An internal standard for the quantification of noscapine
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Unlabeled Version(s)
17255Noscapine (hydrochloride)
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Noscapine-13C-d3

Item No. 26679

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S)-6,7-dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-13C-d3-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone
CAS Number
1217680-57-3
Synonyms
  • Narcotine-13C-d3
  • Opianine-13C-d3
Molecular Formula
C21[13C]H20D3NO7
Formula Weight
417.4
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
COC1=C2C(CCN([13C]([2H])([2H])[2H])[C@@]2([H])[C@]3([H])C(C=CC(OC)=C4OC)=C4C(O3)=O)=CC5=C1OCO5
InChi Code
InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1/i1+1D3
InChi Key
AKNNEGZIBPJZJG-DSZYONIXSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $109

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    1 mg

    $207

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    Cayman Chemical
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    Product Description

    Noscapine-13C-d3 is intended for use as an internal standard for the quantification of noscapine (Item No. 17255) by GC- or LC-MS. Noscapine is an alkaloid that has been found in opium and has anticancer and antitussive properties.1,2,3 It binds to tubulin and induces cell cycle arrest at the G2/M phase in HeLa cells when used at a concentration of 20 µM.2 Noscapine induces apoptosis in HeLa cells and thymocytes (IC50s = 25 and 10 µM, respectively) and reduces proliferation of MCF-7 breast and Renal 1983 bladder cancer cells (IC50s = 42.3 and 39.1 µM, respectively). In vivo, noscapine (120 mg/kg) induces tumor regression in an MCF-7 mouse xenograft model. Noscapine (30 and 70 mg/kg) decreases the number of citric acid-induced coughs in guinea pigs.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kingston, D.G.I. Tubulin-interactive natural products as anticancer agents. J. Nat. Prod. 72(3), 507-515 (2009).

    2. Ye, K., Ke, Y., Keshava, N., et al. Opium alkaloid noscapine is an antitumor agent that arrests metaphase and induces apoptosis in dividing cells. Proc. Natl. Acad. Sci. USA 95(4), 1601-1606 (1998).

    3. Idaan-Heikkila, J.E., Jalonen, K., and Vartiainen, A. Evaluation of the antitussive effect of noscapine and codeine on citric acid cough in guinea-pigs. Acta. Pharmacol. Toxicol. (Copenh) 25(3), 333-338 (1967).