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20-Deoxyingenol 3-angelate
20-Deoxyingenol 3-angelate
ChemFaces products have been cited in many studies from excellent and top scientific journals
Product Name 20-Deoxyingenol 3-angelate
Price:
CAS No.: 75567-38-3
Catalog No.: CFN96350
Molecular Formula: C25H34O5
Molecular Weight: 414.6 g/mol
Purity: >=98%
Type of Compound: Diterpenoids
Physical Desc.: Powder
Source: The aerial parts of Euphorbia peplus L.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download: COA    MSDS
Similar structural: Comparison (Web)  (SDF)
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Related Screening Libraries
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Biological Activity
Description: 20-Deoxyingenol 3-angelate and ingenol 20-acetate 3-angelate are known as promoters of tumors of mouse skin. 20-Deoxyingenol 3-angelate can induce significant platelet aggregation accompanied by induction of phosphorylation of PKC substrates in platelets, it is a protein kinase C (PKC) activator.
Targets: PKC
In vivo:
J Cancer Res Clin Oncol. 1998;124(6):301-6.
Dietary cancer risk from conditional cancerogens in produce of livestock fed on species of spurge (Euphorbiaceae). III. Milk of lactating goats fed on the skin irritant herb Euphorbia peplus is polluted by tumor promoters of the ingenane diterpene ester t[Pubmed: 9692836]
Special procedures were developed to investigate poisonous milk of lactating goats fed experimentally on aerial parts of the herb Euphorbia peplus L.
METHODS AND RESULTS:
In extracts of the milk, weakly irritant in the mouse-ear assay, three diterpene ester toxins were detected by techniques of high-performance liquid chromatography. They are of the ingenane structural type: Euphorbia factor Pel (ingenol 20-acetate 3-angelate), Euphorbia factor Pe2 (20-Deoxyingenol 3-angelate) and Euphorbia factor Pe4 (20-deoxyingenol-6alpha,7alpha-epoxide 3-angelate). From goats milk collected 15 days after cessation of the experimental feeding period, extracts were completely free of diterpene ester toxins. The toxins polluting the milk are identical to diterpene ester entities occurring in the aerial parts of E. peplus. Of these, Euphorbia factors Pel and Pe2 are known as promoters of tumors of mouse skin. Apart from the toxic Euphorbia factors, the non-toxic parent alcohol ingenol was also detected in the milk. It is absent in the plant, and may have been generated metabolically from a certain portion of the toxic diterpene esters picked up by the goats from their fodder.
CONCLUSIONS:
The results presented here provide, for the first time, data for a novel interpretation of the locally high incidence of esophageal cancer observed in certain areas in the Caspian littoral of Iran, associated with a greater consumption of goat's (and sheep's) milk.
20-Deoxyingenol 3-angelate Description
Source: The aerial parts of Euphorbia peplus L.
Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

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Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

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Calculate Dilution Ratios(Only for Reference)
1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.412 mL 12.0598 mL 24.1196 mL 48.2393 mL 60.2991 mL
5 mM 0.4824 mL 2.412 mL 4.8239 mL 9.6479 mL 12.0598 mL
10 mM 0.2412 mL 1.206 mL 2.412 mL 4.8239 mL 6.0299 mL
50 mM 0.0482 mL 0.2412 mL 0.4824 mL 0.9648 mL 1.206 mL
100 mM 0.0241 mL 0.1206 mL 0.2412 mL 0.4824 mL 0.603 mL
* Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
Protocol
Kinase Assay:
Planta Medica, 2015 ,81(16).
Evaluation of protein kinase C-activating effect of different type of Euphorbia diterpene phorbol esters in human platelets[Reference: WebLink]
Therefore, finding novel phorbol diterpene esters from natural sources seems to be an important task. Human platelets contain 5 isoforms of PKC, including α, β, δ, θ, and ζ, and activation of PKC results in platelet aggregation. Therefore, in the present study, platelets were used to evaluate PKC-activating activities of five phorbol diterpene esters, which were isolated from European Euphorbia species.
METHODS AND RESULTS:
We found that 20-Deoxyingenol 3-angelate (1) and 12-deoxy-16-hydroxyphorbol-20-acetate-6-angelate-13-isobutyrate (2) induced significant platelet aggregation accompanied by induction of phosphorylation of PKC substrates in platelets. In contrast, two jatrophanes (3, 4), and a myrsinol-type diterpene (5) neither induced platelet aggregation nor PKC activation. PKD, a substrate of PKCδ, was phosphorylated in response to 1 and 2, indicating that these two compounds are able to activate PKCδ.
CONCLUSIONS:
Our results suggest that 1 and 2 are PKC activator, but their selectivity to different isoforms of PKC remains to be determined.
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