Lobetyolin

CAS# 136085-37-5

Lobetyolin

Catalog No. BCN5894----Order now to get a substantial discount!

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Quality Control of Lobetyolin

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Chemical structure

Lobetyolin

3D structure

Chemical Properties of Lobetyolin

Cas No. 136085-37-5 SDF Download SDF
PubChem ID 53486204 Appearance Powder
Formula C20H28O8 M.Wt 396.43
Type of Compound Miscellaneous Storage Desiccate at -20°C
Synonyms 129277-38-9
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (2R,3R,4S,5S,6R)-2-[(4E,12E)-1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES CC=CC#CC#CC(C(C=CCCCO)OC1C(C(C(C(O1)CO)O)O)O)O
Standard InChIKey MMMUDYVKKPDZHS-UPPVCQNNSA-N
Standard InChI InChI=1S/C20H28O8/c1-2-3-4-5-7-10-14(23)15(11-8-6-9-12-21)27-20-19(26)18(25)17(24)16(13-22)28-20/h2-3,8,11,14-26H,6,9,12-13H2,1H3/b3-2+,11-8+/t14?,15?,16-,17-,18+,19-,20-/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 Lobetyolin

The root of Codonopsis pilosula

Biological Activity of Lobetyolin

DescriptionLobetyolin has a protective role in gastric mucosa injury, and the mechanism may be relate to the increase in level of 6-K-PGF1αand the inhibition the excretion of gastric acid and EGF. Lobetyolin inhibits the gene expression of MUC5AC mucin induced by PMA.
TargetsEGFR
In vitro

Effects of Lobetyolin, Lobetyol and Methyl linoleate on Secretion, Production and Gene Expression of MUC5AC Mucin from Airway Epithelial Cells.[Pubmed: 25473407]

Tuberc Respir Dis (Seoul). 2014 Nov;77(5):203-8.

In this study, we investigated whether Lobetyolin, lobetyol, and methyl linoleate derived from Codonopsis pilosula affect MUC5AC mucin secretion, production, and gene expression from airway epithelial cells.
METHODS AND RESULTS:
Confluent NCI-H292 cells were pretreated with Lobetyolin, lobetyol, or methyl linoleate for 30 minutes and then stimulated with phorbol 12-myristate 13-acetate (PMA) for 24 hours. The MUC5AC mucin gene expression, and mucin protein production and secretion were measured by reverse transcription polymerase chain reaction and enzyme-linked immunosorbent assay, respectively. Lobetyolin, lobetyol, and methyl linoleate inhibited the gene expression of MUC5AC mucin induced by PMA; Lobetyolin did not affect PMA-induced MUC5AC mucin production. However, lobetyol and methyl linoleate inhibited the production of MUC5AC mucin; Lobetyolin and lobetyol did not significantly affect PMA-induced MUC5AC mucin secretion from NCI-H292 cells. However, methyl linoleate decreased the MUC5AC mucin secretion.
CONCLUSIONS:
These results suggest that among the three compounds, methyl linoleate can regulate gene expression, production, and secretion of MUC5AC mucin by directly acting on the airway epithelial cells.

In vivo

Protective Effect of Lobetyolin on Gastric Mucosa of Experimental Gastric Ulcer in Rats[Reference: WebLink]

Journal of Emergency in Traditional Chinese Medicine, 2008, 17(7):963-4.

To study the protective effect of Lobetyolin on gastric mucosa of experimental gastric ulcer induced by ethanol in rats.
METHODS AND RESULTS:
The gastric ulcer model was established in rats by inducing ethanol.The index of ulcer was measured;the levels of Gas and 6-K-PGF1αwere examined by the method of radioimmunity;the level of EGF was measured by ELISA.As compared with model group,in Lobetyolin small dose group,the index of ulcer was markedly decreased,the level of Gas was decreased while the level of 6-K-PGF1αwas increased.In the degree,the level of EGF was increased.
CONCLUSIONS:
Lobetyolin has a protective role in gastric mucosa injury,and the mechanism may be relate to the increase in level of 6-K-PGF1αand the inhibition the excretion of gastric acid and EGF.

Protocol of Lobetyolin

Structure Identification
Zhong Yao Cai. 2011 Apr;34(4):546-8.

Studies on the chemical constituents of Codonopsis pilosula.[Pubmed: 21809539]

To study the chemical constituents of Codonopsis pilosula.
METHODS AND RESULTS:
The compounds were isolated and purified by column chromatography and their structures were elucidated through spectroscopic techniques (NMR) and physicochemical properties. The compounds were isolated as hesperidin(I), n-hexyl beta-sophoroside(II), atractylenolide III (III), Lobetyolin(IV), Lobetyolinin(V), taraxerol(VI), taraxeryl acetate(VII), alpha-spinasterol(VIII),9,10,13-trihydroxy-(E)-11-octadecenoic acid (IX),beta-sitosterol(X),beta-daucosterol(XI)and sugar(XII).
CONCLUSIONS:
Compounds 1 -2 and 9 are isolated from this plant for the first time.

Lobetyolin Dilution Calculator

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Lobetyolin Molarity Calculator

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Preparing Stock Solutions of Lobetyolin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.5225 mL 12.6126 mL 25.2251 mL 50.4503 mL 63.0628 mL
5 mM 0.5045 mL 2.5225 mL 5.045 mL 10.0901 mL 12.6126 mL
10 mM 0.2523 mL 1.2613 mL 2.5225 mL 5.045 mL 6.3063 mL
50 mM 0.0505 mL 0.2523 mL 0.5045 mL 1.009 mL 1.2613 mL
100 mM 0.0252 mL 0.1261 mL 0.2523 mL 0.5045 mL 0.6306 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 Lobetyolin

Effects of Lobetyolin, Lobetyol and Methyl linoleate on Secretion, Production and Gene Expression of MUC5AC Mucin from Airway Epithelial Cells.[Pubmed:25473407]

Tuberc Respir Dis (Seoul). 2014 Nov;77(5):203-8.

BACKGROUND: In this study, we investigated whether Lobetyolin, lobetyol, and methyl linoleate derived from Codonopsis pilosula affect MUC5AC mucin secretion, production, and gene expression from airway epithelial cells. METHODS: Confluent NCI-H292 cells were pretreated with Lobetyolin, lobetyol, or methyl linoleate for 30 minutes and then stimulated with phorbol 12-myristate 13-acetate (PMA) for 24 hours. The MUC5AC mucin gene expression, and mucin protein production and secretion were measured by reverse transcription polymerase chain reaction and enzyme-linked immunosorbent assay, respectively. RESULTS: Lobetyolin, lobetyol, and methyl linoleate inhibited the gene expression of MUC5AC mucin induced by PMA; Lobetyolin did not affect PMA-induced MUC5AC mucin production. However, lobetyol and methyl linoleate inhibited the production of MUC5AC mucin; Lobetyolin and lobetyol did not significantly affect PMA-induced MUC5AC mucin secretion from NCI-H292 cells. However, methyl linoleate decreased the MUC5AC mucin secretion. CONCLUSION: These results suggest that among the three compounds, methyl linoleate can regulate gene expression, production, and secretion of MUC5AC mucin by directly acting on the airway epithelial cells.

[Studies on the chemical constituents of Codonopsis pilosula].[Pubmed:21809539]

Zhong Yao Cai. 2011 Apr;34(4):546-8.

OBJECTIVE: To study the chemical constituents of Codonopsis pilosula. METHODS: The compounds were isolated and purified by column chromatography and their structures were elucidated through spectroscopic techniques (NMR) and physicochemical properties. RESULTS: The compounds were isolated as hesperidin(I), n-hexyl beta-sophoroside(II), atractylenolide III (III), Lobetyolin(IV), Lobetyolinin(V), taraxerol(VI), taraxeryl acetate(VII), alpha-spinasterol(VIII),9,10,13-trihydroxy-(E)-11-octadecenoic acid (IX),beta-sitosterol(X),beta-daucosterol(XI)and sugar(XII). CONCLUSION: Compounds 1 -2 and 9 are isolated from this plant for the first time.

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