DASA-58 - Moligand™, 10mM in DMSO , Activator of pyruvate kinase M1/2, CAS No.1203494-49-8, Activator of pyruvate kinase M1/2

CAS: 1203494-49-8 Cat. No.: D420896 Molecular Weight: 453.53

GRADE & PURITY Moligand™, 10mM in DMSO

Synonyms

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

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

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

Synonyms

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

Specifications & Purity

Moligand™, 10mM in DMSO

Biochemical and Physiological Mechanisms

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

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

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

Grade

Moligand™

Action Type

ACTIVATOR

Mechanism of action

Activator of pyruvate kinase M1/2

Product Properties

• ALogP: 0.632
• hba_count: 6
• HBD Count: 1
• Rotatable Bond: 4

Names and Identifiers

• Canonical Smiles: 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
• Isomeric SMILES: C1CN(CCN(C1)S(=O)(=O)C2=CC=CC(=C2)N)S(=O)(=O)C3=CC4=C(C=C3)OCCO4
• Molecular Weight: 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
    • Class Benzene and substituted derivatives
      • Subclass Benzenesulfonamides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: 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

Associated Targets(Human)

PKM Tchem Pyruvate kinase PKM (0 Activities)

Discover Target: PKM

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

Associated Targets(non-human)

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

Mechanisms of Action

Chemical and Physical Properties

• DMSO(mg / mL) Max Solubility: 91
• DMSO(mM) Max Solubility: 200.6482482
• Water(mg / mL) Max Solubility: ＜1
• Molecular Weight: 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