Ixazomib Citrate (MLN9708) - ≥97% , 26S proteosome inhibitor, CAS No.1239908-20-3, 26S proteosome inhibitor

CAS: 1239908-20-3 Cat. No.: I413100 Molecular Weight: 517.12 EC Number: 813-102-2

GRADE & PURITY ≥97%

Synonyms

AKOS030632768 | BCP16600 | IXAZOMIB CITRATE [MI] | IXAZOMIB CITRATE [ORANGE BOOK] | DTXSID60924652 | NCGC00522453-02 | AC-35344 | EX-A3660 | Ixazomib citrate [USAN] | 1,3,2-Dioxaborolane-4,4-diacetic acid, 2-((1R)-1-((2-((2,5-dichlorobenzoyl)amino)acetyl)

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Information

Ixazomib citrate (MLN9708, Ninlaro) is a prodrug of Ixazomib (MLN2238), which is a selective, orally bioavailable inhibitor of20S proteasomethat inhibits the chymotrypsin-like proteolytic (β5) site with IC50 of 3.4 nM and Ki of 0.93 nM, respectively. Ixazomib (MLN2238) also inhibits caspase-like (β1) and trypsin-like (β2) proteolytic sites with IC50 of 31 nM and 3500 nM, respectively.

Targets

20S proteasome β5 site (Cell-free assay); 20S proteasome β5 site (Cell-free assay); 20S proteasome β1 site (Cell-free assay); 20S proteasome β2 site (Cell-free assay) 0.93 nM(Ki); 3.4 nM; 31 nM; 3500 nM

Specifications

Synonyms

AKOS030632768 | BCP16600 | IXAZOMIB CITRATE [MI] | IXAZOMIB CITRATE [ORANGE BOOK] | DTXSID60924652 | NCGC00522453-02 | AC-35344 | EX-A3660 | Ixazomib citrate [USAN] | 1, 3, 2-Dioxaborolane-4, 4-diacetic acid, 2-((1R)-1-((2-((2, 5-dichlorobenzoyl)amino)acetyl)

Specifications & Purity

≥97%

Biochemical and Physiological Mechanisms

Ixazomib citrate (MLN9708, Ninlaro) is a prodrug of Ixazomib (MLN2238), which is a selective, orally bioavailable inhibitor of 20S proteasome that inhibits the chymotrypsin-like proteolytic (β5) site with IC50 of 3.4 nM and Ki of 0.93 nM, respectively. Ix

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Mechanism of action

26S proteosome inhibitor

Purity

≥97%

Product Properties

• ALogP: 3.497
• hba_count: 7
• HBD Count: 2
• Rotatable Bond: 11

Names and Identifiers

• Pubchem Sid: 504771472
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504771472
• Canonical Smiles: B1(OC(=O)C(O1)(CC(=O)O)CC(=O)O)C(CC(C)C)NC(=O)CNC(=O)C2=C(C=CC(=C2)Cl)Cl
• IUPAC Name: 2-[4-(carboxymethyl)-2-[(1R)-1-[[2-[(2,5-dichlorobenzoyl)amino]acetyl]amino]-3-methylbutyl]-5-oxo-1,3,2-dioxaborolan-4-yl]acetic acid
• InChIKey: MBOMYENWWXQSNW-AWEZNQCLSA-N
• INCHI: 1S/C20H23BCl2N2O9/c1-10(2)5-14(21-33-19(32)20(34-21,7-16(27)28)8-17(29)30)25-15(26)9-24-18(31)12-6-11(22)3-4-13(12)23/h3-4,6,10,14H,5,7-9H2,1-2H3,(H,24,31)(H,25,26)(H,27,28)(H,29,30)/t14-/m0/s1
• Isomeric SMILES: B1(OC(=O)C(O1)(CC(=O)O)CC(=O)O)[C@H](CC(C)C)NC(=O)CNC(=O)C2=C(C=CC(=C2)Cl)Cl
• Molecular Weight: 517.12
• Reaxy-Rn: 48748332
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=48748332&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzoic acids and derivatives
        • Level5 Benzamides
          • Level6 Hippuric acids and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzoic acids and derivatives
• Intermediate Tree Nodes: Benzamides
• Direct Parent: Hippuric acids and derivatives
• Alternative Parents: N-acyl-alpha amino acids and derivatives Alpha amino acid amides 2-halobenzoic acids and derivatives 3-halobenzoic acids and derivatives Tricarboxylic acids and derivatives Benzoyl derivatives Dichlorobenzenes Aryl chlorides Vinylogous halides Boronic acid esters Dioxaborolanes Secondary carboxylic acid amides Carboxylic acid salts Oxacyclic compounds Organic metalloid salts Carboxylic acids Carbonyl compounds Hydrocarbon derivatives Monoalkylboranes Organic oxides Organochlorides Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: N-acyl-alpha amino acid or derivatives - Hippuric acid or derivatives - Alpha-amino acid amide - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - 2-halobenzoic acid or derivatives - 3-halobenzoic acid or derivatives - Halobenzoic acid or derivatives - Tricarboxylic acid or derivatives - Benzoyl - 1,4-dichlorobenzene - Halobenzene - Chlorobenzene - Aryl halide - Aryl chloride - Boronic acid ester - Vinylogous halide - 1,3,2-dioxaborolane - Boronic acid derivative - Carboxamide group - Carboxylic acid salt - Secondary carboxylic acid amide - Carboxylic acid derivative - Carboxylic acid - Oxacycle - Organoheterocyclic compound - Organic metalloid salt - Organonitrogen compound - Organic salt - Monoalkylborane - Organooxygen compound - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Alkylborane - Organohalogen compound - Organoboron compound - Organochloride - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as hippuric acids and derivatives. These are compounds containing a hippuric acid or a derivative, with a structure characterized the presence of a benzoyl group linked to the N-terminal of a glycine.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 100 mg/mL (193.37 mM); Ethanol: 100 mg/mL (193.37 mM); Water: Insoluble
• Sensitivity: sensitive to light
• DMSO(mg / mL) Max Solubility: 100
• DMSO(mM) Max Solubility: 193.378712871287
• Water(mg / mL) Max Solubility: ＜1
• Molecular Weight: 517.100 g/mol
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 11
• Exact Mass: 516.087 Da
• Monoisotopic Mass: 516.087 Da
• Topological Polar Surface Area: 168.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 797.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

XLogP3