Sulcatone

Last updated
Sulcatone [1]
Sulcatone.svg
Names
Preferred IUPAC name
6-Methylhept-5-en-2-one
Other names
2-Methylheptenone
2-Methyl-2-hepten-6-one
Methyl hexenyl ketone
Identifiers
3D model (JSmol)
1741705
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.470 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 203-816-7
KEGG
PubChem CID
UNII
  • InChI=1S/C8H14O/c1-7(2)5-4-6-8(3)9/h5H,4,6H2,1-3H3
    Key: UHEPJGULSIKKTP-UHFFFAOYSA-N
  • CC(=CCCC(=O)C)C
Properties
C8H14O
Molar mass 126.199 g·mol−1
Odor Powerful, fatty, green, citrus odor
Density 0.8546 g/mL
Melting point −67.1 °C (−88.8 °F; 206.1 K)
Boiling point 173.5 °C (344.3 °F; 446.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Sulcatone (6-methyl-5-hepten-2-one) is an unsaturated methylated ketone with the molecular formula C8H14O. It is a colorless, water-like liquid with a citrus-like, fruity odor. [2] [3]

Sulcatone is one of a number of mosquito attractants, especially for those species such as Aedes aegypti with the odor receptor gene Or4. [4]

Related Research Articles

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DEET Chemical compound

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Cinnamaldehyde Chemical compound

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<i>Aedes aegypti</i> Species of fly

Aedes aegypti, the yellow fever mosquito, is a mosquito that can spread dengue fever, chikungunya, Zika fever, Mayaro and yellow fever viruses, and other disease agents. The mosquito can be recognized by white markings on its legs and a marking in the form of a lyre on the upper surface of its thorax. This mosquito originated in Africa, but is now found in tropical, subtropical and temperate regions throughout the world.

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Oct-1-en-3-one Chemical compound

Oct-1-en-3-one (CH2=CHC(=O)(CH2)4CH3), also known as 1-octen-3-one, is the odorant that is responsible for the typical "metallic" smell of metals and blood coming into contact with skin. 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). 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.

1-Octen-3-ol Chemical compound

1-Octen-3-ol, octenol for short and also known as mushroom alcohol, is a chemical that attracts biting insects such as mosquitoes. It is contained in human breath and sweat, and it was once believed that insect repellent DEET worked by blocking the insects' octenol odorant receptors. Recent evidence in Anopheles gambiae and Culex quequinfasciatius mosquitoes suggest DEET reduces the volatility of 1-octen-3-ol which can result in a reduction in human attraction. 1-Octen-3-ol is a secondary alcohol derived from 1-octene. It exists in the form of two enantiomers, (R)-(–)-1-octen-3-ol and (S)-(+)-1-octen-3-ol.

GRIN2A

Glutamate [NMDA] receptor subunit epsilon-1 is a protein that in humans is encoded by the GRIN2A gene.

CAMK2G

Calcium/calmodulin-dependent protein kinase type II gamma chain is an enzyme that in humans is encoded by the CAMK2G gene.

GRIA1

Glutamate receptor 1 is a protein that in humans is encoded by the GRIA1 gene.

GRIA4

Glutamate receptor 4 is a protein that in humans is encoded by the GRIA4 gene.

OR51E1

Olfactory receptor 51E1 is a protein that in humans is encoded by the OR51E1 gene.

PDE9A

High affinity cGMP-specific 3',5'-cyclic phosphodiesterase 9A is an enzyme that in humans is encoded by the PDE9A gene.

GRIK5

Glutamate receptor, ionotropic kainate 5 is a protein that in humans is encoded by the GRIK5 gene.

2-Heptanone Chemical compound

2-Heptanone, also known as methyl n-amyl ketone, or Heptan-2-one, is a ketone with the molecular formula C7H14O. It is a colorless, water-like liquid with a banana-like, fruity odor. 2-Heptanone has a neutral formal charge, and is only slightly soluble in water.

The molecular formula C8H14O (molar mass: 126.20 g/mol, exact mass: 126.1045 u) may refer to:

4-Methylcyclohexanemethanol Chemical compound

4-Methylcyclohexanemethanol (MCHM, systematic name 4-methylcyclohexylmethanol) is an organic compound with the formula CH3C6H10CH2OH. Classified as a saturated higher alicyclic primary alcohol. Both cis and trans isomers exist, depending on the relative positions of the methyl (CH3) and hydroxymethyl (CH2OH) groups on the cyclohexane ring. Commercial samples of MCHM consists of a mixture of these isomers as well as other components that vary with the supplier.

Foot odor or bromodosis is a type of body odor that affects the feet of humans. It is sometimes considered to be an unpleasant smell, but can also be the target of foot fetishism, more specifically as a form of olfactophilia.

2-Hydroxy-3-methyl-2-cyclopenten-1-one Chemical compound

2-Hydroxy-3-methyl-2-cyclopenten-1-one is an organic compound related to 1,2-cyclopentanedione. It is the enol tautomer of the diketone 3-methylcyclopentane-1,2-dione. Being an enol, the compound is often called methylcyclopentenolone. It is a colorless solid.

References

  1. 6-METHYL-5-HEPTEN-2-ONE, International Occupational Safety and Health Information Centre (CIS)
  2. "6-Methyl-5-hepten-2-one". PubChem. National Center for Biotechnology Information, U.S. National Library of Medicine. Retrieved 2019-08-03.
  3. "6-Methyl-5-hepten-2-one". InChem. Summary of Evaluations Performed by the Joint FAO/WHO Expert Committee on Food Additives. Retrieved 2019-08-03.
  4. "Scientists have identified the gene that makes mosquitoes crave human blood". Center for Inquiry. November 20, 2014.