Murrangatin

CAS# 37126-91-3

Murrangatin

Catalog No. BCN5426----Order now to get a substantial discount!

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Murrangatin: 5mg $725 In Stock
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Chemical structure

Murrangatin

3D structure

Chemical Properties of Murrangatin

Cas No. 37126-91-3 SDF Download SDF
PubChem ID 181514 Appearance Powder
Formula C15H16O5 M.Wt 276.3
Type of Compound Coumarins Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 8-[(1R,2S)-1,2-dihydroxy-3-methylbut-3-enyl]-7-methoxychromen-2-one
SMILES CC(=C)C(C(C1=C(C=CC2=C1OC(=O)C=C2)OC)O)O
Standard InChIKey DKEANOQWICTXTP-UONOGXRCSA-N
Standard InChI InChI=1S/C15H16O5/c1-8(2)13(17)14(18)12-10(19-3)6-4-9-5-7-11(16)20-15(9)12/h4-7,13-14,17-18H,1H2,2-3H3/t13-,14+/m0/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 Murrangatin

The herbs of Murraya exotica L.

Biological Activity of Murrangatin

Description1. Murrangatin and murracarpin show chondroprotective activity by downregulation of interleukin-1β, tumor necrosis factorα, prostaglandins E2,and matrix metalloproteinases -13, and both of them may be a new backbone for developing inhibitors of cyclooxygenase 2. 2. Murrangatin can significantly inhibit Epstein–Barr virus early antigen (EBV–EA) activation, and preserve the high viability of Raji cells, suggests that it may be a valuable anti-tumor-promoting agent. 3. Murrangatin exhibits cytotoxicity against cholangiocarcinoma cell line, KKU-100. 4. Murrangatin exhibits antibacterial activity against P. gingivalis (ATCC 33277). 5. Murrangatin shows soluble epoxide hydrolase inhibitory activity with IC50 values 13.9±6.5uM.
TargetsTNF-α | IL Receptor | PGE | COX

Murrangatin Dilution Calculator

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Murrangatin Molarity Calculator

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Preparing Stock Solutions of Murrangatin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.6193 mL 18.0963 mL 36.1925 mL 72.3851 mL 90.4814 mL
5 mM 0.7239 mL 3.6193 mL 7.2385 mL 14.477 mL 18.0963 mL
10 mM 0.3619 mL 1.8096 mL 3.6193 mL 7.2385 mL 9.0481 mL
50 mM 0.0724 mL 0.3619 mL 0.7239 mL 1.4477 mL 1.8096 mL
100 mM 0.0362 mL 0.181 mL 0.3619 mL 0.7239 mL 0.9048 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 Murrangatin

Coumarins and flavonoid from Murraya paniculata (L.) Jack: Antibacterial and anti-inflammation activity.[Pubmed:26639491]

Pak J Pharm Sci. 2015 Nov;28(6):1947-51.

The ethyl acetate extract of leaves of Murraya paniculata (L.) Jack was described in the previous in vitro study on the inhibition effect on the growth of periodontopathic bacteria and the reduction of cytokines from LPS-stimulated macrophages. In this study, four coumarins including Murrangatin (1), Murrangatin acetate (2), murranganonesenecionate (3), micropubescin (4) and one flavonoid, 3', 4', 5', 7-tetramethoxyflavone (5) were isolated from the leaves of ethyl acetate extract of M. paniculata. MTT assay was used to test cytotoxicity on human gingival fibroblast and monocytes. The isolated compounds were evaluated for their antibacterial effect against Porphyromonas gingivalis (ATCC33277) and anti-inflammation on lipopolysaccharide-stimulated inflammation using monocyte cells. All isolated compounds exhibited antibacterial activity against P. gingivalis (ATCC 33277). Murranganonesenecionate (3) was highly potent anti-inflammation properties. The coumarin constituents from M. paniculata leaves might be potential lead molecules for the development of antimicrobial drugs for treating periodontal disease.

Anti-tumor-promoting effects of 8-substituted 7-methoxycoumarins on Epstein-Barr virus activation assay.[Pubmed:10378778]

Cancer Lett. 1999 Apr 26;138(1-2):87-92.

In a search for anti-tumor-promoting agents, we carried out a primary screening of twenty-nine 8-substituted and four 6-substituted derivatives of 7-methoxycoumarins isolated from plants of the Murraya and/or Citrus species (Rutaceae), examining their possible inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA) in Raji cells. This investigation indicated that the prenyl (3-methyl-2-butenyl) or 2-hydroxy-3-methylbutyl (or butenyl) unit as an isoprenoid moiety at C-8 on the 7-methoxycoumarin nucleus plays an important role in the anti-tumor-promoting activity. Some of the 8-substituted 7-methoxycoumarins isolated from Murraya species, Murrangatin (7), minumicrolin (10) and chloticol (18), were found to significantly inhibit EBV-EA activation, and preserved the high viability of Raji cells, suggesting that 7, 10 and 18 might be valuable anti-tumor-promoting agents.

C-7 oxygenated coumarins from the fruits of Micromelum minutum.[Pubmed:21544717]

Arch Pharm Res. 2011 Apr;34(4):527-31.

A new 7-oxygenated coumarin, 7-demethylmurralonginol isovalerate (1), and a new natural product, murralonginol (2), together with seven known 7-oxygenated coumarins, murralonginol isovalerate (3), murralongin (4), micromelin (5), scopoletin (6), microminutin (7), Murrangatin (8), and minumicrolin (9), were isolated from the fruits of Micromelum minutum. The structures of these compounds were established on the basis of their 1D and 2D NMR spectroscopic data. Among these isolates, compounds 2 and 4 - 9 exhibited cytotoxicity against cholangiocarcinoma cell line, KKU-100.

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