TaxagifineCAS# 81489-69-2 |
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Cas No. | 81489-69-2 | SDF | Download SDF |
PubChem ID | 44316472 | Appearance | Powder |
Formula | C37H44O13 | M.Wt | 696.74 |
Type of Compound | Diterpenoids | Storage | Desiccate at -20°C |
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
Chemical Name | [(1R,2R,3S,4R,5S,6S,8S,10R,11R,12R,15S)-3,4,6,11-tetraacetyloxy-2-hydroxy-1,5,15-trimethyl-9-methylidene-14-oxo-16-oxatetracyclo[10.5.0.02,15.05,10]heptadecan-8-yl] (E)-3-phenylprop-2-enoate | ||
SMILES | CC(=O)OC1CC(C(=C)C2C1(C(C(C3(C4(COC3(C(=O)CC4C2OC(=O)C)C)C)O)OC(=O)C)OC(=O)C)C)OC(=O)C=CC5=CC=CC=C5 | ||
Standard InChIKey | FQCUWQFKTUBVLA-PGBLWRDZSA-N | ||
Standard InChI | InChI=1S/C37H44O13/c1-19-26(50-29(43)15-14-24-12-10-9-11-13-24)17-28(46-20(2)38)35(7)30(19)31(47-21(3)39)25-16-27(42)36(8)37(44,34(25,6)18-45-36)33(49-23(5)41)32(35)48-22(4)40/h9-15,25-26,28,30-33,44H,1,16-18H2,2-8H3/b15-14+/t25-,26-,28-,30-,31+,32-,33-,34-,35+,36+,37-/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. Taxagifine can suppress the superoxide generation induced by N-formyl-methionyl-leucyl-phenylalanine (fMLP) and arachidonic acid (AA) in a concentration-dependent manner. 2. Taxagifine shows cytotoxic activity toward HepG2 cells. |
Taxagifine Dilution Calculator
Taxagifine Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 1.4353 mL | 7.1763 mL | 14.3526 mL | 28.7051 mL | 35.8814 mL |
5 mM | 0.2871 mL | 1.4353 mL | 2.8705 mL | 5.741 mL | 7.1763 mL |
10 mM | 0.1435 mL | 0.7176 mL | 1.4353 mL | 2.8705 mL | 3.5881 mL |
50 mM | 0.0287 mL | 0.1435 mL | 0.2871 mL | 0.5741 mL | 0.7176 mL |
100 mM | 0.0144 mL | 0.0718 mL | 0.1435 mL | 0.2871 mL | 0.3588 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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Taxoids from the needles of the Canadian yew.[Pubmed:10872214]
Phytochemistry. 2000 May;54(2):221-30.
Systematic characterization of the taxoids in the needles of Taxus canadensis led to the discovery of seven taxanes along with three known congeners. Their structures were rigorously established by spectroscopic methods as 15-benzoyl-10-deacetyl-2-debenzoyl-10-dehydro-abeo-baccat in III; 15-benzoyl-2-debenzoyl-7, 9-dideacetyl-abeo-baccatin VI; N-acetyl-N-debenzoyltaxol; 7,9,13-trideacetylbaccatin VI; 10-deacetyl-10-glycolylbaccatin IV; 1 beta-hydroxy-10-deacetyl-10-glycolylbaccatin I; and 7-deacetyltaxuspine L. These taxanes, specific to the Canadian yew, were co-isolated with taxacustin, Taxagifine and 2-deacetyl-7,10-diacetyl-5-deaminoacyl taxine A previously found in Taxus cuspidata, baccata, and yunnanensis, respectively.
Effect of seven tricyclic diterpenoids from needles of Taxus media var. Hicksii on stimulus-induced superoxide generation, tyrosyl or serine/threonine phosphorylation and translocation of cytosolic compounds to the cell membrane in human neutrophils.[Pubmed:19288401]
Planta Med. 2009 Jun;75(8):814-22.
Taxol has been widely used as an anticancer drug for ovarian, breast, lung and prostate cancer. Some kinds of Taxus plants are widely distributed in the Northeast Asia region. We have isolated seven tricyclic diterpenoids, taxinine, Taxagifine, 5-O-cinnamoyltaxacin I triacetate, 5-decinnamoyltaxinine J, 5-cinnamoyl-9-acetyltaxicin I, taxacin and taxol from the needles of Taxus media var. Hicksii, and investigated their effects on stimulus-induced superoxide generation and translocation of cytosolic compounds to the cell membrane in human neutrophils. Six tricyclic diterpenoids used in this experiment suppressed the superoxide generation induced by N-formyl-methionyl-leucyl-phenylalanine (fMLP) and arachidonic acid (AA) in a concentration-dependent manner. Taxinine significantly suppressed the superoxide generation induced by phorbol 12-myristate 13-acetate (PMA). The compounds also suppressed fMLP- and AA-induced tyrosyl or PMA-induced serine/threonine phosphorylation, and translocation of cytosolic compounds, p47 (phox), p67 (phox) and Rac to the cell membrane in parallel with the suppression of the stimulus-induced superoxide generation.