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Alpha-Angelica lactone

CAS# 591-12-8

Alpha-Angelica lactone

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Quality Control of Alpha-Angelica lactone

Number of papers citing our products

Chemical structure

Alpha-Angelica lactone

3D structure

Chemical Properties of Alpha-Angelica lactone

Cas No. 591-12-8 SDF Download SDF
PubChem ID 11559 Appearance Liquid
Formula C5H6O2 M.Wt 98.10
Type of Compound Miscellaneous Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 5-methyl-3H-furan-2-one
SMILES CC1=CCC(=O)O1
Standard InChIKey QOTQFLOTGBBMEX-UHFFFAOYSA-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 Alpha-Angelica lactone

The roots of Angelica dahurica

Biological Activity of Alpha-Angelica lactone

DescriptionAlpha-Angelica lactone has cardiotonic activity, may exert their effects by providing an increased contraction-dependent calcium pool to be released upon systolic depolarization. Alpha-Angelicalactone can induce increased glutathione (GSH) S-transferase activity in the liver and small intestine in female ICR/Ha mice, it is an inhibitor of chemical carcinogenesis.
TargetsCalcium Channel | ATPase
In vitro

Glutathione S-transferase activity: enhancement by compounds inhibiting chemical carcinogenesis and by dietary constituents.[Pubmed: 6278195]

J Natl Cancer Inst. 1982 Mar;68(3):493-6.

Benzyl isothiocyanate, beta-naphthoflavone, coumarin, Alpha-Angelica lactone, disulfiram, indole-3-carbinol and indole-3-acetonitrile induced increased glutathione (GSH) S-transferase activity in the liver and small intestine in female ICR/Ha mice.
METHODS AND RESULTS:
All seven compounds are inhibitors of chemical carcinogenesis. In additional work, several dietary constituents increased GSH S-transferase activity. Consumption of diets containing dried powdered preparations of brussels sprouts, cabbage, coffee beans, or tea leaves resulted in increased GSH S-transferase activity. Mice fed an unrefined diet (Purina Rat Chow) had a higher GSH S-transferase activity than those fed a semipurified diet.
CONCLUSIONS:
The results of the present study indicated that the composition of the diet can alter the activity of an important enzyme system having the capacity to detoxify chemical carcinogens.

Protocol of Alpha-Angelica lactone

Kinase Assay

The influence of ouabain and alpha angelica lactone on calcium metabolism of dog cardiac microsomes.[Pubmed: 4236805]

J Clin Invest. 1969 Feb;48(2):229-34.

The influence of ouabain and Alpha-Angelica lactone on (45)calcium accumulation in cardiac microsomes was studied.
METHODS AND RESULTS:
Calcium binding (accumulation in the absence of excess oxalate or phosphate) was augmented by both ouabain and Alpha-Angelica lactone in the presence of adenosine triphosphate (ATP) but unaffected in its absence. Calcium turnover (defined as the change in (45)Ca(++) bound to the microsomes after the specific activity is changed) was studied to determine if the augmented bound pool was freely exchangeable at equilibrium. Ouabain and Alpha-Angelica lactone augmented calcium turnover in both the presence and absence of ATP. Calcium-stimulated ATPase was increased by both agents.
CONCLUSIONS:
It is proposed that these two unsaturated lactones, with known cardiotonic activity, may exert their effects by providing an increased contraction-dependent calcium pool to be released upon systolic depolarization.

Structure Identification
Org Lett. 2011 Jun 17;13(12):3056-9.

Catalytic asymmetric vinylogous Mannich-type (AVM) reaction of nonactivated α-angelica lactone.[Pubmed: 21595425]

A direct highly diastereo- and enantioselective asymmetric vinylogous Mannich-type (AVM) reaction of aldimines with nonactivated natural Alpha-Angelica lactone has been successfully developed. It was demonstrated that the nonactivated natural Alpha-Angelica lactone is a useful vinylogous nucleophile to give the chiral δ-amino γ,γ-disubstituted butenolide carbonyl derivatives. The N,N'-dioxide L2-Sc(III) complex is efficient toward the obtention of a range of corresponding products with adjacent quaternary and tertiary stereocenters in excellent dr and ee values.

Alpha-Angelica lactone Dilution Calculator

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Alpha-Angelica lactone Molarity Calculator

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Preparing Stock Solutions of Alpha-Angelica lactone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 10.1937 mL 50.9684 mL 101.9368 mL 203.8736 mL 254.842 mL
5 mM 2.0387 mL 10.1937 mL 20.3874 mL 40.7747 mL 50.9684 mL
10 mM 1.0194 mL 5.0968 mL 10.1937 mL 20.3874 mL 25.4842 mL
50 mM 0.2039 mL 1.0194 mL 2.0387 mL 4.0775 mL 5.0968 mL
100 mM 0.1019 mL 0.5097 mL 1.0194 mL 2.0387 mL 2.5484 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 Alpha-Angelica lactone

Glutathione S-transferase activity: enhancement by compounds inhibiting chemical carcinogenesis and by dietary constituents.[Pubmed:6278195]

J Natl Cancer Inst. 1982 Mar;68(3):493-6.

Benzyl isothiocyanate, beta-naphthoflavone, coumarin, alpha-angelicalactone, disulfiram, indole-3-carbinol and indole-3-acetonitrile induced increased glutathione (GSH) S-transferase activity in the liver and small intestine in female ICR/Ha mice. All seven compounds are inhibitors of chemical carcinogenesis. In additional work, several dietary constituents increased GSH S-transferase activity. Consumption of diets containing dried powdered preparations of brussels sprouts, cabbage, coffee beans, or tea leaves resulted in increased GSH S-transferase activity. Mice fed an unrefined diet (Purina Rat Chow) had a higher GSH S-transferase activity than those fed a semipurified diet. The results of the present study indicated that the composition of the diet can alter the activity of an important enzyme system having the capacity to detoxify chemical carcinogens.

The influence of ouabain and alpha angelica lactone on calcium metabolism of dog cardiac microsomes.[Pubmed:4236805]

J Clin Invest. 1969 Feb;48(2):229-34.

The influence of ouabain and alpha angelica lactone on (45)calcium accumulation in cardiac microsomes was studied. Calcium binding (accumulation in the absence of excess oxalate or phosphate) was augmented by both ouabain and alpha angelica lactone in the presence of adenosine triphosphate (ATP) but unaffected in its absence. Calcium turnover (defined as the change in (45)Ca(++) bound to the microsomes after the specific activity is changed) was studied to determine if the augmented bound pool was freely exchangeable at equilibrium. Ouabain and alpha angelica lactone augmented calcium turnover in both the presence and absence of ATP. Calcium-stimulated ATPase was increased by both agents.It is proposed that these two unsaturated lactones, with known cardiotonic activity, may exert their effects by providing an increased contraction-dependent calcium pool to be released upon systolic depolarization.

Catalytic asymmetric vinylogous Mannich-type (AVM) reaction of nonactivated alpha-angelica lactone.[Pubmed:21595425]

Org Lett. 2011 Jun 17;13(12):3056-9.

A direct highly diastereo- and enantioselective asymmetric vinylogous Mannich-type (AVM) reaction of aldimines with nonactivated natural Alpha-Angelica lactone has been successfully developed. It was demonstrated that the nonactivated natural Alpha-Angelica lactone is a useful vinylogous nucleophile to give the chiral delta-amino gamma,gamma-disubstituted butenolide carbonyl derivatives. The N,N'-dioxide L2-Sc(III) complex is efficient toward the obtention of a range of corresponding products with adjacent quaternary and tertiary stereocenters in excellent dr and ee values.

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