U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of ENNIATIN B1

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

HIDE SMILES / InChI

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

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed

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 Fri Dec 15 18:14:45 UTC 2023
Edited
by admin
on Fri Dec 15 18:14:45 UTC 2023
Record UNII
I1MZD05X9S
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ENNIATIN B1
Common Name English
CYCLO((2R)-2-HYDROXY-3-METHYLBUTANOYL-N-METHYL-L-ISOLEUCYL-(2R)-2-HYDROXY-3-METHYLBUTANOYL-N-METHYL-L-VALYL-(2R)-2-HYDROXY-3-METHYLBUTANOYL-N-METHYL-L-VALYL)
Common Name English
Code System Code Type Description
FDA UNII
I1MZD05X9S
Created by admin on Fri Dec 15 18:14:45 UTC 2023 , Edited by admin on Fri Dec 15 18:14:45 UTC 2023
PRIMARY
EPA CompTox
DTXSID70891861
Created by admin on Fri Dec 15 18:14:45 UTC 2023 , Edited by admin on Fri Dec 15 18:14:45 UTC 2023
PRIMARY
CAS
19914-20-6
Created by admin on Fri Dec 15 18:14:45 UTC 2023 , Edited by admin on Fri Dec 15 18:14:45 UTC 2023
PRIMARY
PUBCHEM
11262300
Created by admin on Fri Dec 15 18:14:45 UTC 2023 , Edited by admin on Fri Dec 15 18:14:45 UTC 2023
PRIMARY