(E)-2′-Hydroxychalcone - ≥96% , CAS No.888-12-0

CAS: 888-12-0 Cat. No.: E340666 Peso molecular: 224.25

GRADE & PURITY ≥96%

Synonyms

BRD-K52053379-001-02-0 | MFCD00016441 | (E)-2'-Hydroxychalcone | SMR000112946 | NCGC00017803-06 | NSC 18939 | H-4450 | NCGC00017803-03 | o-Cinnamoylphenol | PD001173 | 1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one | (E)-1-(2-hydroxyphenyl)-3-phenyl-prop-2-e

Storage

Store at 2-8°C

Shipped In

Wet ice

Descripción general

(E)-2′-Hydroxychalcone is a chalcone derivative. Chalcone derivatives have exhibited unexpectedly good activity as angiogenesis inhibitors. Experimental results indicate that the flavonoids chalcone, 2-hydroxychalcone, and quercetin present in our daily foods have an inhibitory effect on oral carcinogenesis initiated with 4-NQO, and such a modifying effect may be related partly to the suppression of cell proliferation.

Specifications

Sinónimos

BRD-K52053379-001-02-0 | MFCD00016441 | (E)-2'-Hydroxychalcone | SMR000112946 | NCGC00017803-06 | NSC 18939 | H-4450 | NCGC00017803-03 | o-Cinnamoylphenol | PD001173 | 1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one | (E)-1-(2-hydroxyphenyl)-3-phenyl-prop-2-e

Especificaciones y pureza

≥96%

Condiciones de almacenamiento de almacenamiento

Store at 2-8°C

Enviado en

Wet ice

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥96%

Nombres e identificadores

• Sonrisas canónicas: C1=CC=C(C=C1)C=CC(=O)C2=CC=CC=C2O
• IUPAC Name: (E)-1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one
• InChIKey: AETKQQBRKSELEL-ZHACJKMWSA-N
• INCHI: 1S/C15H12O2/c16-14-9-5-4-8-13(14)15(17)11-10-12-6-2-1-3-7-12/h1-11,16H/b11-10+
• Isómeros SMILES: C1=CC=C(C=C1)/C=C/C(=O)C2=CC=CC=C2O
• Peso molecular: 224.25
• Reaxy-Rn: 976324
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=976324&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: 2'-Hydroxychalcones
• Alternative Parents: Cinnamylphenols Styrenes Benzoyl derivatives Aryl ketones 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Enones Acryloyl compounds Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: 2'-hydroxychalcone - Cinnamylphenol - Benzoyl - Aryl ketone - Styrene - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Monocyclic benzene moiety - Benzenoid - Acryloyl-group - Vinylogous acid - Alpha,beta-unsaturated ketone - Enone - Ketone - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position.
• 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)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

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VDR Tclin Vitamin D receptor (26531 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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PTH1R Tclin Parathyroid hormone receptor (47172 Activities)

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BCHE Tclin Butyrylcholinesterase (7174 Activities)

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PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)

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FLT3 Tclin Tyrosine-protein kinase receptor FLT3 (13481 Activities)

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PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)

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Homo sapiens (32628 Activities)

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HT-29 (80576 Activities)

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K562 (73714 Activities)

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MCF7 (126967 Activities)

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SK-N-MC (815 Activities)

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THP-1 (11052 Activities)

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TK-10 (45540 Activities)

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HCT-116 (91556 Activities)

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HepG2 (196354 Activities)

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PBMC (10003 Activities)

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MV4-11 (7307 Activities)

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GNAS Tbio Guanine nucleotide-binding protein G(s), subunit alpha (103405 Activities)

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POLI Tchem DNA polymerase iota (116820 Activities)

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ABCG2 Tchem ATP-binding cassette sub-family G member 2 (4927 Activities)

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KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

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APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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HSC-2 (771 Activities)

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SMAD3 Tchem Mothers against decapentaplegic homolog 3 (68039 Activities)

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GMNN Tbio Geminin (128009 Activities)

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APOBEC3G Tchem DNA dC->dU-editing enzyme APOBEC-3G (12481 Activities)

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HSPA5 Tchem 78 kDa glucose-regulated protein (3319 Activities)

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ATXN2 Tbio Ataxin-2 (54410 Activities)

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IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)

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RAPGEF3 Tchem Rap guanine nucleotide exchange factor 3 (15528 Activities)

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PTGS2 Tclin Cyclooxygenase (1258 Activities)

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TARDBP Tchem TAR DNA-binding protein 43 (40113 Activities)

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Objetivos asociados (no humanos)

Abcc1 Multidrug resistance-associated protein 1 (42 Activities)

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Abcb1b P-glycoprotein 1 (174 Activities)

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Cryz Quinone oxidoreductase (288 Activities)

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Staphylococcus aureus (210822 Activities)

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Mycobacterium tuberculosis (203094 Activities)

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Trypanosoma cruzi (99888 Activities)

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Rattus norvegicus (775804 Activities)

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3T3-L1 (3664 Activities)

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RAW264.7 (28094 Activities)

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L929 (3802 Activities)

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Luciferin 4-monooxygenase (66902 Activities)

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PYK Pyruvate kinase (6726 Activities)

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Culex quinquefasciatus (137 Activities)

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Triosephosphate isomerase, glycosomal (493 Activities)

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Mapt Microtubule-associated protein tau (6 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

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Rorc Nuclear receptor ROR-gamma (89407 Activities)

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FTL Ferritin light chain (43324 Activities)

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NS1 Nonstructural protein 1 (33327 Activities)

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TUBA4A Tubulin alpha 4a (17 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in Acetone, Chloroform, Dichloromethane, Ethyl Acetate and Methanol
• Punto de fusión (°C): 84-85° C
• Peso molecular: 224.250 g/mol
• XLogP3: 3.900
• 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: 277.000
• 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]