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3-O-Caffeoyloleanolic acid

CAS# 97534-10-6

3-O-Caffeoyloleanolic acid

Catalog No. BCN3959----Order now to get a substantial discount!

Product Name & Size Price Stock
3-O-Caffeoyloleanolic acid: 5mg $828 In Stock
3-O-Caffeoyloleanolic acid: 10mg Please Inquire In Stock
3-O-Caffeoyloleanolic acid: 20mg Please Inquire Please Inquire
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3-O-Caffeoyloleanolic acid: 200mg Please Inquire Please Inquire
3-O-Caffeoyloleanolic acid: 500mg Please Inquire Please Inquire
3-O-Caffeoyloleanolic acid: 1000mg Please Inquire Please Inquire

Quality Control of 3-O-Caffeoyloleanolic acid

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Chemical structure

3-O-Caffeoyloleanolic acid

3D structure

Chemical Properties of 3-O-Caffeoyloleanolic acid

Cas No. 97534-10-6 SDF Download SDF
PubChem ID 24873431 Appearance Powder
Formula C39H54O6 M.Wt 618.9
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
SMILES CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC(=O)C=CC6=CC(=C(C=C6)O)O)C)C)C2C1)C)C(=O)O)C
Standard InChIKey OJEUMHQEAMVIBI-SBXAJAQGSA-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 3-O-Caffeoyloleanolic acid

The stem bark of Physocarpus intermedius

Biological Activity of 3-O-Caffeoyloleanolic acid

Description1. 3-O-Caffeoyl oleanolic acid exhibits in vitro cytotoxicity against the A549 cell line with the CC50 values of less than 20 ug/mL.

3-O-Caffeoyloleanolic acid Dilution Calculator

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3-O-Caffeoyloleanolic acid Molarity Calculator

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Preparing Stock Solutions of 3-O-Caffeoyloleanolic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.6158 mL 8.0788 mL 16.1577 mL 32.3154 mL 40.3942 mL
5 mM 0.3232 mL 1.6158 mL 3.2315 mL 6.4631 mL 8.0788 mL
10 mM 0.1616 mL 0.8079 mL 1.6158 mL 3.2315 mL 4.0394 mL
50 mM 0.0323 mL 0.1616 mL 0.3232 mL 0.6463 mL 0.8079 mL
100 mM 0.0162 mL 0.0808 mL 0.1616 mL 0.3232 mL 0.4039 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 3-O-Caffeoyloleanolic acid

Studies on cytotoxic constituents from the leaves of Elaeagnus oldhamii Maxim. in non-small cell lung cancer A549 cells.[Pubmed:25000464]

Molecules. 2014 Jul 4;19(7):9515-34.

Elaeagnus oldhamii Maxim. is a commonly used traditional herbal medicine. In Taiwan the leaves of E. oldhamii Maxim. are mainly used for treating lung disorders. Twenty five compounds were isolated from the leaves of E. oldhamii Maxim. in the present study. These included oleanolic acid (1), 3-O-(Z)-coumaroyl oleanolic acid (2), 3-O-(E)-coumaroyl oleanolic acid (3), 3-O-caffeoyl oleanolic acid (4), ursolic acid (5), 3-O-(Z)-coumaroyl ursolic acid (6), 3-O-(E)-coumaroyl ursolic acid (7), 3-O-caffeoyl ursolic acid (8), 3beta, 13beta-dihydroxyolean-11-en-28-oic acid (9), 3beta, 13beta-dihydroxyurs-11-en-28-oic acid (10), uvaol (11), betulin (12), lupeol (13), kaempferol (14), aromadendrin (15), epigallocatechin (16), cis-tiliroside (17), trans-tiliroside (18), isoamericanol B (19), trans-p-coumaric acid (20), protocatechuic acid (21), salicylic acid (22), trans-ferulic acid (23), syringic acid (24) and 3-O-methylgallic acid (25). Of the 25 isolated compounds, 21 compounds were identified for the first time in E. oldhamii Maxim. These included compounds 1, 4, 5 and 8-25. These 25 compounds were evaluated for their inhibitory activity against the growth of non-small cell lung cancer A549 cells by the MTT assay, and the corresponding structure-activity relationships were discussed. Among these 25 compounds, compound 6 displayed the best activity against the A549 cell line in vitro (CC50=8.56+/-0.57 mug/mL, at 48 h of MTT asssay). Furthermore, compound 2, 4, 8 and 18 exhibited in vitro cytotoxicity against the A549 cell line with the CC50 values of less than 20 mug/mL at 48 h of MTT asssay. These five compounds 2, 4, 6, 8 and 18 exhibited better cytotoxic activity compared with cisplatin (positive control, CC50 value of 14.87+/-1.94 mug/mL, at 48 h of MTT asssay). The result suggested that the five compounds might be responsible for its clinical anti-lung cancer effect.

Cytotoxic triterpenes from stem bark of Physocarpus intermedius.[Pubmed:10909277]

Planta Med. 2000 Jun;66(5):485-6.

Seven triterpenes (1-7), i.e., betulinic acid 1, ursolic acid 2, oleanolic acid 3, 3-O-Caffeoyloleanolic acid 4, euscaphic acid 5, 2 alpha-hydroxyursolic acid 6 and maslinic acid 7 were isolated from the stem bark extract of P. intermedius as active principles responsible for the cytotoxicity against five cultured human tumor cell lines, i.e., A549 (non small cell lung), SK-OV-3 (ovary), SK-MEL-2 (melanoma), XF498 (central nerve system) and HCT-15 (colon), in vitro.

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