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3-O-Acetyl-beta-boswellic acid

CAS# 5968-70-7

3-O-Acetyl-beta-boswellic acid

2D Structure

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Quality Control of 3-O-Acetyl-beta-boswellic acid

3D structure

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3-O-Acetyl-beta-boswellic acid

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Chemical Properties of 3-O-Acetyl-beta-boswellic acid

Cas No. 5968-70-7 SDF Download SDF
PubChem ID 11386458 Appearance White powder
Formula C32H50O4 M.Wt 498.74
Type of Compound Triterpenoids Storage Desiccate at -20°C
Synonyms β-Boswellic acid acetate
Solubility Soluble in methan
Chemical Name (3R,4R,4aR,6aR,6bS,8aR,11R,12S,12aR,14aR,14bR)-3-acetyloxy-4,6a,6b,8a,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picene-4-carboxylic acid
SMILES CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C(=O)O)OC(=O)C)C)C)C2C1C)C)C
Standard InChIKey YJBVHJIKNLBFDX-MQURJEHKSA-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 3-O-Acetyl-beta-boswellic acid

The herbs of Boswellia carterii Birdw.

Biological Activity of 3-O-Acetyl-beta-boswellic acid

Description3-O-Acetyl-beta-boswellic acid has antitumor activity, it inhibits synthesis of DNA, RNA and protein in human leukemia HL-60 cells in a dose dependent manner with IC50 values ranging from 0.6 to 7.1 microM.
TargetsDNA/RNA Synthesis
In vitro

Inhibitory activity of boswellic acids from Boswellia serrata against human leukemia HL-60 cells in culture.[Pubmed: 9619114]

Planta Med. 1998 May;64(4):328-31.

Four major triterpene acids including beta-boswellic acid (1), 3-O-Acetyl-beta-boswellic acid (2), 11-keto-beta-boswellic acid (3), and 3-O-acetyl-11-keto-beta-boswellic acid (4) were isolated from the gum resin of Boswellia serrata and examined for their in vitro antitumor activity.
METHODS AND RESULTS:
They inhibited the synthesis of DNA, RNA and protein in human leukemia HL-60 cells in a dose dependent manner with IC50 values ranging from 0.6 to 7.1 microM. Among them, compound 4 induced the most pronounced inhibitory effects on DNA, RNA and protein synthesis with IC50 values of 0.6, 0.5, and 4.1 microM, respectively.
CONCLUSIONS:
The effect of 4 on DNA synthesis was found to be irreversible. Compound 4 significantly inhibited the cellular growth of HL-60 cells, but did not affect cell viability.

Protocol of 3-O-Acetyl-beta-boswellic acid

Structure Identification
Phytochem Anal. 2001 Nov-Dec;12(6):374-6.

High-performance thin layer chromatographic analysis of anti-inflammatory triterpenoids from Boswellia serrata Roxb.[Pubmed: 11793815]


METHODS AND RESULTS:
A rapid and simple high-performance thin layer chromatographic (HPTLC) method was developed for the simultaneous quantitative estimation of the biologically active triterpenoids beta-boswellic acid, 3-O-Acetyl-beta-boswellic acid, 11-keto-beta-boswellic acid and 3-O-acetyl-11-keto-beta-boswellic acid from the gum resin of Boswellia serrata. The assay combines the isolation and separation of boswellic acid derivatives on silica gel 60F254-HPTLC plates with spot visualisation and scanning at 250 nm.
CONCLUSIONS:
Methanol was found to be the most appropriate solvent for the exhaustive extraction of boswellic acid derivatives.

3-O-Acetyl-beta-boswellic acid Dilution Calculator

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Preparing Stock Solutions of 3-O-Acetyl-beta-boswellic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0051 mL 10.0253 mL 20.0505 mL 40.1011 mL 50.1263 mL
5 mM 0.401 mL 2.0051 mL 4.0101 mL 8.0202 mL 10.0253 mL
10 mM 0.2005 mL 1.0025 mL 2.0051 mL 4.0101 mL 5.0126 mL
50 mM 0.0401 mL 0.2005 mL 0.401 mL 0.802 mL 1.0025 mL
100 mM 0.0201 mL 0.1003 mL 0.2005 mL 0.401 mL 0.5013 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 3-O-Acetyl-beta-boswellic acid

Inhibitory activity of boswellic acids from Boswellia serrata against human leukemia HL-60 cells in culture.[Pubmed:9619114]

Planta Med. 1998 May;64(4):328-31.

Four major triterpene acids including beta-boswellic acid (1), 3-O-Acetyl-beta-boswellic acid (2), 11-keto-beta-boswellic acid (3), and 3-O-acetyl-11-keto-beta-boswellic acid (4) were isolated from the gum resin of Boswellia serrata and examined for their in vitro antitumor activity. They inhibited the synthesis of DNA, RNA and protein in human leukemia HL-60 cells in a dose dependent manner with IC50 values ranging from 0.6 to 7.1 microM. Among them, compound 4 induced the most pronounced inhibitory effects on DNA, RNA and protein synthesis with IC50 values of 0.6, 0.5, and 4.1 microM, respectively. The effect of 4 on DNA synthesis was found to be irreversible. Compound 4 significantly inhibited the cellular growth of HL-60 cells, but did not affect cell viability.

High-performance thin layer chromatographic analysis of anti-inflammatory triterpenoids from Boswellia serrata Roxb.[Pubmed:11793815]

Phytochem Anal. 2001 Nov-Dec;12(6):374-6.

A rapid and simple high-performance thin layer chromatographic (HPTLC) method was developed for the simultaneous quantitative estimation of the biologically active triterpenoids beta-boswellic acid, 3-O-Acetyl-beta-boswellic acid, 11-keto-beta-boswellic acid and 3-O-acetyl-11-keto-beta-boswellic acid from the gum resin of Boswellia serrata. The assay combines the isolation and separation of boswellic acid derivatives on silica gel 60F254-HPTLC plates with spot visualisation and scanning at 250 nm. Methanol was found to be the most appropriate solvent for the exhaustive extraction of boswellic acid derivatives.

Description

3-Acetyl-beta-boswellic acid is a boswellic acid isolated from Boswellia serrata gum resin.

Keywords:

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