Prohydrojasmon Chemical Properties

Boiling point:

340.2±15.0 °C(Predicted)

Density 

0.967±0.06 g/cm3(Predicted)

storage temp. 

0-6°C

solubility 

Chloroform (Slightly), Hexane (Slightly), Methanol (Slightly)

form 

Oil

color 

Pale Yellow to Light Yellow

InChI

InChI=1S/C15H26O3/c1-3-5-6-7-13-12(8-9-14(13)16)11-15(17)18-10-4-2/h12-13H,3-11H2,1-2H3

InChIKey

IPDFPNNPBMREIF-UHFFFAOYSA-N

SMILES

C1(CC(OCCC)=O)CCC(=O)C1CCCCC

EPA Substance Registry System

Cyclopentaneacetic acid, 3-oxo-2-pentyl-, propyl ester (158474-72-7)

Prohydrojasmon Usage And Synthesis

Description

Prohydrojasmon (PDJ) [propyl(1RS,2RS)-(3-oxo-2-pentylcyclopentyl) acetate], an analog of Jasmonic acid (JA), was first registered as a plant growth regulator, particularly for coloring apples and grapes. Plant growth regulators are naturally or chemically synthesized substances that play roles in plants' developmental or metabolic processes. Subsequently, similar to JA, PDJ was found to induce direct and indirect defenses against herbivores in non-infested plants[1].

Uses

Prohydrojasmon (PDJ), as a plant growth regulator, focuses on fruits, including apples, oranges, mangoes, and grapes. Specifically, it has been applied to enhance mango and red pear fruit coloration. PDJ treatment of crops increases their direct and indirect defenses against several insect pests under open field conditions. A report on PDJ treatment of non-infested maize plants suggests a reduction in the weights and survival rates of the common armyworm, Mythimna separata (Walker), larvae and their increased attraction to Cotesia kariyai Watanabe, a parasitoid wasp of the herbivore. Furthermore, two-spotted spider mites (Tetranychus urticae Koch) laid significantly fewer eggs on PDJ-treated leaf disks than on control leaf disks. PDJ treatment of non-infested lima bean plants induced the production of volatiles, including (E)-β-ocimene and (E)-4,8-dimethyl-1,3,7-nonatriene (DMNT), which attract Phytoseiulus persimilis Athias-Henriot, a predatory mite. Moreover, under greenhouse conditions, PDJ treatment of tomato plants negatively affects the damage caused by thrips[3].

Biological Functions

The activity of Prohydrojasmon may be similar to that of endogenous JA. It has been shown to affect several physiological processes, including senescence, leaf abscission, fruit ripening, coloration, and pigment accumulation. Other studies have shown that PDJ is an elicitor in plants to stimulate the accumulation of secondary metabolites, including phenolics, anthocyanins, terpenoids, and glucosinolates[2].

References

[1] Kengo Yoshida. “Effects of Prohydrojasmon on the Number of Infesting Herbivores and Biomass of Field-Grown Japanese Radish Plants.” Frontiers in Plant Science (2021): 695701.
[2] Shinya Takahashi. “Prohydrojasmon Promotes the Accumulation of Phenolic Compounds in Red Leaf Lettuce.” Plants-Basel 10 9 (2021).
[3] Haidar Rafid Azis. “Effect of Prohydrojasmon on the Growth of Eggplant and Komatsuna.” Plants-Basel (2020).

Prohydrojasmon (158474-72-7)Related Product Information

• 2-Methylbutane
• 17-hydroxy-6-methylenepregn-4-ene-3,20-dione 17-acetate
• 2-methylpentane
• Isobutylene
• 2-Methyl-2-butene
• 4-Methyl-2-pentanone
• Ethyl 6-oxononanoate
• ETHYL 6-OXODECANOATE
• Methyl dihydrojasmonate
• ETHYL 6-OXOUNDECANOATE
• (+/-)-DIHYDROJASMONIC ACID
• Cyclopentaneacetic acid, 3-​oxo-​2-​pentyl-​, propyl ester