2-HBA

Modify Date: 2024-01-06 18:23:27

2-HBA Structure
2-HBA structure
Common Name 2-HBA
CAS Number 131359-24-5 Molecular Weight 266.291
Density 1.3±0.1 g/cm3 Boiling Point 495.5±40.0 °C at 760 mmHg
Molecular Formula C17H14O3 Melting Point N/A
MSDS Chinese USA Flash Point 267.6±23.8 °C

 Use of 2-HBA


2-HBA is a potent inducer of NAD(P)H:quinone acceptor oxidoreductase 1 (NQO1) which can also activate caspase-3 and caspase-10.

 Names

Name 2-hba
Synonym More Synonyms

 2-HBA Biological Activity

Description 2-HBA is a potent inducer of NAD(P)H:quinone acceptor oxidoreductase 1 (NQO1) which can also activate caspase-3 and caspase-10.
Related Catalog
Target

Caspase-3

Caspase-10

In Vitro When L1210 cells are exposed to 0.6 μM 2-HBA (bis(2-hydroxy-benzylidene)acetone), the specific activities of NQO1 and glutathione reductase increase by 6- and 1.5-fold, respectively. The total cellular glutathione content is also coordinately induced by 2.4-fold. In a more detailed study it is found that NQO1 is induced by 2-HBA in a concentration-dependent manner. Treatments with 2-HBA cause cell cycle arrest and apoptosis in both L1210 wild type cells and their Y8 drug-resistant counterparts in a concentration-dependent manner. 2-HBA can also activate caspase-3 and caspase-10[1].
Kinase Assay Cells (20,000 per well) are grown for 24 h in 96-well plates, then exposed to 2-HBA (bis(2-hydroxybenzylidene)acetone) for either 24 h (for glutathione determination) or 48 h (for determination of enzyme activities). At the end of the exposure period, cells are collected by centrifugation (1500×g for 15 min at 4°C), washed with DPBS, and finally lysed in 0.08% digitonin. An aliquot (25 μL) is used for protein analysis. Activity of NQO1 is determined by the Prochaska test[1].
Cell Assay After exposure to 2-HBA (bis(2-hydroxybenzylidene)acetone) for 24 h, duplicate aliquots of cells (1×106) are collected by centrifugation and washed with cold DPBS. Apoptosis is determined using the Annexin-V-FLUOS assay with simultaneous determination of the necrotic fraction by the uptake of propidium iodide[1].
References

[1]. Dinkova-Kostova AT, et al. Bis(2-hydroxybenzylidene)acetone, a potent inducer of the phase 2 response, causes apoptosis in mouse leukemia cells through a p53-independent, caspase-mediated pathway. Cancer Lett. 2007 Jan 8;245(1-2):341-9.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 495.5±40.0 °C at 760 mmHg
Molecular Formula C17H14O3
Molecular Weight 266.291
Flash Point 267.6±23.8 °C
Exact Mass 266.094299
PSA 57.53000
LogP 4.91
Vapour Pressure 0.0±1.3 mmHg at 25°C
Index of Refraction 1.704
Storage condition 2-8℃

 Safety Information

RIDADR NONH for all modes of transport

 Synthetic Route

~80%

2-HBA Structure

2-HBA

CAS#:131359-24-5

Literature: Goswami, Shyamaprosad; Chakrabarty, Rinku Journal of the Indian Chemical Society, 2011 , vol. 88, # 4 p. 547 - 557

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2-HBA Structure

2-HBA

CAS#:131359-24-5

Literature: Heilbron; Buck Journal of the Chemical Society, 1921 , vol. 119, p. 1514

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2-HBA Structure

2-HBA

CAS#:131359-24-5

Literature: McGookin; Sinclair Journal of the Chemical Society, 1928 , p. 1175

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2-HBA Structure

2-HBA

CAS#:131359-24-5

Literature: Glaser; Tramer Journal fuer Praktische Chemie (Leipzig), 1927 , vol. <2>116, p. 334,336

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2-HBA Structure

2-HBA

CAS#:131359-24-5

Literature: McGookin; Heilbron Journal of the Chemical Society, 2102, 2103

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 Synonyms

1,4-Pentadien-3-one, 1,5-bis(2-hydroxyphenyl)-, (1E,4E)-
(1E,4E)-1,5-Bis(2-hydroxyphenyl)penta-1,4-dien-3-one
QR B1U1V1U1R BQ &&(E,E)- Form
(1E,4E)-1,5-Bis(2-hydroxyphenyl)-1,4-pentadien-3-one
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