A macrocyclic trichothecene mycotoxin
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Satratoxin G

Item No. 9003415

Technical Information
Formal Name
6,8a,11a,12,21,22-hexahydro-23-hydroxy-19-(1-hydroxyethyl)-7,11a-dimethyl-spiro[10,12:19,22a-dimethano-4H,5H,22aH-oxireno[8,9][1,6,12]trioxacyclooctadecino[3,4-d][1]benzopyran-11(10H),2′-oxirane]-2,14(1aH,19H)-dione
CAS Number
53126-63-9
Molecular Formula
C29H36O10
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
Dichloromethane: solubleDMSO: solubleEthanol: soluble
SMILES
O=C(/C=C\C=C\C1(C(O)C)C(O)C2(C3O2)CCO1)OC4CC(C56OC6)OC(C=C(C)CC7)C7(COC3=O)C45C
InChi Code
InChI=1S/C29H36O10/c1-16-7-9-26-14-34-23(32)22-28(39-22)10-11-35-27(17(2)30,24(28)33)8-5-4-6-21(31)38-18-13-20(37-19(26)12-16)29(15-36-29)25(18,26)3/h4-6,8,12,17-20,22,24,30,33H,7,9-11,13-15H2,1-3H3/b6-4-,8-5+
InChi Key
GTONGKBINDTWOM-QXMOYCCXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Satratoxin G is a macrocyclic trichothecene mycotoxin that has been found in S. chartarum.1,2 It induces cleavage of caspase-3 and poly(ADP-ribose) polymerase (PARP) in HL-60 cells when used at a concentration of 40 nM and is cytotoxic to HepG2, Hep-2, Caco-2, A204, U937, and Jurkat cells (IC50s = 2.2-9.7 ng/ml).3,4 Intranasal administration of satratoxin G (500 μg/kg) induces apoptosis of olfactory sensory neurons in olfactory epithelium and ethmoid turbinate expression of the genes encoding IL-1α, IL-1β, IL-6, TNF-α, and MIP-2 in mice.2 Satratoxin G induces lethality in 4 week-old male mice (LD50 = 1.23 mg/kg, i.p.).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yoshizawa, T., Ohtsubo, K., Sasaki, T., et alAcute toxicities of satratoxins G and H in mice--a histopathological observation with special reference to the liver injury caused by satratoxin G. Proc. Jpn. Assoc. Mycotoxicol. 23, 53-57 (1986).

    2. Islam, Z., Harkema, J.R., and Pestka, J.J. Satratoxin G from the black mold Stachybotrys chartarum evokes olfactory sensory neuron loss and inflammation in the murine nose and brain. Environ. Health Perspect. 114(7), 1099-1107 (2006).

    3. Nagase, M., Shiota, T., Tsushima, A., et alMolecular mechanism of satratoxin-induced apoptosis in HL-60 cells: Activation of caspase-8 and caspase-9 is involved in activation of caspase-3. Immunol. Lett. 84(1), 23-27 (2002).

    4. Nielsen, C., Casteel, M., Didier, A., et alTrichothecene-induced cytotoxicity on human cell lines. Mycotoxin Res. 25(2), 77-84 (2009).