DASA-58 - Moligand™, ≥98% , Activator of pyruvate kinase M1/2, CAS No.1203494-49-8, Activator of pyruvate kinase M1/2

CAS: 1203494-49-8 Cat. No.: D413874 Formule: C₁₉H₂₃N₃O₆S₂ Poids moléculaire: 453.53

GRADE & PURITY Moligand™, ≥98%

Synonyms

3-​[[4-​[(2,​3-​dihydro-​1,​4-​benzodioxin-​6-​yl)​sulfonyl]​hexahydro-​1H-​1,​4-​diazepin-​1-​yl]​sulfonyl]​-Benzenamine

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Vue d’ensemble

Information

DASA-58 DASA-58 is a specific and potent Pyruvate kinase M2 (PKM2) activator.

Targets

PKM2

In vitro

DASA-58 inhibits LPS-induced Hif-1α and IL-1β, as well as the expression of a range of other Hif-1α-dependent genes in primary BMDMs, and also inhibits glycolysis and the accumulation of succinate in LPS-activated macrophages. In PC3 cells, DASA-58 impairs stromal-induced EMT program by restoring PK activity and abrogating the nuclear translocation of PKM2, as well as its association with HIF-1α. DASA-58 also dramatically reduces (~6-fold) CAFs-induced lung metastases formation in PC3 cells.

In vivo

DASA-58 (40 μM) affects EMT of prostate cancers and tumor dissemination in SCID mice.

Specifications

Synonymes

3-​[[4-​[(2,​3-​dihydro-​1,​4-​benzodioxin-​6-​yl)​sulfonyl]​hexahydro-​1H-​1,​4-​diazepin-​1-​yl]​sulfonyl]​-Benzenamine

Spécifications et pureté

Moligand™, ≥98%

Mécanismes biochimiques et physiologiques

DASA-58 is a specific and potent Pyruvate kinase M2 (PKM2) activator.

Conditions de stockage de stockage

Store at -20°C

Expédié en

Ice chest + Ice pads

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Grade

Moligand™

Type d'action

ACTIVATOR

Mécanisme d'action

Activator of pyruvate kinase M1/2

Pureté

≥98%

Propriétés du produit

• ALogP: 0.632
• hba_count: 6
• Nombre de HBD: 1
• Liaison rotative: 4

Noms et identifiants

• Pubchem Sid: 504770366
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504770366
• Sourires canoniques: C1CN(CCN(C1)S(=O)(=O)C2=CC=CC(=C2)N)S(=O)(=O)C3=CC4=C(C=C3)OCCO4
• IUPAC Name: 3-[[4-(2,3-dihydro-1,4-benzodioxin-6-ylsulfonyl)-1,4-diazepan-1-yl]sulfonyl]aniline
• InChIKey: GMHIOMMKSMSRLY-UHFFFAOYSA-N
• INCHI: 1S/C19H23N3O6S2/c20-15-3-1-4-16(13-15)29(23,24)21-7-2-8-22(10-9-21)30(25,26)17-5-6-18-19(14-17)28-12-11-27-18/h1,3-6,13-14H,2,7-12,20H2
• Isomères SMILES: C1CN(CCN(C1)S(=O)(=O)C2=CC=CC(=C2)N)S(=O)(=O)C3=CC4=C(C=C3)OCCO4
• Poids moléculaire: 453.53
• Reaxy-Rn: 20138512
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=20138512&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Classe Benzene and substituted derivatives
      • Subclass Benzenesulfonamides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Classe: Benzene and substituted derivatives
• Subclass: Benzenesulfonamides
• Intermediate Tree Nodes: Not available
• Direct Parent: Aminobenzenesulfonamides
• Alternative Parents: Benzo-1,4-dioxanes Benzenesulfonyl compounds Aniline and substituted anilines Alkyl aryl ethers 1,4-diazepanes Para dioxins Organosulfonamides Sulfonyls Oxacyclic compounds Azacyclic compounds Primary amines Organopnictogen compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Aminobenzenesulfonamide - Benzo-1,4-dioxane - Benzodioxane - Benzenesulfonyl group - Aniline or substituted anilines - 1,4-diazepane - Alkyl aryl ether - Diazepane - Para-dioxin - Organosulfonic acid amide - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Sulfonyl - Azacycle - Ether - Oxacycle - Organoheterocyclic compound - Organic nitrogen compound - Primary amine - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as aminobenzenesulfonamides. These are organic compounds containing a benzenesulfonamide moiety with an amine group attached to the benzene ring.
• 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

Cibles associées (humaines)

PKM Tchem Pyruvate kinase PKM (0 Activities)

Discover Target: PKM

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Cibles associées (non humaines)

Pkm Pyruvate kinase isozymes M1/M2 (66 Activities)

Discover Target: Pkm

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

Pklr Pyruvate kinase isozymes R/L (113 Activities)

Discover Target: Pklr

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

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Solubility (25°C) In vitro DMSO: 91 mg/mL (200.64 mM); Water: Insoluble; Ethanol: Insoluble
• DMSO (mg/mL) Solubilité maximale: 91
• DMSO (mM) Solubilité maximale: 200.6482482
• Eau (mg/mL) Solubilité maximale: ＜1
• Poids moléculaire: 453.500 g/mol
• XLogP3: 1.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 453.103 Da
• Monoisotopic Mass: 453.103 Da
• Topological Polar Surface Area: 136.000 Ų
• Heavy Atom Count: 30
• Formal Charge: 0
• Complexity: 794.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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