A polyacetylene with diverse biological activities
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(3R,8S)-Falcarindiol

Item No. 30919

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R,8S,9Z)-1,9-heptadecadiene-4,6-diyne-3,8-diol
CAS Number
225110-25-8
Synonyms
  • (+)-(3R,8S)-Falcarindiol
Molecular Formula
C17H24O2
Formula Weight
260.4
Purity
≥98%
Formulation (Request formulation change)
A neat oil
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleDMSO: SolubleEthanol: Soluble
SMILES
CCCCCCC/C=C\[C@H](O)C#CC#C[C@H](O)C=C
InChi Code
InChI=1S/C17H24O2/c1-3-5-6-7-8-9-10-14-17(19)15-12-11-13-16(18)4-2/h4,10,14,16-19H,2-3,5-9H2,1H3/b14-10-/t16-,17+/m1/s1
InChi Key
QWCNQXNAFCBLLV-YWALDVPYSA-N
Origin
Plant/Notopterygium incisum
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    Product Description

    (3R,8S)-Falcarindiol is a polyacetylene that has been found in N. incisum and has diverse biological activities.1,2,3 It is active against M. tuberculosis strain H37Ra (MIC = 6.25 μg/ml).1 (3R,8S)-Falcarindiol is cytotoxic to MCF-7, H1299, and HepG2 cells (IC50s = 29.4, 22.1, and 23.6 μM, respectively).2 It has algicidal activity against H. circularisquama when used at concentrations of 2 and 4 μM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. O'Neill, T., Johnson, J.A., Webster, D., et al. The Canadian medicinal plant Heracleum maximum contains antimycobacterial diynes and furanocoumarins. J. Ethnopharmacol. 147(1), 232-237 (2013).

    2. Zheng, X., Zheng, X., Zhang, C., et al. Cytotoxic polyacetylenes isolated from the roots and rhizomes of Notopterygium incisum. Chinese Chem. Lett. 30(2), 428-430 (2019).

    3. Tamura, S., Ohno, T., Hattori, Y., et al. Establishment of absolute stereostructure of falcarindiol, algicidal principle against Heterocapsa circularisquama from Notopterygii Rhizoma. Tetrahedron Lett. 51(11), 1523-1525 (2010).