SerratenediolCAS# 2239-24-9 |
- 21-Episerratenediol
Catalog No.:BCN6253
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- Diepiserratenediol
Catalog No.:BCN7433
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 2239-24-9 | SDF | Download SDF |
| PubChem ID | 164947 | Appearance | Powder |
| Formula | C30H50O2 | M.Wt | 442.7 |
| Type of Compound | Triterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CC1(C2CCC3(CC4=CCC5C(C(CCC5(C4CCC3C2(CCC1O)C)C)O)(C)C)C)C | ||
| Standard InChIKey | FMUNNDDBCLRMSL-PIGMOXAFSA-N | ||
| Standard InChI | InChI=1S/C30H50O2/c1-26(2)21-10-8-19-18-28(5)15-12-22-27(3,4)25(32)14-17-30(22,7)23(28)11-9-20(19)29(21,6)16-13-24(26)31/h8,20-25,31-32H,9-18H2,1-7H3/t20-,21-,22-,23-,24-,25-,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. |
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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. Serratenediol has significant and dose-dependent growth inhibitory effects on HL-60 cells via regulating the ratio of Bax/Bcl-xL. 2. Serratenediol can promote the proliferation rate,alkaline phosphate(ALP) activity and some osteogenic gene expression of osteoblasts. 3. Serratenediol demonstrates strong inhibitory effects on the Epstein-Barr virus early antigen (EBV-EA) activation without showing any cytotoxicity, its effects being stronger than that of a representative control, oleanolic acid. |
| Targets | Caspase | PARP |
Serratenediol Dilution Calculator
Serratenediol Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.2589 mL | 11.2943 mL | 22.5887 mL | 45.1773 mL | 56.4717 mL |
| 5 mM | 0.4518 mL | 2.2589 mL | 4.5177 mL | 9.0355 mL | 11.2943 mL |
| 10 mM | 0.2259 mL | 1.1294 mL | 2.2589 mL | 4.5177 mL | 5.6472 mL |
| 50 mM | 0.0452 mL | 0.2259 mL | 0.4518 mL | 0.9035 mL | 1.1294 mL |
| 100 mM | 0.0226 mL | 0.1129 mL | 0.2259 mL | 0.4518 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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Investigation of the component of Lycopodium serratum extract that inhibits proliferation and mediates apoptosis of human HL-60 leukemia cells.[Pubmed:22613212]
Food Chem Toxicol. 2012 Aug;50(8):2629-34.
In this study, we investigate a plant commonly used in herbal medicines, Lycopodium serratum, which is believed to have anti-cancer properties. An alcoholic extract of L. serratum (LSE) was investigated for its ability to induce apoptosis in cultured human promyelocytic leukemia HL-60 cells. Treatment of HL-60 cells with various concentrations of LSE (6-100 mug/mL) resulted in a sequence of events characteristic of apoptosis, including loss of cell viability, morphological changes, and increased sub-G(1) DNA content. Serratenediol (SE), a known biologically active agent, was isolated from MC fraction of LSE and was able to demonstrate significant and dose-dependent growth inhibitory effects on HL-60 cells. Similar to the effects observed with the crude LSE, the SE-related effects included the formation of apoptotic bodies and fragmented DNA, as well as the accumulation of DNA in the sub-G(1) phase of the cell cycle. Analysis of the mechanism of these events indicated that SE treated cells had an increased ratio of Bax/Bcl-xL, released the cytochrome c, activated caspase-9, -3, and cleaved poly-ADP-ribose polymerase (PARP); these observations are hallmarks of apoptotic events. Thus, the results suggest that SE can induce apoptosis via regulating the ratio of Bax/Bcl-xL in HL-60 cell lines.
Cancer chemopreventive activity of serratane-type triterpenoids on two-stage mouse skin carcinogenesis.[Pubmed:12860269]
Cancer Lett. 2003 Jul 10;196(2):121-6.
Eleven serratane-type triterpenoids isolated from the stem bark of Picea jezoensis (Sieb. et Zucc.) Carr. var. jezoensis (Pinaceae) and the stem bark of Picea jezoensis (Sieb. et Zucc.) Carr. var. hondoensis (Mayer) Rehder (Pinaceae) and three synthetic analogs were studied for their possible inhibitory effects on Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol-13-acetate (TPA). 21-EpiSerratenediol, Serratenediol, diepiSerratenediol, 3 beta-hydroxyserrat-14-en-21-one, 3 alpha-methoxy-21 beta-hydroxyserrat-14-en-16-one, 3 beta-methoxyserrat-14-en-21 beta-yl acetate, 3 alpha-methoxyserrat-14-en-21 beta-yl acetate and 3 beta-methoxyserrat-14-en-21 alpha-yl acetate demonstrated strong inhibitory effects on the EBV-EA activation without showing any cytotoxicity, their effects being stronger than that of a representative control, oleanolic acid. Furthermore, 21-epiSerratenediol exhibited a remarkable inhibitory effect on skin tumor promotion in an in vivo two-stage mouse skin carcinogenesis test using 7,12-dimethylbenz[a]anthracene as an initiator and TPA as a promoter. The result of the present investigation indicated that 21-epiSerratenediol might be valuable as a potent cancer chemopreventive agent.
A simple enantioselective synthesis of serratenediol.[Pubmed:11574034]
Org Lett. 2001 Oct 4;3(20):3215-6.
[reaction: see text] A short synthesis of Serratenediol is described, which involves a number of powerful key steps including (1) catalytic enantioselective syntheses of the phenyl sulfone and acylsilane shown above, (2) their coupling, and (3) further stereoselective cationic cyclizations.
