4'-하이드록시-3'-메톡시아세토페논 - 몰리간드™, ≥98%(GC) , CAS No.498-02-2

CAS: 498-02-2 Cat. No.: H156885 분자식: C₉H₁₀O₃ 분자량: 166.18 Beilstein Registry Number: 637373 EC 번호: 207-854-5

GRADE & PURITY Moligand™, ≥98%(GC)

Synonyms

1-(4-hydroxy-3-methoxyphenyl)ethan-1-one | 3-Methyl Methcathinone Hydrochloride | 3-Metoksy-4-hydroksyacetofenon | AKOS000120562 | 4-Acetyl-2-methoxyphenol | BRN 0637373 | 3-Metoksy-4-hydroksyacetofenon [Polish] | AA-504/20839006 | apocynin (acetovanillon

Storage

Room temperature

Shipped In

보통

개요

아포시닌은 메톡시로 치환된 카테콜로, 일반적으로 뜸과 녹스(NADPH 산화효소)의 억제제로 사용됩니다(IC50=10 μM). 아보시닌은 NADPH 산화효소를 억제하기 때문에 ROS 생성도 억제됩니다. 연구에 따르면 이 화합물은 소의 폐동맥과 호중구 및 대식세포에서 과산화물 생성을 감소시키는 것으로 나타났습니다(10mM). 실험용 쥐에서 아포시닌은 항염증 활성을 보였으며 산화 스트레스를 줄이고 NO 생체 이용률을 개선하여 내피 기능을 개선할 수 있습니다. 대식세포에 의한 MBP(미엘린)의 포식 작용을 방지하는 것으로 보고되었습니다. 또한 식물의 NO 조절 과정을 연구하는 데 유용한 제품임이 입증되었습니다.
메톡시로 치환된 카테콜은 일반적으로 NADPH 산화효소 억제제로 사용됩니다.

Specifications

동의어

1-(4-hydroxy-3-methoxyphenyl)ethan-1-one | 3-Methyl Methcathinone Hydrochloride | 3-Metoksy-4-hydroksyacetofenon | AKOS000120562 | 4-Acetyl-2-methoxyphenol | BRN 0637373 | 3-Metoksy-4-hydroksyacetofenon [Polish] | AA-504/20839006 | apocynin (acetovanillon

사양 및 순도

몰리간드™, ≥98%(GC)

생화학 및 생리적 메커니즘

선택적 NADPH-옥시다아제 억제제(IC 50 = 10 μM). 활성 산소 종의 생성을 억제합니다. 또한 다양한 시험관 및 생체 내 항염증 효과를 유도합니다.

보관 조건

Room temperature

배송

보통

등급

Moligand™

참고

가능하면 당일에 용액을 준비하여 사용하는 것이 좋습니다. 그러나 미리 원액을 만들어야 하는 경우에는 -20°C에서 단단히 밀봉된 바이알에 소량씩 보관하는 것이 좋습니다. 일반적으로 최대 한 달 동안 사용할 수 있습니다. 사용하기 전에 바이알을 개봉하기 전에 제품을 실온에서 1시간 이상 평형화할 것을 권장합니다. 용해도, 사용법 및 취급에 대한 추가 정보가 필요하신가요? 자주 묻는 질문(FAQ) 페이지에서 자세한 내용을 확인하세요.

순수함

≥98%(GC)

이름과 식별자

• Pubchem Sid: 488179678
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179678
• 정식 스마일: CC(=O)C1=CC(=C(C=C1)O)OC
• IUPAC Name: 1-(4-hydroxy-3-methoxyphenyl)ethanone
• InChIKey: DFYRUELUNQRZTB-UHFFFAOYSA-N
• INCHI: 1S/C9H10O3/c1-6(10)7-3-4-8(11)9(5-7)12-2/h3-5,11H,1-2H3
• 이성체 SMILES: CC(=O)C1=CC(=C(C=C1)O)OC
• WGK 독일: 2
• RTECS: AM8800000
• 분자량: 166.18
• Beilstein: 637373
• Reaxy-Rn: 637373
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=637373&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • 분류 Organooxygen compounds
      • Subclass Carbonyl compounds
        • Level5 Ketones
          • Level6 Aryl ketones
            • Level7 Phenylketones
              • Level8 Alkyl-phenylketones

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• 분류: Organooxygen compounds
• Subclass: Carbonyl compounds
• Intermediate Tree Nodes: Ketones - Aryl ketones - Phenylketones
• Direct Parent: Alkyl-phenylketones
• Alternative Parents: Methoxyphenols Acetophenones Phenoxy compounds Methoxybenzenes Benzoyl derivatives Aryl alkyl ketones Anisoles Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alkyl-phenylketone - Methoxyphenol - Acetophenone - Phenoxy compound - Methoxybenzene - Aryl alkyl ketone - Anisole - Phenol ether - Benzoyl - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Phenol - Benzenoid - Monocyclic benzene moiety - Ether - Organic oxide - Hydrocarbon derivative - Aromatic homomonocyclic compound
• 설명: This compound belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.
• External Descriptors: Flavans, Flavanols and Leucoanthocyanidins

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

관련 대상(인간)

TYR Tclin Tyrosinase (717 Activities)

Discover Target: TYR

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HT-29 (80576 Activities)

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N9 (414 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

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

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

Discover Target: CBX1

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관련 대상(비인간)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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Pseudomonas aeruginosa (123386 Activities)

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Acinetobacter baumannii (41033 Activities)

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Cricetinae gen. sp. (3197 Activities)

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RAW264.7 (28094 Activities)

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RBL-2H3 (1162 Activities)

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Hamster (598 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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작용 메커니즘

화학 및 물리적 특성

• 용해성: Soluble in hot water Solubility in other solvents: Soluble in ethanol, acetone, benzene Very soluble in diethyl ether, chloroform Practically insoluble in petroleum ether
• 발화점(°F): 235.4 °F
• 발화점(°C): 113 °C
• 끓는점(°C): 263-265 °C/17 mmHg
• 녹는점(°C): 112-115 °C
• 분자량: 166.170 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 166.063 Da
• Monoisotopic Mass: 166.063 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 167.000
• 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

참고 문헌

1. Daihong Gao, Denghao Ouyang, Xuebing Zhao.  (2023)  Controllable oxidative depolymerization of lignin to produce aromatic aldehydes and generate electricity under mild conditions with direct biomass fuel cells as flexible reactors.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.147874]

2. Zhu Guodian, Shang Jingqi, Wen Weihong, Li Yuanyuan, Yin Guoqiang.  (2023)  Multilamellar spherical micelles of alkali lignin: dissipative particle dynamics simulations.  JOURNAL OF MOLECULAR MODELING,  29  (2): (1-13).  [PMID:36622451] [10.1007/s00894-023-05442-6]

3. Yujie Qi, Xing Huang, Haoqi Zhai, Mengquan Shi, Yuxi Zhang, Yunlong Zhang, Yuxia Zhao.  (2022)  Synthesis and photoinitiation properties of lignin model compounds.  PROGRESS IN ORGANIC COATINGS,      [PMID:] [10.1016/j.porgcoat.2022.107210]

4. Yang Guangxu, Gong Zhenggang, Luo Xiaolin, Shuai Li.  (2022)  Revisiting alkaline cupric oxide oxidation method for lignin structural analysis.  Frontiers in Bioengineering and Biotechnology,      [PMID:36159682] [10.3389/fbioe.2022.1002145]

5. Zhijun Li, Xiaowen Lu, Weiwei Sun, Leipeng Leng, Mingyang Zhang, Honghong Li, Lu Bai, Dundong Yuan, J. Hugh Horton, Qian Xu, Jun Wang.  (2021)  One-step synthesis of single palladium atoms in WO2.72 with high efficiency in chemoselective hydrodeoxygenation of vanillin.  APPLIED CATALYSIS B-ENVIRONMENTAL,      [PMID:] [10.1016/j.apcatb.2021.120535]

6. Keqin Yang, Li Hou, Zhifang Li, Tianran Lin, Jianniao Tian, Shulin Zhao.  (2021)  A mitochondria-targeted ratiometric fluorescent nanoprobe for imaging of peroxynitrite in living cells.  TALANTA,      [PMID:33965010] [10.1016/j.talanta.2021.122421]

7. Bangrong Cai, Mengya Liu, Jinxing Li, Dujuan Xu, Jiansheng Li.  (2021)  Cigarette smoke extract amplifies NADPH oxidase-dependent ROS production to inactivate PTEN by oxidation in BEAS-2B cells.  FOOD AND CHEMICAL TOXICOLOGY,      [PMID:33577944] [10.1016/j.fct.2021.112050]

8. Jindong Wang, Wenzhi Li, Huizhen Wang, Ajibola Temitope Ogunbiyi, Xiaomeng Dou, Qiaozhi Ma.  (2020)  Effects of the novel catalyst Ni–S2O82−–K2O/TiO2 on efficient lignin depolymerization.  RSC Advances,  10  (14): (8558-8567).  [PMID:35497830] [10.1039/C9RA10675H]

9. Shuli Man, Miao Li, Jin Zhou, Haiyue Wang, Jinyan Zhang, Long Ma.  (2019)  Polyethyleneimine coated Fe3O4 magnetic nanoparticles induce autophagy, NF-κB and TGF-β signaling pathway activation in HeLa cervical carcinoma cells via reactive oxygen species generation.  Biomaterials Science,  8  (1): (201-211).  [PMID:31664285] [10.1039/C9BM01563A]

10. Dan Zhao, Xiaoqing Yi, Gongdao Yuan, Renxi Zhuo, Feng Li.  (2017)  Design and Construction of a Smart Targeting Drug Delivery System Based on Phototriggered Competition of Host–Guest Interaction.  MACROMOLECULAR BIOSCIENCE,  17  (9): (1700150).  [PMID:28683185] [10.1002/mabi.201700150]

11. Y.N. Lin, R. Jia, Y.H. Liu, Y. Gao, L.L. Wang, J.P. Kou, B.Y. Yu.  (2015)  Ruscogenin suppresses mouse neutrophil activation: Involvement of protein kinase A pathway.  JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY,      [PMID:26134424] [10.1016/j.jsbmb.2015.06.003]

12. Kissa R. Alunga, Yue-Yuan Ye, Shui-Rong Li, Duo Wang, Yun-Quan Liu.  (2015)  Catalytic oxidation of lignin–acetoderivatives: a potential new recovery route for value-added aromatic aldehydes from acetoderivatives.  Catalysis Science & Technology,  5  (7): (3746-3753).  [PMID:] [10.1039/C5CY00419E]

13. Xinping Ouyang, Guodian Zhu, Xiangzhen Huang, Xueqing Qiu.  (2015)  Microwave assisted liquefaction of wheat straw alkali lignin for the production of monophenolic compounds.  Journal of Energy Chemistry,      [PMID:] [10.1016/S2095-4956(15)60286-8]

14. Zhefan Yuan, Dan Zhao, Xiaoqing Yi, Renxi Zhuo, Feng Li.  (2013)  Steric Protected and Illumination-Activated Tumor Targeting Accessory for Endowing Drug-Delivery Systems with Tumor Selectivity.  ADVANCED FUNCTIONAL MATERIALS,  24  (12): (1799-1807).  [PMID:] [10.1002/adfm.201301309]

15. Feng Chen, Xuebin Lin, Wei Chen, Na Wen, Yanqiao Jin.  (2024)  Double core–shell hollow nanocage CuO@Co3O4 for the selective hydrogenolysis of C–O bonds of lignin without external hydrogen.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.152002]

16. Shiyang Yu, Shanshan Tang, Jitao Lv, Feifei Li, Zichun Huang, Lixia Zhao, Dong Cao, Yawei Wang.  (2024)  High throughput identification of carbonyl compounds in natural organic matter by directional derivatization combined with ultra-high resolution mass spectrometry.  WATER RESEARCH,      [PMID:38759284] [10.1016/j.watres.2024.121769]

17. Xia Zhang, Wenzhi Li, Yihang Jiang, Leyu Zhu, Liqun Wang.  (2024)  Valorization of waste lignin: Efficient and steady production of liquid fuels.  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2024.119400]

18. Xiao Zhao, Baojie Liu, Hao Xu, Chengrong Qin, Shuangquan Yao, Chen Liang, Shuangfei Wang.  (2025)  A clean high-concentration chlorine dioxide bleaching process at room temperature facilitating the rapid degradation of lignin and its kinetic.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40334900] [10.1016/j.ijbiomac.2025.143966]

19. Yu Wang, Teng Wang, Tianze Jiang, Bingjie Wang, Yanguo Su, Tiantian Gan, Xia Zhao.  (2025)  A cancer vaccine factory based on autophagy and efferocytosis to enhance tumor immunotherapy.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.164943]

20. Tianyin Huang, Yifan Yu, Wentao Zhang, Yue Zhao, Yiliang Tao, Wenguang Huang, Bingdang Wu.  (2026)  Molecular orbital-guided design of laccase–mediator systems for antibiotic removal in the presence of humic acid.  BIORESOURCE TECHNOLOGY,      [PMID:41513177] [10.1016/j.biortech.2026.133957]

21. Feng Chen, Xiang Xia, Wei Chen, Wei Liu, Xinxin Liao, Lei Xiong, Yanqiao Jin.  (2026)  Highly efficient sea urchin-like N-doped CuCo bimetallic catalyst for selective cleavage of α-O-4 linkage in lignin.  Journal of Environmental Chemical Engineering,  14  (3): (122374).  [PMID:] [10.1016/j.jece.2026.122374]

22. Bofu Ma, Miao Su, Boya Yu, Chaoran Chen, Zhihao Wang, Bianxia Liu, Xianzhu Yang, Xiaojiao Du, Jun Wang.  (2026)  Macrophage Polarization-Inducible Cholesterol Lipid-Assisted Nanoparticles Prime Systemic Antitumor Immunity.  BIOMATERIALS,      [PMID:42561801] [10.1016/j.biomaterials.2026.124488]

23. Yue Wang, Jingyi Lin, Yonghuan Zhao, Weiguang Lv, Bo Liang, Peihua Li, Kaisheng Zhang, Xing-jiu Huang.  (2026)  Substituent-controlled phenoxy radicals drive cross-coupling transformation of tetracycline on δ-MnO2.  WATER RESEARCH,      [PMID:42531873] [10.1016/j.watres.2026.126580]

자주 묻는 질문

What is the purity of this product, and how is it determined?

This product is supplied at ≥98% purity, determined by gas chromatography (GC). Lot-specific values are stated on the Certificate of Analysis.

What is Moligand??

Moligand? is one of Aladdin Scientific's premium product lines, formulated for high-purity applications across multiple workflows. Compared to standard grades in the same workflow, Moligand? products typically offer tighter specifications, more rigorous QC, and stronger lot-to-lot consistency.

How should this product be stored?

Store at room temperature.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 498-02-2, the molecular formula is C9H10O3, and the molecular weight is 166.18 g/mol. InChIKey DFYRUELUNQRZTB-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.