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52328-98-0,MFCD12912341
Catalog No.:AA00DB23

52328-98-0 | (1E,4Z,6E)-1,7-Bis(3,4-dimethoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one

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1mg
≥95%
in stock  
$63.00   $44.00
- +
5mg
≥95%
in stock  
$163.00   $114.00
- +
25mg
≥95%
in stock  
$445.00   $312.00
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100mg
≥95%
in stock  
$1,082.00   $758.00
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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:
AA00DB23
Chemical Name:
(1E,4Z,6E)-1,7-Bis(3,4-dimethoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one
CAS Number:
52328-98-0
Molecular Formula:
C23H24O6
Molecular Weight:
396.4331
MDL Number:
MFCD12912341
SMILES:
COc1cc(/C=C/C(=C/C(=O)/C=C/c2ccc(c(c2)OC)OC)/O)ccc1OC
NSC Number:
734923
Properties
Computed Properties
 
Complexity:
596  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
3  
Heavy Atom Count:
29  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
9  
XLogP3:
4.6  

Downstream Synthesis Route

[1]Qiu,Xu;Liu,Zhong;Shao,Wei-Yan;Liu,Xing;Jing,Da-Ping;Yu,Yan-Jun;An,Lin-Kun;Huang,Shi-Liang;Bu,Xian-Zhang;Huang,Zhi-Shu;Gu,Lian-Quan[BioorganicandMedicinalChemistry,2008,vol.16,#17,p.8035-8041]

[2]Elavarasan;Bhakiaraj;Chellakili;Elavarasan;Gopalakrishnan[LettersinOrganicChemistry,2014,vol.11,#4,p.237-243]

[3]Lozada-García,MaríaConcepción;Enríquez,RaúlG.;Ramírez-Apán,TeresaO.;Nieto-Camacho,Antonio;Palacios-Espinosa,JuanFrancisco;Custodio-Galván,Zeltzin;Soria-Arteche,Olivia;Pérez-Villanueva,Jaime[Molecules,2017,vol.22,#4]

[4]Caruso,Francesco;Pettinari,Riccardo;Rossi,Miriam;Monti,Elena;Gariboldi,MarziaBruna;Marchetti,Fabio;Pettinari,Claudio;Caruso,Alessio;Ramani,ModukuriV.;Subbaraju,GottumukkalaV.[JournalofInorganicBiochemistry,2016,vol.162,p.44-51]

[5]Artico,Marino;Santo,RoberteDi;Costi,Roberta;Novellino,Ettore;Greco,Giovanni;Massa,Silvio;Tramontano,Enzo;Marongiu,MariaE.;DeMontis,Antonella;Colla,PaoloLa[JournalofMedicinalChemistry,1998,vol.41,#21,p.3948-3960]

[6]Ciochina,Roxana;Savella,Chasity;Cote,Brianna;Chang,Davis;Rao,Deepa[DrugDevelopmentResearch,2014,vol.75,#2,p.88-96]

[7]Pedersen,Uffe;Rasmussen,PrebenB.;Lawesson,Sven-Olov[LiebigsAnnalenderChemie,1985,#8,p.1557-1569]

[8]Nurfina,A.N.;Reksohadiprodjo,M.S.;Timmerman,H.;Jenie,U.A.;Sugiyanto,D.;Goot,H.vander[EuropeanJournalofMedicinalChemistry,1997,vol.32,#4,p.320-328]

[9]Weber,WaylonM.;Hunsaker,LucyA.;Gonzales,AmandaM.;Heynekamp,JustinJ.;Orlando,RobertA.;Deck,LorraineM.;VanderJagt,DavidL.[BiochemicalPharmacology,2006,vol.72,#8,p.928-940]

[10]Lin,Li;Shi,Qian;Su,Ching-Yuan;Shih,CharlesC.-Y.;Lee,Kuo-Hsiung[BioorganicandMedicinalChemistry,2006,vol.14,#8,p.2527-2534]

[11]Pfeiffer,Erika;Hoehle,SimoneI.;Walch,StephanG.;Riess,Alexander;Solyom,AnikoM.;Metzler,Manfred[JournalofAgriculturalandFoodChemistry,2007,vol.55,#2,p.538-544]

[12]Sherin,DaisyR.;Thomas,SherinG.;Rajasekharan,KallikatN.[HeterocyclicCommunications,2015,vol.21,#6,p.381-385]

[13]Tu,Zhi-Shan;Wang,Qi;Sun,Dan-Dan;Dai,Fang;Zhou,Bo[EuropeanJournalofMedicinalChemistry,2017,vol.134,p.72-85]

curcumin 
  77-78-1    52328-98-0 

[1]Gomes,DeniseDeC.F.;Alegrio,LeilaVilela;FreiredeLima,MarcoEdilson;Leon,LeonorL.;Araujo,CatarinaA.C.[Arzneimittel-Forschung/DrugResearch,2002,vol.52,#2,p.120-124]

908094-01-9   
curcumin 
  52328-98-0 

[1]Ohtsu,Hironori;Xiao,Zhiyan;Ishida,Junko;Nagai,Masahiro;Wang,Hui-Kang;Itokawa,Hideji;Su,Ching-Yuan;Shih,Charles;Chiang,Tzuying;Chang,Eugene;Lee,YiFen;Tsai,Meng-Yin;Chang,Chawnshang;Lee,Kuo-Hsiung[JournalofMedicinalChemistry,2002,vol.45,#23,p.5037-5042]

908094-01-9   
curcumin 
  52328-98-0   
(1E,4Z,6E)-1-(3,4-dimethoxyphenyl)-5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one 

[1]Ohtsu,Hironori;Xiao,Zhiyan;Ishida,Junko;Nagai,Masahiro;Wang,Hui-Kang;Itokawa,Hideji;Su,Ching-Yuan;Shih,Charles;Chiang,Tzuying;Chang,Eugene;Lee,YiFen;Tsai,Meng-Yin;Chang,Chawnshang;Lee,Kuo-Hsiung[JournalofMedicinalChemistry,2002,vol.45,#23,p.5037-5042]

Literature

Title: Yamashita S, et al. ASC-J9 suppresses castration-resistant prostate cancer growth through degradation of full-length and splice variant androgen receptors. Neoplasia. 2012 Jan;14(1):74-83.

Title: Yang Z, et al. ASC-J9 ameliorates spinal and bulbar muscular atrophy phenotype via degradation of androgen receptor.Nat Med. 2007 Mar;13(3):348-53.

Title: Lee SO, et al. New therapy targeting differential androgen receptor signaling in prostate cancer stem/progenitor vs non-stem/progenitor cells. J Mol Cell Biol. 2012 Jul 24.

Title: Ma W, et al. Targeting androgen receptor with ASC-J9 attenuates cardiac injury and dysfunction in experimental autoimmune myocarditis by reducing M1-like macrophage. Biochem Biophys Res Commun. 2017 Apr 15;485(4):746-752. doi: 10.1016/j.bbrc.2017.02.123. Epub 2017 Feb 27.

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Tags:52328-98-0 Molecular Formula|52328-98-0 MDL|52328-98-0 SMILES|52328-98-0 (1E,4Z,6E)-1,7-Bis(3,4-dimethoxyphenyl)-5-hydroxyhepta-1,4,6-trien-3-one