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MedKoo Biosciences/APC-100/205811/2g

APC-100isanorallyavailable,vitaminEderivativeandandrogenreceptor(AR)antagoNISTwithpotentialanti-oxidant,chemopreventativeandantineoplasticactivity.APC-100bindstoARsintargettissuestherebyinhibitingandrogen-inducedreceptoractivationandfacilitatingtheformationofinactivecomplexesthatcannotbetranslocatedtothenucleus.ByinhibitingtheformationofthecomplexbetweenandrogenactivatedAR-andtheAP1transcriptionfactorJunD,theexpressionofandrogen-responsivegenesisblocked.Onesuchgeneisspermidine/spermineN1-acetyltransferasegene(SSAT)whichisresponsIBLeforthebreakdownofpolyamines,whichareproducedinhighlevelsbyprostaticepithelialcells,intoreactiveoxygenspecies(ROS)thatcausecellulardamage.APC-100mayultimatelyleadtoaninhibitionofgrowthinbothAR-dependentandAR-independentprostatetumorcells.

MedKooCat#:205811
Name:APC-100
CAS#:950-99-2
ChemicalFormula:C14H20O2
ExactMass:220.14633
MolecularWeight:220.31
ElementalAnalysis:C,76.33;H,9.15;O,14.52


Synonym:APC100;APC100;APC-100;ChromaneC1;ChromanC1;PMHCR;PMCol;NSC226236;NSC226236;UNII7G73627R36;NSC226236;AC11926;BP11301;LS39406;DB031296;Z3168.PubchemCID99479;22578Pentamethyl6chromanol.

IUPAC/ChemicalName:2,2,5,7,8-pentamethylchroman-6-ol.

InChiKey:SEBPXHSZHLFWRL-UHFFFAOYSA-N

InChiCode:InChI=1S/C14H20O2/c1-8-9(2)13-11(10(3)12(8)15)6-7-14(4,5)16-13/h15H,6-7H2,1-5H3

SMILESCode:OC1=C(C)C(CCC(C)(C)O2)=C2C(C)=C1C


TechnicalData

Appearance:
Solidpowder

Purity:
>98%(orrefertotheCertificateofAnalysis)

ShippingCondition:
Shippedunderambienttemperatureasnon-hazardouschemical.ThisproductisstableenoughforafewweeksduringordinaryshippingandtimespentinCustoms.

StorageCondition:
Dry,darkandat0-4Cforshortterm(daystoweeks)or-20Cforlongterm(monthstoyears).

Solubility:
SolubleinDMSO,notinwater

ShelfLife:
>2yearsifstoredproperly

DrugFormulation:
ThisdrugmaybeformulatedinDMSO

StockSolutionStorage:
0-4Cforshortterm(daystoweeks),or-20Cforlongterm(months).

HarmonizedSystemCode:
293490


AdditionalInformation

  
 
 
 


References

1:OhlowMJ,GranoldM,SchreckenbergerM,MoosmannB.IsthechromanolheadgroupofvitaminEnature'sfinaltruthonchain-breakingantioxidants?FEBSLett.2012Mar23;586(6):711-6.Epub2012Jan24.PubMedPMID:22281199.

2:MonzoteL,StambergW,PatelA,RosenauT,MaesL,CosP,GilleL.SyntheticchromanolderivativesandtheirinteractionwithcomplexIIIinmitochondriafrombovine,yeast,andLeishmania.ChemResToxicol.2011Oct17;24(10):1678-85.Epub2011Aug12.PubMedPMID:21809846.

3:MadeiraPJ,FaddoulM,AfonsoMB,VazPD,FernandezMT,LealJP.Onthewaytounderstandantioxidants:chromanolanddimethoxyphenolsgas-phaseacidities.JMassSpectrom.2011Jul;46(7):640-8.doi:10.1002/jms.1933.PubMedPMID:21671439.

4:NealAM,TaylorHC,MillarID,KibbleJD,WhiteSJ,RobsonL.RenaldefectsinKCNE1knockoutmicearemimickedbychromanol293Binvivo:identificationofaKCNE1-regulatedK+conductanceintheproximaltubule.JPhysiol.2011Jul15;589(Pt14):3595-609.Epub2011May16.PubMedPMID:21576273;PubMedCentralPMCID:PMC3167120.

5:VakalopoulosA,SchmeckC,ThutewohlM,LiV,BischoffH,LustigK,WeberO,PaulsenH,EliasH.Chromanolderivatives--anovelclassofCETPinhibitors.BioorgMedChemLett.2011Jan1;21(1):488-91.Epub2010Oct26.PubMedPMID:21084191.

6:HoCY.Cyanativealkene-aldehydecoupling:Ni(0)-NHC-Et2AlCNmediatedchromanolsynthesiswithhighcis-selectivityatroomtemperature.ChemCommun(Camb).2010Jan21;46(3):466-8.Epub2009Nov13.PubMedPMID:20066327.

7:ChengHC,IncardonaJ.Modelsoftorsadesdepointes:effectsofFPL64176,DPI201106,dofetilide,andchromanol293Binisolatedrabbitandguineapighearts.JPharmacolToxicolMethods.2009Sep-Oct;60(2):174-84.Epub2009Jun11.PubMedPMID:19524054.

8:RosenauT,KloserE,GilleL,MazziniF,NetscherT.VitaminEchemistry.Studiesintoinitialoxidationintermediatesofalpha-tocopherol:disprovingtheinvolvementof5a-C-centered"chromanolmethide"rADIcals.JOrgChem.2007Apr27;72(9):3268-81.Epub2007Mar29.PubMedPMID:17391045.

9:LercheC,BruhovaI,LercheH,SteinmeyerK,WeiAD,Strutz-SeebohmN,LangF,BuschAE,ZhorovBS,SeebohmG.Chromanol293BbindinginKCNQ1(Kv7.1)channelsinvolveselectrostaticinteractionswithapotassiumionintheselectivityfilter.MolPharmacol.2007Jun;71(6):1503-11.Epub2007Mar8.Erratumin:MolPharmacol.2007Sep;72(3):796.PubMedPMID:17347319.

10:BettGC,MoralesMJ,BeahmDL,DuffeyME,RasmussonRL.Ancillarysubunitsandstimulationfrequencydeterminethepotencyofchromanol293BblockoftheKCNQ1potassiumchannel.JPhysiol.2006Nov1;576(Pt3):755-67.Epub2006Aug3.PubMedPMID:16887873;PubMedCentralPMCID:PMC1890396.

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