • EINECS:
  • MDL Number:MFCD00236425
  • Synonyms:(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;N-Methylcyclo(L-Val-D-Hmb-N-methyl-L-Val-D-Hmb-N-methyl-L-Val-D-Hmb-);ENNIATIN B;Cyclo[(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-valyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-valyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-valyl]
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Brand

  • Sigma-Aldrich(India)

Package

  • 1MG
  • ManufacturerSigma-Aldrich(India)
  • Product numberE5411
  • Product descriptionEnniatin B from Gnomonia errabunda, ≥95% (HPLC)
  • Packaging1MG
  • Price₹22039.7
  • Updated2022-06-14
  • Buy
Manufacturer Product number Product description Packaging Price Updated Buy
Sigma-Aldrich(India) E5411 Enniatin B from Gnomonia errabunda, ≥95% (HPLC) 1MG ₹22039.7 2022-06-14 Buy

Properties

storage temp. :-20°C
solubility :DMSO: soluble10mg/mL
form :White to off-white crystalline solid.
Boiling point :827.0±65.0 °C(Predicted)
Density :1.036±0.06 g/cm3(Predicted)
Melting point :229 °C
pka :-1.08±0.70(Predicted)

Safety Information

Symbol(GHS): GHS hazard pictograms
Signal word: Danger
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
Precautionary statements:
P261 Avoid breathing dust/fume/gas/mist/vapours/spray.
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

Description

Enniatins are cyclichexadepsipeptides commonly isolated from fungi. Many act as ionophores, forming pores in cellular membranes to allow selective ion transport. Enniatin B is a relatively poor ionophore with some capacity to facilitate import of K+ and Na+ across membranes. It inhibits the pleiotropic drug resistance protein 5 (Pdr5p) in yeast. Through this mechanism enniatin B, at concentrations as low as 0.8 μM, augments the ability of cerulenin or cycloheximide to impair cell proliferation in cells overexpressing Pdr5p, an effect that is not observed in cells lacking Pdr5p. Like other enniatins, enniatin B inhibits acyl-CoA: cholesterol acyltransferase (IC50 = 113 μM), blocking cholesteryl ester formation. Enniatin B (1 μM) also increases caspase activity and induces apoptosis in H4IIE hepatoma cells and, when mixed with other enniatins, alters p53 signaling in human cancer cells.

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