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Acetoxyisovalerylalkannin

CAS# 69091-17-4

Acetoxyisovalerylalkannin

2D Structure

Catalog No. BCN3007----Order now to get a substantial discount!

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Quality Control of Acetoxyisovalerylalkannin

3D structure

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Acetoxyisovalerylalkannin

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Chemical Properties of Acetoxyisovalerylalkannin

Cas No. 69091-17-4 SDF Download SDF
PubChem ID 155245 Appearance Red powder
Formula C23H26O8 M.Wt 430.5
Type of Compound Quinones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(1S)-1-(5,8-dihydroxy-1,4-dioxonaphthalen-2-yl)-4-methylpent-3-enyl] 3-acetyloxy-3-methylbutanoate
SMILES CC(=CCC(C1=CC(=O)C2=C(C=CC(=C2C1=O)O)O)OC(=O)CC(C)(C)OC(=O)C)C
Standard InChIKey BQSAGDWOHVQNFB-SFHVURJKSA-N
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 Acetoxyisovalerylalkannin

The roots of Lithosperraum erythrorhizon Sieb. et Zucc.

Biological Activity of Acetoxyisovalerylalkannin

DescriptionAcetoxyisovalerylalkannin may have anti-ageing activity, it can upregulate Collagen-I, elastin and involucrin syntheses in human dermal fibroblasts or keratinocytes.
In vitro

Anti-skin ageing activity of napthoquinones from Arnebia nobilis Reichb.f.[Pubmed: 25810219]

Natural Product Research, 2015, Mar 26,30(5):574-577.

The present isolation and identification of napthoquinones from roots of Arnebia nobilis Reichb.f. can lead to the discovery of new anti-skin ageing ingredient in colour cosmetics.
METHODS AND RESULTS:
Four compounds have been isolated and purified by rigorous column chromatography. The compounds are identified as β, β-dimethylacryl alkannin (AN-I), Acetoxyisovalerylalkannin (AAN-II), acetyl alkannin (AN-III) and alkannin (AN-IV) by interpretation of spectroscopic data. This study is the first to report the isolation of Acetoxyisovaleryl alkannin (AAN-II) from A. nobilis. The IC50 values of the compounds, determined in human skin cells (human dermal fibroblasts and human keratinocytes) and mouse embryonic fibroblasts (NIH3T3) varied significantly among the four alkannins. Among the four compounds, β-acetoxyisovaleryl alkannin (AAN-II) significantly inhibited hydrogen peroxide (H2O2)-induced red blood corpuscle haemolysis and cellular senescence in human dermal fibroblasts. Collagen-I, elastin and involucrin syntheses in human dermal fibroblasts or keratinocytes were up regulated by AAN-II.
CONCLUSIONS:
These results support the potential utility of alkannins as novel anti-ageing ingredients.

Protocol of Acetoxyisovalerylalkannin

Structure Identification
Journal of Jilin University, 2010 , 48 (2) :319-322.

Chemical Constituents from Root of Arnebia euchroma(Royle)Johnst[Reference: WebLink]

All the compounds were separated from the petroleum ether extracts of Arnebia euchroma root by means of column chromatography and their structures were identified by the spectral analysis and chemical evidence.
METHODS AND RESULTS:
Seven compounds were separated and identified as deoxyshikonin (1),β,β-dimethylacryloylshikonin (2),acetyshikonin (3),shikonin (4),β-sitosterol (5),propionylshikonin (6),Acetoxyisovalerylalkannin (7).

Acetoxyisovalerylalkannin Dilution Calculator

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Preparing Stock Solutions of Acetoxyisovalerylalkannin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3229 mL 11.6144 mL 23.2288 mL 46.4576 mL 58.072 mL
5 mM 0.4646 mL 2.3229 mL 4.6458 mL 9.2915 mL 11.6144 mL
10 mM 0.2323 mL 1.1614 mL 2.3229 mL 4.6458 mL 5.8072 mL
50 mM 0.0465 mL 0.2323 mL 0.4646 mL 0.9292 mL 1.1614 mL
100 mM 0.0232 mL 0.1161 mL 0.2323 mL 0.4646 mL 0.5807 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 Acetoxyisovalerylalkannin

Anti-skin ageing activity of napthoquinones from Arnebia nobilis Reichb.f.[Pubmed:25810219]

Nat Prod Res. 2016;30(5):574-7.

The present isolation and identification of napthoquinones from roots of Arnebia nobilis Reichb.f. can lead to the discovery of new anti-skin ageing ingredient in colour cosmetics. Four compounds have been isolated and purified by rigorous column chromatography. The compounds are identified as beta, beta-dimethylacryl alkannin (AN-I), acetoxyisovaleryl alkannin (AAN-II), acetyl alkannin (AN-III) and alkannin (AN-IV) by interpretation of spectroscopic data. This study is the first to report the isolation of Acetoxyisovaleryl alkannin (AAN-II) from A. nobilis. The IC50 values of the compounds, determined in human skin cells (human dermal fibroblasts and human keratinocytes) and mouse embryonic fibroblasts (NIH3T3) varied significantly among the four alkannins. Among the four compounds, beta-acetoxyisovaleryl alkannin (AAN-II) significantly inhibited hydrogen peroxide (H2O2)-induced red blood corpuscle haemolysis and cellular senescence in human dermal fibroblasts. Collagen-I, elastin and involucrin syntheses in human dermal fibroblasts or keratinocytes were up regulated by AAN-II. These results support the potential utility of alkannins as novel anti-ageing ingredients.

Description

Beta-Acetoxyisovalerylshikonin is a naphthoquinone derivative isolated from Arnebia euchroma.

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