CabraleadiolCAS# 67253-01-4 |
- 3-Epicabraleadiol
Catalog No.:BCN4875
CAS No.:19942-04-2
Quality Control & MSDS
3D structure
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| Cas No. | 67253-01-4 | SDF | Download SDF |
| PubChem ID | 21625899 | Appearance | Powder |
| Formula | C30H52O3 | M.Wt | 460.7 |
| Type of Compound | Triterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (3R,5R,8R,9R,10R,13R,14R,17S)-17-[(2S,5S)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol | ||
| SMILES | CC1(C2CCC3(C(C2(CCC1O)C)CCC4C3(CCC4C5(CCC(O5)C(C)(C)O)C)C)C)C | ||
| Standard InChIKey | RQBNSDSKUAGBOI-ZNYSIYOKSA-N | ||
| Standard InChI | InChI=1S/C30H52O3/c1-25(2)21-12-17-29(7)22(27(21,5)15-13-23(25)31)10-9-19-20(11-16-28(19,29)6)30(8)18-14-24(33-30)26(3,4)32/h19-24,31-32H,9-18H2,1-8H3/t19-,20+,21+,22-,23-,24+,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. | ||
| Description | 1. Cabraleadiol inhibits photosystem II (PS II) and induces the appearance of small G band which is related with the decreased plastoquinone (PQ) pool reduction. 2. Cabraleadiol displays antimycobacterial activity against Mycobacterium tuberculosis, it also is weakly cytotoxic to a breast cancer (BC) cell line. |
| Targets | Antifection | ATPase |
Cabraleadiol Dilution Calculator
Cabraleadiol Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.1706 mL | 10.853 mL | 21.7061 mL | 43.4122 mL | 54.2652 mL |
| 5 mM | 0.4341 mL | 2.1706 mL | 4.3412 mL | 8.6824 mL | 10.853 mL |
| 10 mM | 0.2171 mL | 1.0853 mL | 2.1706 mL | 4.3412 mL | 5.4265 mL |
| 50 mM | 0.0434 mL | 0.2171 mL | 0.4341 mL | 0.8682 mL | 1.0853 mL |
| 100 mM | 0.0217 mL | 0.1085 mL | 0.2171 mL | 0.4341 mL | 0.5427 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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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).
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.
Effect of triterpenoids and limonoids isolated from Cabralea canjerana and Carapa guianensis (Meliaceae) against Spodoptera frugiperda (J. E. Smith).[Pubmed:21812341]
Z Naturforsch C. 2011 May-Jun;66(5-6):245-50.
The activities of two triterpenoids, ocotillone and Cabraleadiol, and four limonoids, methyl angolensate, 3-beta-deacetylfissinolide, 7-deacetoxy-7-oxogedunin, and beta-photogedunin, isolated from arillus of Carapa guianensis and fruits and seeds of Cabralea canjerana (Meliaceae), were evaluated against the fall armyworm Spodoptera frugiperda. Gedunin was used as a positive control. 7-Deacetoxy-7-oxogedunin and beta-photogedunin reduced the pupal weight as occurred with gedunin. Cabraleadiol, 3-beta-deacetylfissinolide, and 7-deacetoxy-7-oxogedunin prolonged the larval phase similar to the control (gedunin) of approximately 1.2 days at 50.0 mg kg(-1). The highest insecticidal activity was obtained for beta-photogedunin.
