GoniotriolCAS# 96405-62-8 |
Quality Control & MSDS
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| Cas No. | 96405-62-8 | SDF | Download SDF |
| PubChem ID | 125950 | Appearance | Powder |
| Formula | C13H14O5 | M.Wt | 250.3 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | (2R,3S)-2-[(1R,2R)-1,2-dihydroxy-2-phenylethyl]-3-hydroxy-2,3-dihydropyran-6-one | ||
| SMILES | C1=CC=C(C=C1)C(C(C2C(C=CC(=O)O2)O)O)O | ||
| Standard InChIKey | AWCDBKHWVKLXEE-WKSBVSIWSA-N | ||
| Standard InChI | InChI=1S/C13H14O5/c14-9-6-7-10(15)18-13(9)12(17)11(16)8-4-2-1-3-5-8/h1-7,9,11-14,16-17H/t9-,11+,12+,13+/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. Goniotriol exhibits antiplasmodial activity against Plasmodium falciparum (IC50=2.6 microg/mL). 2. Goniotriol shows antimycobacterial activity against Mycobacterium tuberculosis (MIC =100 microg/mL). 3. Goniotriol shows cytotoxicity against cancer cells, KB, BC1, NCI-H187, and MCF-7 with IC(50) ranging from 0.4 to 22.7 microg/mL. |
| Targets | Antifection |
Goniotriol Dilution Calculator
Goniotriol Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.9952 mL | 19.976 mL | 39.9521 mL | 79.9041 mL | 99.8801 mL |
| 5 mM | 0.799 mL | 3.9952 mL | 7.9904 mL | 15.9808 mL | 19.976 mL |
| 10 mM | 0.3995 mL | 1.9976 mL | 3.9952 mL | 7.9904 mL | 9.988 mL |
| 50 mM | 0.0799 mL | 0.3995 mL | 0.799 mL | 1.5981 mL | 1.9976 mL |
| 100 mM | 0.04 mL | 0.1998 mL | 0.3995 mL | 0.799 mL | 0.9988 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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Bioactive styryllactones and alkaloid from flowers of Goniothalamus laoticus.[Pubmed:19573585]
J Ethnopharmacol. 2009 Aug 17;125(1):47-50.
ETHNOPHARMACOLOGICAL RELEVANCE: Goniothalamus laoticus (Annonaceae) is being used traditionally as a tonic and a febrifuge by the local people in the northeastern part of Thailand. AIM OF STUDY: To investigate the Thai medicinal plant, Goniothalamus laoticus, for antiplasmodial, antimycobacterial and cytotoxicity activities. MATERIALS AND METHODS: The flowers extracts of Goniothalamus laoticus were isolated by chromatographic techniques. Structures of isolated compounds were identified by spectroscopic methods. The antiplasmodial, antimycobacterial and cytotoxicity evaluation of styryllactone derivatives and alkaloid were also performed. RESULTS: Ten compounds, cinnamic acid (1); dihydrochrysine (2); beta-sitosterol (3); six styryllactones, (+)-3-acetylaltholactone (4), Goniotriol (5), (+)-altholactone (6), (+)-goniofufurone (7), 9-deoxygoniopypyrone (8), howiinin A (9); and an aporphine alkaloid; (-)-nordicentrine (10) were isolated from flowers of Goniothalamus laoticus. Among these, compounds 1, 3-5, 8-10 are first isolated from the Goniothalamus laoticus. Besides, compound 10 is the first report from the Goniothalamus genus. The isolated compounds were evaluated in antiplasmodial, antimycobacterial and anticancer cell lines tests. Compounds 4-6 and 10 exhibited antiplasmodial activity against Plasmodium falciparum (IC(50) 2.6, 7.9, 2.6 and 0.3 microg/mL, respectively), while 5, 6, 9 and 10 showed antimycobacterial activity against Mycobacterium tuberculosis (MIC 100, 6.25, 6.25 and 12.5 microg/mL, respectively). In addition, compounds 4-10 showed cytotoxicity against cancer cells, KB, BC1, NCI-H187, and MCF-7 with IC(50) ranging from 0.4 to 22.7 microg/mL. CONCLUSION: This finding showed that the styryllactone derivatives and alkaloid isolated from the flowers of Goniothalamus laoticus exhibited antiplasmodial activity against Plasmodium falciparum, antimycobacterail against Mycobacterium tuberculosis and cytotoxicity against four cancer cell lines.
Goniotriol from Goniothalamus giganteus.[Pubmed:2614426]
J Nat Prod. 1989 Nov-Dec;52(6):1371-3.
The known styrylpyrone, Goniotriol, has been isolated from Goniothalamus giganteus. Its bioactivities are reported, and its structure and relative stereochemistry have been determined by X-ray crystallography as 6R-(7R,8R-dihydro-7,8-dihydroxystyryl)-5S,6R-dihydro-5-hydroxy-2-p yrone.
Stereoselective total synthesis of bioactive styryllactones (+)-goniofufurone, (+)7-epi-goniofufurone, (+)-goniopypyrone, (+)-goniotriol, (+)-altholactone, and (-)-etharvensin.[Pubmed:17523660]
J Org Chem. 2008 Jan 4;73(1):2-11.
Stereoselective total synthesis of biologically active styryllactones 7-epi-goniofufurone, goniofufurone, goniopypyrone, Goniotriol, altholactone, and etharvensin was achieved in high overall yields from a common intermediate derived from d-(-)-tartaric acid. It is based on the utility of a masked tetrol, comprising an alkene tether and four contiguous hydroxy groups. The pivotal reaction sequence involves hydroxy-directed lactonization via the oxidation of alkene, and subsequent elaboration to styryllactones. The masked tetrol was prepared by the extension of gamma-phenyl-gamma-hydroxy butyramide, readily obtained from the bis-dimethylamide of tartaric acid, employing a combination of selective Grignard additions and a stereoselective reduction.
