11-Oxo-Alpha-AmyrinCAS# 2118-90-3 |
Quality Control & MSDS
3D structure
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| Cas No. | 2118-90-3 | SDF | Download SDF |
| PubChem ID | 69166285.0 | Appearance | Powder |
| Formula | C30H48O2 | M.Wt | 440.7 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (1S,2R,4aR,6aR,6aS,6bR,8aR,10S,12aS,14bR)-10-hydroxy-1,2,4a,6a,6b,9,9,12a-octamethyl-1,2,3,4,5,6,6a,7,8,8a,10,11,12,14b-tetradecahydropicen-13-one | ||
| SMILES | CC1CCC2(CCC3(C(=CC(=O)C4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C | ||
| Standard InChIKey | UHBYXZSSQWLZHC-PGAMCGFJSA-N | ||
| Standard InChI | InChI=1S/C30H48O2/c1-18-9-12-27(5)15-16-29(7)20(24(27)19(18)2)17-21(31)25-28(6)13-11-23(32)26(3,4)22(28)10-14-30(25,29)8/h17-19,22-25,32H,9-16H2,1-8H3/t18-,19+,22+,23+,24+,25-,27-,28+,29-,30-/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. |
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| 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. |
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| 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. | ||
11-Oxo-Alpha-Amyrin Dilution Calculator
11-Oxo-Alpha-Amyrin Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.2691 mL | 11.3456 mL | 22.6912 mL | 45.3823 mL | 56.7279 mL |
| 5 mM | 0.4538 mL | 2.2691 mL | 4.5382 mL | 9.0765 mL | 11.3456 mL |
| 10 mM | 0.2269 mL | 1.1346 mL | 2.2691 mL | 4.5382 mL | 5.6728 mL |
| 50 mM | 0.0454 mL | 0.2269 mL | 0.4538 mL | 0.9076 mL | 1.1346 mL |
| 100 mM | 0.0227 mL | 0.1135 mL | 0.2269 mL | 0.4538 mL | 0.5673 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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Susceptibility of virulent and resistant Escherichia coli strains to non-polar and polar compounds identified in Microplumeria anomala.[Pubmed:32848314]
Vet World. 2020 Jul;13(7):1376-1387.
BACKGROUND AND AIM: Escherichia coli is one of the main pathogens responsible for veterinary and human infections, and it is associated with significant economic losses in the livestock, as it causes severe diseases to humans, particularly in children. For that reason, there is a need for introducing new drugs to treat E. coli diseases. The Brazilian species richness is a source of potential new antibacterial natural products. The study aimed at the biological and chemical investigation of the organic extract obtained from the stem of Microplumeria anomala (Apocynaceae), EB127, as it was identified as a potential source of new antibacterial compounds to be used in Veterinary. MATERIALS AND METHODS: The antibacterial activity was evaluated by disk diffusion and microdilution assays; chromatography, nuclear magnetic resonance spectrometry, and mass spectrometry were used in the isolation and identification of compounds. RESULTS: EB127 showed activity against E. coli ATCC25922, and against three E. coli strains that were isolated from frigarte's cloaca, named 31/1A, 35A, and 51A. Lupeol, 3-acetyl-11-oxo-beta-amyrin, 3-acetyl-11-Oxo-Alpha-Amyrin, sitosterol, stigmasterol, 3beta,7alpha-dihydroxy-cholest-5-ene, 3beta-hydroxy-cholest-5-en-7-one, and 3beta-hydroxy-cholest-5,22-dien-7-one were identified in fraction Hex/CHCl(3), while loganin, loganic acid, methylanomaline, and anomaline were all identified in EB127 and protocatechuic acid hexoside, ferulic acid, secoxyloganin, feruloylquinic acid, vanillic acid hexoside, protocatechuic acid-4-O-beta-hexoside, and rosmarinic acid were tentatively identified in fraction 10%ACN/H(2)O. E. coli 51A (virulent/non-resistant) showed sensitivity to the antibacterial action of fraction Hex/CHCl(3) which contains alkaloids, triterpenes, and steroids, while E. coli 35A (resistant/non-virulent) were more susceptible to 10%ACN/H(2)O, which contains iridoids as loganin and loganic acid, and glycosylated and non-glycosylated caffeic acids. CONCLUSION: Fraction 10%ACN/H(2)O is of interest in pursuing new drugs to treat resistant E. coli, in veterinary. All compounds were isolated from the plant for the first time and have shown potential as new antibacterial natural products from Amazon plants to be used in veterinary and human diseases.
New ursane triterpenoids from Ficus pandurata and their binding affinity for human cannabinoid and opioid receptors.[Pubmed:27350550]
Arch Pharm Res. 2016 Jul;39(7):897-911.
Phytochemical investigation of Ficus pandurata Hance (Moraceae) fruits has led to the isolation of two new triterpenoids, ficupanduratin A [1beta-hydroxy-3beta-acetoxy-11alpha-methoxy-urs-12-ene] (11) and ficupanduratin B [21alpha-hydroxy-3beta-acetoxy-11alpha-methoxy-urs-12-ene] (17), along with 20 known compounds: alpha-amyrin acetate (1), alpha-amyrin (2), 3beta-acetoxy-20-taraxasten-22-one (3), 3beta-acetoxy-11alpha-methoxy-olean-12-ene (4), 3beta-acetoxy-11alpha-methoxy-12-ursene (5), 11-Oxo-Alpha-Amyrin acetate (6), 11-oxo-beta-amyrin acetate (7), palmitic acid (8), stigmast-4,22-diene-3,6-dione (9), stigmast-4-ene-3,6-dione (10), stigmasterol (12), beta-sitosterol (13), stigmast-22-ene-3,6-dione (14), stigmastane-3,6-dione (15), 3beta,21beta-dihydroxy-11alpha-methoxy-olean-12-ene (16), 3beta-hydroxy-11alpha-methoxyurs-12-ene (18), 6-hydroxystigmast-4,22-diene-3-one (19), 6-hydroxystigmast-4-ene-3-one (20), 11alpha,21alpha-dihydroxy-3beta-acetoxy-urs-12-ene (21), and beta-sitosterol-3-O-beta-D-glucopyranoside (22). Compound 21 is reported for the first time from a natural source. The structures of the 20 compounds were elucidated on the basis of IR, 1D ((1)H and (13)C), 2D ((1)H-(1)H COSY, HSQC, HMBC and NOESY) NMR and MS spectroscopic data, in addition to comparison with literature data. The isolated compounds were evaluated for their anti-microbial, anti-malarial, anti-leishmanial, and cytotoxic activities. In addition, their radioligand displacement affinity on opioid and cannabinoid receptors was assessed. Compounds 4, 11, and 15 exhibited good affinity towards the CB2 receptor, with displacement values of 69.7, 62.5 and 86.5 %, respectively. Furthermore, the binding mode of the active compounds in the active site of the CB2 cannabinoid receptors was investigated through molecular modelling.
Triterpene esters: natural products from Dorstenia arifolia (Moraceae).[Pubmed:23579992]
Molecules. 2013 Apr 11;18(4):4247-56.
The phytochemical study of Dorstenia arifolia Lam. (Moraceae) has led to the identification of 18 triterpenes esterified by fatty acids, five triterpenes without esterification, 12 triterpenes esterified by acetic acid, together with a known furanocoumarin: alpha-amyrin (1), beta-amyrin (2) alpha-amyrin acetate (3) beta-amyrin acetate (4), alpha-amyrin octanoate (5), beta-amyrin octanoate (6), alpha-amyrin decanoate (7), beta-amyrin decanoate (8), alpha-amyrin dodecanoate (9), beta-amyrin dodecanoate (10), alpha-amyrin tetradecanoate (11), beta-amyrin tetradecanoate (12), alpha-amyrin hexadecanoate (13), beta-amyrin hexadecanoate (14), glutinol (15), glutinyl acetate (16), 11-Oxo-Alpha-Amyrin (17), 11-oxo-beta-amyrin (18), 11-Oxo-Alpha-Amyrin acetate (19), 11-oxo-beta-amyrin acetate (20) 11-Oxo-Alpha-Amyrin octanoate (21) 11-oxo-beta-amyrin octanoate (22), 11-Oxo-Alpha-Amyrin decanoate (23), 11-oxo-beta-amyrin decanoate (24) 11-Oxo-Alpha-Amyrin dodecanoate (25) 11-oxo-beta-amyrin dodecanoate (26), ursa-9(11),12-dien-3-yl acetate (27), oleana-9(11),12-dien-3-yl acetate (28), ursa-9(11),12-dien-3-yl decanoate (29), oleana-9(11),12-dien-3-yl decanoate (30), 12,13-epoxyolean-3-yl acetate (31), 12,13-epoxyolean-9(11)en-3-yl acetate (32), taraxeryl acetate (33), lupenyl acetate (34), lanosta-8,24-dien-3-yl acetate (35) and psoralen (36). The identification of the triterpene compounds isolated as isomeric mixtures obtained from the hexane extract was based mainly in mass spectra and 13C-NMR data. The long-chain alkanoic acid esters of the triterpenes alpha- and beta-amyrin; 11-oxo-alpha- and 11-oxo-beta-amyrin; ursa- and olean-9(11),12-dien-3-yl; have not been reported before in the literature as constituents of the Dorstenia genus.
[Studies on constituents from root and stem of Ervatamia hainanensis].[Pubmed:17048586]
Zhongguo Zhong Yao Za Zhi. 2006 Jul;31(14):1166-8.
OBJECTIVE: To investigate the constituents of Ervatamia hainanensis systematically. METHOD: Various chromatographic techniques were applied to isolate and purify the constituents of this plant. The structures were elucidated by spectroscopic analysis. RESULT: Eight compounds were obtained, which were identified as alpha-amyrin acetate (1), 11-Oxo-Alpha-Amyrin acetate (2), beta-sitosterol (3), cycloart-23-ene-3beta, 25-diol(4), cycloart-25-ene-3beta, 24-diol (5), 5alpha, 8alpha-epidioxyergosta-6, 22-dien-3beta-ol (6), ibogamin-3-one (7), beta-daucosterol (8). CONCLUSION: Compounds 1, 2, 4- 7 were isolated from this plant for the first time.
