A precursor to artemisinin with diverse biological activities
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Isomer(s)
22062Illudin M
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Arteannuin B

Item No. 33852

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R,3aS,5aR,6aR,6bR,9aS)-decahydro-3,5a-dimethyl-9-methylene-8H-oxireno[7,8]naphtho[8a,1-b]furan-8-one
CAS Number
50906-56-4
Molecular Formula
C15H20O3
Formula Weight
248.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 25 mg/ml
SMILES
C[C@]12[C@](O2)([H])[C@@]34[C@](CC[C@H]([C@]4([H])CC1)C)([H])C(C(O3)=O)=C
InChi Code
InChI=1S/C15H20O3/c1-8-4-5-11-9(2)12(16)17-15(11)10(8)6-7-14(3)13(15)18-14/h8,10-11,13H,2,4-7H2,1,3H3/t8-,10+,11+,13-,14-,15-/m1/s1
InChi Key
QWQSMEDUZQDVLA-KPHNHPKPSA-N
Origin
Plant/Artemisia carvifolia Buch.-Ham. ex Roxb. Hort. Beng
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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    Product Description

    Arteannuin B is a precursor in the biosynthesis of the antimalarial artemisinin (Item No. 11816) that has been found in A. annua and has diverse biological activities.1,2,3 It is active against a variety of bacteria and fungi in disk assays.1 Arteannuin B reduces viral RNA levels in Vero E6 cells infected with severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2; EC50 = 10.28 µM), acting at a post-entry step in the infection process.2 It is also cytotoxic to Ehrlich ascites tumor cells (IC50 = 47 µM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dhingra, V., Pakki, S.R., and Narasu, M.L. Antimicrobial activity of artemisinin and its precursors. Curr. Sci. India 78(6), 709-713 (2000).

    2. Cao, R., Hu, H., Li, Y., et al. Anti-SARS-CoV-2 potential of artemisinins in vitro. ACS Infect. Dis. 6(9), 2524-2531 (2020).

    3. Woerdenbag, H.J., Moskal, T.A., Pras, N., et al. Cytotoxicity of artemisinin-related endoperoxides to Ehrlich ascites tumor cells. J. Nat. Prod. 56(6), 849-856 (1993).