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Lup-20(29)-ene-2alpha,3beta-diol

CAS# 61448-03-1

Lup-20(29)-ene-2alpha,3beta-diol

Catalog No. BCN4612----Order now to get a substantial discount!

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Lup-20(29)-ene-2alpha,3beta-diol: 5mg $725 In Stock
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Quality Control of Lup-20(29)-ene-2alpha,3beta-diol

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Chemical structure

Lup-20(29)-ene-2alpha,3beta-diol

3D structure

Chemical Properties of Lup-20(29)-ene-2alpha,3beta-diol

Cas No. 61448-03-1 SDF Download SDF
PubChem ID 15127233 Appearance Powder
Formula C30H50O2 M.Wt 442.73
Type of Compound Triterpenoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1R,3aR,5aR,5bR,7aR,9R,10R,11aR,11bR,13aR,13bR)-3a,5a,5b,8,8,11a-hexamethyl-1-prop-1-en-2-yl-1,2,3,4,5,6,7,7a,9,10,11,11b,12,13,13a,13b-hexadecahydrocyclopenta[a]chrysene-9,10-diol
SMILES CC(=C)C1CCC2(C1C3CCC4C(C3(CC2)C)(CCC5C4(CC(C(C5(C)C)O)O)C)C)C
Standard InChIKey OESLKRXCBRUCJZ-BUXXFNAFSA-N
Standard InChI InChI=1S/C30H50O2/c1-18(2)19-11-13-27(5)15-16-29(7)20(24(19)27)9-10-23-28(6)17-21(31)25(32)26(3,4)22(28)12-14-30(23,29)8/h19-25,31-32H,1,9-17H2,2-8H3/t19-,20+,21+,22-,23+,24+,25-,27+,28-,29+,30+/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 Lup-20(29)-ene-2alpha,3beta-diol

The roots of Oroxylum indicum

Biological Activity of Lup-20(29)-ene-2alpha,3beta-diol

DescriptionStandard reference

Protocol of Lup-20(29)-ene-2alpha,3beta-diol

Structure Identification
Phytochemistry. 2014 Dec;108:177-88.

Terpenoids, flavonoids and caffeic acid derivatives from Salvia viridis L. cvar. Blue Jeans.[Pubmed: 25256822]

Three diterpenoids, 1-oxomicrostegiol (1), viroxocin (2), viridoquinone (3), were isolated from the roots of Salvia viridis L. cvar. Blue Jeans.
METHODS AND RESULTS:
Five known diterpenoids, microstegiol (4), 7α-acetoxy-14-hydroxy-8,13-abietadiene-11,12-dione (5; 7-O-acetylhorminone tautomer), 7α,14-dihydroxy-8,13-abietadiene-11,12-dione (6; horminone tautomer), ferruginol and salvinolonyl 12-methyl ether (7) were also found in the roots together with 1-docosyl ferulate (8), and a mixture of 2-(4'-alkoxyphenyl) ethyl alkanoates (9).
CONCLUSIONS:
Two lupane triterpenoids, 2α-acetoxy-lup-20(29)-en-3β-ol (10), and 3β-acetoxy-lup-20(29)-en-2α-ol (11) were found in the aerial parts together with known compounds, Lup-20(29)-ene-2alpha,3beta-diol (12), ursolic acid, oleanolic acid, β-sitosterol and β-sitosterol glucoside.

Zhongguo Zhong Yao Za Zhi. 2013 Jan;38(2):204-7.

Chemical constitunents of seeds of Oroxylum indicum.[Pubmed: 23672042]

Twenty compounds were isolated and purified by silica gel, and Sephadex LH-20 column chromatography, and their structures were determined by spectroscopic analysis including NMR and MS. RESULT: Twenty compounds were isolated and identified as oroxin A (1), oroxin B (2), chrysin (3), baicalein (4), quercetin (5), apigenin (6), kaempferol (7), quercetin-3-O-ara-binopyranoside (8), lupeol C9), Lup-20(29)-ene-2alpha,3beta-diol (10), pinosylvin (11), dihydropinosylvin (12), cholest-5-ene-3, 7-diol (13), rengyol (14), isorengyol (15), zarzissine (16), (E) -pinosylvin-3-O-beta-D-glucopyranoside (17), adenosine (18), sitosterol (19) and daucosterol (20). CONCLUSION: Compounds 11-13 and 15-18 were obtained from the genus Oroxylum for the first time, and except compound 18, the remaining 6 compounds were obtained from the family Bignoniaceae for the first time.

Lup-20(29)-ene-2alpha,3beta-diol Dilution Calculator

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Preparing Stock Solutions of Lup-20(29)-ene-2alpha,3beta-diol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.2587 mL 11.2936 mL 22.5871 mL 45.1743 mL 56.4678 mL
5 mM 0.4517 mL 2.2587 mL 4.5174 mL 9.0349 mL 11.2936 mL
10 mM 0.2259 mL 1.1294 mL 2.2587 mL 4.5174 mL 5.6468 mL
50 mM 0.0452 mL 0.2259 mL 0.4517 mL 0.9035 mL 1.1294 mL
100 mM 0.0226 mL 0.1129 mL 0.2259 mL 0.4517 mL 0.5647 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 Lup-20(29)-ene-2alpha,3beta-diol

[Chemical constitunents of seeds of Oroxylum indicum].[Pubmed:23672042]

Zhongguo Zhong Yao Za Zhi. 2013 Jan;38(2):204-7.

OBJECTIVE: To study the chemical constituents in the seeds of Oroxylum indicum. METHOD: Twenty compounds were isolated and purified by silica gel, and Sephadex LH-20 column chromatography, and their structures were determined by spectroscopic analysis including NMR and MS. RESULT: Twenty compounds were isolated and identified as oroxin A (1), oroxin B (2), chrysin (3), baicalein (4), quercetin (5), apigenin (6), kaempferol (7), quercetin-3-O-ara-binopyranoside (8), lupeol C9), lup-20 (29)-ene-2alpha,3beta-diol (10), pinosylvin (11), dihydropinosylvin (12), cholest-5-ene-3, 7-diol (13), rengyol (14), isorengyol (15), zarzissine (16), (E) -pinosylvin-3-O-beta-D-glucopyranoside (17), adenosine (18), sitosterol (19) and daucosterol (20). CONCLUSION: Compounds 11-13 and 15-18 were obtained from the genus Oroxylum for the first time, and except compound 18, the remaining 6 compounds were obtained from the family Bignoniaceae for the first time.

Terpenoids, flavonoids and caffeic acid derivatives from Salvia viridis L. cvar. Blue Jeans.[Pubmed:25256822]

Phytochemistry. 2014 Dec;108:177-88.

Three diterpenoids, 1-oxomicrostegiol (1), viroxocin (2), viridoquinone (3), were isolated from the roots of Salvia viridis L. cvar. Blue Jeans. Five known diterpenoids, microstegiol (4), 7alpha-acetoxy-14-hydroxy-8,13-abietadiene-11,12-dione (5; 7-O-acetylhorminone tautomer), 7alpha,14-dihydroxy-8,13-abietadiene-11,12-dione (6; horminone tautomer), ferruginol and salvinolonyl 12-methyl ether (7) were also found in the roots together with 1-docosyl ferulate (8), and a mixture of 2-(4'-alkoxyphenyl) ethyl alkanoates (9). Two lupane triterpenoids, 2alpha-acetoxy-lup-20(29)-en-3beta-ol (10), and 3beta-acetoxy-lup-20(29)-en-2alpha-ol (11) were found in the aerial parts together with known compounds, Lup-20(29)-ene-2alpha,3beta-diol (12), ursolic acid, oleanolic acid, beta-sitosterol and beta-sitosterol glucoside. A known phenylpropanoid, trans-verbascoside (or acteoside; 13), was the main constituent in the polar fraction of the aerial part, and it is now reported in the genus Salvia for the first time. Other polyphenolic compounds were cis-verbascoside (14), leucosceptoside A (15), martynoside (16), caffeic acid, 6-O-caffeoyl-glucose (18), rosmarinic acid, salidroside, luteolin-7-O-alpha-rhamnopyranosyl-(1-->6)-beta-galactopyranoside, luteolin-7-O-beta-galactopyranoside, luteolin-7-O-alpha-rhamnopyranosyl-(1-->6)-beta-glucopyranoside, luteolin-7-O-beta-glucopyranoside, and apigenin-7-O-beta-glucopyranoside. The structures were determined by 1D-, 2D-NMR and HR-ESI-MS techniques. Compounds 6, 10, ferruginol, ursolic acid and oleanolic acid exhibited antibacterial activity against Enterococcus faecalis (ATCC 775) with MIC 50 muM, 25 muM, 50 muM, 12.5 muM, 12.5 muM respectively. Ferruginol, ursolic acid and oleanolic acid were also active against Staphylococcus aureus (ATCC 6571), and Bacillus cereus (ATCC 2599) with MIC 12.5-50 muM. 4 was also active against S.aureus (ATCC 6571) with MIC 50 muM. These values are consistent with previous studies on the antimicrobial activity of Salvia diterpenoids.

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