Bakkenolide IIIaCAS# 915289-60-0 |
Quality Control & MSDS
3D structure
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| Cas No. | 915289-60-0 | SDF | Download SDF |
| PubChem ID | 125181677 | Appearance | Powder |
| Formula | C24H32O6S | M.Wt | 448.57 |
| Type of Compound | Sesquiterpenoids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | [(1R,2R,3aR,4S,7S,7aR)-3a,4-dimethyl-4'-methylidene-7-[(Z)-3-methylsulfanylprop-2-enoyl]oxy-2'-oxospiro[3,4,5,6,7,7a-hexahydro-1H-indene-2,3'-oxolane]-1-yl] (Z)-2-methylbut-2-enoate | ||
| SMILES | CC=C(C)C(=O)OC1C2C(CCC(C2(CC13C(=C)COC3=O)C)C)OC(=O)C=CSC | ||
| Standard InChIKey | LWJFULOPSWJZSL-BZNVVBPTSA-N | ||
| Standard InChI | InChI=1S/C24H32O6S/c1-7-14(2)21(26)30-20-19-17(29-18(25)10-11-31-6)9-8-15(3)23(19,5)13-24(20)16(4)12-28-22(24)27/h7,10-11,15,17,19-20H,4,8-9,12-13H2,1-3,5-6H3/b11-10-,14-7-/t15-,17-,19+,20+,23+,24+/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. Bakkenolide IIIa has neuroprotective effects, it protects against cerebral damage by inhibiting AKT and ERK1/2 activation and inactivated NF-κB signaling. 2. Bakkenolide IIIa shows antioxidant activity. |
| Targets | Akt | Bcl-2/Bax | p65 | NF-kB | IkB | ERK | IKK |
Bakkenolide IIIa Dilution Calculator
Bakkenolide IIIa Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.2293 mL | 11.1465 mL | 22.2931 mL | 44.5861 mL | 55.7327 mL |
| 5 mM | 0.4459 mL | 2.2293 mL | 4.4586 mL | 8.9172 mL | 11.1465 mL |
| 10 mM | 0.2229 mL | 1.1147 mL | 2.2293 mL | 4.4586 mL | 5.5733 mL |
| 50 mM | 0.0446 mL | 0.2229 mL | 0.4459 mL | 0.8917 mL | 1.1147 mL |
| 100 mM | 0.0223 mL | 0.1115 mL | 0.2229 mL | 0.4459 mL | 0.5573 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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Bakkenolide-IIIa Protects Against Cerebral Damage Via Inhibiting NF-kappaB Activation.[Pubmed:26511680]
CNS Neurosci Ther. 2015 Dec;21(12):943-52.
AIMS: This study was designed to examine the neuroprotective effects of bakkenolide-IIIa, a major novel compound extracted from the rhizome of P. trichinous. METHODS: Transient focal cerebral damage model in rats and oxygen-glucose deprivation (OGD) in cultured hippocampal neurons were performed. The amount of apoptotic neurons was determined using TUNEL assay. The expressions of Bcl-2, Bax, Akt, ERK1/2, IKKbeta, IkappaBalpha were measured using Western blot. The nuclear translocation and activation of NF-kappaB was measured using a fluorescence microscope and electrophoretic mobility shift assay (EMSA). RESULTS: Bakkenolide-IIIa (4, 8, 16 mg/kg; i.g.) was administered immediately after reperfusion could reduce the brain infarct volume, and the neurological deficit, as well as a high dose of bakkenolide-IIIa, increases the 72 h survival rate in cerebrally damaged rats. In vitro data demonstrated that bakkenolide-IIIa could increase cell viability and decrease the amount of apoptotic cells in cultured primary hippocampal neurons exposed to OGD. Bakkenolide-IIIa also dose-dependently increased the ratio of Bcl-2 to Bax. These results indicated that inhibition of apoptosis partly mediated the neuroprotection of bakkenolide-IIIa. Furthermore, bakkenolide-IIIa inhibited the phosphorylation of Akt, ERK1/2, IKKbeta, IkappaBalpha, and p65 in cultured hippocampal neurons exposed to OGD. Bakkenolide-IIIa not only inhibited the nuclear translocation of NF-kappaB in cultured neurons exposed to OGD, but also inhibited the activation of NF-kappaB in peri-infarct area in cerebrally damaged rats. CONCLUSION: Collectively, our findings indicated that bakkenolide-IIIa protects against cerebral damage by inhibiting AKT and ERK1/2 activation and inactivated NF-kappaB signaling.
Bakkenolides from Petasites tricholobus and their neuroprotective effects related to antioxidant activities.[Pubmed:19085813]
Planta Med. 2009 Feb;75(3):230-5.
Four novel bakkenolides - bakkenolide-Ia ( 1), bakkenolide-IIa ( 2), bakkenolide-IIIa ( 3) and bakkenolide-IVa ( 4) - were isolated from the extract of the rhizome of Petasites tricholobus. The structures were characterized by using NMR ( (1)H, (13)C, (1)H- (1)H COSY, HMQC, HMBC, and NOESY) and mass spectrometry. The neuroprotective activity of the compounds 1 - 4 was assayed with primary cultured neurons exposed to oxygen-glucose deprivation and oxidative insults. Antioxidant activity of the bakkenolides was evaluated by cell-free bioassays. The IN VITRO assay results showed that all these compounds exhibited significant neuroprotective and antioxidant activities. To our knowledge, this is the first report on the neuroprotective and antioxidant activities of bakkenolides.
