Perillaldehyde (original) (raw)

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Perillaldehyde[1]

Skeletal formula of perillaldehydeSkeletal formula of perillaldehyde Ball-and-stick model of perillaldehydeBall-and-stick model of perillaldehyde
Names
IUPAC name (S)-4-(1-Methylethenyl)-1-cyclohexene-1-carboxaldehyde
Other namesPerilla aldehyde; 4-Mentha-1,8-dien-7-al
Identifiers
CAS Number 18031-40-8 checkY
3D model (JSmol) Interactive image
ChEBI CHEBI:15421 checkY
ChEMBL ChEMBL469537 checkY
ChemSpider 15589 checkY
ECHA InfoCard 100.016.639 Edit this at Wikidata
KEGG C02576 checkY
PubChem CID 16441
UNII 5EL0Y7P6LP checkY
CompTox Dashboard (EPA) DTXSID6051855 Edit this at Wikidata
InChI InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3 checkYKey: RUMOYJJNUMEFDD-UHFFFAOYSA-N checkYInChI=1/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3Key: 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). ☒N verify (what is checkY☒N ?) Infobox references

Chemical compound

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 is presented in lower concentrations in the body odor of persons suffering from Parkinson's disease.[2]

  1. ^ Merck Index, 12th Edition, 7308.
  2. ^ 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.