gedunin
- CAS No.
- 2753-30-2
- Chemical Name:
- gedunin
- Synonyms
- gedunin;Gedunine;Nsc113497;YJXDGWUNRYLINJ-BHAPSIHVSA-N;HSP90,Inhibitor,HSP,Heat shock proteins,inhibit,COVID-19,Gedunin,Alzheimer's disease,neurodegenerative disorder;(13α,17aα)-7α-Acetoxy-14β,15β:21,23-diepoxy-4,4,8-trimethyl-D-homo-24-nor-17-oxa-5α-chola-1,20,22-triene-3,16-dione;D-Homo-24-nor-17-oxachola-1,20,22-triene-3,16-dione, 7-(acetyloxy)-14,15:21,23-diepoxy-4,4,8-trimethyl-, (5.alpha.,7.alpha.,13.alpha.,14.beta.,15.beta.,17A.alpha.)-;16,17-Seco-24-nor-5.alpha.,13.alpha.,14.beta.,17.alpha.-chola-1,20,22-trien-16-oic acid, 14,15.beta.:21,23-diepoxy-7.alpha.,17-dihydroxy-4,4,8-trimethyl-3-oxo-, 16,17-lactone, acetate;(1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-5-(Acetyloxy)-1-(3-furanyl)-1,5,6,6a,7,10a,10b,11,12,12a,decahydro-4b,7,7,10a,12a,-pentamethyloxireno[c]phenanthro[1,2-d]pyran-3,8(3aH,4bH)-dione;Oxireno[c]phenanthro[1,2-d]pyran-3,8(3aH,4bH)-dione, 5-(acetyloxy)-1-(3-furanyl)-1,5,6,6a,7,10a,10b,11,12,12a-decahydro-4b,7,7,10a,12a-pentamethyl-, (1S,3aS,4aR,4bS,5R,6aR,10aR,10bR,12aS)-
- CBNumber:
- CB11375904
- Molecular Formula:
- C28H34O7
- Molecular Weight:
- 482.57
- MDL Number:
- MOL File:
- 2753-30-2.mol
| Melting point | 218 °C(Solv: methanol (67-56-1)) |
|---|---|
| Boiling point | 594.3±50.0 °C(Predicted) |
| Density | 1.28±0.1 g/cm3(Predicted) |
| storage temp. | Store at +4°C |
| solubility | Chloroform (Slightly) |
| form | Solid |
| color | White to Off-White |
| Stability | Hygroscopic |
| LogP | 3.201 (est) |
| FDA UNII | VH4BN8F5Z5 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
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|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H332-H312-H302 | |||||||||
| Precautionary statements | P280-P302+P352-P312-P322-P363-P501-P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501 | |||||||||
| NFPA 704 |
|
gedunin price More Price(6)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Cayman Chemical | 17328 | Gedunin ≥98% | 2753-30-2 | 1mg | $121 | 2024-03-01 | Buy |
| Tocris | 3387 | Gedunin ≥98%(HPLC) | 2753-30-2 | 2 | $247 | 2021-12-16 | Buy |
| Usbiological | 255370 | Gedunin | 2753-30-2 | 10mg | $480 | 2021-12-16 | Buy |
| TRC | G303503 | Gedunin | 2753-30-2 | 2.5mg | $135 | 2021-12-16 | Buy |
| ApexBio Technology | B7393 | Gedunin | 2753-30-2 | 1mg | $219 | 2021-12-16 | Buy |
gedunin Chemical Properties,Uses,Production
Description
Gedunin is a natural inhibitor of the heat shock protein (Hsp90; Item Nos. 22734 | 22735) co-chaperone p23 that also inhibits Hsp90 expression in human teratocarcinomal NTERA-2 cells in vitro at 5 μg/ml. This tetranortriterpenoid, which is isolated from A. indica, binds to and blocks the chaperone activity of p23 to induce apoptosis in HeLa-PRB cells in vitro at a concentration of 20 μM. Gedunin inhibits breast cancer cell proliferation in vitro, with IC50 values of 8.84 and 3.22 μM in MCF-7 and SKBr-3 cells, respectively, and inhibits the growth of PANC-1 pancreatic cancer cells (IC50 = 25 μM) by targeting the sonic hedgehog pathway to induce apoptosis. It also exerts anti-inflammatory effects in vivo. In a mouse model of articular inflammation induced by zymosan , gedunin (0.05-0.5 mg/kg, i.p.) reduces edema formation and the production of inflammatory cytokines. Gedunin (0.5 mg/kg) also inhibits the pleural accumulation of eosinophils and activated T lymphocytes in an ovalbumin-sensitized mouse model of allergic inflammation when administered prior to ovalbumin rechallenge. It also targets the lipopolysaccharide binding site and thus blocks Toll-like receptor 4 (TLR4) signaling in macrophages in vitro at a concentration of 10 μM.
Uses
Gedunin is a naturally occurring Hsp90 inhibitor. In vitro, Gedunin induces Hsp90-dependent client protein degradation and displays antiproliferative activity (IC50 values are 3.22, 8.84 and 16.8 μM in SKBr3, MCF-7 and CaCo-2 cancer cell lines respectively). Gedunin exhibits antimalarial activity against P. falciparum (IC50 values are 0.14 and 3.1 μM in parasite development and [3H]-hypoxanthine uptake assays respectively).
Definition
ChEBI: A pentacyclic triterpenoid natural product found particularly in Azadirachta indica and Cedrela odorata.
Biological Activity
Naturally occurring Hsp90 inhibitor. Induces Hsp90-dependent client protein degradation and displays antiproliferative activity in vitro (IC 50 values are 3.22, 8.84 and 16.8 μ M in SKBr3, MCF-7 and CaCo-2 cancer cell lines respectively). Also exhibits antimalarial activity against P. falciparum (IC 50 values are 0.14 and 3.1 μ M in parasite development and [ 3 H]-hypoxanthine uptake assays respectively).
in vitro
gedunin induces degradation of hsp90-dependent client protein and displays anti-proliferative activity in skbr3, caco-2 and mcf-7 cancer cell lines with ic50 of 3.22, 16.8 and 8.84 μm respectively1.
storage
Store at +4°C
References
1. uddin sj, nahar l, shilpi ja, et al. gedunin, a limonoid from xylocarpus granatum, inhibits the growth of caco-2 colon cancer cell line in vitro. phytotherapy research : ptr. 2007;21(8):757-761.2. lee se, kim mr, kim jh, et al. antimalarial activity of anthothecol derived from khaya anthotheca (meliaceae). phytomedicine : international journal of phytotherapy and phytopharmacology. 2008;15(6-7):533-535.3. conte fp, ferraris fk, costa te, et al. effect of gedunin on acute articular inflammation and hypernociception in mice. molecules. 2015;20(2):2636-2657.
gedunin Preparation Products And Raw materials
Raw materials
Preparation Products
gedunin Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 52927 | 58 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15848 | 69 |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8449 | 60 |
| BOC Sciences | -- | info@bocsci.com | USA | 0 | 65 |
| ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11289 | 58 |
| Shaanxi Dideu Medichem Co. Ltd | 029-61856359 18690052321 | 1027@dideu.com | China | 10011 | 58 |
| MedBioPharmaceutical Technology Inc | 021-69568360 18916172912 | order@med-bio.cn | China | 8141 | 58 |
| Energy Chemical | 021-58432009 400-005-6266 | marketing@energy-chemical.com | China | 44941 | 58 |