Iberdomide (CC220) - Moligand™, 10mM in DMSO , cereblon, CAS No.1323403-33-3, cereblon

CAS: 1323403-33-3 Cat. No.: I421245 Summenformel: C25H27N3O5 Molekulargewicht: 449.5
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QUALITÄT & REINHEIT Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 10mM in DMSO
Synonyms
DB12101 | 1323403-33-3 | A903376 | AKOS032946272 | CC 220;CC-220;Iberdomide | SR-01000426667-1 | HY-101291 | Iberdomide [USAN] | 8W7 | EX-A1425 | IBERDOMIDE [WHO-DD] | (S)-3-(4-((4-(Morpholinomethyl)benzyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione |
Storage
Protected from light,Store at -80°C
Shipped In
Dry ice packs + Cold packs
Application
PROTAC
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Preis
Menge
1ml
I421245-1ml
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143,09€

209,91€
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Moligand™, 10mM in DMSO Moligand™ für empfindliche chromatographische und analytische Workflows, die minimale Basislinieninterferenzen erfordern.

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Literaturbeleg

In 0 peer-reviewten Publikationen zu Chromatographie, organischer Synthese und Kreuzkupplungsreaktionen zitiert.

Übersicht

Information

Iberdomide (CC-220) is a novel oral immunomodulatory compound that targets cereblon , part of the CRL4CRBN E3 ubiquitin ligase complex, with an IC50 of 60 nM in a competitive TR-FRET assay. Iberdomide (CC-220) induces apoptosis with antitumor and immunostimulatory activities.

Targets

cereblon 60 nM

In vitro

In cellular degradation assays, treatment with CC-220 results in the loss of Ikaros protein levels with an EC50 of 1 nM compared to 67 nM for lenalidomide and 24 nM for pomalidomide. CC-220 is similarly potent toward Aiolos, with an EC50 of 0.5 nM compared to 87 nM for lenalidomide and 22 nM for pomalidomide. CC-220 is a potent anti-proliferative and pro-apoptotic compound that shows activity in several MM cell line categories with differing sensitivity to lenalidomide, pomalidomide and dexamethasone. CC-220 induces PBMC-mediated killing of all MM cell lines regardless of the level of Cereblon expression and cell autonomous sensitivity. CC-220 acts through binding of Cereblon, leading to the degradation of the hematopoietic transcription factors Ikaros and Aiolos, followed by disruption of the MM promoting c-Myc/IRF4 axis.

Spezifikationen

Synonyme
DB12101 | 1323403-33-3 | A903376 | AKOS032946272 | CC 220;CC-220;Iberdomide | SR-01000426667-1 | HY-101291 | Iberdomide [USAN] | 8W7 | EX-A1425 | IBERDOMIDE [WHO-DD] | (S)-3-(4-((4-(Morpholinomethyl)benzyl)oxy)-1-oxoisoindolin-2-yl)piperidine-2,6-dione |
Spezifikationen & Reinheit
Moligand™, 10mM in DMSO
Biochemische und physiologische Mechanismen
Iberdomide (CC-220) is a novel oral immunomodulatory compound that targets cereblon, part of the CRL4CRBN E3 ubiquitin ligase complex, with an IC50 of 60 nM in a competitive TR-FRET assay. Iberdomide (CC-220) induces apoptosis with antitumor and immunosti
Storage
Protected from light,Store at -80°C
Verschickt in
Dry ice packs + Cold packs
Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.
Note
Moligand™
Mechanismus der Wirkung
cereblon
Produkteigenschaften
ALogP
1.56
hba_count
5
HBD-Zahl
1
Rotationsfähige Bindung
6
Namen und Kennungen
Pubchem Sid
Kanonisches Lächeln
C1CC(=O)NC(=O)C1N2CC3=C(C2=O)C=CC=C3OCC4=CC=C(C=C4)CN5CCOCC5
IUPAC Name
(3S)-3-[7-[[4-(morpholin-4-ylmethyl)phenyl]methoxy]-3-oxo-1H-isoindol-2-yl]piperidine-2,6-dione
InChIKey
IXZOHGPZAQLIBH-NRFANRHFSA-N
INCHI
1S/C25H27N3O5/c29-23-9-8-21(24(30)26-23)28-15-20-19(25(28)31)2-1-3-22(20)33-16-18-6-4-17(5-7-18)14-27-10-12-32-13-11-27/h1-7,21H,8-16H2,(H,26,29,30)/t21-/m0/s1
Isomere SMILES
C1CC(=O)NC(=O)[C@H]1N2CC3=C(C2=O)C=CC=C3OCC4=CC=C(C=C4)CN5CCOCC5
Alternative CAS-Nummer
1323403-33-3
MeSH-Eintrag
(3S)-3-(4-((4-((morpholin-4-yl)methyl)phenyl)methoxy)-1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione;CC-220;CC-220 hydrochloride;CC220;iberdomide;iberdomide hydrochloride
Molekulargewicht
449.5
Reaxy-Rn
21651468
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=21651468&ln=

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Erweiterte Daten

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
KlasseIsoindoles and derivatives
SubclassIsoindolines
Intermediate Tree Nodes Not available
Direct ParentIsoindolones
Alternative Parents Alpha amino acids and derivatives  Isoindoles  Benzylamines  Phenol ethers  Phenylmethylamines  Piperidinediones  Delta lactams  Alkyl aryl ethers  Aralkylamines  Morpholines  N-unsubstituted carboxylic acid imides  Tertiary carboxylic acid amides  Dicarboximides  Trialkylamines  Dialkyl ethers  Oxacyclic compounds  Azacyclic compounds  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Alpha-amino acid or derivatives - Isoindolone - Isoindole - Benzylamine - Piperidinedione - Phenylmethylamine - Phenol ether - Alkyl aryl ether - Delta-lactam - Aralkylamine - Piperidinone - Monocyclic benzene moiety - Morpholine - Benzenoid - Oxazinane - Piperidine - Tertiary carboxylic acid amide - Dicarboximide - Carboxylic acid imide - Carboxylic acid imide, n-unsubstituted - Amino acid or derivatives - Carboxamide group - Tertiary aliphatic amine - Tertiary amine - Lactam - Dialkyl ether - Azacycle - Oxacycle - Carboxylic acid derivative - Ether - Amine - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organic nitrogen compound - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
BeschreibungThis compound belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.
External Descriptors Not available
3D-Struktur
Interaktives chemisches Strukturmodell





Zugehörige Ziele (menschlich)
CRBN Tclin Protein cereblon (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
RPMI-8226 (44974 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MV4-11 (7307 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CRBN Tclin Protein cereblon (139 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CSNK1A1 Tchem Cereblon/Casein kinase I alpha (35 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CRBN Tclin Cereblon/Ikaros (139 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CRBN Tclin Cereblon/Aiolos (164 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CRBN Tclin Cereblon/GSPT1 (159 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MM1.S (1111 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Zugehörige Ziele (nicht menschlich)
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Wirkungsmechanismen
Zertifikate (CoA, COO, BSE/TSE und Analyse-Diagramm)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemische und physikalische Eigenschaften
EmpfindlichkeitLight sensitive
DMSO (mg/ml) Maximale Löslichkeit90
DMSO (mM) Maximale Löslichkeit200.222469410456
Wasser (mg/ml) Maximale Löslichkeit<1
Molekulargewicht449.500 g/mol
XLogP31.100
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count6
Exact Mass449.195 Da
Monoisotopic Mass449.195 Da
Topological Polar Surface Area88.200 Ų
Heavy Atom Count33
Formal Charge0
Complexity732.000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Lösungsrechner
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