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Alisol C monoacetate

CAS# 26575-93-9

Alisol C monoacetate

Catalog No. BCN2345----Order now to get a substantial discount!

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Alisol C monoacetate: 5mg $40 In Stock
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Quality Control of Alisol C monoacetate

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Chemical structure

Alisol C monoacetate

3D structure

Chemical Properties of Alisol C monoacetate

Cas No. 26575-93-9 SDF Download SDF
PubChem ID 14036813 Appearance White powder
Formula C32H48O6 M.Wt 528.73
Type of Compound Triterpenoids Storage Desiccate at -20°C
Synonyms 23-O-Acetylalisol C; Alisol C monoacetate
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(1S,3R)-1-[(2R)-3,3-dimethyloxiran-2-yl]-3-[(5R,8S,9S,10S,11S,14R)-11-hydroxy-4,4,8,10,14-pentamethyl-3,16-dioxo-2,5,6,7,9,11,12,15-octahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl] acetate
SMILES CC(CC(C1C(O1)(C)C)OC(=O)C)C2=C3CC(C4C5(CCC(=O)C(C5CCC4(C3(CC2=O)C)C)(C)C)C)O
Standard InChIKey KOOCQNIPRJEMDH-QSKXMHMESA-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 Alisol C monoacetate

The tubers of Alisma plantago-aquatica Linn.

Biological Activity of Alisol C monoacetate

DescriptionAlisol C monoacetate(Alisol C 23-acetate) has antibacterial activity.
TargetsAntifection
In vitro

A new triterpenoid from Alisma orientale and their antibacterial effect.[Pubmed: 23212633 ]

Arch. Pharm. Res., 2012, 35(11):1919-26.

A new triterpenoid, named alisol Q 23-acetate, as well as fourteen known terpenes, alisol B 23-acetate (2), alisol B (3), alismol (4), 10-O-methyl-alismoxide (5), alismoxide (6), 11-deoxyalisol C (7), 13β,17β-epoxyalisol B 23-acetate (8), 4β,12-dihydroxyguaian-6,10-diene (9), alisol C 23-acetate (Alisol C monoacetate,10), alisolide (11), 16β-methoxyalisol B monoacetate (12), alisol A (13), 16β-hydroxyalisol B 23-acetate (14), alisol A 24-acetate (15) were isolated from the rhizomes of Alisma orientale.
METHODS AND RESULTS:
The structures of compounds (1-15) were identified based on 1D and 2D NMR, including (1)H-(1)H COSY, HSQC, HMBC and NOESY spectroscopic analyses. Among these isolates, antibacterial effect of compounds 2, 3, 10, and 15, major constituents of A. orientale was examined. The MIC values of compounds 2, 10, and 15 were 5-10 βg/mL against eight antibiotic resistant strains, which were lower than those from the positive controls (MICs of chloramphenicol and ampicillin were 5-80 μg/mL).
CONCLUSIONS:
Therefore, compounds 2, 10 and 15 exhibited the potent antibacterial activity.

Protocol of Alisol C monoacetate

Structure Identification
Chem.Pharm. Bull.,1970,18(7):1369-84.

Biological-Active Triterpenes of Alismatis Rhizoma. IV. The Structures of Alisol B, Alisol B Monoacetate and Alisol C Monoacetate-Some Reactions of the α-Hydroxy Epoxide of the Alisol B Derivatives[Reference: WebLink]

Studies on the structures of alisol B, alisol B monoacetate and Alisol C monoacetate, the new biological-active triterpenes of Alismatis Rhizoma, are reported.
METHODS AND RESULTS:
The former two compounds have been correlated to alisol A (1) establishing their structures as shown 2 and 4,respectively. The structure of Alisol C monoacetate has been clarified to be 16-oxoalisol B 23-monoacetate (21) on the basis of correlation of the compound with 4. Stereochemical courses and mechanisms of some epoxide cleavage reactions of 2,4 and alisol B diacetate (8) are also described.

Alisol C monoacetate Dilution Calculator

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Alisol C monoacetate Molarity Calculator

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Preparing Stock Solutions of Alisol C monoacetate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.8913 mL 9.4566 mL 18.9132 mL 37.8265 mL 47.2831 mL
5 mM 0.3783 mL 1.8913 mL 3.7826 mL 7.5653 mL 9.4566 mL
10 mM 0.1891 mL 0.9457 mL 1.8913 mL 3.7826 mL 4.7283 mL
50 mM 0.0378 mL 0.1891 mL 0.3783 mL 0.7565 mL 0.9457 mL
100 mM 0.0189 mL 0.0946 mL 0.1891 mL 0.3783 mL 0.4728 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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Background on Alisol C monoacetate

Alisol C 23-acetate, a natural product extracted from Alisma orientale, can significantly and strongly inhibit DTH response after oral administration.

References:
[1]. Lee JH, et al. The rhizomes of Alisma orientale and alisol derivatives inhibit allergic response and experimental atopic dermatitis. Biol Pharm Bull. 2012;35(9):1581-7.

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References on Alisol C monoacetate

A new triterpenoid from Alisma orientale and their antibacterial effect.[Pubmed:23212633]

Arch Pharm Res. 2012 Nov;35(11):1919-26.

A new triterpenoid, named alisol Q 23-acetate, as well as fourteen known terpenes, alisol B 23-acetate (2), alisol B (3), alismol (4), 10-O-methyl-alismoxide (5), alismoxide (6), 11-deoxyalisol C (7), 13beta,17beta-epoxyalisol B 23-acetate (8), 4beta,12-dihydroxyguaian-6,10-diene (9), alisol C 23-acetate (10), alisolide (11), 16beta-methoxyalisol B monoacetate (12), alisol A (13), 16beta-hydroxyalisol B 23-acetate (14), alisol A 24-acetate (15) were isolated from the rhizomes of Alisma orientale. The structures of compounds (1-15) were identified based on 1D and 2D NMR, including (1)H-(1)H COSY, HSQC, HMBC and NOESY spectroscopic analyses. Among these isolates, antibacterial effect of compounds 2, 3, 10, and 15, major constituents of A. orientale was examined. The MIC values of compounds 2, 10, and 15 were 5-10 betag/mL against eight antibiotic resistant strains, which were lower than those from the positive controls (MICs of chloramphenicol and ampicillin were 5-80 mug/mL). Therefore, compounds 2, 10 and 15 exhibited the potent antibacterial activity.

Description

Alisol C 23-acetate, a natural product extracted from Alisma orientale, can significantly and strongly inhibit DTH response after oral administration.

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