Enniatin B

Names

[ CAS No. ]:
917-13-5

[ Name ]:
Enniatin B

[Synonym ]:
enniatin b
1,7,13-Trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone, 4,10,16-trimethyl-3,6,9,12,15,18-hexakis(1-methylethyl)-, (3S,6R,9S,12R,15S,18R)-
(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

Biological Activity

[Description]:

Enniatin B is a Fusarium mycotoxin. Enniatin B inhibits acyl-CoA: cholesterol acyltransferase (ACAT) activity with an IC50 of 113 μM in an enzyme assay using rat liver microsomes[1]. Enniatins B decreases the activation of ERK (p44/p42)[2].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Cardiovascular Disease

Research Areas >> Infection

Signaling Pathways >> MAPK/ERK Pathway >> ERK

Signaling Pathways >> Metabolic Enzyme/Protease >> Acyltransferase

Signaling Pathways >> Stem Cell/Wnt >> ERK

[Target]

ACAT

ERK

[References]

[1]. Tomoda H, et al. Inhibition of acyl-CoA: cholesterol acyltransferase activity by cyclodepsipeptide antibiotics. J Antibiot (Tokyo). 1992 Oct;45(10):1626-32.

[2]. Wätjen W, et al. Enniatins A1, B and B1 from an endophytic strain of Fusarium tricinctum induce apoptotic cell death in H4IIE hepatoma cells accompanied by inhibition of ERK phosphorylation. Mol Nutr Food Res. 2009 Apr;53(4):431-40.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
827.0±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₃₃H₅₇N₃O₉

[ Molecular Weight ]:
639.820

[ Flash Point ]:
454.0±34.3 °C

[ Exact Mass ]:
639.409485

[ PSA ]:
139.83000

[ LogP ]:
3.05

[ Vapour Pressure ]:
0.0±3.0 mmHg at 25°C

[ Index of Refraction ]:
1.460

[ Storage condition ]:
?20°C

[ Water Solubility ]:
DMSO: soluble10mg/mL

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301-H311-H331

[ Precautionary Statements ]:
P261-P280-P301 + P310-P311

[ Hazard Codes ]:
T

[ Risk Phrases ]:
23/24/25

[ Safety Phrases ]:
45

[ RIDADR ]:
UN 2811

[ Packaging Group ]:
I

[ Hazard Class ]:
6.1(a)

Articles

An investigation of the endocrine disrupting potential of enniatin B using in vitro bioassays.

Toxicol. Lett. , doi:10.1016/j.toxlet.2015.01.014, (2015)

Evidence that some of the fungal metabolites present in food and feed may act as potential endocrine disruptors is increasing. Enniatin B (ENN B) is among the emerging Fusarium mycotoxins known to con...

Related Compounds

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