CabraleahydroxylactoneCAS# 35833-69-3 |
- 3-Epicabraleahydroxylactone
Catalog No.:BCN5308
CAS No.:35833-72-8
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 35833-69-3 | SDF | Download SDF |
| PubChem ID | 44421648 | Appearance | Powder |
| Formula | C27H44O3 | M.Wt | 416.6 |
| Type of Compound | Triterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (5S)-5-[(3R,5R,8R,9R,10R,13R,14R,17S)-3-hydroxy-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl]-5-methyloxolan-2-one | ||
| SMILES | CC1(C2CCC3(C(C2(CCC1O)C)CCC4C3(CCC4C5(CCC(=O)O5)C)C)C)C | ||
| Standard InChIKey | AHDUWGQSZYSNEY-HUOCPXEISA-N | ||
| Standard InChI | InChI=1S/C27H44O3/c1-23(2)19-10-15-26(5)20(24(19,3)13-11-21(23)28)8-7-17-18(9-14-25(17,26)4)27(6)16-12-22(29)30-27/h17-21,28H,7-16H2,1-6H3/t17-,18+,19+,20-,21-,24+,25-,26-,27+/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. | ||
| Description | 1. Cabraleahydroxylactone displays antimycobacterial activity against Mycobacterium tuberculosis, it is weakly cytotoxic to a breast cancer (BC) cell line. 2. Cabraleahydroxylactone shows antiviral activity against herpes simplex virus type-1 with an IC50 value of 3.20 ug/mL, in comparison with the standard acyclovir (IC50=1.90ug/mL). |
| Targets | HSV |
Cabraleahydroxylactone Dilution Calculator
Cabraleahydroxylactone Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.4004 mL | 12.0019 mL | 24.0038 mL | 48.0077 mL | 60.0096 mL |
| 5 mM | 0.4801 mL | 2.4004 mL | 4.8008 mL | 9.6015 mL | 12.0019 mL |
| 10 mM | 0.24 mL | 1.2002 mL | 2.4004 mL | 4.8008 mL | 6.001 mL |
| 50 mM | 0.048 mL | 0.24 mL | 0.4801 mL | 0.9602 mL | 1.2002 mL |
| 100 mM | 0.024 mL | 0.12 mL | 0.24 mL | 0.4801 mL | 0.6001 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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A new sesquiterpene and other terpenoid constituents of Chisocheton penduliflorus.[Pubmed:18277603]
Arch Pharm Res. 2008 Jan;31(1):21-7.
A new aromadendrane sesquiterpene, allo-aromadendrane-10alpha, 14-diol (3), was isolated from Chisocheton penduliflorus (Meliaceae), along with two known sesquiterpenes: allo-aromadendrane-10beta, 14-diol (2) and allo-aromadendrane-10beta, 13, 14-triol (7). Six dammarane triterpenoids, including cabraleadiol (1), eichlerialactone (4), Cabraleahydroxylactone (5), cabralealactone (6), hollongdione (8) and dammaradienone (9), the coumarins scoparone and scopoletin, and vanillic acid were also isolated from the wood and leaves of this plant. Compounds 1-7 displayed antimycobacterial activity against Mycobacterium tuberculosis. Compounds 1, 4, 5 and 6 were weakly cytotoxic to a breast cancer (BC) cell line; whereas, compound 6 was moderately active against a small-cell lung cancer (NCI-H187) cell line.
Activity-guided isolation of cytotoxic constituents from the bark of Aglaia crassinervia collected in Indonesia.[Pubmed:16216518]
Bioorg Med Chem. 2006 Feb 15;14(4):960-72.
Activity-guided fractionation of a CHCl(3)-soluble partition of the MeOH extract of the bark of Aglaia crassinervia collected in Indonesia led to the isolation of three new glabretal-type triterpenoids, aglaiaglabretols A-C (1-3), as well as nine known compounds, 3-epi-Cabraleahydroxylactone (4), Cabraleahydroxylactone (5), rocaglaol (6), 2beta,3beta-dihydroxy-5alpha-pregn-17(20)-(E)-16-one, scopoletin, and mixtures of cabraleadiol and epicotillol and of beta-sitosterol and stigmasterol. The structures of compounds 1-3 were determined on the basis of spectroscopic and chemical methods. The structure of aglaiaglabretol A (1) was confirmed by single-crystal X-ray analysis, and the absolute stereochemistry of this isolate was established by the Mosher ester method. The cytotoxic activity of all isolates and several chemical transformation products obtained in the present study was evaluated. The known cyclopenta[b]benzofuran, rocaglaol (6), was found to be significantly active and comparable in potency to the positive controls, paclitaxel and camptothecin. Aglaiaglabretol B (2) was further tested in an in vivo hollow fiber model.
Biologically active constituents of Aglaia erythrosperma.[Pubmed:22011221]
Nat Prod Res. 2011 Oct;25(17):1621-8.
From the fruits and leaves of Aglaia erythrosperma (Meliaceae), 10 chemical constituents were isolated and identified, i.e. the dammarane triterpenoids cabraleadiol (1), Cabraleahydroxylactone (2), ethyl eichlerianoate (3), eichlerialactone (4), aglinin A (5), cabralealactone (6), the aglaialactone 5,6-desmethylenedioxy-5-methoxy-aglalactone (7), the flavagline 4'-demethoxy-3',4'-methylenedioxy-methyl rocaglate (8) and two coumarins: scoparone and scopoletin. Flavagline 8 exhibited antimalarial activity with an IC(50) value of 7.30 microg mL(-1) and was strongly cytotoxic against small cell lung cancer (NCI-H187), epidermoid carcinoma (KB) and breast cancer (BC) cell lines, with IC(50) values of 2.17, 2.10 and 0.11 microg mL(-1), respectively. Aglinin A (5) displayed moderate cytotoxicity against all the three cancer cell lines, whereas ethyl eichlerianoate (3), cabralealactone (6) and the aglaialactone 7 were exclusively cytotoxic to NCI-H187 cell line. Cabraleahydroxylactone (2) showed antiviral activity against herpes simplex virus type-1 with an IC(50) value of 3.20 microg mL(-1), in comparison with the standard acyclovir (IC(50) = 1.90 microg mL(-1)). When tested for antimycobacterial activity against Mycobacterium tuberculosis H(37)Ra, compounds 1-4 and 6-8 displayed minimum inhibitory concentration in the range of 25-50 microg mL(-1).
