3-Acetyldeoxynivalenol

Base Information

• Chemical Name: 3-Acetyldeoxynivalenol
• CAS No.: 50722-38-8
• Deprecated CAS: 115825-62-2
• Molecular Formula: C17H22 O7
• Molecular Weight: 338.357
• Hs Code.: 29329990
• European Community (EC) Number: 621-771-5
• UNII: 838JJ2425Y
• DSSTox Substance ID: DTXSID60891850
• Nikkaji Number: J275.534C
• Wikidata: Q27269413
• ChEMBL ID: CHEMBL468652
• Mol file: 50722-38-8.mol

Synonyms:3-acetyldeoxynivalenol;3-ADON;acetylDON

Chemical Property of 3-Acetyldeoxynivalenol

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 6.23E-13mmHg at 25°C
• Melting Point: 185.75°C
• Refractive Index: 1.4790 (estimate)
• Boiling Point: 518.8 ºC
• PKA: 11.84±0.70(Predicted)
• Flash Point: 189.3 ºC
• PSA: 96.36000
• Density: 1.42g/cm³
• LogP: 0.00660
• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 338.13655304
• Heavy Atom Count: 24
• Complexity: 657

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Acetyldeoxynivalenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): TFXn
• Hazard Codes: T,Xn,F
• Statements: 23/24/25-36-20/21/22-11
• Safety Statements: 36/37-45-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2C(C(C1=O)O)(C3(CC(C(C34CO4)O2)OC(=O)C)C)CO
• Isomeric SMILES: CC1=C[C@@H]2[C@]([C@@H](C1=O)O)([C@]3(C[C@H]([C@H]([C@@]34CO4)O2)OC(=O)C)C)CO
• Uses: 3-Acetyldeoxynivalenol is a trichothecene mycotoxin that is produced in a plant-pathogenic fungus, Fusarium graminearum Schwabe. 3-Acetyldeoxynivalenol solution may be used as an analytical reference standard for the quantification of the analyte in bovine milk using liquid chromatography coupled to tandem mass spectrometry (LC-MS/MS).

Technology Process of 3-Acetyldeoxynivalenol

There total 8 articles about 3-Acetyldeoxynivalenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

acetic anhydride (108-24-7) + vomitoxin hydrate (51481-10-8,50722-37-7,115825-61-1) → C17H22O7 (88337-96-6) + 3α-acetoxy-7α,15-dihydroxy-12,13-epoxytrichothec-9-en-8-one (50722-38-8,115825-62-2)

Guidance literature:

With pyridine; In dichloromethane; for 42h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00251a040

Reference yield:

acetic anhydride (108-24-7) + vomitoxin hydrate (51481-10-8,50722-37-7,115825-61-1) → C17H22O7 (88337-96-6) + C19H24O8 (56676-60-9) + 3α-acetoxy-7α,15-dihydroxy-12,13-epoxytrichothec-9-en-8-one (50722-38-8,115825-62-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 5h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/jo00251a040

Reference yield:

trichodiene (28624-60-4) → 3-acetoxy-7,15-dihydroxy-12,13-epoxytrichothec-9-en-8-one (50722-38-8,115825-62-2) + (+)-12,13-epoxytrichothec-9-ene (37133-74-7) + isotrichodiol (130369-84-5) + 7,8-dihydroxycalonectrin (95673-99-7,99530-56-0)

Guidance literature:

With acetone; In water; for 6h; Further byproducts given; Fusarium culmorum CMI 14764;

DOI:10.1039/c39900001184

upstream raw materials:

trichodiene

acetone

acetic anhydride

vomitoxin hydrate

Downstream raw materials:

vomitoxin hydrate

Deoxynivalenol triacetate

deoxynivalenol-15-O-β-D-glucopyranoside

C₁₉H₂₄O₈