Oct-1-en-3-one
Template:Chembox Oct-1-en-3-one (CH2=CHC(=O)(CH2)4CH3), also known as 1-octen-3-one or amyl vinyl ketone, is the odorant that is responsible for the typical "metallic" smell of metals and blood coming into contact with skin.[1] Oct-1-en-3-one has a strong metallic mushroom-like odor with an odor detection threshold of 0.03–1.12 μg/m3 and it is the main compound responsible for the "smell of metal", followed by decanal (smell: orange skin, flowery) and nonanal (smell: tallowy, fruity).[2] Oct-1-en-3-one is the degradative reduction product of the chemical reaction of skin lipid peroxides and Fe2+. Skin lipid peroxides are formed from skin lipid by oxidation, either enzymatically by lipoxygenases or by air oxygen. Oct-1-en-3-one is a ketone analog of the alkene 1-octene.
Natural occurrences
It is also produced by Uncinula necator, a fungus that causes powdery mildew of grape.[3]
See also
- Odorant
- 1-Octen-3-ol, the alcohol analog that is used by mosquitoes as an odor cueScript error: No such module "Unsubst".
References
<templatestyles src="Reflist/styles.css" />
- ↑ Script error: No such module "Citation/CS1".
- ↑ Supporting information for the Glindemann article
- ↑ Script error: No such module "Citation/CS1".
Script error: No such module "Check for unknown parameters".