A fungal metabolite
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Massarigenin C

Item No. 29772

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4R,5R,6R,10R)-rel-(–)-4,6-dihydroxy-10-methyl-3-methylene-2-oxaspiro[4.5]dec-8-ene-1,7-dione
CAS Number
496926-08-0
Molecular Formula
C11H12O5
Formula Weight
224.2
Purity
≥70%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Dichloromethane: solubleDMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O=C1C=C[C@@H](C)[C@@]2([C@@H](O)C(OC2=O)=C)[C@H]1O
InChi Code
InChI=1S/C11H12O5/c1-5-3-4-7(12)9(14)11(5)8(13)6(2)16-10(11)15/h3-5,8-9,13-14H,2H2,1H3/t5-,8+,9+,11-/m1/s1
InChi Key
MWZYYACVPIJBPD-SIWOTSRUSA-N
Origin
Fungus/Unidentified sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $290

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    Cayman Chemical
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    Product Description

    Massarigenin C is a fungal metabolite that has been found in M. flavorosea and has enzyme inhibitory activities.1,2 Massarigenin C inhibits neuraminidase in vitro (IC50 = 4.15 µM).2 It is also an inhibitor of yeast α-glucosidase (IC50 = 1.25 mM).1 It reduces the postprandial peak in blood glucose levels in an oral sucrose tolerance test in normo- and hyperglycemic mice when administered at doses of 3.2, 10, and 31.6 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Verastegui-Omaña, B., Rebollar-Ramos, D., Pérez-Vásquez, A., et al. α-Glucosidase inhibitors from Malbranchea flavorose. J. Nat. Prod. 80(1), 190-195 (2017).

    2. Zhang, G.F., Han, W.B., Cui, J.T., et al. Neuraminidase inhibitory polyketides from the marine-derived fungus Phoma herbaru. Planta Med. 78(1), 76-78 (2012).