Britannilactone

CAS# 33620-72-3

Britannilactone

Catalog No. BCN3509----Order now to get a substantial discount!

Product Name & Size Price Stock
Britannilactone: 5mg $828 In Stock
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Quality Control of Britannilactone

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Chemical structure

Britannilactone

3D structure

Chemical Properties of Britannilactone

Cas No. 33620-72-3 SDF Download SDF
PubChem ID 102004712 Appearance Cryst.
Formula C15H22O4 M.Wt 266.3
Type of Compound Sesquiterpenoids Storage Desiccate at -20°C
Synonyms Desacetylinulicin
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3aS,4R,7aR)-4-hydroxy-5-(5-hydroxypentan-2-yl)-6-methyl-3-methylidene-3a,4,7,7a-tetrahydro-1-benzofuran-2-one
SMILES CC1=C(C(C2C(C1)OC(=O)C2=C)O)C(C)CCCO
Standard InChIKey ASZIGQFYGXSPCO-COIIJPPFSA-N
Standard InChI InChI=1S/C15H22O4/c1-8(5-4-6-16)12-9(2)7-11-13(14(12)17)10(3)15(18)19-11/h8,11,13-14,16-17H,3-7H2,1-2H3/t8?,11-,13-,14+/m1/s1
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 Britannilactone

The herbs of Inula japonica Thunb.

Biological Activity of Britannilactone

Description1. Britannilactone significantly reduces melanin production in a dose-dependent manner with the IC50 value of 15.5 uM.

Britannilactone Dilution Calculator

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Britannilactone Molarity Calculator

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Preparing Stock Solutions of Britannilactone

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.7552 mL 18.7758 mL 37.5516 mL 75.1033 mL 93.8791 mL
5 mM 0.751 mL 3.7552 mL 7.5103 mL 15.0207 mL 18.7758 mL
10 mM 0.3755 mL 1.8776 mL 3.7552 mL 7.5103 mL 9.3879 mL
50 mM 0.0751 mL 0.3755 mL 0.751 mL 1.5021 mL 1.8776 mL
100 mM 0.0376 mL 0.1878 mL 0.3755 mL 0.751 mL 0.9388 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 Britannilactone

Britannilactone(Desacetylinulicin) is a methanol extract of the dried flower of Inula britannica L. IC50 value: Target: A bioassay-guided isolation of the chloroform fraction of the I. britannica using an in vitro melanogenesis inhibition assay led to the isolation of sesquiterpenes, 1-O-acetylbritannilactone (1), britannilactone (2) and neobritannilactone B (3). Compounds 1 and 2 significantly reduced melanin production in a dose-dependent manner with IC50 values of 13.3 and 15.5 μM, respectively [1].

References:
[1]. Choo SJ, et al. Hypo-pigmenting effect of sesquiterpenes from Inula britannica in B16 melanoma cells. Arch Pharm Res. 2014 May;37(5):567-74.

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References on Britannilactone

Hypo-pigmenting effect of sesquiterpenes from Inula britannica in B16 melanoma cells.[Pubmed:24346861]

Arch Pharm Res. 2014 May;37(5):567-74.

During the course of screens to identify anti-melanogenic agents from natural resources, we found that the methanol extract of the dried flower of Inula britannica L. inhibited melanin synthesis in cultured melanoma cells stimulated with 3-isobutyl-1-methylxanthine (IBMX). A bioassay-guided isolation of the chloroform fraction of the I. britannica using an in vitro melanogenesis inhibition assay led to the isolation of sesquiterpenes, 1-O-acetylBritannilactone (1), Britannilactone (2) and neoBritannilactone B (3). Compounds 1 and 2 significantly reduced melanin production in a dose-dependent manner with IC50 values of 13.3 and 15.5 muM, respectively, whereas compound 3 was found to be cytotoxic. Compound 1 also inhibited the tyrosinase activity only in cell based-systems. Western blot analysis indicated that compound 1 inhibited melanogenesis by activating extracellular signal-regulated kinase (ERK) and Akt signaling and also inhibiting cAMP related binding protein, which regulates its downstream pathway, including tyrosinase, tyrosinase related protein-1 and TRP-2. These results demonstrated that compound 1, a major sesquiterpene from the flowers of I. britannica, exhibited anti-melanogenic activity by suppression of tyrosinase expression via ERK and Akt signaling. Taken together, our results suggest that these compounds may act as potent natural skin-lightening agents.

Description

Britannilactone(Desacetylinulicin) is a methanol extract of the dried flower of Inula britannica L.

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