Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C34H59N3O9 |
| Molecular Weight | 653.847 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[H][C@@]1([C@@H](C)CC)N(C)C(=O)[C@H](OC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](OC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](OC1=O)C(C)C)C(C)C)C(C)C
InChI
InChIKey=UQCSETXJXJTMKO-UMURLBKASA-N
InChI=1S/C34H59N3O9/c1-16-22(12)25-34(43)46-27(20(8)9)30(39)36(14)23(17(2)3)32(41)44-26(19(6)7)29(38)35(13)24(18(4)5)33(42)45-28(21(10)11)31(40)37(25)15/h17-28H,16H2,1-15H3/t22-,23-,24-,25-,26+,27+,28+/m0/s1
| Molecular Formula | C34H59N3O9 |
| Molecular Weight | 653.847 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 7 / 7 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Enniatin B1 is one of four major analogs of the enniatin complex. It has been shown to induce apoptosis in several cancer lines and to decrease the activation of the cell proliferation kinase, ERK (p44/p42). Enniatin B1 also inhibits the multi-drug resistance transporter Pdr5p from S. cerevisiae and has been used to examine drug resistance mechanisms.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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. | 2009 Apr |
|
| Enniatin A1, enniatin B1 and beauvericin on HepG2: Evaluation of toxic effects. | 2015 Oct |
|
| Comparative Oral Bioavailability, Toxicokinetics, and Biotransformation of Enniatin B1 and Enniatin B in Broiler Chickens. | 2016 Sep 28 |
Sample Use Guides
in chicken: Each animal received enniatin B1 (ENN B1) orally via an intracrop bolus and intravenously at a dose of 0.2 mg/kg body weight. ENN B1was poorly absorbed after oral administration, with absolute oral bioavailabilities of 0.05 for ENN B1.
Route of Administration:
Other
The intestinal toxicity of enniatin B1 (ENN) alone and mixed with the most toxic trichothecene T-2 toxin (T2) was characterized by using two biological models from pig, the most sensitive species: the intestinal cell line IPEC1 (in vitro exposure) and jejunal explants (ex vivo exposure). Dose-dependent decreases in cell proliferation in IPEC1 and in the histopathological scores of explants were observed for ENN at μM-levels with IC50 values for ENN of 15.8 μM in vitro.
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 18:14:45 GMT 2023
by
admin
on
Fri Dec 15 18:14:45 GMT 2023
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| Record UNII |
I1MZD05X9S
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| Record Status |
Validated (UNII)
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| Record Version |
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19914-20-6
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