CAS 50722-38-8|3α-乙酰氧基-7α,15-二羟基-12,13-环氧单端孢霉-9-烯-8-酮|(1'R,2S,2'R,3'S,7'R,9'R,10'R)-3'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0<su...

General Information

Structure

Molecular Formula

C₁₇H₂₂O₇

Molecular Mass

338.35238

Exact Mass

338.13655304

Charge

0

InChI

InChI=1S/C17H22O7/c1-8-4-11-16(6-18,13(21)12(8)20)15(3)5-10(23-9(2)19)14(24-11)17(15)7-22-17/h4,10-11,13-14,18,21H,5-7H2,1-3H3/t10-,11-,13-,14-,15-,16-,17+/m1/s1

InChIKey

ADFIQZBYNGPCGY-HTJQZXIKSA-N

Canonic Smiles

OC[C@@]12[C@@H](C=C(C(=O)[C@H]1O)C)O[C@H]1[C@]3([C@]2(C)C[C@H]1OC(=O)C)CO3

Isomeric Smiles

CC1=C[C@@H]2[C@]([C@@H](C1=O)O)([C@]1(C[C@H]([C@H]([C@]31CO3)O2)OC(=O)C)C)CO

Calculated Properties

JChem

LogD (pH = 7.4)

-0.53

LogD (pH = 5.5)

-0.53

Log P

-0.53

Rotatable Bonds

3

H Donor

2

H Acceptors

6

Lipinski's Rule of Five

true

Acid pKa

12.77

Polar Surface Area

105.59

Polarizability

33.51

Molar Refractivity

80.77

LOG S

-1.71

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

Synonyms

3α-乙酰氧基-7α,15-二羟基-12,13-环氧单端孢霉-9-烯-8-酮3α-乙酰呕吐毒素3-Acetyldeoxynivalenol3α-Acetoxy-7α,15-dihydroxy-12,13-epoxytrichothec-9-en-8-one3α-Acetylvomitoxin3-AcDON3-Acetyldeoxynivalenol solution3-ADON3-乙酰脱氧雪腐镰刀菌烯醇溶液3-acetyl don3-(acetyloxy)-12,13-epoxy-7alpha,15alpha-dihydroxytrichothec-9-en-8-one(3alpha,7alpha)-3-(acetyloxy)-12,13-epoxy-7,15-dihydroxytrichothec-9-en-8-one3-acetyl-DON15-ADON3-acetyldeoxynivalenol3-acetyl-deoxynivalenol

IUPAC Traditional name

(1'R,2S,2'R,3'S,7'R,9'R,10'R)-3'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-10'-yl acetate (1'R,2S,2'R,3'S,7'R,9'R,10'R)-3'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0^{2,7}]dodecan]-5'-en-10'-yl acetate

IUPAC name

(1'R,2S,2'R,3'S,7'R,9'R,10'R)-3'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-10'-yl acetate (1'R,2S,2'R,3'S,7'R,9'R,10'R)-3'-hydroxy-2'-(hydroxymethyl)-1',5'-dimethyl-4'-oxo-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-10'-yl acetate

Names and Identifiers

Registration numbers

PubChem SID

248910622486092716222743985345807

MDL Number

CAS Number

EC Number

PubChem CID

PubMed Citation Links

22997060257722592201665126343882243854172379267130806951146209072991448623470877314428981652115827131905224658353245435723605932223679431151066426274975212049352302548627483321

HMDB Database

Agricola Citation

MetaCyc Database

CompTox Database

CHEBI ID

CHEMBL

FooDB Database

Registration numbers

Properties

Product Information

Biological Source

from Fusarium roseum

Concentration

100 μg/mL in acetonitrile

Grade

analytical standard, for environmental analysis

Empirical Formula (Hill Notation)

C17H22O7

Physical Property

Flash Point

35.6 °F

2 °C

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

A6166

Application
3-Acetyldeoxynivalenol has been used in a study to compare the ability of two fungi to improve wheat growth, decrease root colonization of Fusarium, and withstand mycotoxins. 3-Acetyldeoxynivalenol has also been used to induce and study anorexia in mice.

34132

General description
Certan Vial

ChEBI

CHEBI:146195

A trichothecene mycotoxin that is deoxynivalenol acetylated on the oxygen at C-3. A skin and eye irritant, along with its 15-acetyl regioisomer and its parent deoxynivalenol it is considered among the most commonly and widely distributed cereal contaminants.

Molecule Details

References

PubChem Literature

No Data Available

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References

Bioactivity

PubChem BioAssay

Bioactivity

Molecule

ID:133162