Structure Database (LMSD)

Common Name
4-hydroxyhexenal
Systematic Name
4-hydroxy-2E-hexenal
Synonyms
  • 4-HHE
LM ID
LMFA06000016
Formula
C6H10O2
Exact Mass
Calculate m/z
114.06808
Sum Composition
FAL 6:1;O
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty aldehydes [FA06]

Biological Context

4-hydroxy Hexenal is a lipid peroxidation product derived from oxidized ω-3 fatty acids such as DHA.1,2

This information has been provided by Cayman Chemical

References

1. van Kuijk, F.J.G.M., Holte, L.L., and Dratz, E.A. 4-Hydroxyhexenal: A lipid peroxidation product derived from oxidized docosahexaenoic acid. Biochim. Biophys. Acta 1043(1), 116-118 (1990).
2. van Kuijk, F.J.G.M., Siakotos, A.N., Fong, L.G., et al. Quantitative measurement of 4-hydroxyalkenals in oxidized low-density lipoprotein by gas chromatography-mass spectrometry. Anal. Biochem. 224(1), 420-424 (1995).

String Representations

InChiKey (Click to copy)
JYTUBIHWMKQZRB-ONEGZZNKSA-N
InChi (Click to copy)
InChI=1S/C6H10O2/c1-2-6(8)4-3-5-7/h3-6,8H,2H2,1H3/b4-3+
SMILES (Click to copy)
CCC(O)/C=C/C([H])=O

Other Databases

CHEBI ID
180385
PubChem CID
5283314
Cayman ID
32060

Calculated Physicochemical Properties

Heavy Atoms 8
Rings 0
Aromatic Rings 0
Rotatable Bonds 3
Van der Waals Molecular Volume 124.66
Topological Polar Surface Area 37.30
Hydrogen Bond Donors 1
Hydrogen Bond Acceptors 2
logP 0.80
Molar Refractivity 32.01

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Created at
-
Updated at
22nd Oct 2019