105018-76-6
Chemical Structure
Sorgoleone
- CAS No.: 105018-76-6
- Formula:C22H30O4
- Molecular Weight:358.48
IUPAC Name: 2-hydroxy-5-methoxy-3-((8Z,11Z)-pentadeca-8,11,14-trien-1-yl)cyclohexa-2,5-diene-1,4-dione
InChIKey: FGWRUVXUQWGLOX-AFJQJTPPSA-N
SMILES: C(CCCCCC/C=C\C/C=C\CC=C)C=1C(=O)C(OC)=CC(=O)C1O
Biological Activity: 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[1][2][3].
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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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- [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]
- [3]. Nimbal CI, et al. Herbicidal Activity and Site of Action of the Natural Product Sorgoleone. Pestic. Biochem. Physiol. 1995 Dec 4;54(1):73-83.
Keywords
