Gedunin

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Gedunin

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Cat No: 17328

Biochemicals - Small Molecule Inhibitors

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.{35153} This tetranortriterpenoid, which is isol...

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Territorial Availability: Available through Bertin Technologies only in France

Synonyms:

(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-pentamethyl-oxireno[c]phenanthro[1,2-d]pyran-3,8(3aH,4bH)-dione

Correlated keywords:

6512-19-2 1164129-40-1 Hsp90 antiinflammatory HSP-90 NTERA2 HeLaPRB MCF7 SKBr3 NSC113497

Product Overview:
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.{35153} 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.{35151} 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.{35147,35152} It also exerts anti-inflammatory effects in vivo. In a mouse model of articular inflammation induced by zymosan (Item No. 21175), gedunin (0.05-0.5 mg/kg, i.p.) reduces edema formation and the production of inflammatory cytokines.{35149} 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.{35150} 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.{35145}

Size	1 mg
Shipping	dry ice
CAS Number	2753-30-2
Molecular Formula	C₂₈H₃₄O₇
SMILES	O=C1[C@@H]2[C@]3(O2)[C@]4(C)[C@H](OC(C)=O)C[C@@]5([H])C(C)(C)C(C=C[C@]5(C)[C@@]4([H])CC[C@@]3(C)[C@H](C6=COC=C6)O1)=O
Molecular Weight	482,6
Formulation	A crystalline solid
Purity	≥98%
Custom Code	2912.49
UNSPSC code	12352100

Technical File

MSDS

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Cayman Chemical's mission is to help make research possible by supplying scientists worldwide with the basic research tools necessary for advancing human and animal health. Our utmost commitment to healthcare researchers is to offer the highest quality products with an affordable pricing policy.

Our scientists are experts in the synthesis, purification, and characterization of biochemicals ranging from small drug-like heterocycles to complex biolipids, fatty acids, and many others. We are also highly skilled in all aspects of assay and antibody development, protein expression, crystallization, and structure determination.

Over the past thirty years, Cayman developed a deep knowledge base in lipid biochemistry, including research involving the arachidonic acid cascade, inositol phosphates, and cannabinoids. This knowledge enabled the production of reagents of exceptional quality for cancer, oxidative injury, epigenetics, neuroscience, inflammation, metabolism, and many additional lines of research.

Our organic and analytical chemists specialize in the rapid development of manufacturing processes and analytical methods to carry out clinical and commercial GMP-API production. Pre-clinical drug discovery efforts are currently underway in the areas of bone restoration and repair, muscular dystrophy, oncology, and inflammation. A separate group of Ph.D.-level scientists are dedicated to offering Hit-to-Lead Discovery and Profiling Services for epigenetic targets. Our knowledgeable chemists can be contracted to perform complete sample analysis for analytes measured by the majority of our assays. We also offer a wide range of analytical services using LC-MS/MS, HPLC, GC, and many other techniques.

Accreditations
ISO/IEC 17025:2005
ISO Guide 34:2009

Cayman is a leader in the field of emerging drugs of abuse, providing high-purity Schedule I-V Controlled Substances to federally-licensed laboratories and qualified academic research institutions for forensic analyses. We are certified by ACLASS Accreditation Services with dual accreditation to ISO/IEC 17025:2005 and ISO Guide 34:2009.