An internal standard for the quantification of diacetoxy scirpenol
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Unlabeled Version(s)
11427diacetoxy Scirpenol
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diacetoxy Scirpenol-13C19

Item No. 31287

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
((2S,2'R,3'R,4'S,5'S,5a'R,9a'R)-4'-(acetoxy-13C2)-3'-hydroxy-5',8'-di(methyl-13C)-2',3',4',5',7',9a'-hexahydrospiro[oxirane-2,10'-[2,5]methanobenzo[b]oxepin]-5a'(6'H)-yl-2,2',3,3',4',5',5a',6',7',8',9',9a'-13C12)methyl-13C acetate-13C2
Synonyms
  • Anguidin-13C19
  • DAS-13C19
  • Scirpenetriol 4,15-diacetate-13C19
Molecular Formula
[13C]19H26O7
Formula Weight
385.3
Purity
≥98%
Formulation (Request formulation change)
A 25 µg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
Acetonitrile: Soluble
SMILES
[13CH3][13C]1=[13CH][13C@]2([H])[13C@]([13C@]([13C@H](O[13C]([13CH3])=O)[13C@H]3O)([13CH3])[13C@]4([13CH2]O4)[13C@]3([H])O2)([13CH2]O[13C]([13CH3])=O)[13CH2][13CH2]1
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/i1+1,2+1,3+1,4+1,5+1,6+1,7+1,8+1,9+1,10+1,11+1,12+1,13+1,14+1,15+1,16+1,17+1,18+1,19+1
InChi Key
AUGQEEXBDZWUJY-CNZWELDRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1.2 ml

    $871

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    Product Description

    diacetoxy Scirpenol-13C19 is intended for use as an internal standard for the quantification of diacetoxy scirpenol (Item No. 11427) by GC- or LC-MS. 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 al. Acute 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 al. In 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 al. Fungal species and multiple mycotoxin contamination of cultivated forage crops. Agric. Food Sci. 24(4), 323-330 (2015).