Sorgoleone
Sorgoleone is a photosystem II inhibitor found in sorghum. Sorgoleone binds to the QB niche of the D1 protein, inhibits photosynthetic electron transport, and does not affect photosystem I reactions. Sorgoleone reduces radicle elongation and stunts growth. Sorgoleone inhibits CO2-dependent oxygen evolution, photosynthetic O2 evolution, and mitochondrial respiration. Sorgoleone can be used as a herbicide.
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- CAS No.: 105018-76-6
- Formule: C22H30O4
- Masse moléculaire:358.48
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Stockage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Activité biologique
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Chemical Information
- Pureté et documentation
- Références
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Help & FAQs
Activité biologique
Sorgoleone potently inhibits soil nitrification and nitrous oxide emissions from soil microbial communities, with a stronger suppressive effect on ammonia-oxidizing archaea than ammonia-oxidizing bacteria[1].
Sorgoleone (125-250 μM; 48 h) inhibits radicle elongation of Eragrostis tef seeds in vitro, with 250 μM causing near-complete inhibition[2].
Sorgoleone (50-100 μM; 7 days) inhibits growth and chlorophyll content of Lemna minor in vitro[2].
Sorgoleone (10-100 μM; 10 days) inhibits seedling growth of Abutilon theophrasti, Datura stramonium, Amaranthus retroflexus, Setaria viridis, Digitaria sanguinalis, and Echinochloa crusgalli in vitro, with inhibition severity increasing with concentration[2].
Sorgoleone (0.01-2 μM) potently inhibits PS II electron transport in isolated spinach thylakoid membranes with an IC50 of 0.10 μM[3].
Sorgoleone (0.031-2 μM; 3 min) competes with Atrazine (HY-N7091) for a shared binding site on spinach thylakoid membranes with a binding constant of 0.102 μM, confirming pure competitive inhibition[3].
Sorgoleone (0-2 μM; 3 min) competes with Atrazine for a shared binding site on triazine-susceptible redroot pigweed thylakoid membranes with a binding constant of 0.135 μM, but does not compete for binding on triazine-resistant redroot pigweed thylakoid membranes[3].
Sorgoleone (0-2 μM; 3 min) competes with Atrazine for a shared binding site on Atrazine-susceptible potato photoautotrophic cell thylakoid membranes with a binding constant of 0.182 μM, but does not compete for binding on atrazine-resistant potato thylakoid membranes[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 105018-76-6
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Masse moléculaire 358.48
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Formule C22H30O4
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SMILES
C(CCCCCC/C=C\C/C=C\CC=C)C=1C(=O)C(OC)=CC(=O)C1O
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Structure Classification
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Initial Source
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Livraison
Room temperature in continental US; may vary elsewhere.
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Stockage
Please store the product under the recommended conditions in the Certificate of Analysis.
Pureté et documentation
Références
[1]. Okumoto S, et al. Synthesis, function, and genetic variation of sorgoleone, the major biological nitrification inhibitor in sorghum. Crop Sci. 2025;65(3):10.1002/csc2.70066. [Content Brief]
[2]. Einhellig FA, et al. Phytotoxicity of sorgoleone found in grain Sorghum root exudates. J Chem Ecol. 1992 Jan;18(1):1-11. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Sorgoleone Related Classifications
HY-150033 Related Classifications
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