Perillaldehyde

Perillaldehyde[1]
Skeletal formula of perillaldehyde	Ball-and-stick model of perillaldehyde
Names
	IUPAC name (S)-4-(1-Methylethenyl)-1-cyclohexene-1-carboxaldehyde
	Other names Perilla aldehyde; 4-Mentha-1,8-dien-7-al
Identifiers
CAS Number	18031-40-8 [Sigma-Aldrich][2];
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:15421 ;
ChEMBL	ChEMBL469537 ;
ChemSpider	15589 ;
ECHA InfoCard	100.016.639
KEGG	C02576 ;
PubChem CID	16441;
UNII	6EQL0XA86G ;
CompTox Dashboard (EPA)	DTXSID6051855 ;
	InChI InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3 Key: RUMOYJJNUMEFDD-UHFFFAOYSA-N ; InChI=1/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3 Key: RUMOYJJNUMEFDD-UHFFFAOYAO;
	SMILES O=C\C1=C\CC(\C(=C)C)CC1;
Properties
Chemical formula	C10H14O
Molar mass	150.221 g·mol−1
Appearance	Colorless liquid
Density	0.953 g/mL (20 °C)
Boiling point	237 °C (459 °F; 510 K) (745 mmHg)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Perillaldehyde, perillic aldehyde or perilla aldehyde, is a natural organic compound found most abundantly in the annual herb perilla, but also in a wide variety of other plants and essential oils. It is a monoterpenoid containing an aldehyde functional group.

Perillaldehyde, or volatile oils from perilla that are rich in perillaldehyde, are used as food additives for flavoring and in perfumery to add spiciness. Perillaldehyde can be readily converted to perilla alcohol, which is also used in perfumery. It has a mint-like, cinnamon odor and is primarily responsible for the flavor of perilla.

The oxime of perillaldehyde is known as perillartine or perilla sugar and is about 2000 times sweeter than sucrose and is used in Japan as a sweetener. It can be detected in the body odor of persons suffering from Parkinson's disease.[3]

References

Merck Index, 12th Edition, 7308.
http://www.sigmaaldrich.com/catalog/product/aldrich/w355704?lang=en&region=CR
Trivedi, Drupad K.; Sinclair, Eleanor; Xu, Yun; Sarkar, Depanjan; Walton-Doyle, Caitlin; Liscio, Camilla; Banks, Phine; Milne, Joy; Silverdale, Monty; Kunath, Tilo; Goodacre, Royston; Barran, Perdita (2019). "Discovery of Volatile Biomarkers of Parkinson's Disease from Sebum". ACS Central Science. 5 (4): 599–606. doi:10.1021/acscentsci.8b00879. PMC 6487537. PMID 31041379.

External links

Media related to Perillaldehyde at Wikimedia Commons

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[1] Merck Index, 12th Edition, 7308.

[2] ttp://www.sigmaaldrich.com/catalog/product/aldrich/w355704?lang=en&region=CR

[3] Trivedi, Drupad K.; Sinclair, Eleanor; Xu, Yun; Sarkar, Depanjan; Walton-Doyle, Caitlin; Liscio, Camilla; Banks, Phine; Milne, Joy; Silverdale, Monty; Kunath, Tilo; Goodacre, Royston; Barran, Perdita (2019). "Discovery of Volatile Biomarkers of Parkinson's Disease from Sebum". ACS Central Science. 5 (4): 599–606. doi:10.1021/acscentsci.8b00879. PMC 6487537. PMID 31041379.