SugiolCAS# 511-05-7 |
2D Structure
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Cas No. | 511-05-7 | SDF | Download SDF |
PubChem ID | 275529 | Appearance | Powder |
Formula | C20H28O2 | M.Wt | 300.4 |
Type of Compound | Diterpenoids | Storage | Desiccate at -20°C |
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
Chemical Name | 6-hydroxy-1,1,4a-trimethyl-7-propan-2-yl-3,4,10,10a-tetrahydro-2H-phenanthren-9-one | ||
SMILES | CC(C)C1=C(C=C2C(=C1)C(=O)CC3C2(CCCC3(C)C)C)O | ||
Standard InChIKey | IPEHJNRNYPOFII-UHFFFAOYSA-N | ||
Standard InChI | InChI=1S/C20H28O2/c1-12(2)13-9-14-15(10-16(13)21)20(5)8-6-7-19(3,4)18(20)11-17(14)22/h9-10,12,18,21H,6-8,11H2,1-5H3 | ||
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. Sugiol has antioxidant efficacy. 2. Sugiol has significant scavenging activities of 1,1-diphenyl-2-picryl hydrazyl, nitric oxide, superoxide and hydroxyl free radicals. 3. Sugiol's efficacy in inhibiting the inflammatory cytokines of IL-1beta and TNF-alpha could be attributed to a reduction of the ROS that leads to a decrease in the phosphorylation of MAPKs. |
Targets | ROS | IL Receptor | TNF-α | MAPK | ERK | JNK | p38MAPK |
Sugiol Dilution Calculator
Sugiol Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 3.3289 mL | 16.6445 mL | 33.2889 mL | 66.5779 mL | 83.2224 mL |
5 mM | 0.6658 mL | 3.3289 mL | 6.6578 mL | 13.3156 mL | 16.6445 mL |
10 mM | 0.3329 mL | 1.6644 mL | 3.3289 mL | 6.6578 mL | 8.3222 mL |
50 mM | 0.0666 mL | 0.3329 mL | 0.6658 mL | 1.3316 mL | 1.6644 mL |
100 mM | 0.0333 mL | 0.1664 mL | 0.3329 mL | 0.6658 mL | 0.8322 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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Antioxidant, lipid peroxidation inhibition and free radical scavenging efficacy of a diterpenoid compound sugiol isolated from Metasequoia glyptostroboides.[Pubmed:24418075]
Asian Pac J Trop Med. 2014 Jan;7(1):9-15.
OBJECTIVE: To investigate the antioxidant efficacy of a biologically active diterpenoid compound Sugiol isolated from Metasequoia glyptostroboides (M. glyptostroboides) in various antioxidant models. METHODS: An abietane type diterpenoid Sugiol, isolated from ethyl acetate extract of M. glyptostroboides cones, was analyzed for its antioxidant efficacy as reducing power ability and lipid peroxidation inhibition as well as its ability to scavenge free radicals such as 1,1-diphenyl-2-picryl hydrazyl, nitric oxide, superoxide and hydroxyl radicals. RESULTS: The Sugiol showed significant and concentration-dependent antioxidant and free radical scavenging activities. Consequently, the Sugiol exerted lipid peroxidation inhibitory effect by 76.5% as compared to alpha-tocopherol (80.13%) and butylated hydroxyanisole (76.59%). In addition, the Sugiol had significant scavenging activities of 1,1-diphenyl-2-picryl hydrazyl, nitric oxide, superoxide and hydroxyl free radicals in a concentration-dependent manner by 78.83%, 72.42%, 72.99% and 85.04%, when compared to the standard compound ascorbic acid (81.69%, 74.62%, 73.00% and 73.79%) and alpha-tocopherol/butylated hydroxyanisole (84.09%, 78.61%, 74.45% and 70.02%), respectively. CONCLUSIONS: These findings justify the biological and traditional uses of M. glyptostroboides or its secondary metabolites as confirmed by its promising antioxidant efficacy.
Anti-inflammatory activity of sugiol, a diterpene isolated from Calocedrus formosana bark.[Pubmed:15856404]
Planta Med. 2005 Apr;71(4):300-5.
Sugiol is a diterpene which was isolated and purified from alcohol extracts of the bark of Calocedrus formosana Florin (Cupressaceae). Although Sugiol has low inhibitory activity against the DPPH radical, it could effectively reduce intracellular reactive oxygen species (ROS) production in lipopolysaccharide (LPS)-stimulated macrophages. The present study investigated the potential anti-inflammatory activity of Sugiol, and the relationship between signal transduction and inflammatory cytokines in vitro. A dose of 30 microM of Sugiol was effectively inhibitory for proIL-1beta, IL-1beta and TNF-alpha production, suggesting that Sugiol is bioactive against inflammation. Moreover, Sugiol reveals a capacity for suppressing the activation of mitogen-activated protein kinases (MAPKs), including extracellular signal-regulated kinase (ERK), c-Jun NH2-terminal kinase (JNK), and p38 mitogen-activated protein kinase (p38) activated by LPS-stimulation in J774A.1 murine macrophages. A low dosage of 10 microM of Sugiol completely inhibited ERK1/2 phosphorylation, while 30 microM effectively inhibited JNK1/2 and p38 phosphorylation in LPS-stimulated macrophages. In addition, Sugiol significantly inhibited LPS-induced ROS production. Our studies suggest that Sugiol's efficacy in inhibiting the inflammatory cytokines of IL-1beta and TNF-alpha could be attributed to a reduction of the ROS that leads to a decrease in the phosphorylation of MAPKs.