A trichothecene mycotoxin
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Roridin E

Item No. 26955

Technical Information
Formal Name
(2'E,7'R)-2',3'-didehydro-7'-deoxo-2'-deoxy-7'-[(1R)-1-hydroxyethyl]-verrucarin A
CAS Number
16891-85-3
Molecular Formula
C29H38O8
Formula Weight
Purity
≥95%
A solid
Ethanol: solubleMethanol: soluble
SMILES
CC1=C[C@]2([H])[C@@]3([C@]4(C)[C@@]5(OC5)[C@](C[C@H]4OC(/C=C\C=C\[C@](OCC/C(C)=C/C(OC3)=O)([H])[C@H](O)C)=O)([H])O2)CC1
InChi Code
InChI=1S/C29H38O8/c1-18-9-11-28-16-34-26(32)14-19(2)10-12-33-21(20(3)30)7-5-6-8-25(31)37-22-15-24(36-23(28)13-18)29(17-35-29)27(22,28)4/h5-8,13-14,20-24,30H,9-12,15-17H2,1-4H3/b7-5+,8-6-,19-14+/t20-,21-,22-,23-,24-,27-,28-,29+/m1/s1
InChi Key
KEEQQEKLEZRLDS-FLGSVKSYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Roridin E is a macrocyclic trichothecene mycotoxin that has been found in M. verrucaria.1 It inhibits the receptor tyrosine kinases FGFR3, IGF-1R, PDGFRβ, and TrkB (IC50s = 0.4, 0.4, 1.4, and 1 μM, respectively).2 Roridin E induces cytotoxicity in multiple breast cancer cell lines (IC50s = 0.02-0.05 nM) and inhibits proliferation in a panel of additional cancer cell lines (IC50s = <0.01 μM).3,2 It also inhibits proliferation of the mammalian H4TG, MDCK, NIH3T3, and KA31T cell lines (IC50s = 1.74-7.68 nM).4 Roridin E inhibits the growth of P. falciparum (EC50 = 0.15 ng/ml), induces phytotoxicity in duckweed and kudzu, and is toxic to mice (LD50 = 10 mg/kg, i.p.).1,5 Roridin E is also produced by the plant B. coridifolia, which is associated with livestock poisoning in South America.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Isaka, M., Punya, J., Lertwerawat, Y., et alAntimalarial activity of macrocyclic trichothecenes isolated from the fungus Myrothecium verrucaria. J. Nat. Prod. 62(2), 329-331 (1999).

    2. Li, Y., Liu, D., Cheng, Z., et alCytotoxic trichothecene-type sesquiterpenes from the sponge-derived fungus Stachybotrys chartarum with tyrosine kinase inhibition. RSC Adv. 7(12), 7259-7267 (2017).

    3. Lee, S.R., Seok, S., Ryoo, R., et alMacrocyclic trichothecene mycotoxins from a deadly poisonous mushroom, Podostroma cornu-damae. J. Nat. Prod. 82(1), 122-128 (2019).

    4. Abbas, H.K., Johnson, B.B., Shier, W.T., et alPhytotoxicity and mammalian cytotoxicity of macrocyclic trichothecene mycotoxins from Myrothecium verrucaria. Phytochemistry 59(3), 309-313 (2002).

    5. Habermehl, G.G., Busam, L., Heydel, P., et alMacrocyclic trichothecenes: Cause of livestock poisoning by the Brazilian plant Baccharis coridifolia. Toxicon. 23(5), 731-745 (1985).