Capsiconiate Property

Boiling point:

472.2±45.0 °C(Predicted)

Density 

1.054±0.06 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

≤20mg/ml in ethanol;20mg/ml in DMSO;20mg/ml in dimethyl formamide

pka

9.96±0.31(Predicted)

form 

solution in ethanol.

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H225Highly Flammable liquid and vapour

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P242Use only non-sparking tools.

P243Take precautionary measures against static discharge.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P370+P378In case of fire: Use … for extinction.

P403+P235Store in a well-ventilated place. Keep cool.

P501Dispose of contents/container to..…

Capsiconiate Chemical Properties,Usage,Production

Description

Capsiconiate is a coniferyl ester that has been isolated from certain plants in the Solanaceae family, including plants in the genus Capsicum. It is structurally related to capsaicin (Item No. 92350), the primary heat- and pain-eliciting compound from the Capsicum pepper. Like capsaicin, capsiconiate is an agonist of the transient receptor potential vanilloid receptor TRPV1 (EC₅₀ = 3.2 μM). However, the maximum response induced by capsiconiate through TRPV1 is only 20% of that of capsaicin, indicating that it’s a partial agonist of TRPV1.

Uses

Capsiconiate is a coniferyl ester that has been isolated from certain plants in the Solanaceae family, including plants in the genus Capsicum. It is structurally related to capsaicin , the primary heat- and pain-eliciting compound from the Capsicum pepper. Like capsaicin, capsiconiate is an agonist of the transient receptor potential vanilloid receptor TRPV1 (EC50 = 3.2 μM). However, the maximum response induced by capsiconiate through TRPV1 is only 20% of that of capsaicin, indicating that it’s a partial agonist of TRPV1.[Cayman Chemical]

in vitro

capsiconiate was isolated from the fruits of the pepper, capsicum baccatum l. var. praetermissum. the agonist activity of the capsiconiate for trpv1 was evaluated by conducting an analysis of the intracellular calcium concentrations in trpv1-expressing hek293 cells. the ec50 value of capsiconiate was determined to be 3.2 microm. however, the activity was weaker than that of capsaicinor capsiate. it was found that capsiconiate had no pungency, and therefore, the low activity could be explained on the basis of the structure-activity relationship. the instability capsiconiate in aqueous solvents might also be responsible for its low activity. even though the agonist activity for trpv1 was lower than that of capsaicin, its activity was comparable with that of other naturally occurring compounds such as gingerol, piperine, and capsaicinol [1].

References

[1] kobata, k. ,tate, h.,iwasaki, y., et al. isolation of coniferyl esters from capsicum baccatum l., and their enzymatic preparation and agonist activity for trpv1. phytochemistry 69(5), 1179-1184 (2008).