An alkaloid
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Thienodolin

Item No. 43837

Product Insert (PDF)
Technical Information
Formal Name
6-chloro-8H-thieno[2,3-b]indole-2-carboxamide
CAS Number
149127-27-5
Molecular Formula
C11H7ClN2OS
Formula Weight
250.7
Purity
≥98%
Formulation (Request formulation change)
A solid
SMILES
ClC1=CC2=C(C=C1)C(C=C(C(N)=O)S3)=C3N2
InChi Code
InChI=1S/C11H7ClN2OS/c12-5-1-2-6-7-4-9(10(13)15)16-11(7)14-8(6)3-5/h1-4,14H,(H2,13,15)
InChi Key
LREDECYEGMWOAR-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $578

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    Product Description

    Thienodolin is an alkaloid that has been found in S. albogriseolus.1,2,3 It increases root and shoot growth in rice seedlings when used at a concentration of 4 µM but decreases root and shoot growth in rice seedlings at 40 µM.2 Thienodolin inhibits LPS-induced nitric oxide (NO) production (IC50 = 17.2 µM), reduces LPS-induced increases in inducible NO synthase (iNOS) levels, and prevents LPS-induced IκB degradation in RAW 264.7 macrophages.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Milbredt, D., Patallo, E.P., and van Pée, K.H. Characterization of the aminotransferase ThdN from thienodolin biosynthesis in Streptomyces albogriseolus. Chembiochem. 17(19), 1859-1864 (2016).

    2. Kanbe, K.A., Okamura, M., Hattori, S., et al. Thienodolin, a new plant growth-regulating substance produced by a streptomycete strain: I. Taxonomy and fermentation of the producing strain, and the isolation and characterization of thienodolin. Biosci. Biotech. Bioch. 57(4), 632-635 (1993).

    3. Park, E.J., Pezzuto, J.M., Jang, K.H., et al. Suppression of nitric oxide synthase by thienodolin in lipopolysaccharide-stimulated RAW 264.7 murine macrophage cells. Nat. Prod. Commun. 7(6), 789-794 (2012).