Ethoxyquin - ≥90% , CAS No.91-53-2

CAS: 91-53-2 Cat. No.: E114373 Peso molecular: 217.31 Beilstein Registry Number: 158223 Número EC: 202-075-7

GRADE & PURITY ≥90%

Synonyms

NCGC00016348-07 | Nocrack AW | Spectrum3_001423 | Antage AW | IDI1_000183 | SPBio_002749 | BSPBio_000810 | HSDB 400 | MFCD00023883 | BIDD:GT0822 | DivK1c_000183 | 6-Ethoxy-1,2-dihydro-2,2,4-trimethylquinoline | Spectrum_001214 | HMS1923K03 | Niflex | Spec

Storage

Protected from light,Room temperature

Shipped In

Normal

Descripción general

Ethoxyquin acts as a synthetic antioxidant which inhibits chemically induced carcinogenesis, where it exerts its chemopreventive action by inducing glutathione synthetase and the phase II drug metabolizing enzyme, glutathione S-transferase (GST).
A synthetic antioxidant which inhibits chemically induced carcinogenesis.

Specifications

Sinónimos

NCGC00016348-07 | Nocrack AW | Spectrum3_001423 | Antage AW | IDI1_000183 | SPBio_002749 | BSPBio_000810 | HSDB 400 | MFCD00023883 | BIDD:GT0822 | DivK1c_000183 | 6-Ethoxy-1, 2-dihydro-2, 2, 4-trimethylquinoline | Spectrum_001214 | HMS1923K03 | Niflex | Spec

Especificaciones y pureza

≥90%

Condiciones de almacenamiento de almacenamiento

Protected from light, Room temperature

Enviado en

Normal

Pureza

≥90%

Nombres e identificadores

• Pubchem Sid: 488179756
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179756
• Sonrisas canónicas: CCOC1=CC2=C(C=C1)NC(C=C2C)(C)C
• IUPAC Name: 6-ethoxy-2,2,4-trimethyl-1H-quinoline
• InChIKey: DECIPOUIJURFOJ-UHFFFAOYSA-N
• INCHI: 1S/C14H19NO/c1-5-16-11-6-7-13-12(8-11)10(2)9-14(3,4)15-13/h6-9,15H,5H2,1-4H3
• Isómeros SMILES: CCOC1=CC2=C(C=C1)NC(C=C2C)(C)C
• WGK Alemania: 1
• RTECS: VB8225000
• Peso molecular: 217.31
• Beilstein: 158223
• Reaxy-Rn: 158223
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=158223&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Quinolines and derivatives
      • Subclass Quinolones and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Quinolines and derivatives
• Subclass: Quinolones and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroquinolones
• Alternative Parents: Hydroquinolines Secondary alkylarylamines Alkyl aryl ethers Benzenoids Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Dihydroquinolone - Dihydroquinoline - Alkyl aryl ether - Secondary aliphatic/aromatic amine - Benzenoid - Azacycle - Secondary amine - Ether - Amine - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Aromatic heteropolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as hydroquinolones. These are compounds containing a hydrogenated quinoline bearing a ketone group.
• External Descriptors: aromatic ether - quinolines

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)

CYP2C19 Tchem Cytochrome P450 2C19 (1 Activities)

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Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AR Tclin Androgen Receptor (11781 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

VDR Tclin Vitamin D receptor (26531 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)

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RXRA Tclin Retinoid X receptor alpha (3637 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALOX15B Tchem Arachidonate 15-lipoxygenase, type II (7244 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALDH1A1 Tchem Aldehyde dehydrogenase 1A1 (77053 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALOX12 Tchem Arachidonate 12-lipoxygenase (3262 Activities)

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NR1H4 Tclin Bile acid receptor FXR (6228 Activities)

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CYP2D6 Tclin Cytochrome P450 2D6 (33882 Activities)

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SMPD1 Tchem Sphingomyelin phosphodiesterase (13561 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ALOX15 Tchem Arachidonate 15-lipoxygenase (7108 Activities)

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CYP1A2 Tchem Cytochrome P450 1A2 (26471 Activities)

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CYP2C9 Tchem Cytochrome P450 2C9 (32119 Activities)

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CYP2C19 Tchem Cytochrome P450 2C19 (29246 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (53859 Activities)

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TP53 Tchem Cellular tumor antigen p53 (48468 Activities)

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Lymphoblastoid cell (5959 Activities)

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FEN1 Tchem Flap endonuclease 1 (12055 Activities)

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HIF1A Tchem Hypoxia-inducible factor 1 alpha (6027 Activities)

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HSD17B10 Tchem Endoplasmic reticulum-associated amyloid beta-peptide-binding protein (20669 Activities)

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ABCC2 Tchem Canalicular multispecific organic anion transporter 1 (1191 Activities)

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KDM4A Tchem Lysine-specific demethylase 4A (52245 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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KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LMNA Tbio Prelamin-A/C (36751 Activities)

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HPGD Tchem 15-hydroxyprostaglandin dehydrogenase [NAD+] (24926 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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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

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

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ATXN2 Tbio Ataxin-2 (54410 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

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

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Objetivos asociados (no humanos)

Ppard Peroxisome proliferator-activated receptor delta (358 Activities)

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Plasmodium falciparum (966862 Activities)

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Mus musculus (284745 Activities)

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HT-22 (3261 Activities)

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Txnrd1 Thioredoxin reductase 1, cytoplasmic (45279 Activities)

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ddn Putative uncharacterized protein (49 Activities)

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TGR Thioredoxin glutathione reductase (28579 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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fba Putative fructose-1,6-bisphosphate aldolase (15559 Activities)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

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Nr1i2 Nuclear receptor subfamily 1 group I member 2 (14 Activities)

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vpr Aberrant vpr protein (14595 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in acetone, methanol, ethanol, and chloroform. Insoluble in water.
• Sensibilidad: Light sensitive.
• Índice de refracción: 1.569-1.627
• Punto de inflamación (°C): 137 °C
• Punto de ebullición (°C): 169°C
• Peso molecular: 217.310 g/mol
• XLogP3: 3.100
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 217.147 Da
• Monoisotopic Mass: 217.147 Da
• Topological Polar Surface Area: 21.300 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 282.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Evelina Emmanuel Wabike, Xun Wu, Wenliang Zhu, Bao Lou, Ruiyi Chen, Dongdong Xu, Ligai Wang, Shanshan Zhou, Peng Tan.  (2020)  Partial replacement of fish oil with terrestrial lipid blend and effects on growth performance, body composition, immune parameter and growth-related genes in yellow drum (Nibea albiflora).  AQUACULTURE NUTRITION,  26  (3): (954-963).  [PMID:] [10.1111/anu.13053]

2. Haoyu Lei, Yuling Hu, Gongke Li.  (2018)  Magnetic poly(phenylene ethynylene) conjugated microporous polymer microspheres for bactericides enrichment and analysis by ultra-high performance liquid chromatography-tandem mass spectrometry.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:30384964] [10.1016/j.chroma.2018.10.043]

3. Jia Xu, Fan Wang, Chaoqun Hu, Junxiang Lai, Shiwei Xie, Kefu Yu, Fajun Jiang.  (2024)  Dietary high lipid and high plant-protein affected growth performance, liver health, bile acid metabolism and gut microbiota in groupers.  Animal Nutrition,      [PMID:39640555] [10.1016/j.aninu.2024.08.005]

4. Feng He, Yang Liu, Shiyi Dai, Maozhong Sun, Liqiang Liu, Liguang Xu, Hua Kuang, Chuanlai Xu, Xinxin Xu.  (2025)  Lateral flow immunochromatographic assay based on computational chemistry-assisted hapten screening for the detection of ethoxyquin in food samples.  FOOD CHEMISTRY,      [PMID:40187320] [10.1016/j.foodchem.2025.144142]

5. Fan Wang, Fajun Jiang, Jia Xu, Yixin Liang, Xujia Liu, Yichao Li, Junlian Zhuang, Fangjuan Huang, Fu Lei, Chuhang Chen, Ermeng Yu, Junxiang Lai.  (2026)  Conjugated Bile Acids Enhance Growth Performance, Liver Health, and Bile Acid Metabolism in Pearl Gentian Grouper Fed a High Plant-Protein Diet.  AQUACULTURE NUTRITION,  2026  (1): (1857237).  [PMID:] [10.1155/anu/1857237]