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.
For research use only. We do not sell to patients.
- CAS No.: 105018-76-6
- Formula: C22H30O4
- Molecular Weight:358.48
-
Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
Biological Activity
Description
In Vitro
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
-
CAS No. 105018-76-6
-
Molecular Weight 358.48
-
Formula C22H30O4
-
SMILES
C(CCCCCC/C=C\C/C=C\CC=C)C=1C(=O)C(OC)=CC(=O)C1O
-
Structure Classification
-
Initial Source
-
Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[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)