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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H30O11
Molecular Weight 458.4563
Optical Activity UNSPECIFIED
Defined Stereocenters 12 / 12
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEOXYNIVALENOL 3-GLUCOSIDE

SMILES

[H][C@@]12O[C@]3([H])C=C(C)C(=O)[C@@H](O)[C@]3(CO)[C@@](C)(C[C@H]1O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@]25CO5

InChI

InChIKey=PUMXWMGECQIOGB-SMSDQXDJSA-N
InChI=1S/C21H30O11/c1-8-3-11-20(6-23,16(28)12(8)24)19(2)4-9(17(32-11)21(19)7-29-21)30-18-15(27)14(26)13(25)10(5-22)31-18/h3,9-11,13-18,22-23,25-28H,4-7H2,1-2H3/t9-,10-,11-,13-,14+,15-,16-,17-,18-,19-,20-,21+/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H30O11
Molecular Weight 458.4563
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 12 / 12
E/Z Centers 0
Optical Activity UNSPECIFIED

Deoxynivalenol-3-glucoside (DON-3-glucoside) is a deoxynivalenol (DON) plant conjugate that is widely found in cereal products. D3G was also was detected when Trichoderma was confronted with F. graminearum. D3G is not toxic by itself but may pose a risk of gut health through its reconversion into its parent mycotoxin DON.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Detoxification of Deoxynivalenol via Glycosylation Represents Novel Insights on Antagonistic Activities of Trichoderma when Confronted with Fusarium graminearum.
2016 Nov 15
Fate of deoxynivalenol and deoxynivalenol-3-glucoside during cereal-based thermal food processing: a review study.
2017 Feb

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
The toxicity of deoxynivalenol-3-β-D-glucoside (D3G) and DON (0-10 µM) was studied in vitro, on the human intestinal Caco-2 cell line. First, an in silico analysis revealed that D3G, contrary to DON, was unable to bind to the A-site of the ribosome peptidyl transferase center, the main targets for DON toxicity. Accordingly, D3G did not activate JNK and P38 MAPKs in treated Caco-2 cells and did not alter viability and barrier function on cells, as measured by the trans-epithelial electrical resistance.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:03:43 GMT 2023
Edited
by admin
on Sat Dec 16 09:03:43 GMT 2023
Record UNII
HKI01R84M9
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEOXYNIVALENOL 3-GLUCOSIDE
Common Name English
VOMITOXIN 3-GLUCOSIDE
Common Name English
TRICHOTHEC-9-EN-8-ONE, 12,13-EPOXY-3-(.BETA.-D-GLUCOPYRANOSYLOXY)-7,15-DIHYDROXY-, (3.ALPHA.,7.ALPHA.)-
Systematic Name English
Code System Code Type Description
CAS
131180-21-7
Created by admin on Sat Dec 16 09:03:43 GMT 2023 , Edited by admin on Sat Dec 16 09:03:43 GMT 2023
PRIMARY
FDA UNII
HKI01R84M9
Created by admin on Sat Dec 16 09:03:43 GMT 2023 , Edited by admin on Sat Dec 16 09:03:43 GMT 2023
PRIMARY
PUBCHEM
71312510
Created by admin on Sat Dec 16 09:03:43 GMT 2023 , Edited by admin on Sat Dec 16 09:03:43 GMT 2023
PRIMARY
EPA CompTox
DTXSID10891865
Created by admin on Sat Dec 16 09:03:43 GMT 2023 , Edited by admin on Sat Dec 16 09:03:43 GMT 2023
PRIMARY