A trichothecene mycotoxin
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diacetoxy Scirpenol

Item No. 11427

Technical Information
Formal Name
(3α,4β)-12,13-epoxy-trichothec-9-ene-3,4,15-triol, 4,15-diacetate
CAS Number
2270-40-8
Synonyms
  • Anguidin
  • DAS
  • NSC 141537
  • NSC 177378
  • Scirpenetriol 4,15-diacetate
Molecular Formula
C19H26O7
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMF:PBS (pH 7.2) (1:4): 0.2 mg/mlDMSO: 30 mg/mlEthanol: 20 mg/ml
SMILES
CC1=C[C@]2([H])[C@]([C@]([C@H](OC(C)=O)[C@H]3O)(C)[C@@]4(OC4)[C@]3([H])O2)(COC(C)=O)CC1
InChi Code
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
InChi Key
AUGQEEXBDZWUJY-NMAPUUFXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    diacetoxy Scirpenol is a trichothecene mycotoxin originally isolated from F. equiseti.1 It is toxic to pigs (LD50 = 0.38 mg/kg, i.v.) and lethal to brine shrimp (LC50 = 0.39 µg/ml).2,3 diacetoxy Scirpenol (1 µg/ml) suppresses phagocytosis by, and superoxide production in, isolated mouse macrophages in an S. cerevisiae model of phagocytosis.4 It is toxic to barley, wheat, and sorghum seedlings (LD50s = 1.26, 3.98, and 10 mg/L, respectively).5 It has been found as a contaminant in grasses intended to be used as animal feed.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dawkins, A.W., Grove, J.F., and Tidd, B.K. Diacetoxyscirpenol and some related compounds. Chem. Commun. (Lond.) 2, 27-28 (1965).

    2. Weaver, G.A., Kurtz, H.J., Mirocha, C.J., et alAcute toxicity of the mycotoxin diacetoxyscirpenol in swine. Can. Vet. J. 19(10), 267-271 (1978).

    3. Perkowski, J., Foremska, E., and Latus-Ziętkiewicz, D. The yields of diacetoxyscirpenol produced by Fusarium sambucinum cultures isolated from potato tubers and their toxicity to brine shrimps (Artemia salina). Mycotoxin Res. 5(2), 61-67 (1989).

    4. Ayral, A.M., Dubech, N., Le Bars, J., et alIn vitro effect of diacetoxyscirpenol and deoxynivalenol on microbicidal activity of murine peritoneal macrophages. Mycopathologia 120(2), 121-127 (1992).

    5. Hasan, H.A. Phytotoxicity of pathogenic fungi and their mycotoxins to cereal seedling viability. Mycopathologia 148(3), 149-155 (1999).

    6. Kononenko, G.P., Burkin, A.A., Gavrilova, O.P., et alFungal species and multiple mycotoxin contamination of cultivated forage crops. Agric. Food Sci. 24(4), 323-330 (2015).