An internal standard for the quantification of cyclopiazonic acid
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Unlabeled Version(s)
11326Cyclopiazonic Acid
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Cyclopiazonic Acid-13C20

Item No. 31297

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6aR,11aS,11bR)-10-(acetyl-13C2)-11-hydroxy-7,7-di(methyl-13C)-2,6,6a,7,11a,11b-hexahydro-9H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one-1,2a,2a1,3,4,5,5a,6,6a,7,9,10,11,11a,11b,11c-13C16
Synonyms
  • CPA-13C20
Molecular Formula
[13C]20H20N2O3
Formula Weight
356.2
Purity
≥98%
Formulation
A 10 µg/ml solution in acetonitrile
Solubility(Learn about Variance in Solubility)
Acetonitrile: soluble
SMILES
[13CH3][13C]1([13CH3])N2[13C@@]([13C](O)=[13C]([13C]([13CH3])=O)[13C]2=O)([H])[13C@@]([13C@@]1([H])[13CH2]3)([H])[13C]4=[13CH]N[13C]5=[13C]4[13C]3=[13CH][13CH]=[13CH]5
InChi Code
InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,24H,7H2,1-3H3/t12-,16+,17+/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+1,20+1
InChi Key
SZINUGQCTHLQAZ-HORFKVFLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cyclopiazonic acid-13C20 is intended for use as an internal standard for the quantification of cyclopiazonic acid (Item No. 11326) by GC- or LC-MS. Cyclopiazonic acid is a mycotoxin that has been found in Penicillium and Aspergillus and an inhibitor of sarcoplasmic/endoplasmic reticulum Ca2+-ATPase (SERCA; IC50 = 0.6 µM).1,2 In vivo, cyclopiazonic acid (11-14 mg/kg) induces ptosis, hypothermia, tremor, and cachexia, as well as induces lethality (LD50 = 13 mg/kg), in rats.3 It induces tachycardia and sedation in rabbits when administered at a dose of 10 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Seidler, N.W., Jona, I., Vegh, M., et al. Cyclopiazonic acid is a specific inhibitor of the Ca2+-ATPase of sarcoplasmic reticulum. The Journal of Biological Chemisty 264(30), 17816-17823 (1989).

    2. Uyama, Y., Imaizumi, Y., and Watanabe, M. Effects of cyclopiazonic acid, a novel Ca2+-ATPase inhibitor, on contractile responses in skinned ileal smooth muscle. Brit. J. Pharmacol. 106(1), 208-214 (1992).

    3. Nishie, K., Cole, R.J., and Dorner, J.W. Toxicity and neuropharmacology of cyclopiazonic acid. Food Chem. Toxicol. 23(9), 831-839 (1985).