Alismoxide

CAS# 87701-68-6

Alismoxide

Catalog No. BCN1265----Order now to get a substantial discount!

Product Name & Size Price Stock
Alismoxide: 5mg $52 In Stock
Alismoxide: 10mg Please Inquire In Stock
Alismoxide: 20mg Please Inquire Please Inquire
Alismoxide: 50mg Please Inquire Please Inquire
Alismoxide: 100mg Please Inquire Please Inquire
Alismoxide: 200mg Please Inquire Please Inquire
Alismoxide: 500mg Please Inquire Please Inquire
Alismoxide: 1000mg Please Inquire Please Inquire

Quality Control of Alismoxide

Number of papers citing our products

Chemical structure

Alismoxide

3D structure

Chemical Properties of Alismoxide

Cas No. 87701-68-6 SDF Download SDF
PubChem ID 10988340 Appearance Oil
Formula C15H26O2 M.Wt 238.37
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Synonyms (+)-Alismoxide
Solubility DMSO : ≥ 31 mg/mL (130.05 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name (1S,3aR,4R,8aS)-1,4-dimethyl-7-propan-2-yl-2,3,3a,5,6,8a-hexahydroazulene-1,4-diol
SMILES CC(C)C1=CC2C(CCC2(C)O)C(CC1)(C)O
Standard InChIKey IWQURBSTAIRNAE-BARDWOONSA-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 Alismoxide

The tubers of Alisma plantago-aquatica.

Biological Activity of Alismoxide

DescriptionAlismoxide shows an inhibitory effect on the contraction of isolated bladder smooth muscle induced by carbachol; it demonstrates cytostatic action in HeLa cells, revealing potential use in virostatic cocktails. Alismoxide has inhibitory effects on vascular contraction induced by high concentration of KCl; it also shows an inhibitory effect on the direct passive Arthus reaction (DPAR) in rats in the type III allergic model.
TargetsNO
In vitro

Cytotoxic, cytostatic and HIV-1 PR inhibitory activities of the soft coral Litophyton arboreum.[Pubmed: 24336129]

Mar Drugs. 2013 Dec 10;11(12):4917-36.

Bioassay-guided fractionation using different chromatographic and spectroscopic techniques in the analysis of the Red Sea soft coral Litophyton arboreum led to the isolation of nine compounds; sarcophytol M (1), alismol (2), 24-methylcholesta-5,24(28)-diene-3β-ol (3), 10-O-methyl Alismoxide (4), Alismoxide (5), (S)-chimyl alcohol (6), 7β-acetoxy-24-methylcholesta-5-24(28)-diene-3,19-diol (7), erythro-N-dodecanoyl-docosasphinga-(4E,8E)-dienine (8), and 24-methylcholesta-5,24 (28)-diene-3β,7β,19-triol (9).
METHODS AND RESULTS:
Some of the isolated compounds demonstrated potent cytotoxic- and/or cytostatic activity against HeLa and U937 cancer cell lines and inhibitory activity against HIV-1 protease (PR). Compound 7 was strongly cytotoxic against HeLa cells (CC₅₀ 4.3 ± 0.75 µM), with selectivity index of SI 8.1, which was confirmed by real time cell electronic sensing (RT-CES). Compounds 2, 7, and 8 showed strong inhibitory activity against HIV-1 PR at IC₅₀s of 7.20 ± 0.7, 4.85 ± 0.18, and 4.80 ± 0.92 µM respectively. In silico docking of most compounds presented comparable scores to that of acetyl pepstatin, a known HIV-1 PR inhibitor. Interestingly, compound 8 showed potent HIV-1 PR inhibitory activity in the absence of cytotoxicity against the cell lines used. In addition, compounds 2 and 5 demonstrated cytostatic action in HeLa cells, revealing potential use in virostatic cocktails.
CONCLUSIONS:
Taken together, data presented here suggest Litophyton arboreum to contain promising compounds for further investigation against the diseases mentioned.

In vivo

Studies on Alismatis rhizoma. I. Anti-allergic effects of methanol extract and six terpene components from Alismatis rhizoma (dried rhizome of Alisma orientale).[Pubmed: 9178931]

Biol Pharm Bull. 1997 May;20(5):511-6.

Methanol and aqueous extracts (TMe-ext and TAq-ext) from dried rhizomes of Alisma orientale have been screened for activity in experimental models of type I-IV allergies.
METHODS AND RESULTS:
In the type III allergic model, TMe-ext at oral doses of 50, 200 mg/kg showed an inhibitory effect on the direct passive Arthus reaction (DPAR) in rats, while TAq-ext did not. Four triterpenes (alisol A, alisol B, alisol A monoacetate and alisol B monoacetate) and two sesquiterpenes (alismol and Alismoxide) isolated from TMe-ext also exhibited this inhibitory effect. In a type I allergic model, TMe-ext inhibited 48-h homologous passive cutaneous anaphylaxis (PCA) in rats. In a type II allergic model, it was found that TMe-ext inhibits reversed cutaneous anaphylaxis (RCA) in rats. Furthermore, in a type IV allergic model, TMe-ext had an inhibitory effect on the induction phase in picryl chloride-induced contact dermatitis (PC-CD) in mice.
CONCLUSIONS:
These results indicate that Alismatis Rhizoma not only inhibits antibody-mediated allergic reactions but also influences cell reactions and should be recognized as a material for the treatment of allergic reactions, and the anti-type III allergic components are partially attributable to the terpenes mentioned above.

Protocol of Alismoxide

Structure Identification
Chem. Soc. Japan, 1994, 67(5):1394-8.

Inhibitory Effects and Active Constituents of Alisma Rhizomes on Vascular Contraction Induced by High Concentration of KCl.[Reference: WebLink]

The acetone extract of Alisma rhizomes were found to possess inhibitory effects on vascular contraction induced by high concentration of KCl.
METHODS AND RESULTS:
With the aids of bioassay, the effective components were pursued by purification with chromatographies, resulting in the characterization of six protostane type triterpenes (alisol C and its analogues) and a known sesquiterpene, Alismoxide as the active compounds.

Chem Pharm Bull (Tokyo). 1994 Sep;42(9):1813-6.

Crude drugs from aquatic plants. IV. On the constituents of alismatis rhizoma. (2). Stereostructures of bioactive sesquiterpenes, alismol, alismoxide, orientalols A, B, and C, from Chinese alismatis rhizoma.[Pubmed: 7954931]


METHODS AND RESULTS:
Following the characterization of the triterpene constituents in Chinese Alismatis Rhizoma, we investigated the chemical structures of orientalols A, B, and C, isolated from the less polar fraction of the crude drug together with two known sesquiterpenes, alismol and Alismoxide. On the basis of the chemical and physicochemical evidence, the structures of orientalols A, B, and C have been determined and those of alismol and Alismoxide were revised.
CONCLUSIONS:
All five sesquiterpenes were found to show an inhibitory effect on the contraction of isolated bladder smooth muscle induced by carbachol.

Alismoxide Dilution Calculator

Concentration (start)
x
Volume (start)
=
Concentration (final)
x
Volume (final)
 
 
 
C1
V1
C2
V2

calculate

Alismoxide Molarity Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
g/mol

calculate

Preparing Stock Solutions of Alismoxide

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.1952 mL 20.9758 mL 41.9516 mL 83.9032 mL 104.879 mL
5 mM 0.839 mL 4.1952 mL 8.3903 mL 16.7806 mL 20.9758 mL
10 mM 0.4195 mL 2.0976 mL 4.1952 mL 8.3903 mL 10.4879 mL
50 mM 0.0839 mL 0.4195 mL 0.839 mL 1.6781 mL 2.0976 mL
100 mM 0.042 mL 0.2098 mL 0.4195 mL 0.839 mL 1.0488 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.

Organizitions Citing Our Products recently

 
 
 

Calcutta University

University of Minnesota

University of Maryland School of Medicine

University of Illinois at Chicago

The Ohio State University

University of Zurich

Harvard University

Colorado State University

Auburn University

Yale University

Worcester Polytechnic Institute

Washington State University

Stanford University

University of Leipzig

Universidade da Beira Interior

The Institute of Cancer Research

Heidelberg University

University of Amsterdam

University of Auckland
TsingHua University
TsingHua University
The University of Michigan
The University of Michigan
Miami University
Miami University
DRURY University
DRURY University
Jilin University
Jilin University
Fudan University
Fudan University
Wuhan University
Wuhan University
Sun Yat-sen University
Sun Yat-sen University
Universite de Paris
Universite de Paris
Deemed University
Deemed University
Auckland University
Auckland University
The University of Tokyo
The University of Tokyo
Korea University
Korea University

Background on Alismoxide

Alismoxide is a natural product.

References:
[1]. Blay G, et al. Syntheses of (+)-alismoxide and (+)-4-epi-alismoxide. J Org Chem. 2006 Sep 29;71(20):7866-9.

Featured Products
New Products
 

References on Alismoxide

Cytotoxic, cytostatic and HIV-1 PR inhibitory activities of the soft coral Litophyton arboreum.[Pubmed:24336129]

Mar Drugs. 2013 Dec 10;11(12):4917-36.

Bioassay-guided fractionation using different chromatographic and spectroscopic techniques in the analysis of the Red Sea soft coral Litophyton arboreum led to the isolation of nine compounds; sarcophytol M (1), alismol (2), 24-methylcholesta-5,24(28)-diene-3beta-ol (3), 10-O-methyl Alismoxide (4), Alismoxide (5), (S)-chimyl alcohol (6), 7beta-acetoxy-24-methylcholesta-5-24(28)-diene-3,19-diol (7), erythro-N-dodecanoyl-docosasphinga-(4E,8E)-dienine (8), and 24-methylcholesta-5,24 (28)-diene-3beta,7beta,19-triol (9). Some of the isolated compounds demonstrated potent cytotoxic- and/or cytostatic activity against HeLa and U937 cancer cell lines and inhibitory activity against HIV-1 protease (PR). Compound 7 was strongly cytotoxic against HeLa cells (CC(5)(0) 4.3 +/- 0.75 microM), with selectivity index of SI 8.1, which was confirmed by real time cell electronic sensing (RT-CES). Compounds 2, 7, and 8 showed strong inhibitory activity against HIV-1 PR at IC(5)(0)s of 7.20 +/- 0.7, 4.85 +/- 0.18, and 4.80 +/- 0.92 microM respectively. In silico docking of most compounds presented comparable scores to that of acetyl pepstatin, a known HIV-1 PR inhibitor. Interestingly, compound 8 showed potent HIV-1 PR inhibitory activity in the absence of cytotoxicity against the cell lines used. In addition, compounds 2 and 5 demonstrated cytostatic action in HeLa cells, revealing potential use in virostatic cocktails. Taken together, data presented here suggest Litophyton arboreum to contain promising compounds for further investigation against the diseases mentioned.

Crude drugs from aquatic plants. IV. On the constituents of alismatis rhizoma. (2). Stereostructures of bioactive sesquiterpenes, alismol, alismoxide, orientalols A, B, and C, from Chinese alismatis rhizoma.[Pubmed:7954931]

Chem Pharm Bull (Tokyo). 1994 Sep;42(9):1813-6.

Following the characterization of the triterpene constituents in Chinese Alismatis Rhizoma, we investigated the chemical structures of orientalols A, B, and C, isolated from the less polar fraction of the crude drug together with two known sesquiterpenes, alismol and Alismoxide. On the basis of the chemical and physicochemical evidence, the structures of orientalols A, B, and C have been determined and those of alismol and Alismoxide were revised. All five sesquiterpenes were found to show an inhibitory effect on the contraction of isolated bladder smooth muscle induced by carbachol.

Studies on Alismatis rhizoma. I. Anti-allergic effects of methanol extract and six terpene components from Alismatis rhizoma (dried rhizome of Alisma orientale).[Pubmed:9178931]

Biol Pharm Bull. 1997 May;20(5):511-6.

Methanol and aqueous extracts (TMe-ext and TAq-ext) from dried rhizomes of Alisma orientale have been screened for activity in experimental models of type I-IV allergies. In the type III allergic model, TMe-ext at oral doses of 50, 200 mg/kg showed an inhibitory effect on the direct passive Arthus reaction (DPAR) in rats, while TAq-ext did not. Four triterpenes (alisol A, alisol B, alisol A monoacetate and alisol B monoacetate) and two sesquiterpenes (alismol and Alismoxide) isolated from TMe-ext also exhibited this inhibitory effect. In a type I allergic model, TMe-ext inhibited 48-h homologous passive cutaneous anaphylaxis (PCA) in rats. In a type II allergic model, it was found that TMe-ext inhibits reversed cutaneous anaphylaxis (RCA) in rats. Furthermore, in a type IV allergic model, TMe-ext had an inhibitory effect on the induction phase in picryl chloride-induced contact dermatitis (PC-CD) in mice. These results indicate that Alismatis Rhizoma not only inhibits antibody-mediated allergic reactions but also influences cell reactions and should be recognized as a material for the treatment of allergic reactions, and the anti-type III allergic components are partially attributable to the terpenes mentioned above.

Description

Alismoxide is a natural product.

Keywords:

Alismoxide,87701-68-6,(+)-Alismoxide,Natural Products, buy Alismoxide , Alismoxide supplier , purchase Alismoxide , Alismoxide cost , Alismoxide manufacturer , order Alismoxide , high purity Alismoxide

Online Inquiry for:

      Fill out the information below

      • Size:Qty: - +

      * Required Fields

                                      Result: