4-Methoxychalcone - ≥98%(HPLC) , CAS No.959-33-1

CAS: 959-33-1 Cat. No.: M158331 Molecular Weight: 238.29 Beilstein Registry Number: 8192 EC Number: 213-499-7

GRADE & PURITY ≥98%(HPLC)

Synonyms

2-(4-Methoxybenzal)acetophenone | BDBM86005 | Q63395979 | SCHEMBL1566431 | 2-propen-1-one, 3-(4-methoxyphenyl)-1-phenyl-, (2E)- | Chalcone, 4 | MFCD00017179 | trans-4-Methoxychalcone | W-100150 | 2-(4-Methoxybenzylidene)acetophenone | p-Methoxyphenyl styr

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyms

2-(4-Methoxybenzal)acetophenone | BDBM86005 | Q63395979 | SCHEMBL1566431 | 2-propen-1-one, 3-(4-methoxyphenyl)-1-phenyl-, (2E)- | Chalcone, 4 | MFCD00017179 | trans-4-Methoxychalcone | W-100150 | 2-(4-Methoxybenzylidene)acetophenone | p-Methoxyphenyl styr

Specifications & Purity

≥98%(HPLC)

Storage

Room temperature

Shipped In

Normal

Action Type

INHIBITOR

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 508809673
• Canonical Smiles: COC1=CC=C(C=C1)C=CC(=O)C2=CC=CC=C2
• IUPAC Name: (E)-3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one
• InChIKey: XUFXKBJMCRJATM-FMIVXFBMSA-N
• INCHI: 1S/C16H14O2/c1-18-15-10-7-13(8-11-15)9-12-16(17)14-5-3-2-4-6-14/h2-12H,1H3/b12-9+
• Isomeric SMILES: COC1=CC=C(C=C1)/C=C/C(=O)C2=CC=CC=C2
• Alternate CAS: 22252-15-9
• Molecular Weight: 238.29
• Beilstein: 8192
• Reaxy-Rn: 978742
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=978742&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 Phenoxy compounds Methoxybenzenes Benzoyl derivatives Aryl ketones Anisoles Alkyl aryl ethers Enones Acryloyl compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Retrochalcone - Anisole - Benzoyl - Phenol ether - Styrene - Phenoxy compound - Aryl ketone - Methoxybenzene - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Acryloyl-group - Alpha,beta-unsaturated ketone - Enone - Ketone - Ether - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen 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: Not available

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)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

Discover Target: ALOX5

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BCHE Tclin Butyrylcholinesterase (7174 Activities)

Discover Target: BCHE

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TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

Discover Target: TP53

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CCRF-CEM (65223 Activities)

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DLD-1 (17511 Activities)

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HT-29 (80576 Activities)

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MCF7 (126967 Activities)

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TK-10 (45540 Activities)

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FHC (113 Activities)

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HCT-116 (91556 Activities)

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HepG2 (196354 Activities)

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A2780 (11979 Activities)

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CAL-51 (262 Activities)

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MSTO-211H (316 Activities)

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PTGS2 Tclin Cyclooxygenase (1258 Activities)

Discover Target: PTGS2

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Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Enterococcus faecalis (29875 Activities)

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Entamoeba histolytica (2676 Activities)

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Candida albicans (78123 Activities)

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Leishmania amazonensis (3813 Activities)

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Leishmania braziliensis (1091 Activities)

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Giardia intestinalis (1290 Activities)

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Rattus norvegicus (775804 Activities)

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3T3-L1 (3664 Activities)

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L1210 (27553 Activities)

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P388 (20296 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 75 °C
• Molecular Weight: 238.280 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 238.099 Da
• Monoisotopic Mass: 238.099 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 281.000
• 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. Hu Bo, Deng Yuping, Lu Tao, Ren Miaomiao, Liu Kuitun, Rao Cong, Guo Hailiang, Su Jianya.  (2025)  Inhibition of transcriptional regulation of detoxification genes contributes to insecticide resistance management in Spodoptera exigua.  Communications Biology,  8  (1): (1-13).  [PMID:39870807] [10.1038/s42003-025-07560-8]