Sanggenone CCAS# 80651-76-9 |
- Sanggenone D
Catalog No.:BCN1194
CAS No.:81422-93-7
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 80651-76-9 | SDF | Download SDF |
| PubChem ID | 442458 | Appearance | Powder |
| Formula | C40H36O12 | M.Wt | 708.71 |
| Type of Compound | Flavonoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 2-[(1S,5S,6R)-6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-1,3,8,10a-tetrahydroxy-5a-(3-methylbut-2-enyl)-[1]benzofuro[3,2-b]chromen-11-one | ||
| SMILES | CC1=CC(C(C(C1)C2=C(C=C(C=C2)O)O)C(=O)C3=C(C=C(C=C3)O)O)C4=C(C=C5C(=C4O)C(=O)C6(C(O5)(C7=C(O6)C=C(C=C7)O)CC=C(C)C)O)O | ||
| Standard InChIKey | XETHJOZXBVWLLM-QAHMVTMMSA-N | ||
| Standard InChI | InChI=1S/C40H36O12/c1-18(2)10-11-39-27-9-6-22(43)16-31(27)52-40(39,50)38(49)35-32(51-39)17-30(46)34(37(35)48)26-13-19(3)12-25(23-7-4-20(41)14-28(23)44)33(26)36(47)24-8-5-21(42)15-29(24)45/h4-10,13-17,25-26,33,41-46,48,50H,11-12H2,1-3H3/t25-,26+,33-,39?,40?/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. Sanggenone C inhibits tumor cellular proteasomal activity and cell viability, via induction of cell cycle arrest and cell death , inhibiting the proteasome function. 2. Sanggenone C and O inhibited NO production and iNOS expression by suppressing NF-κB activity and IκBα activation; inhibited TNF-alpha -stimulated PMN-HSC adhesion and expression of VCAM-1 by suppressing the activation of NF-kappaB. |
| Targets | NF-kB | NO | NOS | IkB | IKK |
Sanggenone C Dilution Calculator
Sanggenone C Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.411 mL | 7.0551 mL | 14.1101 mL | 28.2203 mL | 35.2754 mL |
| 5 mM | 0.2822 mL | 1.411 mL | 2.822 mL | 5.6441 mL | 7.0551 mL |
| 10 mM | 0.1411 mL | 0.7055 mL | 1.411 mL | 2.822 mL | 3.5275 mL |
| 50 mM | 0.0282 mL | 0.1411 mL | 0.2822 mL | 0.5644 mL | 0.7055 mL |
| 100 mM | 0.0141 mL | 0.0706 mL | 0.1411 mL | 0.2822 mL | 0.3528 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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Inhibitory effect and mechanism of action of sanggenon C on human polymorphonuclear leukocyte adhesion to human synovial cells.[Pubmed:11866874]
Acta Pharmacol Sin. 2002 Feb;23(2):138-42.
AIM: To examine the effect of sanggenon C on human polymorphonuclear leukocyte (PMN) adhesion to human synovial cell(HSC), and explore its mechanism. METHODS: Adhesion of PMN to HSC was measured by MTT colorimetry. Cell-ELISA and RT-PCR methods were used to examine the expression of adhesion molecules ICAM-1 and VCAM-1. Activation of nuclear factor-kappa B(NF-kappaB) was measured by electrophoretic mobility shift assays(EMSA) method. RESULTS: Sanggenon C effectively inhibited TNF-alpha (50 kU/L for 12 h) and IL-1beta (50 kU/L for 12 h) induced adhesion of PMN to HSC (IC50 27.29 nmol/L and 54.45 nmol/L, respectively) in a concentration-dependent manner. Adhesion molecule VCAM-1 surface protein and mRNA expression induced by TNF-alpha 50 kU/L were significantly inhibited by sanggenon C, nevertheless, for ICAM-1 only surface protein expression being inhibited. The activation of NF-kappaB was also extensively inhibited by sanggenon C. CONCLUSION: Sanggenon C inhibited TNF-alpha -stimulated PMN-HSC adhesion and expression of VCAM-1 by suppressing the activation of NF-kappaB.
Sanggenon C and O inhibit NO production, iNOS expression and NF-kappaB activation in LPS-induced RAW264.7 cells.[Pubmed:21612567]
Immunopharmacol Immunotoxicol. 2012 Feb;34(1):84-8.
OBJECTIVE: The NO production through the iNOS induction by activation of nuclear factor (NF-kappaB) is known to involve in various inflammatory conditions. Sanggenon C and O, two Diels-Alder type adducts isolated from Morus alba, a plant has been used for the anti-inflammatory purpose in the Oriental medicine, were investigated for their effect on the NO production, iNOS expression and NF-kappaB activity. METHODS: The inhibitory effects of sanggenon C and O on the NF-kappaB activity were investigated in LPS-stimulated RAW264.7 cells by SEAP reporter assay. The regulation of the iNOS expression and IkappaBalpha activation by two compounds was also evaluated by Western blot. RESULTS: Both compounds strongly inhibited NO production and NF-kappaB activation in a dose-dependent manner. The expression of the iNOS protein was also suppressed by treatment of the compounds (10 and 1 microM). Sanggenon O showed stronger inhibition than the diastereomer sanggenon C. Both compounds prevented the phosphorylation and degradation of IkappaBalpha protein. CONCLUSION: We demonstrated that sanggenon C and O inhibited NO production and iNOS expression by suppressing NF-kappaB activity and IkappaBalpha activation.
Sanggenon C decreases tumor cell viability associated with proteasome inhibition.[Pubmed:21622138]
Front Biosci (Elite Ed). 2011 Jun 1;3:1315-25.
Several flavonoids have been reported to be proteasome inhibitors, but whether prenylated flavonoids are able to inhibit proteasome function remains unknown. We report for the first time that Sanggenon C, a natural prenylated flavonoid, inhibits tumor cellular proteasomal activity and cell viability. We found that (1) Sanggenon C inhibited tumor cell viability and induced cell cycle arrest at G0/G1 phase; (2) Sanggenon C inhibited the chymotrypsin-like activity of purified human 20S proteasome and 26S proteasome in H22 cell lysate, and Sanggenon C was able to dose-dependently accumulate ubiquitinated proteins and proteasome substrate protein p27; (3) Sanggenon C-induced proteasome inhibition occurred prior to cell death in murine H22 and P388 cell lines; (4) Sanggenon C induced death of human K562 cancer cells and primary cells isolated from leukemic patients. We conclude that Sanggenon C inhibits tumor cell viability via induction of cell cycle arrest and cell death, which is associated with its ability to inhibit the proteasome function and that proteasome inhibition by Sanggenon C at least partially contributes to the observed tumor cell growth-inhibitory activity.
[Study on quality standard for mori cortex].[Pubmed:24133999]
Zhong Yao Cai. 2013 Apr;36(4):553-7.
OBJECTIVE: To establish a new evaluation model and compare the differences of Mori Cortex from different habitats at different harvest time. METHODS: TLC method was used to identify sanggenon D in the sample with silica gel G plate and a mixture of chloroform-methanol-formic acid (5: 1:0. 3) as a developing solvent. UV was used for determination the centent of total flavonoids of Mori Cortex with sanggenon C as the reference substance. HPLC was applied for determination the contents of sanggenons C, D and DNJ of Mori Cortex. RESULTS: In the TLC chromatogram, sanggenon D showed a distinct fluorescence spot under UV 365 nm with good separation. In UV, sanggenon C calibration curve showed a good linear relationship at the range of 146.8 - 734.0 microg/mL, the average recovery was 97.4% (RSD = 2.1%); For the HPLC quantitation method, sanggenons C, D and DNJ showed good linear within the scope of 700 - 4 000 microg, 500 - 3 000 microg and 4.8 - 96 microg, respectively. The average recovery of sanggenons C, D and DNJ were 98.8% (RSD = 2.6%), 99.1% (RSD = 2.2%) and 98.9% (RSD = 1.7%), respectively. The contents of index components in samples from different habitats at different harvest time were different. CONCLUSION: The established method is reliable and accurate. It can be used for quality control of Mori Cortex.
