Physalin HCAS# 70241-09-7 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 70241-09-7 | SDF | Download SDF |
| PubChem ID | 155551 | Appearance | Powder |
| Formula | C28H31ClO10 | M.Wt | 562.99 |
| Type of Compound | Miscellaneous | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | 14-chloro-5,15-dihydroxy-2,9,26-trimethyl-3,19,23,28-tetraoxaoctacyclo[16.9.1.118,27.01,5.02,24.08,17.09,14.021,26]nonacos-11-ene-4,10,22,29-tetrone | ||
| SMILES | CC12CC3C4(C56C1C(=O)C(O5)(C7CC(C8(CC=CC(=O)C8(C7CCC6(C(=O)O4)O)C)Cl)O)OCC2C(=O)O3)C | ||
| Standard InChIKey | YNEPXUIPALKHAU-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C28H31ClO10/c1-22-10-17-24(3)28-18(22)19(32)27(39-28,36-11-14(22)20(33)37-17)13-9-16(31)25(29)7-4-5-15(30)23(25,2)12(13)6-8-26(28,35)21(34)38-24/h4-5,12-14,16-18,31,35H,6-11H2,1-3H3 | ||
| 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. Physalin H shows strong quinone reductase induction activity with IR (Induction ratio, QR induction activity) value of 3.74±0.02. 2. Physalin H is an Hh signaling inhibitor blocks GLI1-DNA-complex formation. 3. Physalin H shows immunosuppressive effects on T cells both in vitro and in vivo, and the immunosuppressive activity might be attributed to the suppression of T cell activation and proliferation, the modulation of Th1/Th2 cytokine balance and the induction of HO-1 in T cells. 4. Physalin H shows significant in vitro leishmanicidal activities (0.92-19.4 microg/ml) against promastigotes of Leishmania major. 5. Physalin H shows cytotoxic activity against a panel of human and murine cancer cell lines. |
| Targets | HO-1 | gp120/CD4 | Antifection |
Physalin H Dilution Calculator
Physalin H Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 1.7762 mL | 8.8812 mL | 17.7623 mL | 35.5246 mL | 44.4058 mL |
| 5 mM | 0.3552 mL | 1.7762 mL | 3.5525 mL | 7.1049 mL | 8.8812 mL |
| 10 mM | 0.1776 mL | 0.8881 mL | 1.7762 mL | 3.5525 mL | 4.4406 mL |
| 50 mM | 0.0355 mL | 0.1776 mL | 0.3552 mL | 0.7105 mL | 0.8881 mL |
| 100 mM | 0.0178 mL | 0.0888 mL | 0.1776 mL | 0.3552 mL | 0.4441 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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Cytotoxic constituents of Brachistus stramoniifolius.[Pubmed:12748990]
Phytother Res. 2003 May;17(5):520-3.
Phytochemical investigation of Brachistus stramoniifolius (Kunth) Miers (formerly Witheringia stramoniifolia Kunth) (Solanaceae) was initiated following primary biological screening and in view of the absence of prior phytochemical studies conducted on this species. Fractionation of an ethyl acetate extract from the roots of the plant, guided by in vitro cytotoxic activity using cultured KB (human nasopharyngeal carcinoma) cells, led to the isolation of three known compounds of the 13,14-seco-16,24-cyclosteroid type, physalins B (1), F (2) and H (3). Their structures were characterized by comparison of their physical and spectral data to published values, with 1D- and 2D-NMR experiments being performed to assure unambiguous resonance assignments. Biological evaluation of these three compounds against a panel of human and murine cancer cell lines demonstrated their broad cytotoxic activity.
Unprecedent aminophysalin from Physalis angulata.[Pubmed:24973634]
Steroids. 2014 Oct;88:60-5.
The 95% ethanol extract of the whole plant of Physalis angulata Linn. afforded one new skeletal physalin named aminophysalin A (1) and one new naturally occurring 5beta-hydroxy-6a-chloro-5,6-dihydrophysalin B (2), together with five known physalins (3-7). Their structures were elucidated through MS, IR, NMR spectroscopy analyses and X-ray crystallography. Aminophysalin A (1) had an absolutely unusual structural feature in the chemistry of physalins with a nitrogen atom. Compounds 1-7 were evaluated for quinone reductase activities in hepa 1c1c7 cells. Physalin H (6) showed strong quinone reductase induction activity with IR (Induction ratio, QR induction activity) value of 3.74+/-0.02, using 4-bromoflavone as a positive control substance (2.17+/-0.01, 10 mug/mL), while compounds 1, 2, 3, 5 showed weak quinone reductase induction activity.
Physalin H from Solanum nigrum as an Hh signaling inhibitor blocks GLI1-DNA-complex formation.[Pubmed:24454566]
Beilstein J Org Chem. 2014 Jan 13;10:134-40.
Hedgehog (Hh) signaling plays an important role in embryonic development, cell maintenance and cell proliferation. Moreover, Hh signaling contributes to the growth of cancer cells. Physalins are highly oxidized natural products with a complex structure. Physalins (1-7) were isolated from Solanum nigrum (Solanaceae) collected in Bangladesh by using our cell-based assay. The isolated physalins included the previously reported Hh inhibitors 5 and 6. Compounds 1 and 4 showed strong inhibition of GLI1 transcriptional activity, and exhibited cytotoxicity against cancer cell lines with an aberrant activation of Hh signaling. Compound 1 inhibited the production of the Hh-related proteins patched (PTCH) and BCL2. Analysis of the structures of different physalins showed that the left part of the physalins was important for Hh inhibitory activity. Interestingly, Physalin H (1) disrupted GLI1 binding to its DNA binding domain, while the weak inhibitor physalin G (2) did not show inhibition of GLI1-DNA complex formation.
Investigation of the immunosuppressive activity of Physalin H on T lymphocytes.[Pubmed:19951747]
Int Immunopharmacol. 2010 Mar;10(3):290-7.
Physalis angulata is an annual herb widely used in folk medicine. It is mainly used for treating rheumatoid arthritis (RA). Following bioactivity-guided isolation, a representative immunosuppressive compound, Physalin H was been identified from this herb medicine. The purpose of this work was to assess the immunosuppressive activity of Physalin H on T cells and to explore its potential mode of action. The results showed that Physalin H in a dose-dependent manner significantly inhibited the proliferation of T cells induced by concanavalin A (ConA) and by the mixed lymphocyte culture reaction (MLR). This inhibitive activity was mainly due to interfering DNA replication in G1 stages. In vivo experiments showed that, administration of Physalin H dose-dependently suppressed CD4(+) T cell mediated delayed-type hypersensitivity (DTH) reactions, and suppressed antigen-specific T-cell response in ovalbumin (OVA) immunized mice. Further study indicated that Physalin H could modulate Th1/Th2 cytokine balance and induce the production of immune regulation target Heme oxygenase (HO)-1 in T-cells in vitro. In this study, we demonstrated the immunosuppressive effect of Physalin H on T cells both in vitro and in vivo, and the immunosuppressive activity might be attributed to the suppression of T cell activation and proliferation, the modulation of Th1/Th2 cytokine balance and the induction of HO-1 in T cells.
Antileishmanial physalins from Physalis minima.[Pubmed:17193198]
Chem Biodivers. 2005 Sep;2(9):1164-73.
Three new physalins (1-3) and a new withanolide 7 have been isolated from the whole plant of Physalis minima, along with three known physalins: Physalin H (4), isophysalin B (5), and 5beta,6beta-epoxyphysalin B (6). Their structures were deduced on the basis of in-depth spectroscopic analyses. Compounds 1-6 showed significant in vitro leishmanicidal activities (0.92-19.4 microg/ml) against promastigotes of Leishmania major.
