A phytotoxin
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Alternaric Acid

Item No. 45460

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,5-dideoxy-2-C-[(1E)-7-[(6R)-5,6-dihydro-4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl]-4-methylene-7-oxo-1 hepten-1-yl]-4-ethyl-d-arabinonic acid
CAS Number
10088-62-7
Molecular Formula
C21H30O8
Formula Weight
410.5
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
O=C1C(C(CCC(C/C=C/[C@@](C(O)=O)([C@@H]([C@H](CC)C)O)O)=C)=O)=C(O)C[C@@H](C)O1
InChi Code
InChI=1S/C21H30O8/c1-5-13(3)18(24)21(28,20(26)27)10-6-7-12(2)8-9-15(22)17-16(23)11-14(4)29-19(17)25/h6,10,13-14,18,23-24,28H,2,5,7-9,11H2,1,3-4H3,(H,26,27)/b10-6+/t13-,14+,18+,21-/m0/s1
InChi Key
KMEVEPGHUURWPL-KBUHGEJUSA-N
Origin
Fungus/Alternaria 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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    5 mg

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    Product Description

    Alternaric acid is a phytotoxin that has been found in A. solani.1,2 It inhibits germination and root development of carrot, mustard, radish, and tomato seeds when used at a concentration of 5 µg/ml and induces necrotic lesions in potato shoots.2 Alternaric acid (0.005-100 µg/ml) is also active against several plant pathogenic fungi.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tabuchi, H., Hamamoto, T., Miki, S., et al. Total synthesis and stereochemistry of altemaric acid. The Journal of Organic Chemistry 59(17), 4749-4759 (1994).

    2. Brian, P.W., Elson, G.W., Hemming, H.G., et al. The phytotoxic properties of alternaric acid in relation to the etiology of plant diseases caused by Alternaria solani (Ell. & Mart.) Jones & Grout. Ann. Appl. Biol. 39(3), 308-321 (1952).

    3. Brian, P.W., Curtis, P.J., Hemming, H.G., et al. Alternaric acid; a biologically active metabolic product of Alternaria solani (Ell. & Mart.) Jones & Grout; its production, isolation and antifungal properties. J. Gen. Microbiol. 5(4), 619-632 (1951).