Common NameHexanal
DescriptionHexanal is an alkyl aldehyde found in human biofluids. Human milk samples collected from women contains hexanal. Among mediators of oxidative stress, highly reactive secondary aldehydic lipid peroxidation products can initiate the processes of spontaneous mutagenesis and carcinogenesis and can also act as a growth-regulating factors and signaling molecules. In specimens obtained from adult patients with brain astrocytomas, lower levels of n-hexanal are associated with poorer patient prognosis. Hexanal has also been identified as a uremic toxin according to the European Uremic Toxin Working Group (PMID:22626821 ). Hexanal is a volatile compound that has been associated with the development of undesirable flavours. The content of hexanal, which is a major breakdown product of linoleic acid (LA, n - 6 PUFA) oxidation, has been used to follow the course of lipid oxidation and off-flavour development in foods, and have been proposed as one potential marker of milk quality. A "cardboard-like" off-flavour is frequently associated with dehydrated milk products. This effect is highly correlated with the headspace concentration of hexanal. (Food Chemistry. Volume 107, Issue 1, 1 March 2008, Pages 558-569, PMID:17934948 , 17487452 ).
Structure
Molecular FormulaC6H12O
Average Mass100.15890
Monoisotopic Mass100.08882
IUPAC Namehexanal
Traditional NameHexanal
CAS Registry Number66-25-1
SMILESCCCCCC=O
InChI IdentifierInChI=1S/C6H12O/c1-2-3-4-5-6-7/h6H,2-5H2,1H3
InChI KeyJARKCYVAAOWBJS-UHFFFAOYSA-N
CHEBI IDCHEBI:88528
HMDB IDHMDB0005994
StateNot Available
Water Solubility4.49e+00 g/l
logP2.37
logS-1.35
pKa (Strongest Acidic)15.56
pKa (Strongest Basic)-6.94
Hydrogen Acceptor Count1
Hydrogen Donor Count0
Polar Surface Area17.07 Ų
Rotatable Bond Count4
Physiological Charge0
Formal Charge0
Refractivity30.15 m³·mol⁻¹
Polarizability12.32

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