GlycoborinineCAS# 233279-39-5 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 233279-39-5 | SDF | Download SDF |
| PubChem ID | 10446329 | Appearance | Powder |
| Formula | C18H17NO2 | M.Wt | 279.33 |
| Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 3,3,10-trimethyl-7H-pyrano[3,2-g]carbazol-9-ol | ||
| SMILES | CC1=C(C=C2C(=C1)C3=C(N2)C=CC4=C3C=CC(O4)(C)C)O | ||
| Standard InChIKey | KGHHJTRYOSFBOZ-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C18H17NO2/c1-10-8-12-14(9-15(10)20)19-13-4-5-16-11(17(12)13)6-7-18(2,3)21-16/h4-9,19-20H,1-3H3 | ||
| 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. Glycoborinine is a potential molecule against cancer cells, it can induce HepG2 apoptosis through the mitochondrial-dependent pathway. 2. Glycoborinine has photo-activated antimicrobial activity, it shows moderate inhibition on Nde I, Xba I, Nco I and Bcl I. |
| Targets | ROS | Caspase | PARP |
Glycoborinine Dilution Calculator
Glycoborinine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.58 mL | 17.9 mL | 35.7999 mL | 71.5999 mL | 89.4999 mL |
| 5 mM | 0.716 mL | 3.58 mL | 7.16 mL | 14.32 mL | 17.9 mL |
| 10 mM | 0.358 mL | 1.79 mL | 3.58 mL | 7.16 mL | 8.95 mL |
| 50 mM | 0.0716 mL | 0.358 mL | 0.716 mL | 1.432 mL | 1.79 mL |
| 100 mM | 0.0358 mL | 0.179 mL | 0.358 mL | 0.716 mL | 0.895 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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Photo-activated DNA binding and antimicrobial activities of alkaloids from Glycosmis pentaphylla.[Pubmed:23460971]
Yao Xue Xue Bao. 2012 Dec;47(12):1646-52.
In our screening for photosensitizers from natural resources, four alkaloids were isolated from Glycosmis pentaphylla by various chromatography techniques. Their structures were identified as Glycoborinine (1), glybomine B (2), carbalexin A (3) and N-p-coumaroyltyramine (4) by spectral analysis. Their photoactivated antimicrobial activities were evaluated by thin-layer chromatography (TLC) agar overlay assay against Staphylococcus aureus and Bacillus subtilis. It was found that compounds 1 and 4 showed photo-activated antimicrobial activities. Meantime, photo-activated DNA binding activities of these compounds were also assessed by using a specially prepared 1.8 kb DNA fragment and restriction enzymes. Under UVA irradiation, compound 1 showed moderate inhibition on Nde I, Xba I, Nco I and Bcl I which have either 5'-TpA or 5'-ApT and trace or no inhibition on other restriction enzymes. It showed a similar inhibition pattern with the reference 8-methoxypsoralen. However, compounds 2-4 showed no inhibition against any of the restriction enzymes.
Glycoborinine induces apoptosis through mitochondrial pathway in HepG2 cells.[Pubmed:24930917]
J Asian Nat Prod Res. 2014 Oct;16(10):991-9.
Glycoborinine (GB), a natural carbazole alkaloid isolated from Glycosmis pentaphylla, has been shown to be a potential molecule against cancer cells. In this study, the cell-signaling pathway of its anti-tumor activity was investigated. MTT assay result showed that GB inhibited HepG2 cell proliferation in a dose- and time-dependent manner and 50% inhibiting concentration (IC50) of GB-induced cell death was 39.7 muM for a period of 48 h. GB-induced HepG2 apoptosis was confirmed by Hochest 33258 staining and PI staining. The level of reactive oxygen species (ROS) was measured with H2DCF-DA staining and the change of mitochondrial membrane potential ( big up tri, openPsi(m)) was analyzed with tetrechloro-tetraethylbenzimidazolcarbocyanine iodide (JC-1) probe. Results showed that GB at 12.5, 25, and 50 muM promoted ROS production. GB induced HepG2 apoptosis through a mitochondrial apoptotic pathway, which was demonstrated by GB-induced increase in the ratio of Bax/Bcl-2, cytochrome C release, the ratio of cleaved caspase-3/procaspase-3, and the ratio of cleaved poly ADP-ribose polymerase (cleaved PARP)/poly ADP-ribose polymerase (PARP). To summarize, this study demonstrated that GB could induce HepG2 apoptosis through the mitochondrial-dependent pathway, which might provide a promising approach to cure liver cancer with GB.
