A fungal metabolite
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Cerebroside C

Item No. 28590

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,3E)-N-[(1S,2R,3E,7E)-1-[(β-D-glucopyranosyloxy)methyl]-2-hydroxy-8-methyl-3,7-heptadecadien-1-yl]-2-hydroxy-3-octadecenamide
CAS Number
98677-33-9
Molecular Formula
C43H79NO9
Formula Weight
754.1
Purity
≥70%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleEthanol: solubleMethanol: soluble
SMILES
O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC[C@@H]([C@H](O)/C=C/CC/C=C(C)/CCCCCCCCC)NC([C@H](O)/C=C/CCCCCCCCCCCCCC)=O)[C@@H]1O
InChi Code
InChI=1S/C43H79NO9/c1-4-6-8-10-12-13-14-15-16-17-18-20-22-26-31-37(47)42(51)44-35(33-52-43-41(50)40(49)39(48)38(32-45)53-43)36(46)30-27-23-25-29-34(3)28-24-21-19-11-9-7-5-2/h26-27,29-31,35-41,43,45-50H,4-25,28,32-33H2,1-3H3,(H,44,51)/b30-27+,31-26+,34-29+/t35-,36+,37+,38+,39+,40-,41+,43+/m0/s1
InChi Key
QSPMXWIFLDIBGD-DDSPGNMTSA-N
Origin
Fungus/Stachybotrys sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $783

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    Product Description

    Cerebroside C is a fungal metabolite and glycosphingolipid that has been found in the rice pathogenic fungus M. grisea.1 It induces production of the phytoalexin momilactone A when applied to wounded rice leaves, indicating that cerebroside C is an elicitor of the hypersensitive response in rice. Cerebroside C increases germination rate and reduces germination time in wheat seeds in a concentration-dependent manner at 4°C.2 It also increases root length, fresh weight, and dry weight of wheat seedlings when used at a concentration of 20 μg/ml at 4°C, indicating increased chilling tolerance.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Koga, J., Yamuchi, T., Shimura, M., et al. Cerebrosides A and C, sphingolipid elicitors of hypersensitive cell death and phytoalexin accumulation in rice plants. The Journal of Biological Chemisty 273(48), 31985-31991 (1998).

    2. Li, H.-X., Xiao, Y., Cao, L.-L., et al. Cerebroside C increases tolerance to chilling injury and alters lipid composition in wheat roots. PLoS One 8(9), e73380 (2013).