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ent-9-Hydroxy-15-oxo-16-kauren-19-oic acid beta-D-glucopyranosyl ester

CAS# 81263-96-9

ent-9-Hydroxy-15-oxo-16-kauren-19-oic acid beta-D-glucopyranosyl ester

Catalog No. BCN1345----Order now to get a substantial discount!

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Quality Control of ent-9-Hydroxy-15-oxo-16-kauren-19-oic acid beta-D-glucopyranosyl ester

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Chemical structure

ent-9-Hydroxy-15-oxo-16-kauren-19-oic acid beta-D-glucopyranosyl ester

3D structure

Chemical Properties of ent-9-Hydroxy-15-oxo-16-kauren-19-oic acid beta-D-glucopyranosyl ester

Cas No. 81263-96-9 SDF Download SDF
PubChem ID 102004618 Appearance Powder
Formula C26H38O9 M.Wt 494.6
Type of Compound Diterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,4S,5R,9R,10R,13R)-10-hydroxy-5,9-dimethyl-14-methylidene-15-oxotetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylate
SMILES CC1(CCCC2(C1CCC34C2(CCC(C3)C(=C)C4=O)O)C)C(=O)OC5C(C(C(C(O5)CO)O)O)O
Standard InChIKey PKAGWWDWHSCPAS-TULSSYLPSA-N
Standard InChI InChI=1S/C26H38O9/c1-13-14-5-10-26(33)24(3)8-4-7-23(2,16(24)6-9-25(26,11-14)20(13)31)22(32)35-21-19(30)18(29)17(28)15(12-27)34-21/h14-19,21,27-30,33H,1,4-12H2,2-3H3/t14-,15-,16-,17-,18+,19-,21+,23-,24-,25+,26-/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 ent-9-Hydroxy-15-oxo-16-kauren-19-oic acid beta-D-glucopyranosyl ester

The herbs of Pteris semipinnata

ent-9-Hydroxy-15-oxo-16-kauren-19-oic acid beta-D-glucopyranosyl ester Dilution Calculator

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ent-9-Hydroxy-15-oxo-16-kauren-19-oic acid beta-D-glucopyranosyl ester Molarity Calculator

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Preparing Stock Solutions of ent-9-Hydroxy-15-oxo-16-kauren-19-oic acid beta-D-glucopyranosyl ester

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.0218 mL 10.1092 mL 20.2184 mL 40.4367 mL 50.5459 mL
5 mM 0.4044 mL 2.0218 mL 4.0437 mL 8.0873 mL 10.1092 mL
10 mM 0.2022 mL 1.0109 mL 2.0218 mL 4.0437 mL 5.0546 mL
50 mM 0.0404 mL 0.2022 mL 0.4044 mL 0.8087 mL 1.0109 mL
100 mM 0.0202 mL 0.1011 mL 0.2022 mL 0.4044 mL 0.5055 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 ent-9-Hydroxy-15-oxo-16-kauren-19-oic acid beta-D-glucopyranosyl ester

[Toxicological studies on sophorolipid derivatives. (II). Subacute toxicity study of polyoxypropylene (12) [2'-0-beta-D-glucopyranosyl-beta-D-glucopyranosyl) oxy-] fatty acid ester-].[Pubmed:3795299]

J Toxicol Sci. 1986 Aug;11(3):213-24.

Five groups of 12 male and 12 female rats each were fed diets containing 0, 0.06, 0.25, 1.00 and 4.00% PSL for a period of one month. Food consumption of PSL-fed groups did not differ from that of control. Urinalysis and autopsy findings were within normal in every group of rats treated. With 4.00% in the diet, body weight gain was significantly retarded and water consumption was increased, and soft stool occurred. In the hematological examination, decrease of red blood cells and increase of white blood cells were observed at the levels of 1.00 and 4.00% PSL. Changes of white blood cell differentials were also seen at the same levels. Serum Na+ concentration was slightly decreased at the 0.25, 1.00, 4.00% levels and serum glucose was also decreased at the 1.00, 4.00% levels, but the values were within the normal limits. Significant increase of relative liver weight, without histopathological changes, was observed at the 4.00% level. Histopathological examination revealed slight erosion, necrosis or intestinitis in small intestine, at the levels of 0.25, 1.00, 4.00% PSL. It was considered that these findings were attributed to the irritation potential of PSL or its metabolite. These results indicated that the non-effect level was 0.06% (53 mg/kg/day) and the level causing no toxicological effect was 0.25% (208 mg/kg/day), but no deleterious effects was observed in the levels greater than 0.25%.

Changes in abscisic acid and its beta-D-glucopyranosyl ester levels during tomato (Lycopersicon esculentum Mill.) seed development.[Pubmed:24221848]

Plant Cell Rep. 1991 Nov;10(9):444-7.

The role of abscisic acid (ABA) in tomato (Lycopersicon esculentum Mill.) zygotic embryogenesis was analysed. ABA and ABA ss-D-glucopyranosyl ester (ABA-GE) changes were determined in seeds and fruit tissues - placenta and mesocarp - during seed development, which was defined with eight embryo stages: from globular (stage 1) to mature embryo (stage 8). In whole seeds, ABA changes paralleled fresh and dry weight pattern curves and could be characterized by a high increase during embryo growth followed by a decrease as the seed matured and dehydrated. Moreover this dehydration phase led, at stage 8, to a new ABA distribution within the seed, preferentially into integument and embryo. Fruit tissue analyses provided new information about the ABA origin in seeds. ABA-GE levels were also measured and the results suggested different ABA metabolism in seed and fruit tissues.

[Toxicological studies on sophorolipid derivatives. (I). Acute toxicity, eye irritation, primary skin irritation, skin sensitization, phototoxicity, photosensitization, mutagenicity of polyoxypropylene (12) [(2'-0-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy-] fatty acid ester-].[Pubmed:3795298]

J Toxicol Sci. 1986 Aug;11(3):197-211.

Acute toxicity, eye irritation, primary skin irritation, skin sensitization, phototoxicity, photosensitization and mutagenicity of sophorolipid derivatives were studied in rats, mice, rabbits, guinea pigs and Salmonella typhimurium strains. The acute oral toxicity of sophorolipid (SL) which Torulopsis bombicola produces, and its derivatives (PSL, Ethyl-SL and Oleyl-SL) were shown to be very low. The LD50 values of PSL ranged from 10 g/kg to 16 g/kg on oral administration in rats and mice, and from 5.8 g/kg to 6.6 g/kg on subcutaneous administration in mice. The oral LD50 values of Ethyl-SL and Oleyl-SL were estimated to be greater than 15 g/kg and that of SL was 12.5 g/kg. In eye irritation study, PSL failed to produce any reactions at 50% concentration even when the rabbit eye was not subsequently washed. SL, Ethyl-SL, Oleyl-SL and Tween 20 were "no irritant" or "slight irritant" to the rabbit eye at 20% concentration. PSL showed no irritancy to both the intact and abraded guinea pig skin at 50% concentration. And in other examinations, it was also indicated that PSL had no potentials of skin sensitization, phototoxicity and photosensitization in guinea pigs and had no potentials of mutagenicity in Salmonella typhimurium TA98 and TA100.

Sesquiterpene Lactone Composition and Cellular Nrf2 Induction of Taraxacum officinale Leaves and Roots and Taraxinic Acid beta-d-Glucopyranosyl Ester.[Pubmed:28026992]

J Med Food. 2017 Jan;20(1):71-78.

Taraxacum officinale, the common dandelion, is a plant of the Asteraceae family, which is used as a food and medical herb. Various secondary plant metabolites such as sesquiterpene lactones, triterpenoids, flavonoids, phenolic acids, coumarins, and steroids have been described to be present in T. officinale. Dandelion may exhibit various health benefits, including antioxidant, anti-inflammatory, and anticarcinogenic properties. We analyzed the leaves and roots of the common dandelion (T. officinale) using high-performance liquid chromatography/mass spectrometry to determine its sesquiterpene lactone composition. The main compound of the leaf extract taraxinic acid beta-d-glucopyranosyl ester (1), a sesquiterpene lactone, was isolated and the structure elucidation was conducted by nuclear magnetic resonance spectrometry. The leaf extract and its main compound 1 activated the transcription factor nuclear factor erythroid 2-related factor 2 (Nrf2) in human hepatocytes more significantly than the root extract. Furthermore, the leaf extract induced the Nrf2 target gene heme oxygenase 1. Overall, present data suggest that compound 1 may be one of the active principles of T. officinale.

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