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303-45-7,MFCD00017352
Catalog No.:AA003D3Y

303-45-7 | Gossypol solution

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50mg
≥85%
in stock  
$106.00   $74.00
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100mg
≥85%
in stock  
$150.00   $105.00
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250mg
≥85%
in stock  
$288.00   $201.00
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500mg
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$522.00   $365.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA003D3Y
Chemical Name:
Gossypol solution
CAS Number:
303-45-7
Molecular Formula:
C30H30O8
Molecular Weight:
518.5544
MDL Number:
MFCD00017352
SMILES:
O=Cc1c(O)c(O)c(c2c1c(O)c(c(c2)C)c1c(C)cc2c(c1O)c(C=O)c(c(c2C(C)C)O)O)C(C)C
Properties
Properties
 
BP:
707.9±55.0°C at 760 mmHg  
Form:
Solid  
MP:
181-183 C  
Refractive Index:
1.4900 (estimate)  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
780  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
38  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
6  
Rotatable Bond Count:
5  
XLogP3:
6.9  

Downstream Synthesis Route

[1]CurrentPatentAssignee:SANFORDBURNHAMPREBYSMEDICALDISCOVERYINSTITUTE-US2009/105319,2009,A1Locationinpatent:Page/Pagecolumn15

[2]Locationinpatent:experimentalpartWei,Jun;Kitada,Shinichi;Rega,MicheleF.;Stebbins,JohnL.;Zhai,Dayong;Cellitti,Jason;Yuan,Hongbin;Emdadi,Aras;Dahl,Russell;Zhang,Ziming;Yang,Li;Reed,JohnC.;Pellecchia,Maurizio[JournalofMedicinalChemistry,2009,vol.52,#14,p.4511-4523]

[3]Locationinpatent:experimentalpartWei,Jun;Kitada,Shinichi;Stebbins,JohnL.;Placzek,William;Zhai,Dayong;Wu,Bainan;Rega,MicheleF.;Zhang,Ziming;Cellitti,Jason;Yang,Li;Dahl,Russell;Reed,JohnC.;Pellecchia,Maurizio[JournalofMedicinalChemistry,2010,vol.53,#22,p.8000-8011]

[4]Aripov,U.A.;Sakhibov,A.D.;Kasymov,B.Z.;Ziyaev,Kh.L.;Biktimirov,L.;etal.[PharmaceuticalChemistryJournal,1983,vol.17,#3,p.161-165][Khimiko-FarmatsevticheskiiZhurnal,1983,vol.17,#3,p.269-273]

[5]Clark[JournalofBiologicalChemistry,1928,vol.78,p.159,161]

[6]Meltzer;Bickford;Lambert[JournalofOrganicChemistry,1985,vol.50,#17,p.3121-3124]

[7]Zhu,Gui-Dong;Chen,De-Hua;Huang,Jian-Hua;Chi,Ching-Sung[JournalofOrganicChemistry,1992,vol.57,#8,p.2316-2320]

[8]CurrentPatentAssignee:UNIVERSITYOFMICHIGAN-WO2006/50447,2006,A2Locationinpatent:Page/Pagecolumn44

[9]Locationinpatent:schemeortableWei,Jun;Stebbins,JohnL.;Kitada,Shinichi;Dash,Rupesh;Placzek,William;Rega,MicheleF.;Wu,Bainan;Cellitti,Jason;Zhai,Dayong;Yang,Li;Dahl,Russell;Fisher,PaulB.;Reed,JohnC.;Pellecchia,Maurizio[JournalofMedicinalChemistry,2010,vol.53,#10,p.4166-4176]

[10]Locationinpatent:schemeortableMellon,JayE.;Zelaya,CarlosA.;Dowd,MichaelK.;Beltz,ShannonB.;Klich,MarenA.[JournalofAgriculturalandFoodChemistry,2012,vol.60,#10,p.2740-2745]

[11]Zhan,Yonghua;Cao,Xu;Li,Yingchao;Chen,Xueli;Huang,Xiaofeng[Lettersindrugdesignanddiscovery,2017,vol.14,#1,p.96-101]

[12]CurrentPatentAssignee:JIANGSUDOWEBIOENGINEERINGTECH-CN112679319,2021,ALocationinpatent:Paragraph0038;0046;0050-0052

303-45-7   
1,6,7,1',6',7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-2,2'binaphthyl-8,8'-dicarbaldehydedihydrazone 

[1]Przybylski,Piotr;Bejcar,Grzegorz;Schilf,Wojciech;Brzezinski,Bogumil[JournalofMolecularStructure,2008,vol.878,#1-3,p.71-77]

[2]Karrer;Tobler[HelveticaChimicaActa,1932,vol.15,p.1204,1209]

[1]Carruth[JournaloftheAmericanChemicalSociety,1918,vol.40,p.659]Clark[JournalofBiologicalChemistry,1927,vol.75,p.728,733][JournaloftheAmericanChemicalSociety,1929,vol.51,p.1482]

[2]Miller;Adams[JournaloftheAmericanChemicalSociety,1937,vol.59,p.1736]

[3]Tyshchenko;Filatova;Khodzhibaeva;Davranov[ChemistryofNaturalCompounds,2004,vol.40,#1,p.75-78]

[4]Locationinpatent:experimentalpartTalipov,SamatA.;Mamadrakhimov,AzimjonA.;Tiljakov,ZavkibekG.;Dowd,MichaelK.;Ibragimov,BakhtiyarT.;Xonkeldieva,MuhabbatT.[JournaloftheAmericanOilChemists'Society,2009,vol.86,#3,p.207-213]

[1]Dao,Vi-Thuy;Gaspard,Christiane;Mayer,Michel;Werner,GeorgesH.;Nguyen,SuongN.;Michelot,RobertJ.[EuropeanJournalofMedicinalChemistry,2000,vol.35,#9,p.805-813]

[2]Shirley;Sheehan[JournalofOrganicChemistry,1956,vol.21,p.251]

[1]Meltzer;Bickford;Lambert[JournalofOrganicChemistry,1985,vol.50,#17,p.3121-3124]

Literature

Title: Oliver CL, et al. In vitro effects of the BH3 mimetic, (-)-Gossypol, on head and neck squamous cell carcinoma cells. Clin Cancer Res. 2004 Nov 15;10(22):7757-63.

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