ent-17-Hydroxykaur-15-en-19-oic acidCAS# 35030-38-7 |
Quality Control & MSDS
3D structure
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| Cas No. | 35030-38-7 | SDF | Download SDF |
| PubChem ID | 169654 | Appearance | Powder |
| Formula | C20H30O3 | M.Wt | 318.46 |
| Type of Compound | Diterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CC12CCCC(C1CCC34C2CCC(C3)C(=C4)CO)(C)C(=O)O | ||
| Standard InChIKey | XEQHVCXFKPCQNM-LEUKZYDJSA-N | ||
| Standard InChI | InChI=1S/C20H30O3/c1-18-7-3-8-19(2,17(22)23)15(18)6-9-20-10-13(4-5-16(18)20)14(11-20)12-21/h11,13,15-16,21H,3-10,12H2,1-2H3,(H,22,23)/t13-,15-,16-,18+,19+,20-/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. |
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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. ent-17-Hydroxykaur-15-en-19-oic acid shows cytotoxicity against human prostate (22Rv1, LNCaP), colon (HT29, HCT116, SW480, SW620), and breast (MCF-7) tumor cells at concentrations ranging from 6 to 50microg/mL. |
ent-17-Hydroxykaur-15-en-19-oic acid Dilution Calculator
ent-17-Hydroxykaur-15-en-19-oic acid Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.1401 mL | 15.7006 mL | 31.4011 mL | 62.8022 mL | 78.5028 mL |
| 5 mM | 0.628 mL | 3.1401 mL | 6.2802 mL | 12.5604 mL | 15.7006 mL |
| 10 mM | 0.314 mL | 1.5701 mL | 3.1401 mL | 6.2802 mL | 7.8503 mL |
| 50 mM | 0.0628 mL | 0.314 mL | 0.628 mL | 1.256 mL | 1.5701 mL |
| 100 mM | 0.0314 mL | 0.157 mL | 0.314 mL | 0.628 mL | 0.785 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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Kaurene diterpenes from Laetia thamnia inhibit the growth of human cancer cells in vitro.[Pubmed:16448743]
Cancer Lett. 2006 Dec 8;244(2):190-4.
Four ent-kaurene diterpenes were isolated from the leaves of Laetia thamnia L.: ent-kaur-16-en-19-oic acid (1a), ent-3beta-hydroxykaur-16-ene (2), ent-kaur-16-en-3alpha,19-diol (3a), and ent-17-Hydroxykaur-15-en-19-oic acid (4). The methyl ester (1b) of compound 1a and the acetate diester (3b) of compound 3a were prepared, and all compounds were evaluated for cytotoxicity against human prostate (22Rv1, LNCaP), colon (HT29, HCT116, SW480, SW620), and breast (MCF-7) tumor cells at concentrations ranging from 6 to 50microg/mL. The kaurenes showed activity in all cell lines tested, with the prostate cells demonstrating the most sensitivity as follows: 22 Rv1 cells towards 1a (IC(50) 5.03microg/mL) and 1b (IC(50) 6.81microg/mL), and LNCaP towards 2 (IC(50) 12.83microg/mL) and 4 (IC(50) 17.63microg/mL).
Bio-guided optimization of the ultrasound-assisted extraction of compounds from Annona glabra L. leaves using the etiolated wheat coleoptile bioassay.[Pubmed:24556321]
Ultrason Sonochem. 2014 Jul;21(4):1578-84.
A bio-guided optimization of the extraction of bioactive components from Annona glabra leaves has been developed using the etiolated wheat coleoptile bioassay as the control method. The optimization of an ultrasound-assisted extraction of bioactive compounds using allelopathy results as target values has been carried out for the first time. A two-level fractional factorial experimental design was applied to optimize the ultrasound-assisted extraction. The solvent was the extraction variable that had the most marked effect on the resulting bioactivity of the extracts in the etiolated wheat coleoptile bioassay. Extraction time, extraction temperature and the size of the ultrasonic probe also influenced the bioactivity of the extracts. A larger scale extraction was carried out in the next step in the allelopathic study, i.e., the isolation of compounds from the bioactive extract and chemical characterization by spectroscopic techniques, including NMR. Eight compounds were isolated and identified from the active extracts, namely two steroids (beta-sistosterol and stigmasterol), five diterpenes with the kaurane skeleton (ent-kaur-16-en-19-oic acid, ent-19-methoxy-19-oxokauran-17-oic acid, annoglabasin B, ent-17-Hydroxykaur-15-en-19-oic acid and ent-15beta,16beta-epoxy-17-hydroxy-kauran-19-oic acid) and the acetogenin asimicin. The most active compound was annoglabasin B, which showed inhibition with values of -95% at 10(-3) M, -87% at 5x10(-4) M and greater than -70% at 10(-4) M in the etiolated wheat coleoptile bioassay.
