Sanggenol LCAS# 329319-20-2 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 329319-20-2 | SDF | Download SDF |
| PubChem ID | 11796489 | Appearance | Powder |
| Formula | C25H26O6 | M.Wt | 422.5 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 2-(2,4-dihydroxyphenyl)-5-hydroxy-8-methyl-8-(4-methylpent-3-enyl)-2,3-dihydropyrano[2,3-h]chromen-4-one | ||
| SMILES | CC(=CCCC1(C=CC2=C3C(=C(C=C2O1)O)C(=O)CC(O3)C4=C(C=C(C=C4)O)O)C)C | ||
| Standard InChIKey | MCDFUBPTGYOGCC-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C25H26O6/c1-14(2)5-4-9-25(3)10-8-17-22(31-25)13-20(29)23-19(28)12-21(30-24(17)23)16-7-6-15(26)11-18(16)27/h5-8,10-11,13,21,26-27,29H,4,9,12H2,1-3H3 | ||
| 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. Sanggenol L induces apoptosis via caspase activation and inhibition of NF-κB/IκBα phosphorylation as a potent chemotherapeutic agent for ovarian cancers. 2. Sanggenol L shows higher cytotoxicity against human oral tumor cell lines (HSC-2 and HSG) than against normal human gingival fibroblasts (HGF). |
| Targets | p65 | NF-kB | IkB | c-Myc | Caspase | IKK |
Sanggenol L Dilution Calculator
Sanggenol L Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.3669 mL | 11.8343 mL | 23.6686 mL | 47.3373 mL | 59.1716 mL |
| 5 mM | 0.4734 mL | 2.3669 mL | 4.7337 mL | 9.4675 mL | 11.8343 mL |
| 10 mM | 0.2367 mL | 1.1834 mL | 2.3669 mL | 4.7337 mL | 5.9172 mL |
| 50 mM | 0.0473 mL | 0.2367 mL | 0.4734 mL | 0.9467 mL | 1.1834 mL |
| 100 mM | 0.0237 mL | 0.1183 mL | 0.2367 mL | 0.4734 mL | 0.5917 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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Cytotoxic flavonoids with isoprenoid groups from Morus mongolica.[Pubmed:11429996]
J Nat Prod. 2001 Feb;64(2):181-8.
A new pyranoflavanone, Sanggenol L (1), a Diels-Alder type adduct regarded as a cycloaddition product of a dehydrogeranylflavanone and a prenylchalcone, sanggenol M (2), along with four new 2-arylbenzofurans with isoprenoid units, mulberrofurans W-Z (3-6), were isolated together with 10 known flavonoids from Chinese Morus mongolica. The structures of these novel compounds were elucidated by spectroscopic methods. All flavanones investigated here showed higher cytotoxicity against human oral tumor cell lines (HSC-2 and HSG) than against normal human gingival fibroblasts (HGF). Among them, the cytotoxicity of compound 2 and the Diels-Alder type flavanone sanggenon C (7) isolated from Morus cathayana were the most potent. On the other hand, seven 2-arylbenzofurans exhibited lower cytotoxicity and tumor specificity as compared with flavanones.
Apoptotic Effect of Sanggenol L via Caspase Activation and Inhibition of NF-kappaB Signaling in Ovarian Cancer Cells.[Pubmed:26555861]
Phytother Res. 2016 Jan;30(1):90-6.
In the present study, the underlying apoptotic mechanism of Sanggenol L was elucidated in ovarian cancer cells. Sanggenol L showed cytotoxic and antiproliferative effect in A2780, SKOV-3, and OVCAR-3 ovarian cancer cells in a concentration-dependent fashion. Consistently, Sanggenol L increased sub-G1 phase population and early and late apoptotic portion in ovarian cancer cells. Also, Sanggenol L activated caspase9/3, suppressed the phosphorylation of IkappaBalpha and p65 NF-kappaB (nuclear factor kappa-light-chain-enhancer of activated B cells), attenuated the expression of Cyclin D1, and cleaved poly(adenosine diphosphate ribose -ribose) polymerase in SKOV-3, A2780, and OVCAR-3 cells. Furthermore, Sanggenol L blocked nuclear translocation of NF-kappaB and also attenuated the expression of NF-kappaB related genes such as c-Myc, Cyclin D1, and Bcl-X L, Bcl-2, in lipopolysaccharide-treated SKOV-3 cells. Overall, our findings for the first time suggest that Sanggenol L induces apoptosis via caspase activation and inhibition of NF-kappaB/IkappaBalpha phosphorylation as a potent chemotherapeutic agent for ovarian cancers.
Isoprenylated flavonoids from the root bark of Morus alba and their hepatoprotective and neuroprotective activities.[Pubmed:25981820]
Arch Pharm Res. 2015 Nov;38(11):2066-75.
A new isoprenylated flavonoid, 2S-5,7,2',4'-tetrahydroxy-3',5'-di-(gamma,gamma-dimethylallyl)flavanone, sanggenol Q (1), along with seven known isoprenylated flavonoids, sanggenol A (2), Sanggenol L (3), kuwanon T (4), cyclomorusin (5), sanggenon F (6), sanggenol O (7), and sanggenon N (8), three known Diels-Alder type adducts, sanggenon G (9), mulberrofuran G (10), and mulberrofuran C (11), and a known benzofuran, moracin E (12), were isolated from the root bark of Morus alba using silica gel, ODS, and Sephadex LH-20 column chromatography. Chemical structures were determined based on spectroscopic data analyses including NMR, MS, CD, and IR. For the first time, compounds 1 and 7 were isolated from the root bark of M. alba. All compounds were evaluated for hepatoprotective activity on t-BHP-induced oxidative stress in HepG2 cells and neuroprotective activity on glutamate-induced cell death in HT22 cells. Compounds 1, 4, 8, 10, and 11 showed protective effects on t-BHP-induced oxidative stress with EC50 values of 6.94 +/- 0.38, 30.32 +/- 6.82, 23.45 +/- 4.72, 15.31 +/- 2.21, and 0.41 +/- 0.48 muM, respectively, and compounds 1, 2, 10, 11, and 12 showed protective effects on glutamate-induced cell death with EC50 values of 5.54 +/- 0.86, 34.03 +/- 7.71, 19.71 +/- 0.71, 16.50 +/- 7.82, and 1.02 +/- 0.13 muM, respectively.
