Chalcone - 10mM in DMSO , CAS No.94-41-7

CAS: 94-41-7 Cat. No.: C427036 Molecular Weight: 208.26 EC Number: 202-330-2

GRADE & PURITY 10mM in DMSO

Synonyms

(2E)-1,3-Diphenyl-2-propen-1-one | (E)-Benzylideneacetophenone | .beta.-Phenylacrylophenone | 2-Benzylideneacetophenone | benzylidenacetophenone | Phenyl 2-phenylvinyl ketone | (E)-1,3-DIPHENYL-PROPENONE | (E)-Chalcone | CCRIS 2213 | MLS000069600 | (E)-1,

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

1,3-Diphenyl-2-propenone was used in the preparation of pharmacologically-interesting heterocyclic systems like pyrazolines and pyrimidines。

Specifications

Synonyms

(2E)-1, 3-Diphenyl-2-propen-1-one | (E)-Benzylideneacetophenone | .beta.-Phenylacrylophenone | 2-Benzylideneacetophenone | benzylidenacetophenone | Phenyl 2-phenylvinyl ketone | (E)-1, 3-DIPHENYL-PROPENONE | (E)-Chalcone | CCRIS 2213 | MLS000069600 | (E)-1,

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

1, 3-Diphenyl-2-propenone (chalcone) inhibits the proliferation of human breast cancer cell lines, MCF-7 and MDA-MB-231 by inducing apoptosis and blocking cell cycle progression in the G2/M phase. It is an inhibitor of Plasmodium falciparum cyclin-dependen

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.

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)C=CC(=O)C2=CC=CC=C2
• IUPAC Name: (E)-1,3-diphenylprop-2-en-1-one
• InChIKey: DQFBYFPFKXHELB-VAWYXSNFSA-N
• 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+
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C(=O)C2=CC=CC=C2
• WGK Germany: 3
• RTECS: FL6900000
• Molecular Weight: 208.26
• Reaxy-Rn: 509985
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=509985&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Class Linear 1,3-diarylpropanoids
      • Subclass Chalcones and dihydrochalcones

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Class: Linear 1,3-diarylpropanoids
• Subclass: Chalcones and dihydrochalcones
• Intermediate Tree Nodes: Not available
• Direct Parent: Retrochalcones
• Alternative Parents: Styrenes Benzoyl derivatives Aryl ketones Enones Acryloyl compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Retrochalcone - Aryl ketone - Styrene - Benzoyl - Benzenoid - Monocyclic benzene moiety - Alpha,beta-unsaturated ketone - Enone - Acryloyl-group - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as retrochalcones. These are a form of normal chalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions.
• External Descriptors: chalcone

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)

MAOB Tclin Amine oxidase [flavin-containing] B (1 Activities)

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DHFR Tclin Dihydrofolate reductase (3072 Activities)

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ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

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AR Tclin Androgen Receptor (11781 Activities)

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VDR Tclin Vitamin D receptor (26531 Activities)

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MAOA Tclin Monoamine oxidase A (11911 Activities)

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PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

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MAOB Tclin Monoamine oxidase B (8835 Activities)

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PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

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XDH Tclin Xanthine dehydrogenase (1038 Activities)

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TXNRD1 Tclin Thioredoxin reductase 1 (99 Activities)

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BCHE Tclin Butyrylcholinesterase (7174 Activities)

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AMY2A Tclin Pancreatic alpha-amylase (74 Activities)

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TNFRSF1A Tchem Tumor necrosis factor receptor R1 (157 Activities)

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KCNMA1 Tclin Calcium-activated potassium channel subunit alpha-1 (435 Activities)

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Homo sapiens (32628 Activities)

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A498 (42825 Activities)

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ACHN (49357 Activities)

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BT-20 (503 Activities)

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Caco-2 (12174 Activities)

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CAKI-1 (44928 Activities)

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CCRF-CEM (65223 Activities)

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COLO 205 (50209 Activities)

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DLD-1 (17511 Activities)

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DU-145 (51482 Activities)

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HL-60 (67320 Activities)

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HT-29 (80576 Activities)

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K562 (73714 Activities)

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KM12 (47707 Activities)

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M14 (47487 Activities)

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MCF7 (126967 Activities)

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MOLT-4 (49676 Activities)

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OVCAR-3 (48710 Activities)

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OVCAR-4 (44535 Activities)

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OVCAR-5 (45555 Activities)

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OVCAR-8 (47708 Activities)

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PANC-1 (6144 Activities)

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PC-3 (62116 Activities)

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RPMI-8226 (44974 Activities)

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RXF 393 (41971 Activities)

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SF-295 (48000 Activities)

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SK-MEL-2 (46422 Activities)

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SK-MEL-28 (48833 Activities)

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SK-MEL-5 (47095 Activities)

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SK-OV-3 (52876 Activities)

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SN12C (47755 Activities)

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SNB-19 (46794 Activities)

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TK-10 (45540 Activities)

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U-251 (51189 Activities)

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U2OS (164939 Activities)

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UACC-257 (46019 Activities)

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Associated Targets(non-human)

Cryz Quinone oxidoreductase (288 Activities)

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Pseudomonas aeruginosa (123386 Activities)

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Klebsiella pneumoniae (43867 Activities)

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Staphylococcus aureus (210822 Activities)

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Dickeya chrysanthemi (75 Activities)

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Escherichia coli (133304 Activities)

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Streptococcus mutans (2687 Activities)

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Streptococcus pyogenes (16140 Activities)

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Bacillus pumilus (984 Activities)

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Aspergillus niger (16508 Activities)

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Bacillus thuringiensis (718 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Saccharomyces cerevisiae (19171 Activities)

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Leishmania infantum (5912 Activities)

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Trypanosoma brucei (78846 Activities)

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Entamoeba histolytica (2676 Activities)

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Plasmodium falciparum (966862 Activities)

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Candida albicans (78123 Activities)

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Trichoderma viride (1263 Activities)

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Trichophyton rubrum (3646 Activities)

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Aureobasidium pullulans (46 Activities)

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Leishmania amazonensis (3813 Activities)

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Leishmania braziliensis (1091 Activities)

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Leishmania donovani (89745 Activities)

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Trypanosoma cruzi (99888 Activities)

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Caenorhabditis elegans (1055 Activities)

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Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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Talaromyces funiculosus (619 Activities)

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Chaetomium globosum (22 Activities)

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Paecilomyces variotii (130 Activities)

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3T3-L1 (3664 Activities)

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CHO (4503 Activities)

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L1210 (27553 Activities)

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MDCK (10148 Activities)

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P388 (20296 Activities)

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RAW264.7 (28094 Activities)

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NIH3T3 (5395 Activities)

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L929 (3802 Activities)

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Xanthomonas oryzae (286 Activities)

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srtA Sortase A (641 Activities)

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Luciferin 4-monooxygenase (66902 Activities)

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PYK Pyruvate kinase (6726 Activities)

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

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Athelia rolfsii (768 Activities)

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Culex quinquefasciatus (137 Activities)

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Kluyveromyces lactis (70 Activities)

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Ogataea angusta (372 Activities)

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Rhizoctonia solani (2251 Activities)

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Blood (6 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Flash Point(°F): 235.4 °F
• Flash Point(°C): 113 °C
• Boil Point(°C): 348 °C
• Melt Point(°C): 55-59℃
• Molecular Weight: 208.250 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 208.089 Da
• Monoisotopic Mass: 208.089 Da
• Topological Polar Surface Area: 17.100 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 242.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

References

1. Chengshuai Li, Lijing Zhang, Decao Niu, Shuzhen Nan, Xiumei Miao, Xiaowei Hu, Hua Fu.  (2021)  Investigation of flavonoid expression and metabolite content patterns during seed formation of Artemisia sphaerocephala Krasch..  SEED SCIENCE RESEARCH,  31  (2): (136-148).  [PMID:] [10.1017/S096025852100012X]

2. Zhang Haipin, Song Huijia, Tian Xuemeng, Wang Yue, Hao Yi, Wang Wenting, Gao Ruixia, Yang Wan, Ke YuShen, Tang Yuhai.  (2021)  Magnetic imprinted nanoparticles with synergistic tailoring of covalent and non-covalent interactions for purification and detection of procyanidin B2.  MICROCHIMICA ACTA,  188  (1): (1-12).  [PMID:33403455] [10.1007/s00604-020-04693-x]

3. Su-zhen Zhu, Li Zhang, Jing Zhang, Yin-long Guo.  (2020)  Arc Plasma-Based Dissociation Device: Fingerprinting Mass Spectrometric Analysis Realized at Atmospheric Condition.  ANALYTICAL CHEMISTRY,      [PMID:33085455] [10.1021/acs.analchem.0c03127]

4. Shaoqi Qu, Shuo Yang, Qingjun Xu, Mengying Zhang, Feng Gao, Yongning Wu, Lin Li.  (2024)  A Milk Extracellular Vesicle-Based Nanoplatform Enhances Combination Therapy Against Multidrug-Resistant Bacterial Infections.  Advanced Science,      [PMID:39721033] [10.1002/advs.202406496]

5. Mengqiu Quan, Yuqing Wang, Genzheng Sha, Jiamei Fu, Minghui Cui, Junming Huang, Jing Chen, Jin Zhu, Jing Chen.  (2025)  Bio-based polyurethane patches from itaconic acid and chalcone with excellent antimicrobial, biocompatible and biodegradable properties.  Applied Materials Today,      [PMID:] [10.1016/j.apmt.2025.102684]

6. Wang Tianjiao, Xin Yu, Chen Bingfeng, Zhang Bin, Luan Sen, Dong Minghua, Wu Yuxuan, Cheng Xiaomeng, Liu Ye, Liu Huizhen, Han Buxing.  (2024)  Selective hydrodeoxygenation of α, β-unsaturated carbonyl compounds to alkenes.  Nature Communications,  15  (1): (1-10).  [PMID:38461211] [10.1038/s41467-024-46383-9]