A fungal metabolite
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19,20-Epoxycytochalasin C

Item No. 28025

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S,3aR,4E,7S,9R,9aR,10aS,11S,11aR,14S,14aR)-11-(acetyloxy)-6,7,9,9a,10a,11,14,14a-octahydro-3,9-dihydroxy-1,2,7,9-tetramethyl-14-(phenylmethyl)-3H-oxireno[9,10]cycloundec[1,2-d]isoindole-8,12(3aH,13H)-dione
CAS Number
189351-79-9
Molecular Formula
C30H37NO7
Formula Weight
523.6
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
O=C1[C@@](O)(C)[C@H](O2)[C@@H]2[C@@H](OC(C)=O)[C@@]34[C@@]([C@H](CC5=CC=CC=C5)NC4=O)([H])C(C)=C(C)[C@@H](O)[C@]3([H])/C=C/C[C@@H]1C
InChi Code
InChI=1S/C30H37NO7/c1-15-10-9-13-20-23(33)17(3)16(2)22-21(14-19-11-7-6-8-12-19)31-28(35)30(20,22)27(37-18(4)32)24-26(38-24)29(5,36)25(15)34/h6-9,11-13,15,20-24,26-27,33,36H,10,14H2,1-5H3,(H,31,35)/b13-9+/t15-,20-,21-,22-,23+,24+,26+,27+,29-,30-/m0/s1
InChi Key
ZOSGFLUFAVFHCM-OVLWGNJGSA-N
Origin
Fungus/Geniculosporium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    19,20-Epoxycytochalasin C is a fungal metabolite originally isolated from Nemania sp. UM10M.1 It inhibits the growth of chloroquine-sensitive and -resistant strains of P. falciparum (IC50s = 0.07 and 0.05 ng/ml, respectively) without inducing cytotoxicity in Vero cells (IC50 = >4,760 ng/ml). 19,20-Epoxycytochalasin C is also phytotoxic, reducing growth of lettuce and bentgrass plants when used at a concentration of 1 mg/ml.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kumarihamy, M., Ferreira, D., Croom, E.M., Jr., et al. Antiplasmodial and cytotoxic cytochalasins from an endophytic fungus, Nemania sp. UM10M, isolated from a diseased Torreya taxifolia leaf. Molecules 24(4), E777 (2019).