Gaultherin | CAS:490-67-5 Manufacturer ChemFaces

Gaultherin

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Description:

Gaultherin has analgesic, and anti-inflammatory activities.Gaultherin lacks gastric ulcerogenic effect, because of it released salicylate in intestine slowly, not in stomach and it left the cyclooxygenase-1 unaffected, which was the source of cytoprotective prostaglandins in gastric epithelium.

Targets:

COX

In vitro:

J Asian Nat Prod Res. 2011 Sep;13(9):817-25.

Synthesis and anti-nociceptive and anti-inflammatory effects of gaultherin and its analogs.[Pubmed: 21830886]

The synthesis of Gaultherin (1) and its analogs was carried out to provide 11 glycosides under phase-transfer catalytic conditions.
METHODS AND RESULTS:
The activities of all synthesized compounds were evaluated by nitric oxide production inhibitory assay in vitro. Methyl 2-O-(4-O-β-d-galactopyranosyl)-β-d-glucopyranosylbenzoate (5f) showed significantly anti-nociceptive and anti-inflammatory effects by the evaluation in vivo. Structure-activity relationships within these compounds were discussed.

In vivo:

Eur J Pharmacol. 2006 Jan 13;530(1-2):166-71.

Gaultherin, a natural salicylate derivative from Gaultheria yunnanensis: towards a better non-steroidal anti-inflammatory drug.[Pubmed: 16375889]

One of the major factors limiting the use of non-steroidal anti-inflammatory drugs is gastrointestinal toxicity. Gaultherin, 2-[(6-O-beta-D-Xylopyranosyl-beta-D-glucopyranosyl)oxy] benzoic acid methyl ester, a natural salicylate derivative extracted from Gaultheria yunnanensis, has been shown to have analgesic and anti-inflammatory effects and lack gastric ulcerogenic effect compared to aspirin in our primary study.
METHODS AND RESULTS:
The aim of this study was to investigate the mechanism of action of Gaultherin, which may rely on its active metabolite, and the mechanism responsible for the non-ulcerogenic property. The results showed that Gaultherin (200 mg/kg) significantly inhibited the abdominal contractions in the acetic acid-induced writhing test in mice. The anti-inflammatory effect of Gaultherin was demonstrated in the croton oil-induced ear edema model in mice. The results showed that Gaultherin and equimolar dose of aspirin produced comparable inhibitory effects. The study of the metabolism characters of Gaultherin in mice and rats indicated that Gaultherin could be metabolically converted to salicylate, which produced the pharmacological effects, and provided effective concentrations for an extended period. In vitro metabolism experiment showed that Gaultherin was metabolized by beta-glycosidase produced by human intestinal bacteria and esterases in intestine, blood and liver successively to release salicylate finally.
CONCLUSIONS:
The study suggested Gaultherin did not cause gastric ulcer for the reason that it released salicylate in intestine slowly, not in stomach and it left the cyclooxygenase-1 unaffected, which was the source of cytoprotective prostaglandins in gastric epithelium.

Gaultherin Description

Source:	The herbs of Gaultheria procumbens
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

More...

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

Mol Cell. 2017 Nov 16;68(4):673-685.e6.
doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
doi: 10.1038/nplants.2016.205.
IF=13.297(2019)

PMID: 28005066

Sci Adv. 2018 Oct 24;4(10): eaat6994.
doi: 10.1126/sciadv.aat6994.
IF=12.804(2019)

PMID: 30417089

Animal Research:

Biol Pharm Bull. 2007 Mar;30(3):465-9.

Analgesic and anti-inflammatory activities of a fraction rich in gaultherin isolated from Gaultheria yunnanensis (FRANCH.) REHDER.[Pubmed: 17329839]

The analgesic and anti-inflammatory activities of a salicylate derivatives fraction (SDF) isolated from Gaultheria yunnanensis (FRANCH.) REHDER and the mechanisms of actions were investigated in the present study.
METHODS AND RESULTS:
The major constituent of SDF, which represented around 50% of this fraction, was a methyl salicylate diglycoside named Gaultherin. SDF showed a significant inhibition on the hind paw edema in rats (200, 400 mg/kg body wt., p.o.) and ear swelling in mice (200, 400, 800 mg/kg body wt., p.o.) caused by carrageenin and croton oil, respectively. In addition, SDF (400, 800 mg/kg body wt., p.o.) inhibited only the second phase (inflammatory) in the formalin test, and showed no effect in the hot-plate test in mice. The antinociceptive activity of SDF was predominantly peripheral and independent of the opioid system.
CONCLUSIONS:
These findings demonstrate that SDF from Gaultheria yunnanensis (FRANCH.) REHDER possesses analgesic and anti-inflammatory activities, which may be mediated, at least partly, through the suppression of inflammatory mediators or their release suggested by the animal experiment. The observed effects of SDF are probably due to the presence of high content of salicylate derivatives (80%), including Gaultherin, MSTG-A and MSTG-B.

CAS No.	490-67-5	Price	$268 / 20mg
Catalog No.	CFN90338	Purity	>=98%
Molecular Weight	446.40	Type of Compound	Phenols
Formula	C₁₉H₂₆O₁₂	Physical Description	Powder
Download	Manual COA MSDS	Similar structural	Comparison (Web)

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Anti-inflammatory Compound Library Analgesia Compound Library Phenols Compound Library COX Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.2401 mL	11.2007 mL	22.4014 mL	44.8029 mL	56.0036 mL
5 mM	0.448 mL	2.2401 mL	4.4803 mL	8.9606 mL	11.2007 mL
10 mM	0.224 mL	1.1201 mL	2.2401 mL	4.4803 mL	5.6004 mL
50 mM	0.0448 mL	0.224 mL	0.448 mL	0.8961 mL	1.1201 mL
100 mM	0.0224 mL	0.112 mL	0.224 mL	0.448 mL	0.56 mL

CFN93114	Parishin C	174972-80-6	728.7	C₃₂H₄₀O₁₉
CFN93112	Parishin A	62499-28-9	996.9	C₄₅H₅₆O₂₅
CFN90409	Militarine	58139-23-4	726.73	C₃₄H₄₆O₁₇
CFN95032	Dactylorhin A	256459-34-4	888.9	C₄₀H₅₆O₂₂
CFN95033	Gymnoside III	899430-03-6	930.9	C₄₂H₅₈O₂₃
CFN95061	Shancigusin I	1435488-35-9	594.6	C₂₈H₃₄O₁₄
CFN91183	Bletilloside A	2292159-89-6	624.6	C₂₉H₃₆O₁₅
CFN95062	3-Methoxyshancigusin I	N/A	624.6	C₂₉H₃₆O₁₅
CFN98978	2-Acetylbenzoic acid	577-56-0	164.2	C₉H₈O₃
CFN90128	2-Carboxybenzaldehyde	119-67-5	150.13	C₈H₆O₃