Diacetoxyscirpenol (DAS), also called anguidine, is a mycotoxin from the group of type A trichothecenes. It is a secondary metabolite product of fungi of the genus Fusarium and may cause toxicosis in farm animals.[1] The US Health and Human Services agency considers it a select agent for research purposes.[2]

Diacetoxyscirpenol
Names
IUPAC name
3α-Hydroxy-12α,13-epoxy-trichothec-9-ene-4β,15-diyl diacetate
Systematic IUPAC name
(2R,2′R,3R,4S,5S,5aR,9aR)-5a-[(Acetyloxy)methyl]-3-hydroxy-5,8-dimethyl-2,3,4,5,5a,6,7,9a-octahydrospiro[[2,5]methano[1]benzoxepine-10,2′-oxiran]-4-yl acetate
Other names
anguidine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.017.159 Edit this at Wikidata
UNII
  • InChI=1S/C19H26O7/c1-10-5-6-18(8-23-11(2)20)13(7-10)26-16-14(22)15(25-12(3)21)17(18,4)19(16)9-24-19/h7,13-16,22H,5-6,8-9H2,1-4H3/t13-,14-,15-,16-,17-,18-,19-/m1/s1
    Key: AUGQEEXBDZWUJY-ZLJUKNTDSA-N
  • CC1=C[C@@H]2[C@](CC1)([C@]3([C@@H]([C@H]([C@H]([C@]34CO4)O2)O)OC(=O)C)C)COC(=O)C
Properties
C19H26O7
Molar mass 366.410 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

References

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  1. ^ Hoerr FJ, Carlton WW, Yagen B (1981). "Mycotoxicosis caused by a single dose of T-2 toxin or diacetoxyscirpenol in broiler chickens". Vet. Pathol. 18 (5): 652–664. doi:10.1177/030098588101800510. PMID 7281462. S2CID 22715425.
  2. ^ "Select Agents and Toxins list". 17 May 2024.