A phytotoxic fungal metabolite
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(+)-Sorokinianin

Item No. 33254

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R,5S)-dihydro-3-hydroxy-5-[(1R,4R,5S,6R,8S)-8-(hydroxymethyl)-1-methyl-7-methylene-4-(1-methylethyl)bicyclo[3.2.1]oct-6-yl]-2(3H)-furanone
CAS Number
162616-73-1
Molecular Formula
C18H28O4
Formula Weight
308.4
Purity
≥95%
Formulation
A solid
SMILES
OC[C@H]1[C@@]2([H])[C@]([C@@]3([H])OC([C@H](O)C3)=O)([H])C([C@@]1(CC[C@@H]2C(C)C)C)=C
InChi Code
InChI=1S/C18H28O4/c1-9(2)11-5-6-18(4)10(3)15(16(11)12(18)8-19)14-7-13(20)17(21)22-14/h9,11-16,19-20H,3,5-8H2,1-2,4H3/t11-,12+,13-,14+,15-,16+,18+/m1/s1
InChi Key
PTGFDIFCKGMAJK-BCHHIPDFSA-N
Origin
Fungus/Bipolaris sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Product Description

    (+)-Sorokinianin is a phytotoxic fungal metabolite originally isolated from B. sorokiniana.1 It inhibits germination of barley (H. vulgare) seeds when used at a concentration of 300 µM. (+)-Sorokinianin is cytotoxic to protoplasts isolated from barley first leaves (IC50 = 150 µM).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nakajima, H., Isomi, K., and Hamasaki, T. Sorokinianin: A novel phytotoxin produced by the phytopathogenic fungus Bipolaris sorokiniana. Tetrahedron Lett. 35(51), 9597-9600 (1994).