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gedunin

Product Name
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
Formula Weight
482.57
MOL File
2753-30-2.mol
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gedunin Property

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P322Specific measures (see …on this label).

P330Rinse mouth.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
17328
Product name
Gedunin
Purity
≥98%
Packaging
1mg
Price
$121
Updated
2024/03/01
Tocris
Product number
3387
Product name
Gedunin
Purity
≥98%(HPLC)
Packaging
2
Price
$247
Updated
2021/12/16
Usbiological
Product number
255370
Product name
Gedunin
Packaging
10mg
Price
$480
Updated
2021/12/16
TRC
Product number
G303503
Product name
Gedunin
Packaging
2.5mg
Price
$135
Updated
2021/12/16
ApexBio Technology
Product number
B7393
Product name
Gedunin
Packaging
1mg
Price
$219
Updated
2021/12/16
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gedunin Chemical Properties,Usage,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

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gedunin Suppliers

CHINA 30 India 5 United Kingdom 1 United States 8 USA 1 Global 45
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
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86-21-50328109
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3bsc@sina.com
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China
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ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
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China
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11289
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Shaanxi Dideu Medichem Co. Ltd
Tel
029-029-61856359 18690052321
Fax
029-88380327
Email
1027@dideu.com
Country
China
ProdList
10010
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MedBioPharmaceutical Technology Inc
Tel
021-69568360 18916172912
Email
order@med-bio.cn
Country
China
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8141
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Energy Chemical
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021-58432009 400-005-6266
Fax
021-58436166
Email
marketing@energy-chemical.com
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China
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44941
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Hubei Shishun Biotechnology Co. Ltd
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027-59223025 15107168801
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027-59223025
Email
1718480011@qq.com
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China
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Tianmen Hengchang Chemical Co., Ltd
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027-59322316 15172518801
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027-59322316
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1208480077@qq.com
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China
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Hubei xingongli Chemical Co., Ltd
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027-59106151 15172325309
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027-59503710
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1400858877@qq.com
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China
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TCI (Shanghai) Chemical Trading Co., Ltd.
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021-021-61109150
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021-61105897
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sales@tcisct.com
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China
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31163
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NINGBO JL NEW MATERIAL CO.,LTD
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0574-88552218 18969899212
Email
sales@jlbio-tech.cn
Country
China
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662
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TargetMol Chemicals Inc.
Tel
4008200310
Email
marketing@tsbiochem.com
Country
China
ProdList
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Aikon International Limited
Tel
18626450290
Email
yftan@aikonchem.com
Country
China
ProdList
10718
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Shanghai Maclean Biochemical Technology Co., LTD
Tel
021-50706066 15221275939
Email
shenlinxing@macklin.cn
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China
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LGC Science (Shanghai) Ltd.
Tel
17717235263
Email
cindy.yang@lgcgroup.com
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China
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Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
18621169109
Email
market03@meryer.com
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China
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27996
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Shanghai Yiyan Biotechnology Co. , Ltd.
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021-69985186 13611928337
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3427709316@qq.com
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Nantong QuanYi Biotechnology Co., Ltd
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0513-66337626 18051384581
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sales@chemhifuture.com
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China
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Shanghai Yifei Biotechnology Co. , Ltd.
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021-65675885 18964387627
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customer_service@efebio.com
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8740
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Nanjing Shizhou Biology Technology Co.,Ltd
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025-85560043 15850508050
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025-85563444
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cindy.huang@synzest.com
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China
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RD International Technology Co., Limited
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18024082417
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market@ubiochem.com
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China
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SHANGHAI ZZBIO CO., LTD.
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15102117276 18019707223
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tech@zzbioco.com
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China
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Shanghai Hao Zhun Biological Technology Co., Ltd.
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info@zzsrm.com
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Shanghai Minmin Biotechnology Co., Ltd.
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1914109725@qq.com
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Shanghai Haoyang Biological Technology Co., Ltd.
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596799915@QQ.COM
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Beijing Bolide Biotechnology Co., Ltd.
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Boao Pike
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Shanghai Hao Biological Technology Co., Ltd.
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Xiamen Huijia Biological Technology Co., Ltd.
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Shanghai Weiwei Biological Technology Co., Ltd.
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2753-30-2, geduninRelated Search:


  • gedunin
  • (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
  • 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
  • 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.)-
  • Gedunine
  • Nsc113497
  • (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
  • YJXDGWUNRYLINJ-BHAPSIHVSA-N
  • 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)-
  • HSP90,Inhibitor,HSP,Heat shock proteins,inhibit,COVID-19,Gedunin,Alzheimer's disease,neurodegenerative disorder
  • 2753-30-2
  • C28H34O7