2D Structure

3D Structure

Perillaldehyde


Properties
PID PID00142
Mol. Weight 150.221 g/mol
LogP 1.546
Water solubility 0.00389 mol/L at 20 °C
Hydrogen Bond Donor 0
Hydrogen Bond Acceptor 1
Rotatable Bonds 2
XLogP3-AA 2.6

Perillaldehyde

Identifiers
Formula C10H14O
PubChem CID 16441
FEMA 3557
Flavor Profile Cherry, Fat, Green, Pungent, Sour, Spice
Smiles C=C(C)C1CC=C(C=O)CC1
InChl Key RUMOYJJNUMEFDD-UHFFFAOYSA-N
InChl InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3
CAS Registry Number 2111-75-3
IUPAC Systematic Name 4-prop-1-en-2-ylcyclohexene-1-carbaldehyde

Organ Location Map/System Distribution of Pungent Flavor Compounds’ Targets


Note: Known Targets (Gene) from 6952 literatures, DrugBank (http://www.drugbank.ca/), STITCH (http://stitch.embl.de/), ChEMBL (https://www.ebi.ac.uk/chembl/), Therapeutic Target Database (http://bidd.nus.edu.sg/group/ttd/), and Comparative Toxicogenomics Database (CTD, http://ctdbase.org/)


Related Pungent TCM

English Name Pinyin Name (Chinese Name) Latin Name Properties in TCM merdians View Graph
Perilia FruitZi Su Zi (紫苏子)Perillae FructusWarm, PungentLung, Spleen, StomachView Graph
Perilla frutescens var. argutaZi Su(紫苏叶)Common Perilla Equivalent plant: Perilla frutescenWarm, PungentLung, Spleen, StomachView Graph
Perilla frutescens var. argutaZi Su(紫苏梗)Common Perilla Equivalent plant: Perilla frutescenWarm, PungentLung, Spleen, StomachView Graph

Pharmacological action

Perillaldehyde, 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.



Note: Click anywhere in the blank, you can drag the whole dynamic diagram. Click on a node, you can drag his location to see it more clearly. The blue circle represents pharmacology, toxicology, or daily use. Orange hexagon represents the pungent compounds.

References

1. https://en.wikipedia.org/wiki/Perillaldehyde

2. Fujiwara Y , Ito M . Molecular cloning and characterization of a Perilla frutescens cytochrome P450 enzyme that catalyzes the later steps of perillaldehyde biosynthesis[J]. Phytochemistry, 2016:S003194221630259X.

3. Cattaneo, A. M., Gonzalez, F., Bengtsson, J. M., Corey, E. A., Jacquin-Joly, E., Montagné, N., Bobkov, Y. V. Candidate pheromone receptors of codling moth Cydia pomonella respond to pheromones and kairomones[J]. Scientific reports, 2017, 7: 41105.

4. Martens E, Demain A L. Platensimycin and platencin: promising antibiotics for future application in human medicine[J]. The Journal of antibiotics, 2011, 64(11): 705.

5. Sato-Masumoto N, Ito M. Two types of alcohol dehydrogenase from Perilla can form citral and perillaldehyde[J]. Phytochemistry, 2014, 104: 12-20.