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Taraxasterol acetate

CAS# 6426-43-3

Taraxasterol acetate

Catalog No. BCN4184----Order now to get a substantial discount!

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Taraxasterol acetate: 5mg $213 In Stock
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Chemical structure

Taraxasterol acetate

3D structure

Chemical Properties of Taraxasterol acetate

Cas No. 6426-43-3 SDF Download SDF
PubChem ID 344468 Appearance White powder
Formula C32H52O2 M.Wt 468.8
Type of Compound Triterpenoids Storage Desiccate at -20°C
Synonyms Isolactucerol acetate; Pyrethrol acetate; Saussurol acetate
Solubility Freely soluble in chloroform; soluble in ethanol and methanol; insoluble in water
Chemical Name (4,4,6a,6b,8a,12,14b-heptamethyl-11-methylidene-1,2,3,4a,5,6,6a,7,8,9,10,12,12a,13,14,14a-hexadecahydropicen-3-yl) acetate
SMILES CC1C2C3CCC4C5(CCC(C(C5CCC4(C3(CCC2(CCC1=C)C)C)C)(C)C)OC(=O)C)C
Standard InChIKey SFEUTIOWNUGQMZ-UHFFFAOYSA-N
Standard InChI InChI=1S/C32H52O2/c1-20-12-15-29(6)18-19-31(8)23(27(29)21(20)2)10-11-25-30(7)16-14-26(34-22(3)33)28(4,5)24(30)13-17-32(25,31)9/h21,23-27H,1,10-19H2,2-9H3
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 Taraxasterol acetate

1 Cirsium sp. 2 Inula sp. 3 Taraxacum sp.

Biological Activity of Taraxasterol acetate

DescriptionTaraxasterol acetate has anti-inflammatory activity in bino rats against carrageenan, formaldehyde and adjuvant induced inflammations in doses between 10 and 100 mg/kg. Taraxasterol acetate also displays potential antibacterial activities.
TargetsTNF-α | IFN-γ | IL Receptor | NF-kB
In vitro

Effect of Pluchea lanceolata bioactives in LPS-induced neuroinflammation in C6 rat glial cells.[Pubmed: 24101125]

Naunyn Schmiedebergs Arch Pharmacol. 2014 Feb;387(2):119-27.

Neuroinflammation plays a significant role in various chronic and acute pathological conditions of the central nervous system. In the Indian system of medicine, Pluchea lanceolata is used to treat the neurological disorders.
METHODS AND RESULTS:
We investigated the effect of major pentacyclic triterpene and its naturally occurring acetate derivative isolated from P. lanceolata on lipopolysaccharide (LPS)-stimulated neuroinflammatory condition associated to inflammatory cytokine production in rat astrocytoma cell line (C6). The log concentration dependence of Pluchea bioactive taraxasterol (Tx) significantly (p < 0.05) attenuates the release of pro-inflammatory cytokines, such as TNF-α, IFN-γ, and IL-6, while its in situ produced acetyl derivative, i.e., Taraxasterol acetate (TxAc), did not inhibit the LPS-induced IL-6 production at lower concentration (p > 0.05). Surflex-Dock molecular modeling study was performed to simulate the binding capacity of compounds into the active site of the TNF-α (2AZ5), tumor protein P53 (2VUK), and NF-kappa-B (1RAM). The differential inhibition of cytokines by Tx and TxAc was further confirmed by high docking scores showing the high affinity to target proteins.
CONCLUSIONS:
Findings of the study demonstrated the comparatively greater role of Pluchea triterpene than its in situ produced acetate derivate in neuroinflammation-associated disorders.

Antibacterial triterpenes from Centipeda minima (Compositae).[Reference: WebLink]

Acta Botanica Yunnanica, 2007, 29(4):479-482.


METHODS AND RESULTS:
A new triterpene,ursane-20(30)-en-3#beta#, 16#beta#, 21#alpha#-triol(1), together with two known compounds, Taraxasterol acetate(2) and taraxasterol(3), was isolated from the whole plants of Centipeda minima. Their structures were identified by spectroscopic analysis.
CONCLUSIONS:
Antibacterial properties of compounds 2 and 3 were evaluated against eight disease-associated microorganisms by the agar dilution method, Both of them displayed potential antibacterial activities.

Taraxasterol acetate Dilution Calculator

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Taraxasterol acetate Molarity Calculator

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Preparing Stock Solutions of Taraxasterol acetate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.1331 mL 10.6655 mL 21.3311 mL 42.6621 mL 53.3276 mL
5 mM 0.4266 mL 2.1331 mL 4.2662 mL 8.5324 mL 10.6655 mL
10 mM 0.2133 mL 1.0666 mL 2.1331 mL 4.2662 mL 5.3328 mL
50 mM 0.0427 mL 0.2133 mL 0.4266 mL 0.8532 mL 1.0666 mL
100 mM 0.0213 mL 0.1067 mL 0.2133 mL 0.4266 mL 0.5333 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 Taraxasterol acetate

Effect of Pluchea lanceolata bioactives in LPS-induced neuroinflammation in C6 rat glial cells.[Pubmed:24101125]

Naunyn Schmiedebergs Arch Pharmacol. 2014 Feb;387(2):119-27.

Neuroinflammation plays a significant role in various chronic and acute pathological conditions of the central nervous system. In the Indian system of medicine, Pluchea lanceolata is used to treat the neurological disorders. We investigated the effect of major pentacyclic triterpene and its naturally occurring acetate derivative isolated from P. lanceolata on lipopolysaccharide (LPS)-stimulated neuroinflammatory condition associated to inflammatory cytokine production in rat astrocytoma cell line (C6). The log concentration dependence of Pluchea bioactive taraxasterol (Tx) significantly (p < 0.05) attenuates the release of pro-inflammatory cytokines, such as TNF-alpha, IFN-gamma, and IL-6, while its in situ produced acetyl derivative, i.e., Taraxasterol acetate (TxAc), did not inhibit the LPS-induced IL-6 production at lower concentration (p > 0.05). Surflex-Dock molecular modeling study was performed to simulate the binding capacity of compounds into the active site of the TNF-alpha (2AZ5), tumor protein P53 (2VUK), and NF-kappa-B (1RAM). The differential inhibition of cytokines by Tx and TxAc was further confirmed by high docking scores showing the high affinity to target proteins. Findings of the study demonstrated the comparatively greater role of Pluchea triterpene than its in situ produced acetate derivate in neuroinflammation-associated disorders.

Description

Taraxasteryl acetate is isolated from P. sagittalis,and has a broad spectrum of anti-inflammatory activity. Taraxasteryl acetate relieves dextran, zymosan and arachidonic acid induced rat hind-paw edema. Taraxasteryl acetate can be used for the topical inflammation treatment[1].

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