Overview:
ProductName | AICAR |
Description | Autophagyinducer |
Purity | >99%(TLC),NMRconforms |
CASNo. | 2627-69-2 |
MolecularFormula | C9H14N4O5 |
MolecularWeight | 258.2 |
Properties
StorageTemperature | -20ºC |
ShippingTemperature | ShippedAmbient |
ProductType | Inducer |
Solubility | Solubleto75mMinwaterandto75mMinDMSO. |
Source | Synthetic |
Appearance | Off-whitesolid. |
SMILES | [[email protected]@H]2([N]1C(=C(C(N)=O)N=C1)N)O[[email protected]](CO)[[email protected]]([[email protected]]2O)O |
InChI | InChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1 |
InChIKey | RTRQQBHATOEIAF-UUOKFMHZSA-N |
SafetyPhrases | Classification:D2B-ToxicMaterialCausingOtherToxicEffects,Moderateskinirritant,Moderaterespiratoryirritant,ModerateeyeirritantSafetyPhrases:S22-Donotbreathedust.S24/25-Avoidcontactwithskinandeyes.S36/37/39-Wearsuitableprotectiveclothing,glovesandeye/faceprotection.Hazardstatements:H315-Causesskinirritation.H319-Causesseriouseyeirritation.H335-Maycauserespiratoryirritation.Precautionarystatements:P261-Avoidbreathingdust/fume/gas/mist/vapours/spray.P264-Washskinthoroughlyafterhandling.P271-Useonlyoutdoorsorinawell-ventilatedarea.P280-Wearprotectivegloves/eyeprotection/faceprotection.P302+P352-IFONSKIN:Washwithplentyofsoapandwater.P304+P340-IFINHALED:Removevictimtofreshairandkeepatrestinapositioncomfortableforbreathing.P305+P351+P338-IFINEYES:Rinsecautiouslywithwaterforseveralminutes.Removecontactlenses,ifpresentandeasytodo.Continuerinsing.P312-CallaPOISONCENTERordoctor/physicianifyoufeelunwell.P321-Specifictreatment(seesupplementalfirstaidinstructionsonthislabel).P332+P313-Ifskinirritationoccurs:Getmedicaladvice/attention.P337+P313-Ifeyeirritationpersists:Getmedicaladvice/attention.P362-Takeoffcontaminatedclothingandwashbeforereuse.P403+P233-Storeinawell-ventilatedplace.Keepcontainertightlyclosed.P405-Storelockedup.P501-Disposeofcontents/containertoanapprovedwastedisposalplant. |
CiteThisProduct | AICAR(StressMarqBiosciencesInc.,VictoriaBCCANADA,Catalog#SIH-402) |
BIOLOGicalDescription
AlternativeNames | N1-(β-D-Ribofuranosyl)-5-aminoimidazole-4-carboxamide |
ResearchAreas | Cancer,Autophagy |
PubChemID | 17513 |
ScientificBackground | AICARisanadenosineanalogthatwhenphosphorylatedforms5-aminoimidazole-4-carboxamide-1-D-ribofuranosyl-5’-monophosphate(ZMP)whichproceedstoactivateadenosinemonophosphate-activatedproteinkinase(AMPK).Thisprocessinturnstimulatesglucoseuptakebyskeletalmuscleinaninsulin-dependentmanner.AutophagyisinitiatedbytheUNC-51-likekinase1/2complex(ULK1andULK2).Underbasalconditions,autophagyisnegativelyregulatedduetothephosphorylationofULK1atserine-757bymTORC1.Duringstarvation,autophagyispositivelyregulatedbyULK1/2whenitisphosphorylatedatserine-555andserine-777byAMPK.Therefore,theactivationofAMPKbyAICAR,inturnwillinduceautophagy. |
References | 1.JhunB.S.,etal.(2004)BiochemBiophysResCommun.318(2):372-80. 2.HuangH.,etal.(2013)Autophagy.9(2):175-95. |
ProductImages
ChemicalstructureofAICAR(SIH-402),aAutophagyinducer.CAS#:2627-69-2.MolecularFormula:C9H14N4O5.MolecularWeight:258.2g/mol.
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