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Ingenol 20-palmitate

CAS# 39071-33-5

Ingenol 20-palmitate

2D Structure

Catalog No. BCN7678----Order now to get a substantial discount!

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Ingenol 20-palmitate: 5mg $748 In Stock
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Quality Control of Ingenol 20-palmitate

3D structure

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Ingenol 20-palmitate

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Chemical Properties of Ingenol 20-palmitate

Cas No. 39071-33-5 SDF Download SDF
PubChem ID 124511085 Appearance Oil
Formula C36H58O6 M.Wt 586.84
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(1S,4S,5R,6R,9S,10R,12R,14R)-4,5,6-trihydroxy-3,11,11,14-tetramethyl-15-oxo-7-tetracyclo[7.5.1.01,5.010,12]pentadeca-2,7-dienyl]methyl hexadecanoate
SMILES CCCCCCCCCCCCCCCC(=O)OCC1=CC2C3C(C3(C)C)CC(C4(C2=O)C=C(C(C4(C1O)O)O)C)C
Standard InChIKey DSTCZBGJCUOFLM-SXNKARFESA-N
Standard InChI InChI=1S/C36H58O6/c1-6-7-8-9-10-11-12-13-14-15-16-17-18-19-29(37)42-23-26-21-27-30-28(34(30,4)5)20-25(3)35(33(27)40)22-24(2)31(38)36(35,41)32(26)39/h21-22,25,27-28,30-32,38-39,41H,6-20,23H2,1-5H3/t25-,27+,28-,30+,31+,32-,35+,36-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Ingenol 20-palmitate

The roots of Euphorbia sieboldiana.

Biological Activity of Ingenol 20-palmitate

DescriptionIngenol 20-palmitate is a natural product from Euphorbia sieboldiana.
In vitro

Tumor promoting constituent of Euphorbia serrata L. latex.[Pubmed: 971764]

Experientia. 1976 Sep 15;32(9):1196-7.


METHODS AND RESULTS:
Euphorbia serrata latex has initially ingenol-3-palmitate, which by action of silica gel is converted to Ingenol 20-palmitate.
CONCLUSIONS:
The former is responsible for the irritant and cocarcinogenic activity of the latex on mouse ear and on mice back skin.

Protocol of Ingenol 20-palmitate

Structure Identification
Planta Med. 1991 Dec;57(6):569-71.

New Diterpenoids from Euphorbia sieboldiana.[Pubmed: 17226204 ]


METHODS AND RESULTS:
From the acetone extract of roots of EUPHORBIA SIEBOLDIANA, three known diterpenes, ENT-atisane-3beta,16alpha,17-triol ( 1), ingenol ( 4), and helioscopinolide A ( 5) as well as two new diterpenes, 3beta- O-acetyl- ENT-atisane-16alpha,17-diol ( 2), and Ingenol 20-palmitate ( 3) were isolated.
CONCLUSIONS:
Their structures were elucidated by spectroscopic methods and chemical transformations.

Ingenol 20-palmitate Dilution Calculator

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Ingenol 20-palmitate Molarity Calculator

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Preparing Stock Solutions of Ingenol 20-palmitate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.704 mL 8.5202 mL 17.0404 mL 34.0808 mL 42.601 mL
5 mM 0.3408 mL 1.704 mL 3.4081 mL 6.8162 mL 8.5202 mL
10 mM 0.1704 mL 0.852 mL 1.704 mL 3.4081 mL 4.2601 mL
50 mM 0.0341 mL 0.1704 mL 0.3408 mL 0.6816 mL 0.852 mL
100 mM 0.017 mL 0.0852 mL 0.1704 mL 0.3408 mL 0.426 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Ingenol 20-palmitate

New Diterpenoids from Euphorbia sieboldiana.[Pubmed:17226204]

Planta Med. 1991 Dec;57(6):569-71.

From the acetone extract of roots of EUPHORBIA SIEBOLDIANA, three known diterpenes, ENT-atisane-3beta,16alpha,17-triol ( 1), ingenol ( 4), and helioscopinolide A ( 5) as well as two new diterpenes, 3beta- O-acetyl- ENT-atisane-16alpha,17-diol ( 2), and ingenol-20-palmitate ( 3) were isolated. Their structures were elucidated by spectroscopic methods and chemical transformations.

Tumor promoting constituent of Euphorbia serrata L. latex.[Pubmed:971764]

Experientia. 1976 Sep 15;32(9):1196-7.

Euphorbia serrata latex has initially ingenol-3-palmitate, which by action of silica gel is converted to ingenol-20-palmitate. The former is responsible for the irritant and cocarcinogenic activity of the latex on mouse ear and on mice back skin.

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