Common Name(e)-4-coumaraldehyde
Descriptionp-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.
Structure
Molecular FormulaC9H8O2
Average Mass148.15860
Monoisotopic Mass148.05243
IUPAC Name(2E)-3-(4-hydroxyphenyl)prop-2-enal
Traditional NameP-coumaraldehyde
CAS Registry Number20711-53-9
SMILESO=C/C=C/c1ccc(O)cc1
InChI IdentifierInChI=1S/C9H8O2/c10-7-1-2-8-3-5-9(11)6-4-8/h1-7,11H/b2-1+
InChI KeyCJXMVKYNVIGQBS-OWOJBTEDSA-N
CHEBI IDCHEBI:28353
HMDB IDHMDB0040986
StateNot Available
Water Solubility2.17e+00 g/l
logP2.06
logS-1.83
pKa (Strongest Acidic)9.05
pKa (Strongest Basic)-4.33
Hydrogen Acceptor Count2
Hydrogen Donor Count1
Polar Surface Area37.3 Ų
Rotatable Bond Count2
Physiological Charge0
Formal Charge0
Refractivity44.12 m³·mol⁻¹
Polarizability15.47

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