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1beta-Hydroxyalantolactone

CAS# 68776-47-6

1beta-Hydroxyalantolactone

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Quality Control of 1beta-Hydroxyalantolactone

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Chemical structure

1beta-Hydroxyalantolactone

3D structure

Chemical Properties of 1beta-Hydroxyalantolactone

Cas No. 68776-47-6 SDF Download SDF
PubChem ID 71573444 Appearance Powder
Formula C15H20O3 M.Wt 248.3
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3aR,5S,8R,8aR,9aR)-8-hydroxy-5,8a-dimethyl-3-methylidene-5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one
SMILES CC1CCC(C2(C1=CC3C(C2)OC(=O)C3=C)C)O
Standard InChIKey FRNIMDDQCZHAFA-SCFTVSGOSA-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 1beta-Hydroxyalantolactone

The herbs of Inula japonica Thunb.

Biological Activity of 1beta-Hydroxyalantolactone

Description1. 1beta-Hydroxyalantolactone has protective effect against AD-like skin inflammation, can as a potential therapeutic agent for AD.
TargetsIL Receptor | TNF-α | NF-kB

1beta-Hydroxyalantolactone Dilution Calculator

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1beta-Hydroxyalantolactone Molarity Calculator

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Preparing Stock Solutions of 1beta-Hydroxyalantolactone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.0274 mL 20.1369 mL 40.2739 mL 80.5477 mL 100.6847 mL
5 mM 0.8055 mL 4.0274 mL 8.0548 mL 16.1095 mL 20.1369 mL
10 mM 0.4027 mL 2.0137 mL 4.0274 mL 8.0548 mL 10.0685 mL
50 mM 0.0805 mL 0.4027 mL 0.8055 mL 1.611 mL 2.0137 mL
100 mM 0.0403 mL 0.2014 mL 0.4027 mL 0.8055 mL 1.0068 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 1beta-Hydroxyalantolactone

Simultaneous determination of three sesquiterpene lactones from Herba Inula extract in rat plasma by LC/MS/MS and its application to pharmacokinetic study.[Pubmed:22819204]

J Chromatogr B Analyt Technol Biomed Life Sci. 2012 Aug 15;903:40-5.

A rapid and sensitive liquid chromatography-tandem mass spectrometry method has been developed and validated for the determination of 1-acetoxy-6alpha-hydroxyeriolanolide, 1beta-Hydroxyalantolactone and ivangustin from Herba Inula extract in rat plasma. Plasma samples were pretreated by protein precipitation with methanol. Chromatographic separation was accomplished on a TOSOH TSKgel ODS column with mobile phase consisting of methanol and 0.3% formic acid (80:20, v/v). The detection was carried out by multiple-reaction monitoring mode under positive electrospray ionization. The quantification was performed using the transitions of m/z 309.1/185.0 for 1-acetoxy-6alpha-hydroxyeriolanolide, m/z 249.0/231.1 for 1beta-Hydroxyalantolactone and ivangustin and m/z 285.0/193.0 for diazepam, respectively. Calibration curves were linear over the concentration range of 4-800 ng/mL for 1-acetoxy-6alpha-hydroxyeriolanolide, 8-500 ng/mL for 1beta-Hydroxyalantolactone and ivangustin. The limit of detection (LOD) was 1 ng/mL for 1-acetoxy-6alpha-hydroxyeriolanolide, 1.6 ng/mL for 1beta-Hydroxyalantolactone and ivangustin (S/N=3). The intra-day and inter-day precisions (RSD%) for the three compounds were less than 7.8% and 8.6%, and the accuracy (RE%) ranged from -4.6 to 6.8%. The method was successfully applied to pharmacokinetic studies of the three sesquiterpene lactones after oral administration of 300 mg/kg Herba Inula extract to rats, the t((1/2)) of 1-acetoxy-6alpha-hydroxyeriolanolide, 1beta-Hydroxyalantolactone and ivangustin was 9.65+/-1.43, 14.88+/-0.82 and 13.93+/-2.74 (h). The AUC((0-t)) of 1-acetoxy-6alpha-hydroxyeriolanolide, 1beta-Hydroxyalantolactone and ivangustin was 1102.46+/-247.04, 808.92+/-117.53 and 990.35+/-275.49 (ng h/mL), respectively.

1beta-Hydroxyalantolactone, a sesquiterpene lactone from Inula japonica, attenuates atopic dermatitis-like skin lesions induced by 2,4-dinitrochlorobenzene in the mouse.[Pubmed:26017682]

Pharm Biol. 2016;54(3):516-22.

CONTEXT: 1beta-Hydroxyalantolactone (IJ-5) is a sesquiterpene lactone compound isolated from Inula japonica Thunb (Asteraceae). Sesquiterpene lactones have been shown to modulate many processes that influence inflammatory reactions. OBJECTIVE: The present study examines the protective effect of IJ-5 on atopic dermatitis (AD) in a mouse model induced by 2,4-dinitrochlorobenzene (DNCB). MATERIALS AND METHODS: AD-like skin lesions were induced in Balb/c mice by sensitizing once with painting 100 muL of 5% DNCB on their shaved back skin and then challenging with 20 muL of 0.2% DNCB five times on their right ears at 3 d interval starting on day 5 post-sensitization. IJ-5 was administrated intraperitoneally at 10 mg/kg 1 h before each DNCB challenge. RESULTS: IJ-5 treatment attenuated DNCB-induced dermatitis severity and right ear swelling. The serum levels of IgE, IL-4, and IL-6 in IJ-5-treated mice were reduced by 54.7, 56.5, and 53.0%, respectively, while the mRNA levels of TNFalpha, IL-1, IL-4, and IL-6 in back skin lesions of IJ-5-treated mice were reduced by 47.7, 61.5, 57.5, and 58.5%, respectively, compared with untreated controls. Histopathological examination showed that IJ-5 treatment decreased DNCB-induced hypertrophy, hyperkeratosis, and infiltration of inflammatory cells in both ear and back skins. Moreover, IJ-5 suppressed the expression of TNFalpha, IL-1, and IL-6 with IC50 values of 6.58, 9.48, and 7.01 muM, respectively, and inhibited the activation of NF-kappaB pathway in TNFalpha-stimulated HaCat cells. DISCUSSION AND CONCLUSION: The present study demonstrates the protective effects of IJ-5 against AD-like skin inflammation and highlights IJ-5 as a potential therapeutic agent for AD.

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