Bromopyruvic acid - 10mM in DMSO , CAS No.1113-59-3

CAS: 1113-59-3 Cat. No.: B420621 Fórmula: C₃H₃BrO₃ Peso molecular: 166.96 Beilstein Registry Number: 1746786 Número CE: 214-206-5

GRADE & PURITY 10mM in DMSO

Synonyms

AS-16146 | B1153 | 3-bromopyruvic acid | bromo-2-oxopropanoic acid | bromopyruvic acid | Bromopyruvic acid, >=97.0% (T) | J-650255 | 3-bromopyruvate | BPV | J-511892 | 3-bromo-2-oxopropanoic acid | AKOS015892643 | AM84337 | EINECS 214-206-5 | 3-BP | 3-BrP

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Visão geral

3-Bromopyruvic acid is a brominated derivative of pyruvic acid , which inhibits HXK II (hexokinase II) in cancer cells. As a result of this inhibition the cells are unable to metabolize glucose into ATP directly. Studies conducted on MCF-7 breast cancer cells show that 3-Bromopyruvic acid hydrate reduces the expression of Bcl-2, c-Myc and mutant p53, which are involved in the cell death signal transduction pathway. Alternate studies indicate that 3-Bromopyruvic acid hydrate is a very selective antibiotic, inhibiting the growth of certain yeasts.
Affinity label for cysteine residues; Cross-linker between nucleic acids and proteins

Specifications

Sinónimos

AS-16146 | B1153 | 3-bromopyruvic acid | bromo-2-oxopropanoic acid | bromopyruvic acid | Bromopyruvic acid, >=97.0% (T) | J-650255 | 3-bromopyruvate | BPV | J-511892 | 3-bromo-2-oxopropanoic acid | AKOS015892643 | AM84337 | EINECS 214-206-5 | 3-BP | 3-BrP

Especificações e pureza

10mM in DMSO

Mecanismos bioquímicos e fisiológicos

Hexokinase II inhibitor. Antitumor agent. Inhibits glutathione S-transferase and SOD. Pyruvic acid derivative. Induces oxidative stress. Induces S and G2/M cell cycle arrest. Shows antiproliferative effects. Shows antitumor and antimicrobial

Condições de armazenamento de armazenamento

Store at -80°C

Enviado em

Dry ice packs + Cold packs

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Tipo de ação

INHIBITOR

Nomes e identificadores

Pubchem Sid

528772984

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/528772984

Sorrisos canónicos

C(C(=O)C(=O)O)Br

IUPAC Name

3-bromo-2-oxopropanoic acid

InChIKey

PRRZDZJYSJLDBS-UHFFFAOYSA-N

INCHI

1S/C3H3BrO3/c4-1-2(5)3(6)7/h1H2,(H,6,7)

SMILES isoméricas

C(C(=O)C(=O)O)Br

WGK Alemanha

3

RTECS

UZ0840000

Peso molecular

166.96

Beilstein

1746786

Reaxy-Rn

1746786

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1746786&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Keto acids and derivatives
      • Subclass Alpha-keto acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Keto acids and derivatives
• Subclass: Alpha-keto acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Alpha-keto acids and derivatives
• Alternative Parents: Alpha-hydroxy ketones Alpha-haloketones Monocarboxylic acids and derivatives Carboxylic acids Organobromides Organic oxides Hydrocarbon derivatives Alkyl bromides
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Alpha-keto acid - Alpha-haloketone - Alpha-hydroxy ketone - Ketone - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organooxygen compound - Organobromide - Organohalogen compound - Carbonyl group - Organic oxide - Organic oxygen compound - Alkyl halide - Alkyl bromide - Hydrocarbon derivative - Aliphatic acyclic compound
• Descrição: This compound belongs to the class of organic compounds known as alpha-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the adjacent carbon.
• 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

Alvos associados (não humanos)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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

dapA Dihydrodipicolinate synthase (65 Activities)

Discover Target: dapA

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

Escherichia coli (133304 Activities)

Explore this target

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

icl1 Isocitrate lyase 1 (45 Activities)

Discover Target: icl1

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

Mecanismos de ação

Propriedades químicas e físicas

• Sensibilidade: Air Sensitive,Hygroscopic,Heat Sensitive
• Ponto de fusão (°C): 77°C
• Peso molecular: 166.960 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.927 Da
• Monoisotopic Mass: 165.927 Da
• Topological Polar Surface Area: 54.400 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 98.400
• 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