2D Structure

3D Structure

cis-Jasmone


Properties
PID PID00136
Mol. Weight 164.248 g/mol
LogP 3.1
Water solubility 0.00427 mol/L at 20 °C
Hydrogen Bond Donor 0
Hydrogen Bond Acceptor 1
Rotatable Bonds 3
XLogP3-AA 2.2

cis-Jasmone

Identifiers
Formula C11H16O
PubChem CID 1549018
FEMA 3196
Flavor Profile Odor Of Jasmine, Woody, Herbal And Floral, With A Citrus Nuance; Floral
Smiles CC/C=C\CC1=C(C)CCC1=O
InChl Key XMLSXPIVAXONDL-PLNGDYQASA-N
InChl InChI=1S/C11H16O/c1-3-4-5-6-10-9(2)7-8-11(10)12/h4-5H,3,6-8H2,1-2H3/b5-4-
CAS Registry Number 488-10-8
IUPAC Systematic Name 3-methyl-2-[(Z)-pent-2-enyl]cyclopent-2-en-1-one

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
Haichow ElsholtziaXiang Ru (香薷)Moslae HerbaMinor Warm,PungentLung, Spleen, StomachView Graph

Pharmacological action

cis-Jasmone is an organic compound, which is a volatile portion of the oil from jasmine flowers. It is a colorless to pale yellow liquid. Jasmone can exist in

two isomeric forms with differing geometry around the pentenyl double bond, cis-jasmone and trans-jasmone. The natural extract contains only the cis form,

while synthetic material is often a mixture of both, with the cis form predominating. Both forms have similar odors and chemical properties.

cis-jasmone is a fragrance ingredient used in many fragrance mixtures. It may be found in fragrances used in decorative cosmetics, fine fragrances,

shampoos, toilet soaps and other toiletries as well as in non-cosmetic products such as household cleaners and detergents.

cis-jasmone are constituents of essential oils, for instance, from Jasminum sp., Lonicera sp. or Philadelphus sp. The scent bouquet of D. aurantiaca

contained nine volatile compounds with cis-jasmone being the major component (49 %), followed by an unknown compound (Kovats retention index: 1317;

30 %) and methyl salicylate (18 %).

cis-jasmone (CJ) is a plant-derived chemical that enhances direct and indirect plant defence against herbivorous insects. cis-Jasmone (CJ) is another

member of the jasmonate class of compounds. It is a major component in the floral volatile bouquet of various plants, including honeysuckle (Lonicera

japonica, Caprifoliaceae) (Schlotzhauer et al. 1996), attracting insect pollinators. cis-jasmone is a strong olfactorial cue for Neella spp. in search of

food and mating sites. Cis-jasmone is widespread among floral scents (Knudsen et al. 2006) and also occurs in several other aroids pollinated by cyclocephaline scarab beetles (Pereira et al. 2014).

cis-jasmone as a cue to find host plants. In P. aff. bipinnatifidum. cis-jasmone as odour-active compounds for many types of Japanese green teas.



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

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30. Di, C., Ning, C., Huang, L. Q., Wang, C. Z. Design of larval chemical attractants based on odorant response spectra of odorant receptors in the cotton bollworm[J]. Insect biochemistry and molecular biology, 2017, 84: 48-62.

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32. Hegde, M., Oliveira, J. N., da Costa, J. G., Loza-Reyes, E., Bleicher, E., Santana, A. E., Pickett, J. A.. Aphid antixenosis in cotton is activated by the natural plant defence elicitor cis-jasmone[J]. Phytochemistry, 2012, 78: 81-88.

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34. Disi, J. O., Zebelo, S., Ngumbi, E., Fadamiro, H. Y. cis-Jasmone primes defense pathways in tomato via emission of volatile organic compounds and regulation of genes with consequences for Spodoptera exigua oviposition[J]. Arthropod-Plant Interactions, 2017, 11(4): 591-602.

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