15-Acetyl Deoxynivalenol - ≥98% , CAS No.88337-96-6

CAS: 88337-96-6 Cat. No.: A137556 Molecular Weight: 338.35 EC Number: 621-572-3 PubChem CID: 10382483

GRADE & PURITY ≥98%

Synonyms

VOMITOXIN 15-ACETATE | Deoxynivalenol 15-Acetate | 15-Acetyl-deoxynivalenol 100 microg/mL in Acetonitrile | 15-acetyl-DON | 15-O-Acetyl-4-deoxynivalenol from Fusarium graminearum | 3.ALPHA.,7.ALPHA.)-15-(ACETYLOXY)-12,13-EPOXY-3,7-DIHYDROXYTRICHOTHEC-9-EN

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

15-Acetyl-Deoxynivalenol is a a type B trichothecene mycotoxin.
A type B trichothecene mycotoxin.

Specifications

Synonyms

VOMITOXIN 15-ACETATE | Deoxynivalenol 15-Acetate | 15-Acetyl-deoxynivalenol 100 microg/mL in Acetonitrile | 15-acetyl-DON | 15-O-Acetyl-4-deoxynivalenol from Fusarium graminearum | 3.ALPHA., 7.ALPHA.)-15-(ACETYLOXY)-12, 13-EPOXY-3, 7-DIHYDROXYTRICHOTHEC-9-EN

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Type B trichothecene mycotoxin. Deoxynivalenol and 3-Acetyldeoxynivalenol analog. Protein synthesis inhibitor. Binds to rRNA. Induces TNF-α, IL-1β, IL-6, CXCL-2, CCL-2 and CCL-7 mRNA expression. Shows emetic effects in vivo. Oral

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Toxic, refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504765433
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504765433
• Canonical Smiles: CC1=CC2C(C(C1=O)O)(C3(CC(C(C34CO4)O2)O)C)COC(=O)C
• IUPAC Name: [(1R,2R,3S,7R,9R,10R,12S)-3,10-dihydroxy-1,5-dimethyl-4-oxospiro[8-oxatricyclo[7.2.1.02,7]dodec-5-ene-12,2'-oxirane]-2-yl]methyl acetate
• InChIKey: IDGRYIRJIFKTAN-HTJQZXIKSA-N
• INCHI: 1S/C17H22O7/c1-8-4-11-16(6-22-9(2)18,13(21)12(8)20)15(3)5-10(19)14(24-11)17(15)7-23-17/h4,10-11,13-14,19,21H,5-7H2,1-3H3/t10-,11-,13-,14-,15-,16-,17+/m1/s1
• 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
• WGK Germany: 3
• RTECS: YD0155000
• PubChem CID: 10382483
• Molecular Weight: 338.35

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Sesquiterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Sesquiterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Trichothecenes
• Alternative Parents: Oxepanes Cyclohexenones Oxanes Secondary alcohols Cyclic alcohols and derivatives Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Epoxides Dialkyl ethers Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Trichothecene skeleton - Cyclohexenone - Oxepane - Oxane - Cyclic alcohol - Carboxylic acid ester - Ketone - Secondary alcohol - Cyclic ketone - Monocarboxylic acid or derivatives - Ether - Oxirane - Dialkyl ether - Oxacycle - Carboxylic acid derivative - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic oxygen compound - Alcohol - Carbonyl group - Aliphatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Arabidopsis thaliana (307 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol, ACN and EtOAC
• Sensitivity: Light sensitive，Moisture sensitive
• Melt Point(°C): 130°C-145°C
• Molecular Weight: 338.400 g/mol
• XLogP3: -0.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 338.137 Da
• Monoisotopic Mass: 338.137 Da
• Topological Polar Surface Area: 106.000 Ų
• Heavy Atom Count: 24
• Formal Charge: 0
• Complexity: 657.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1