CAS Number614-47-1
SynonymsPhenyl (E)-2-phenylethenyl ketone; RV1U1R &&E Form; Phenyl styryl ketone; b-Phenylacrylophenone; β-Phenylacrylophenone; 1-Benzoyl-2-phenylethylene; chalcone; EINECS 202-330-2; (2E)-1,3-diphenylprop-2-en-1-one; phenyl trans-styryl ketone; (E)-1-Benzoyl-2-phenylethylene; trans-Chalcone; MFCD00003082; (2E)-1,3-Diphenyl-2-propen-1-one; β-Benzoylstyrene; b-Benzoylstyrene
Molecular FormulaC6H5CH=CHCOC6H5
Molecular Weight208.26
Purity97%
Density1.1±0.1 g/cm3
Boiling Point208 °C/25 mmHg (lit.)
Melting Point55-57 °C (lit.)
Appearancesolid
EINECS210-383-8
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 614-47-1 |
| Catalog No. | 2A-9024202 |
| Chinese Name | 反-查耳酮 |
| Synonyms | Phenyl (E)-2-phenylethenyl ketone; RV1U1R &&E Form; Phenyl styryl ketone; b-Phenylacrylophenone; β-Phenylacrylophenone; 1-Benzoyl-2-phenylethylene; chalcone; EINECS 202-330-2; (2E)-1,3-diphenylprop-2-en-1-one; phenyl trans-styryl ketone; (E)-1-Benzoyl-2-phenylethylene; trans-Chalcone; MFCD00003082; (2E)-1,3-Diphenyl-2-propen-1-one; β-Benzoylstyrene; b-Benzoylstyrene |
| Molecular Formula | C6H5CH=CHCOC6H5 |
| Molecular Weight | 208.26 |
| Purity | 97 |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 208 °C/25 mmHg (lit.) |
| Melting Point | 55-57 °C (lit.) |
| Appearance | solid |
| Storage Condition | This product should be stored in a cool and dry pl |
| Application | Trans-Chalcone is isolated from the peel of Aronia melanocarpa and is a bisphenol core structure of the flavonoid precursor. trans-Chalcone is a potent fatty acid synthase (FAS) and α-amylase (b>α-amy |
| EINECS | 210-383-8 |
| PubChem ID | 24848257 |
| MDL Number | MFCD00003082 |
| SMILES | [H]\C(=C(\[H])C(=O)c1ccccc1)c2ccccc2 |
| InChI | 1S/C15H12O/c16-15(14-9-5-2-6-10-14)12-11-13-7-3-1-4-8-13/h1-12H/b12-11+ |
| InChI Key | DQFBYFPFKXHELB-VAWYXSNFSA-N |
| NACRES Code | NA.22 |
| UNSPSC | 12352100 |
| MSDS | msds/24202_1_614_47_1.pdf |
| Bioactivity | trans-Chalcone, isolated from Aronia melanocarpa skin, is a biphenolic core structure of flavonoids precursor. trans-Chalcone is a potent fatty acid synthase (FAS) and α-amylase inhibitor. trans-Chalcone causes cellcycle arrest and induces apoptosis in the breastcancer cell line MCF-7. trans-Chalcone has antifungal and anticancer activity[1][2][3]. Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> Metabolic Enzyme/Protease >> Fatty Acid Synthase (FAS) Signaling Pathways >> Anti-infection >> Fungal Research Areas >> Inflammation/Immunology In Vitro trans-Chalcone competitively inhibits porcine pancreatic α-amylase with a Ki of 48 μM[2]. trans-Chalcone (30.23-98.03 μM; 24 hours) induces cell cycle arrest and apoptosis in MCF-7 cells[1]. trans-Chalcone (30.23-98.03 μM; 24 hours) reduces the expression of the apoptosis-related protein Bcl-2 and induces the expression of the CIDEA gene[1]. trans-Chalcone (58.25 μM; 6, 24 hours) has greater inhibition of Bcl-2, induction of APAF1 and BAX, and strong induction of CIDEA in 24 hours[1]. trans-Chalcone (24 hours) inhibits MCF-7 cell viability (IC20=30.23 μM; IC50=58.25 μM; IC80=98.03 μM). trans-Chalcone (48 h) has IC50s of 41.53 μM and 48.41 μM for MCF-7 and 3T3 cell lines, respectively. trans-Chalcone exhibits a pronounced cytotoxicity activity[1]. Apoptosis Analysis[1] Cell Line: MCF-7 cell Concentration: 30.23, 58.25, 98.03 μM Incubation Time: 24 hours Result: Induced apoptosis of the breast cancer cell line. Cell Cycle Analysis[1] Cell Line: MCF-7 cell Concentration: 30.23, 58.25, 98.03 μM Incubation Time: 24 hours Result: Caused cell cycle arrest in G1. Western Blot Analysis[1] Cell Line: MCF-7 cell Concentration: 20, 40, 80 μM Incubation Time: 24, 48 hours Result: Reduced the expression of the apoptosis-related protein Bcl-2 and induced the expression of the CIDEA gene. There was marked degradation of cyclin D1 at 48 h. RT-PCR[1] Cell Line: MCF-7 cell Concentration: 58.25 μM Incubation Time: 6, 24 hours Result: Had greater inhibition of Bcl-2, induction of APAF1 and BAX, and strong induction of CIDEA in 24 hours. References [1]. Luis Felipe Buso Bortolotto, et al. Cytotoxicity of trans-chalcone and licochalcone A against breast cancer cells is due to apoptosis induction and cell cycle arrest. Biomed Pharmacother. 2017 Jan;85:425-433. [2]. Mahmoud Najafian, et al. Trans-chalcone: a novel small molecule inhibitor of mammalian alpha-amylase. Mol Biol Rep. 2011 Mar;38(3):1617-20. [3]. Tamires Aparecida Bitencourt, et al. Trans-chalcone and quercetin down-regulate fatty acid synthase gene expression and reduce ergosterol content in the human pathogenic dermatophyte Trichophyton rubrum. BMC Complement Altern Med. 2013 Sep 17;13:229. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 346.6±25.0 °C at 760 mmHg Melting Point 55-57ºC Molecular Formula C15H12O Molecular Weight 208.255 Flash Point 150.1±18.1 °C Exact Mass 208.088821 PSA 17.07000 LogP 4.01 Vapour Pressure 0.0±0.8 mmHg at 25°C Index of Refraction 1.625 InChIKey DQFBYFPFKXHELB-VAWYXSNFSA-N SMILES O=C(C=Cc1ccccc1)c1ccccc1 |
| Use of | Properties Articles30 Name trans-chalcone Synonym More Synonyms (E)-Chalcone Biological Activity Related Catalog Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> Metabolic Enzyme/Protease >> Fatty Acid Synthase (FAS) Signaling Pathways >> Anti-infection >> Fungal Research Areas >> Inflammation/Immunology References [1]. Luis Felipe Buso Bortolotto, et al. Cytotoxicity of trans-chalcone and licochalcone A against breast cancer cells is due to apoptosis induction and cell cycle arrest. Biomed Pharmacother. 2017 Jan;85:425-433. [2]. Mahmoud Najafian, et al. Trans-chalcone: a novel small molecule inhibitor of mammalian alpha-amylase. Mol Biol Rep. 2011 Mar;38(3):1617-20. [3]. Tamires Aparecida Bitencourt, et al. Trans-chalcone and quercetin down-regulate fatty acid synthase gene expression and reduce ergosterol content in the human pathogenic dermatophyte Trichophyton rubrum. BMC Complement Altern Med. 2013 Sep 17;13:229. Chemical & Physical Properties Molecular Formula C15H12O Exact Mass 208.088821 PSA 17.07000 Index of Refraction 1.625 InChIKey DQFBYFPFKXHELB-VAWYXSNFSA-N |
| Transport Info | Product name: trans-chalcone |
| Related Products in Botanical Reference Standards | ||
|---|---|---|
| 2-Bromoanthraquinone | 572-83-8 | 2A-9022980 |
| Fraxetin | 574-84-5 | 2A-9022994 |
| Apigenin 7-glucoside | 578-74-5 | 2A-9023028 |
| Liquiritigenin | 578-86-9 | 2A-9023030 |
| Rhodiola Rosea | 97404-52-9 | 2A-9024152 |
| beta-Boswellic Acid | 631-69-6 | 2A-9024603 |
| 2,6-Dibromoanthraquinone | 633-70-5 | 2A-9024623 |
| Isoscopoletin | 776-86-3 | 2A-9025229 |
| Cryptochlorogenic acid | 905-99-7 | 2A-9025569 |
| Neochlorogenic acid | 906-33-2 | 2A-9025570 |
| Browse all Botanical Reference Standards products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS