1.0 2010-04-08 22:13:53 UTC 2025-11-19 02:13:38 UTC FDB018704 Plastoquinone Plastoquinone is a member of the class of compounds known as prenylquinones. Prenylquinones are quinones with a structure characterized by the quinone ring substituted by an prenyl side-chain. Plastoquinone is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Plastoquinone can be found in barley, which makes plastoquinone a potential biomarker for the consumption of this food product. Plastoquinone (PQ) is an isoprenoid quinone molecule involved in the electron transport chain in the light-dependent reactions of photosynthesis. The most common form of plastoquinone, known as PQ-A or PQ-9, is a 2,3-dimethyl-1,4-benzoquinone molecule with a side chain of nine isoprenyl units. There are other forms of plastoquinone, such as ones with shorter side chains like PQ-3 (which has 3 isoprenyl side units instead of 9) as well as analogs such as PQ-B, PQ-C, and PQ-D, which differ in their side chains. The benzoquinone and isoprenyl units are both nonpolar, anchoring the molecule within the inner section of a lipid bilayer, where the hydrophobic tails are usually found . C13H16O2 204.2649 204.115029756 2,3-dimethyl-5-(3-methylbut-2-en-1-yl)cyclohexa-2,5-diene-1,4-dione plastoquinone-1 CC(C)=CCC1=CC(=O)C(C)=C(C)C1=O InChI=1S/C13H16O2/c1-8(2)5-6-11-7-12(14)9(3)10(4)13(11)15/h5,7H,6H2,1-4H3 VBFJJMPOYIKNHB-UHFFFAOYSA-N belongs to the class of organic compounds known as prenylquinones. These are quinones with a structure characterized by the quinone ring substituted by an prenyl side-chain. Prenylquinones Organic compounds Lipids and lipid-like molecules Prenol lipids Quinone and hydroquinone lipids Aliphatic homomonocyclic compounds Hydrocarbon derivatives Organic oxides P-benzoquinones Aliphatic homomonocyclic compound Carbonyl group Cyclic ketone Hydrocarbon derivative Ketone Organic oxide Organic oxygen compound Organooxygen compound P-benzoquinone Prenylbenzoquinone Quinone prenylquinone logp 2.97 ALOGPS logs -2.78 ALOGPS solubility 3.35e-01 g/l ALOGPS logp 3.43 ChemAxon pka_strongest_basic -7.8 ChemAxon iupac 2,3-dimethyl-5-(3-methylbut-2-en-1-yl)cyclohexa-2,5-diene-1,4-dione ChemAxon average_mass 204.2649 ChemAxon mono_mass 204.115029756 ChemAxon smiles CC(C)=CCC1=CC(=O)C(C)=C(C)C1=O ChemAxon formula C13H16O2 ChemAxon inchi InChI=1S/C13H16O2/c1-8(2)5-6-11-7-12(14)9(3)10(4)13(11)15/h5,7H,6H2,1-4H3 ChemAxon inchikey VBFJJMPOYIKNHB-UHFFFAOYSA-N ChemAxon polar_surface_area 34.14 ChemAxon refractivity 63.3 ChemAxon polarizability 23.11 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 93174 Specdb::MsMs 93175 Specdb::MsMs 93176 Specdb::MsMs 156903 Specdb::MsMs 156904 Specdb::MsMs 156905 Specdb::MsMs 3606380 Specdb::MsMs 3606381 Specdb::MsMs 3606382 Specdb::MsMs 3606383 Specdb::MsMs 3606384 Specdb::MsMs 3606385 Barley Type 1 specific Hordeum vulgare 4513