4'-Hydroxychalcone - ≥95%(HPLC) , CAS No.2657-25-2

CAS: 2657-25-2 Cat. No.: H157052 Peso molecular: 224.26 Beilstein Registry Number: 8(4)1397 Número EC: 680-015-2

GRADE & PURITY ≥95%(HPLC)

Synonyms

(E)-1-(4-Hydroxy-phenyl)-3-phenyl-propenone | MFCD00016484 | 2-Propen-1-one, 1-(4-hydroxyphenyl)-3-phenyl- | BIDD:ER0083 | trans-4'-Hydroxychalcone | 4'-Hydroxychalcone | 4'-Hydroxychalcone, (E)- | 1-(4-Hydroxyphenyl)-3-phenyl-2-propenal | SPECTRUM200407

Storage

Room temperature

Shipped In

Normal

Specifications

Sinónimos

(E)-1-(4-Hydroxy-phenyl)-3-phenyl-propenone | MFCD00016484 | 2-Propen-1-one, 1-(4-hydroxyphenyl)-3-phenyl- | BIDD:ER0083 | trans-4'-Hydroxychalcone | 4'-Hydroxychalcone | 4'-Hydroxychalcone, (E)- | 1-(4-Hydroxyphenyl)-3-phenyl-2-propenal | SPECTRUM200407

Especificaciones y pureza

≥95%(HPLC)

Mecanismos bioquímicos y fisiológicos

4'-Hydroxychalcone has diverse biological activities. Blocks TNFα-induced NF-κB pathway in a dose-dependent manner. Activates BMP signaling.", 'Purity': '> 95%

Condiciones de almacenamiento de almacenamiento

Room temperature

Enviado en

Normal

Nota

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Pureza

≥95%(HPLC)

Nombres e identificadores

• Pubchem Sid: 488195257
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488195257
• Sonrisas canónicas: C1=CC=C(C=C1)C=CC(=O)C2=CC=C(C=C2)O
• IUPAC Name: (E)-1-(4-hydroxyphenyl)-3-phenylprop-2-en-1-one
• InChIKey: UAHGNXFYLAJDIN-IZZDOVSWSA-N
• INCHI: 1S/C15H12O2/c16-14-9-7-13(8-10-14)15(17)11-6-12-4-2-1-3-5-12/h1-11,16H/b11-6+
• Isómeros SMILES: C1=CC=C(C=C1)/C=C/C(=O)C2=CC=C(C=C2)O
• Peso molecular: 224.26
• Beilstein: 8(4)1397
• Reaxy-Rn: 2100415
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2100415&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: Linear 1,3-diarylpropanoids
• Subclass: Chalcones and dihydrochalcones
• Intermediate Tree Nodes: Not available
• Direct Parent: Retrochalcones
• Alternative Parents: Cinnamylphenols Styrenes Benzoyl derivatives Aryl ketones 1-hydroxy-2-unsubstituted benzenoids Enones Acryloyl compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Retrochalcone - Cinnamylphenol - Benzoyl - Styrene - Aryl ketone - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Benzenoid - Acryloyl-group - Enone - Alpha,beta-unsaturated ketone - Ketone - Organic oxide - Organooxygen compound - Hydrocarbon derivative - Organic oxygen compound - Aromatic homomonocyclic compound
• Descripción: 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: phenols - chalcones

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

Objetivos asociados (humanos)

F3 Tclin Tissue factor (1 Activities)

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

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ALDH2 Tclin Aldehyde dehydrogenase (509 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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ACHE Tclin Acetylcholinesterase (18204 Activities)

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MAOB Tclin Monoamine oxidase B (8835 Activities)

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XDH Tclin Xanthine dehydrogenase (1038 Activities)

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BCHE Tclin Butyrylcholinesterase (7174 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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Homo sapiens (32628 Activities)

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DLD-1 (17511 Activities)

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HT-29 (80576 Activities)

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FHC (113 Activities)

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HCT-116 (91556 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

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MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)

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PTGS2 Tclin Cyclooxygenase (1258 Activities)

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HSPD1 Tbio HSP60/HSP10 (366 Activities)

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TST Tchem Thiosulfate sulfurtransferase (144 Activities)

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Objetivos asociados (no humanos)

Coagulation factor III (5 Activities)

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Cryz Quinone oxidoreductase (288 Activities)

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Plasmodium falciparum (966862 Activities)

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Candida albicans (78123 Activities)

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Leishmania donovani (89745 Activities)

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Rattus norvegicus (775804 Activities)

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L1210 (27553 Activities)

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P388 (20296 Activities)

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Culex quinquefasciatus (137 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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Maob Monoamine oxidase (439 Activities)

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groL GroEL/GroES (1042 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Punto de fusión (°C): 174 °C
• Peso molecular: 224.250 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 224.084 Da
• Monoisotopic Mass: 224.084 Da
• Topological Polar Surface Area: 37.300 Ų
• Heavy Atom Count: 17
• Formal Charge: 0
• Complexity: 269.000
• 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

Referencias

1. Changjiao Shang, Yajie Zhang, Chaofan Sun, Lingling Wang.  (2022)  Tactfully improve the antioxidant activity of 2′-hydroxychalcone with the strategy of substituent, solvent and intramolecular hydrogen bond effects.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2022.119748]

2. Chengyun He, Xiaoling Liu, Zhaojing Jiang, Sheng Geng, Hanjun Ma, Benguo Liu.  (2019)  Interaction Mechanism of Flavonoids and α-Glucosidase: Experimental and Molecular Modelling Studies.  Foods,  8  (9): (355).  [PMID:31438605] [10.3390/foods8090355]

3. Weiyu Wu, Ren Zhang, Geer Chen, Ziyu Chen, Zicong Lin, Yin Chen, Jiaqi Li, Weilin Liao, Junyi Wang, Xiaoxuan Wang, Junhao Huang, Lijuan Ma, Haijie Yu.  (2025)  Sappanchalcone Suppresses NSCLC by Oxidative Stress-Driven DNA Damage and ER Stress Activation through PIEZO1 Modulation.  iScience,      [PMID:41399507] [10.1016/j.isci.2025.114057]