4-Hydroxycinnamyl aldehyde
p-Coumaraldehyde (CAS: 2538-87-6), also known as 4-hydroxycinnamaldehyde or 3-(4-hydroxyphenyl)-2-propenal, belongs to the class of organic compounds known as cinnamaldehydes. These are organic aromatic compounds containing a cinnamlaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal. p-Coumaraldehyde is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, p-coumaraldehyde has been detected, but not quantified in, several different foods, such as red rice, lindens, peaches, white lupines, and evergreen huckleberries. This could make p-coumaraldehyde a potential biomarker for the consumption of these foods. p-Coumaraldehyde is also a constituent of Alpinia galanga (greater galangal) rhizomes and Cucurbita maxima.
| ID | EC Number | Name |
|---|---|---|
| KEGG:R01615 | 1.2.1.44 | 4-hydroxycinnamyl aldehyde:NADP+ oxidoreductase (CoA-hydroxycinnamoylating) |
| KEGG:R06579 | 1.14.13.- | C05608<=>C10945 |
| KEGG:R07437 | 1.1.1.195 | 4-coumaryl alcohol:NADP+ oxidoreductase |
| Rhea:RHEA:45725 | 1.1.1.195 | (E)-4-coumaroyl alcohol + NADP+ => (E)-4-coumaraldehyde + NADPH + H+ |
| Rhea:RHEA:45726 | 1.1.1.195 | (E)-4-coumaraldehyde + NADPH + H+ => (E)-4-coumaroyl alcohol + NADP+ |
| Rhea:RHEA:45727 | 1.1.1.195 | (E)-4-coumaroyl alcohol + NADP+ <=> (E)-4-coumaraldehyde + NADPH + H+ |
| Rhea:RHEA:64653 | 1.2.1.44 | (E)-4-coumaraldehyde + NADP+ + CoA => (E)-4-coumaroyl-CoA + NADPH + H+ |
| Rhea:RHEA:64654 | 1.2.1.44 | (E)-4-coumaroyl-CoA + NADPH + H+ => (E)-4-coumaraldehyde + NADP+ + CoA |
| Rhea:RHEA:64655 | 1.2.1.44 | (E)-4-coumaraldehyde + NADP+ + CoA <=> (E)-4-coumaroyl-CoA + NADPH + H+ |
| Rhea:RHEA:76452 | (E)-4-coumaroyl alcohol + A => (E)-4-coumaraldehyde + AH2 | |
| Rhea:RHEA:76453 | (E)-4-coumaraldehyde + AH2 => (E)-4-coumaroyl alcohol + A | |
| Rhea:RHEA:76454 | (E)-4-coumaroyl alcohol + A <=> (E)-4-coumaraldehyde + AH2 | |
| Rhea:RHEA:82264 | (E)-4-coumaraldehyde + reduced [NADPH—hemoprotein reductase] + O2 => (E)-caffeyl aldehyde + oxidized [NADPH—hemoprotein reductase] + H2O + H+ | |
| Rhea:RHEA:82265 | (E)-caffeyl aldehyde + oxidized [NADPH—hemoprotein reductase] + H2O + H+ => (E)-4-coumaraldehyde + reduced [NADPH—hemoprotein reductase] + O2 | |
| Rhea:RHEA:82266 | (E)-4-coumaraldehyde + reduced [NADPH—hemoprotein reductase] + O2 <=> (E)-caffeyl aldehyde + oxidized [NADPH—hemoprotein reductase] + H2O + H+ | |
| BioCyc:RXN-16806 | 1.14.14.- | COUMARALDEHYDE + Red-NADPH-Hemoprotein-Reductases + OXYGEN-MOLECULE --> CPD-18120 + Ox-NADPH-Hemoprotein-Reductases + WATER |
| BioCyc:RXN-1102 | 1.1.1.195 | COUMARALDEHYDE + NADPH + PROTON --> COUMARYL-ALCOHOL + NADP |
| BioCyc:RXN-1101 | 1.2.1.44 | P-COUMAROYL-COA + NADPH + PROTON --> COUMARALDEHYDE + CO-A + NADP |