| Identification | Back Directory | [Name]
2-HYDROXYCINNAMALDEHYDE | [CAS]
3541-42-2 | [Synonyms]
AT-51105
AKOS BC-1812
Hydroxycinnamaldehyde
o-hydroxy-cinnamaldehyd
o-hydroxycinnamaldehyde
2-HYDROXYCINNAMALDEHYDE
2-hydroxycinnamicaldehyde
2-HYDROXYCINNAMALDEHYDE 97+%
3-(2-hydroxyphenyl)-2-propena
3-(2-HYDROXYPHENYL)-2-PROPENAL
2-Propenal, 3-(2-hydroxyphenyl)-
3-(2-hydroxyphenyl)acrylaldehyde
2-HYDROXYCINNAMALDEHYDE ISO 9001：2015 REACH
3-(2-Hydroxyphenyl)-2-propenal
3-(2-Hydroxyphenyl)acrylaldehyde | [EINECS(EC#)]
204-683-8 | [Molecular Formula]
C9H8O2 | [MDL Number]
MFCD01736614 | [MOL File]
3541-42-2.mol | [Molecular Weight]
148.16 |
| Chemical Properties | Back Directory | [Melting point ]
126 °C | [Boiling point ]
311.3±17.0 °C(Predicted) | [density ]
1.174±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer, Under inert atmosphere | [solubility ]
Chloroform (Slightly, Heated), Methanol (Slightly, Heated) | [form ]
Solid | [pka]
8.99±0.35(Predicted) | [color ]
Yellow to Dark Yellow | [LogP]
1.674 (est) |
| Hazard Information | Back Directory | [Uses]
2-Hydroxycinnamaldehyde is a phenylpropanoid that can be isolated from the bark of Cinnamomum cassia. 2-Hydroxycinnamaldehyde inhibits Wnt/β-catenin, STAT3 signaling. 2-Hydroxycinnamaldehyde induces cell apoptosis 2-Hydroxycinnamaldehyde has antitumor and anti-inflammation activities[1][2][3]. | [Definition]
ChEBI: (E)-3-(2-Hydroxyphenyl)-2-propenal is a member of cinnamaldehydes. | [Synthesis Reference(s)]
Synthetic Communications, 34, p. 1223, 2004 DOI: 10.1081/SCC-120030309 | [Synthesis]
To a solution of 2-hydroxybenzaldehyde (10 g, 81.8 mmol) in THF (150 ml) was added (formylmethylene)triphenylphosphine (24.89 g, 81.8 mmol) at room temperature. The resulting reaction mixture was refluxed at 100 °C for 20 hours. The reaction mixture was c | [References]
[1] Lee MA, et al. Antitumor activity of 2-hydroxycinnamaldehyde for human colon cancer cells through suppression of β-catenin signaling. J Nat Prod. 2013 Jul 26;76(7):1278-84. DOI:10.1021/np400216m
[2] Yoon YJ, et al. 2'-hydroxycinnamaldehyde inhibits cancer cell proliferation and tumor growth by targeting the pyruvate kinase M2. Cancer Lett. 2018 Oct 10;434:42-55. DOI:10.1016/j.canlet.2018.07.015
[3] Hao Let al. 2'-Hydroxycinnamaldehyde ameliorates imiquimod-induced psoriasiform inflammation by targeting PKM2-STAT3 signaling in mice. Exp Mol Med. 2021 May;53(5):875-884. DOI:10.1038/s12276-021-00620-z |
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