Myrigalone A
Myrigalone A (MyA) is a plant ethylene biosynthesis inhibitor and natural herbicide. Myrigalone A possesses antioxidant, antifungal, and antimicrobial activities. Myrigalone A interferes with auxin homeostasis during seed germination. Myrigalone A delays seed germination, inhibits the formation of roots, hypocotyls, and root hairs, and causes developmental delay in specific organisms. Myrigalone A triggers the induction of detoxification programs, alters the metabolism of gibberellins, cis-(+)-12-oxophytodienoic acid, and jasmonic acid, disrupts the antioxidant system and oxidative signaling, and impairs the function of aquaporins and water uptake in imbibed seeds. Myrigalone A can be used in studies related to herbicides and plant growth regulators.
For research use only. We do not sell to patients.
- CAS No.: 34328-57-9
- Formula: C18H20O4
- Molecular Weight:300.35
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Myrigalone A (0-100 µM; 7 days) potently inhibits the proliferation of Dictyostelium discoideum (Ax3) cells, with an IC50 of 7.1 µM, and induces complete growth inhibition at a concentration of 100 µM. It inhibits the proliferation of Dictyostelium discoideum Aco− mutant cells with lower potency (IC50 = 31.5 µM)[1].
Myrigalone A (100 µM; 0-48 h) causes a reversible 6-hour delay in multicellular development of wild-type Dictyostelium discoideum (Ax3), blocks its developmental progression to mature fruiting bodies at 20 h, and does not induce lethal effects[1].
Myrigalone A (500 µM; 36 h) significantly reduces ethylene production in wild-type Dictyostelium discoideum cells, and the reduction level is consistent with that in Aco− mutant cells[1].
Myrigalone A (0.5 mM; 0-70 h) delays endosperm rupture and inhibits seed germination in Arabidopsis thaliana Col-0, and this effect is reversed by exogenous ethylene or its precursor ACC[1].
Myrigalone A (0.025-0.35 mM; 6 days) significantly inhibits root and hypocotyl growth of Arabidopsis thaliana Col-0 seedlings in a dose-dependent manner, and completely blocks germination at a concentration of 0.35 mM[1].
Myrigalone A (25-100 µM; 3 days) inhibits the formation of basal and ethylene-induced root hairs in Arabidopsis thaliana Col-0 seedlings, and blocks the increase in root hair length and number triggered by ACC or CEPA[1].
Myrigalone A (100 µM; 2 days, with or without 1 µM ACC) significantly reduces ethylene production in Arabidopsis thaliana Col-0 seedlings[1].
Myrigalone A (0.1-1 mM) dose-dependently inhibits endosperm rupture in Lepidium sativum seeds[2].
Myrigalone A (0.5 mM; 6-18 h) alters gibberellin and oxylipin metabolism in germinating Lepidium sativum (garden cress) seeds, leading to the accumulation of specific gibberellin precursors and a reduction in OPDA levels, which triggers the phase-specific induction of genes involved in detoxification, auxin transport, oxidative signaling, and aquaporin transporters, while downregulating specific auxin efflux carriers[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:Dictyostelium discoideum wild-type (Ax3) cells
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Concentration:1 µM, 10 µM, 100 µM
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Incubation Time:7 days
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Result:Produced a concentration-dependent reduction in cell proliferation, with no significant effect at 1 µM, a significant reduction at 10 µM (P < 0.05), and complete inhibition at 100 µM.
Revealed an IC50 of 7.1 µM.
Chemical Information
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CAS No. 34328-57-9
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Molecular Weight 300.35
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Formula C18H20O4
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SMILES
O=C(CCC=1C=CC=CC1)C2C(=O)C(C(=O)C(C2=O)(C)C)C
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Synonyms
MyA
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Structure Classification
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Initial Source
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Heslop-Harrison G, et al. Functional mechanism study of the allelochemical myrigalone A identifies a group of ultrapotent inhibitors of ethylene biosynthesis in plants. Plant Commun. 2024;5(6):100846. [Content Brief]
[2]. Nakabayashi K, et al. The Phytotoxin Myrigalone A Triggers a Phased Detoxification Programme and Inhibits Lepidium sativum Seed Germination via Multiple Mechanisms including Interference with Auxin Homeostasis. Int J Mol Sci. 2022;23(9):4618. Published 2022 Apr 21. [Content Brief]
[3]. Khaled A, et al. Photodegradation of Myrigalone A, an Allelochemical from Myrica gale: Photoproducts and Effect of Terpenes. J Agric Food Chem. 2019 Jul 3;67(26):7258-7265. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Myrigalone A Related Classifications
HY-N12990 Related Classifications
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