15-Acetyldeoxynivalenol

Base Information

• Chemical Name: 15-Acetyldeoxynivalenol
• CAS No.: 88337-96-6
• Molecular Formula: C17H22 O7
• Molecular Weight: 338.357
• Hs Code.: 29329990
• European Community (EC) Number: 621-572-3
• UNII: 0430X4R3Z1
• DSSTox Substance ID: DTXSID20891851
• Nikkaji Number: J275.533E
• Wikidata: Q26840875
• ChEMBL ID: CHEMBL468823
• Mol file: 88337-96-6.mol

Synonyms:15-acetyldeoxynivalenol;15-ADON;15-monoacetyldeoxynivalenol;15ADON

Chemical Property of 15-Acetyldeoxynivalenol

Chemical Property:

• Vapor Pressure: 6.23E-13mmHg at 25°C
• Boiling Point: 518.8°C at 760 mmHg
• PKA: 11.83±0.70(Predicted)
• Flash Point: 2 °C
• PSA: 105.59000
• Density: 1.42g/cm³
• LogP: -0.26690
• Storage Temp.: 2-8°C
• XLogP3: -0.7
• 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:

99% ^*data from raw suppliers

15-AcetylDeoxynivalenol(~90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn,F
• 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)O)C)COC(=O)C
• Isomeric SMILES: CC1=C[C@@H]2[C@]([C@@H](C1=O)O)([C@]3(C[C@H]([C@H]([C@@]34CO4)O2)O)C)COC(=O)C
• Uses: A mycotoxin produced by the fungi Fusarium culmorum and Fusarium graminearum, inhibits protein synthesis.

Technology Process of 15-Acetyldeoxynivalenol

There total 8 articles about 15-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: 81.0%

C22H30O8 (115032-23-0) → C17H22O7 (88337-96-6)

Guidance literature:

With hydrogenchloride; In methanol; for 1.5h; Ambient temperature;

DOI:10.1021/jo00251a040

Reference yield: 47.0%

acetic anhydride (108-24-7) + vomitoxin (51481-10-8,50722-37-7,115825-61-1) → 15-acetoxy-3,7-dihydroxy-12,13-epoxytrichothec-9-en-8-one (88337-96-6) + 3,15-diacetyldeoxynivalenol (56676-60-9,99604-10-1)

Guidance literature:

With pyridine; dmap; In dichloromethane; for 18h; Inert atmosphere;

DOI:10.1016/j.tet.2014.05.064

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

upstream raw materials:

acetic anhydride

vomitoxin hydrate

acetic acid

C₂₂H₃₀O₈

Downstream raw materials:

vomitoxin

Refernces

• 1、 Fruhmann, Philipp,Skrinjar, Philipp,Weber, Julia,Mikula, Hannes,Warth, Benedikt,Sulyok, Michael,Krska, Rudolf,Adam, Gerhard,Rosenberg, Erwin,Hametner, Christian,Fr?hlich, Johannes. "Sulfation of deoxynivalenol, its acetylated derivatives, and T2-toxin". . p. 5260 - 5266. Retrieved 2014/12/10.
• 2、 Grove, John Frederick,McAlees, Alan J.,Taylor, Alan. "Preparation of 10-g Quantities of 15-O-Acetyl-4-deoxynivalenol". . p. 3860 - 3862. Retrieved 2007/10/02.