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Basic Description
| Synonyms | AKOS000120263 | FT-0631436 | 2,6-Dimethoxyphenol, >=98%, FG | 4UQT464H8K | Pyrogallol 1,3-dimethyl ether | FEMA 3137 | DTXCID0031180 | Pyrogallol dimethylether | Q421420 | 2,6-Dimethoxyphenol (syringol) | Tox21_303953 | 2,6-Dimethoxyphenol, analytical sta |
|---|---|
| Specifications & Purity | ≥98% |
| Storage Temp | Argon charged |
| Shipped In | Normal |
| Product Description |
Product Application： It is used in smoke flavors, whisky, rum, tea, spice, savory, seafood, meat, liquorices, coffee, and nut flavors. It is reported to be the single most important flavor chemical in smoke flavors. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Benzenoids
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Class
Phenols
- Subclass Methoxyphenols
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Class
Phenols
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Superclass
Benzenoids
| Kingdom | Organic compounds |
|---|---|
| Superclass | Benzenoids |
| Class | Phenols |
| Subclass | Methoxyphenols |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Methoxyphenols |
| Alternative Parents | Dimethoxybenzenes Phenoxy compounds Anisoles Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | M-dimethoxybenzene - Dimethoxybenzene - Methoxyphenol - Phenoxy compound - Methoxybenzene - Phenol ether - Anisole - 1-hydroxy-4-unsubstituted benzenoid - Alkyl aryl ether - Monocyclic benzene moiety - Ether - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. |
| External Descriptors | a small molecule |
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Associated Targets(non-human)
Pseudomonas aeruginosa (123386 Activities)
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Acinetobacter baumannii (41033 Activities)
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Xenopus laevis (337 Activities)
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Mus musculus (284745 Activities)
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L1210 (27553 Activities)
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Lasiodiplodia theobromae (193 Activities)
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Gabrg2
GABA-A receptor; alpha-1/beta-2/gamma-2 (554 Activities)
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Diplodia seriata (145 Activities)
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Botryosphaeria dothidea (71 Activities)
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Mechanisms of Action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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Names and Identifiers
| Pubchem Sid | 504751231 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504751231 |
| IUPAC Name | 2,6-dimethoxyphenol |
| INCHI | InChI=1S/C8H10O3/c1-10-6-4-3-5-7(11-2)8(6)9/h3-5,9H,1-2H3 |
| InChIKey | KLIDCXVFHGNTTM-UHFFFAOYSA-N |
| Smiles | COC1=C(C(=CC=C1)OC)O |
| Isomeric SMILES | COC1=C(C(=CC=C1)OC)O |
| WGK Germany | 3 |
| RTECS | SL0900000 |
| Molecular Weight | 154.16 |
| Beilstein | 1526871 |
| Reaxy-Rn | 1526871 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1526871&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 G2120089 |
Certificate of Analysis | May 09, 2025 | D128348 |
| F2503288 |
Certificate of Analysis | Jul 04, 2024 | D128348 |
| E2528422 |
Certificate of Analysis | Jul 04, 2024 | D128348 |
| E2528425 |
Certificate of Analysis | Jul 04, 2024 | D128348 |
| H2205059 |
Certificate of Analysis | Jun 18, 2022 | D128348 |
| H2205151 |
Certificate of Analysis | Jun 18, 2022 | D128348 |
| H2205054 |
Certificate of Analysis | Jun 18, 2022 | D128348 |
| H2205053 |
Certificate of Analysis | Jun 18, 2022 | D128348 |
| C2531010 |
Certificate of Analysis | Jun 18, 2022 | D128348 |
Chemical and Physical Properties
| Solubility | Soluble in water. |
|---|---|
| Sensitivity | Air Sensitive；light sensitive |
| Flash Point(°F) | 140°C(284°F) |
| Flash Point(°C) | 140°C(284°F) |
| Boil Point(°C) | 263°C |
| Melt Point(°C) | 54.0-57.0°C |
| Molecular Weight | 154.160 g/mol |
| XLogP3 | 1.100 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Exact Mass | 154.063 Da |
| Monoisotopic Mass | 154.063 Da |
| Topological Polar Surface Area | 38.700 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 104.000 |
| 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 |
Citations of This Product
| 1. Xu Shichao, Wu Haifeng, Liu Siyuan, Du Peidong, Wang Hui, Yang Haijun, Xu Wenjie, Chen Shuangming, Song Li, Li Jikun, Shi Xinghua, Wang Zhen-Gang. (2023) A supramolecular metalloenzyme possessing robust oxidase-mimetic catalytic function. Nature Communications, 14 (1): (1-14). |
| 2. Xiao-Na Zhu, Jie Li, Gao-Lin Qiu, Lin Wang, Chen Lu, Yi-Ge Guo, Ke-Xin Yang, Fang Cai, Tao Xu, Ti-Fei Yuan, Ji Hu. (2023) Propofol exerts anti-anhedonia effects via inhibiting the dopamine transporter. NEURON, 111 (1626-1636.e6). |
| 3. Zhuojie Zhong, Bowen Luo, Chengyin Lin, Tao Yin, Zhipeng Tian, Chao Wang, Ying Chen, Yanxue Wu, Riyang Shu. (2023) Ultrafast microfluidic preparation of highly dispersed Ru/TiO2 catalyst for the hydrodeoxygenation of lignin-derived phenolic compounds. FUEL, 340 (127567). |
| 4. Ma Wenwen, Lin Lu, Peng Qiannan. (2023) Origin, Selection, and Succession of Coastal Intertidal Zone-Derived Bacterial Communities Associated with the Degradation of Various Lignocellulose Substrates. MICROBIAL ECOLOGY, (1-15). |
| 5. Baoyu Wang, Peng Zhou, Ximing Yan, Hu Li, Hongguo Wu, Zehui Zhang. (2023) Cooperative catalysis of Co single atoms and nanoparticles enables selective CAr−OCH3 cleavage for sustainable production of lignin-based cyclohexanols. Journal of Energy Chemistry, 79 (535). |
| 6. Ming Jiang, Xiaopeng Chen, Linlin Wang, Jiezhen Liang, Xiaojie Wei, Weijian Nong. (2022) Anchoring single Ni atoms on CeO2 nanospheres as an efficient catalyst for the hydrogenolysis of lignin to aromatic monomers. FUEL, 324 (124499). |
| 7. Guo Dengkang, Yang Sheng, Fu Feng, Guo Nai, Li Gaiyun, Chu Fuxiang. (2022) Modification mechanism of plantation wood via grafting epoxy monomers onto cell walls. WOOD SCIENCE AND TECHNOLOGY, 56 (3): (813-831). |
| 8. Liu Mengfan, Yao Jingjing, Zhang Chengliang, Hao Runqin, Zhang Zhongguo, Cao Wenbo. (2022) Quantitative analysis of multi-components by single-marker: An effective method for the chemical characterization of wood vinegar. INDUSTRIAL CROPS AND PRODUCTS, 182 (114862). |
| 9. Qi Zhao, Christian Marcus Pedersen, Jiamin Wang, Rui Liu, Yuanli Zhang, Xiuyin Yan, Zhenzhou Zhang, Xianglin Hou, Yingxiong Wang. (2023) NMR diffusion analysis of catalytic conversion mixtures from lignocellulose biomass using PSYCHE-iDOSY. Green Energy & Environment, 8 (1409). |
| 10. Jiubing Zhang, Yuanyuan Ge, Songyuan Xiong, Zhili Li. (2022) Catalytic depolymerization of lignin into monophenols over an amorphous mesoporous geopolymer monolith. Journal of Cleaner Production, 332 (130115). |
| 11. Xingyu Liu, Rui Cui, Jingwei Shi, Qian Jiang, Junli Gao, Ziming Wang, Xiaoyan Li. (2021) Separation and microencapsulation of antibacterial compounds from wood vinegar. PROCESS BIOCHEMISTRY, 110 (275). |
| 12. Yang An, Arash Tahmasebi, Xiaohui Zhao, Tawanda Matamba, Jianglong Yu. (2020) Catalytic reforming of palm kernel shell microwave pyrolysis vapors over iron-loaded activated carbon: Enhanced production of phenol and hydrogen. BIORESOURCE TECHNOLOGY, 306 (123111). |
| 13. 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). |
| 14. Jingjing Zhang, Qingli Qian, Ying Wang, Bernard Baffour Asare Bediako, Jiang Yan, Buxing Han. (2019) Synthesis of ethanol from aryl methyl ether/lignin, CO2 and H2. Chemical Science, 10 (45): (10640-10646). |
| 15. Zhiguo Dong, Haiping Yang, Peiao Chen, Zihao Liu, Yingquan Chen, Lei Wang, Xianhua Wang, Hanping Chen. (2019) Lignin Characterization and Catalytic Pyrolysis for Phenol-Rich Oil with TiO2-Based Catalysts. ENERGY & FUELS, 33 (10): (9934–9941). |
| 16. Xiaohao Liu, Chenguang Wang, Ying Zhang, Yan Qiao, Yang Pan, Longlong Ma. (2019) Selective Preparation of 4-Alkylphenol from Lignin-Derived Phenols and Raw Biomass over Magnetic Co–Fe@N-Doped Carbon Catalysts. ChemSusChem, 12 (21): (4791-4798). |
| 17. Wenjing Song, Shijie Zhou, Shihua Hu, Weikun Lai, Yixin Lian, Jianqiang Wang, Weimin Yang, Meiyu Wang, Peng Wang, Xingmao Jiang. (2019) Surface Engineering of CoMoS Nanosulfide for Hydrodeoxygenation of Lignin-Derived Phenols to Arenes. ACS Catalysis, 9 (1): (259–268). |
| 18. Lisha Zhao, Xinping Ouyang, Guanfeng Ma, Yong Qian, Xueqing Qiu, Tao Ruan. (2018) Improving antioxidant activity of lignin by hydrogenolysis. INDUSTRIAL CROPS AND PRODUCTS, 125 (228). |
| 19. Duan Zihong, Shen Rui, Liu Binjie, Yao Mengwei, Jia Rong. (2018) Comprehensive investigation of a dye-decolorizing peroxidase and a manganese peroxidase from Irpex lacteus F17, a lignin-degrading basidiomycete. AMB Express, 8 (1): (1-16). |
| 20. Huiru Zhang, Jianquan Luo, Sushuang Li, Yuping Wei, Yinhua Wan. (2018) Biocatalytic Membrane Based on Polydopamine Coating: A Platform for Studying Immobilization Mechanisms. LANGMUIR, 34 (8): (2585–2594). |
| 21. Xiaoyan Jiang, Qiang Lu, Bin Hu, Ji Liu, Changqing Dong, Yongping Yang. (2018) Intermolecular interaction mechanism of lignin pyrolysis: A joint theoretical and experimental study. FUEL, 215 (386). |
| 22. Xiaotong Cao, Jianquan Luo, John M. Woodley, Yinhua Wan. (2018) Mussel-inspired co-deposition to enhance bisphenol A removal in a bifacial enzymatic membrane reactor. CHEMICAL ENGINEERING JOURNAL, 336 (315). |
| 23. Xiaohao Liu, Wenda Jia, Guangyue Xu, Ying Zhang, Yao Fu. (2017) Selective Hydrodeoxygenation of Lignin-Derived Phenols to Cyclohexanols over Co-Based Catalysts. ACS Sustainable Chemistry & Engineering, 5 (10): (8594–8601). |
| 24. Zhihao Li, Zhihao Bi, Lifeng Yan. (2017) Two-step hydrogen transfer catalysis conversion of lignin to valuable small molecular compounds. Green Processing and Synthesis, 6 (4): (363-370). |
| 25. Cheng Hao, Wu Shubin, Huang Jinbao, Zhang Xiaohua. (2017) Direct evidence from in situ FTIR spectroscopy that o-quinonemethide is a key intermediate during the pyrolysis of guaiacol. ANALYTICAL AND BIOANALYTICAL CHEMISTRY, 409 (10): (2531-2537). |
| 26. Chao Zhou, Xiangdong Zhu, Feng Qian, Wei Shen, Hualong Xu, Shicheng Zhang, Jianmin Chen. (2016) Catalytic hydrothermal liquefaction of rice straw in water/ethanol mixtures for high yields of monomeric phenols using reductive CuZnAl catalyst. FUEL PROCESSING TECHNOLOGY, 154 (1). |
| 27. Liang Wang, Jian Zhang, Xianfeng Yi, Anmin Zheng, Feng Deng, Chunyu Chen, Yanyan Ji, Fujian Liu, Xiangju Meng, Feng-Shou Xiao. (2015) Mesoporous ZSM-5 Zeolite-Supported Ru Nanoparticles as Highly Efficient Catalysts for Upgrading Phenolic Biomolecules. ACS Catalysis, 5 (5): (2727–2734). |
| 28. Shichao Yang,Jun Yang,Tao Wang,Liuqing Li,Siming Yu,Rong Jia,Ping Chen. (2020-04-02) Construction of a combined enzyme system of graphene oxide and manganese peroxidase for efficient oxidation of aromatic compounds.. Nanoscale, 12 ((14)): (7976-7985). |
| 29. Kaifeng Xu, Ying Huo, Shiming Tang, Shuangyan Han, Ying Lin, Suiping Zheng. (2024) A novel laccase for alkaline medium temperature environments in the textile industry. Biotechnology Journal, 19 (9): (2400383). |
| 30. Jinmeng Fan, Yanjie Pu, Yuedong Wang, Yong Cui, Chao Wang. (2025) Active site-inspired multicopper laccase-like nanozymes for detection of phenolic and catecholamine compounds. ANALYTICA CHIMICA ACTA, 1336 (343529). |
| 31. Xiaohua Li, Zhitao Lei, Yu Cao, Shanshan Shao, Shiliang Wu. (2025) Aqueous-phase hydrogenation of various lignin-derived phenols to cycloketones as platform compounds over Br modified metal-acid mixed catalyst. ENERGY, (135025). |
| 32. Bohan Sun, Huimin Sun, Leshan Zhang, Wei Hu, Xin Wang, Charles S. Brennan, Dandan Han, Gang Wu, Yanglei Yi, Xin Lü. (2025) Characterization and rational engineering of a novel laccase from Geobacillus thermocatenulatus M17 for improved lignin degradation activity. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 292 (138856). |
| 33. Yizhou Tu, Liqin Han, Xiaolu Ding, Xingqi Zhu, Guizhou Xu, Xianchuan Xie, Qing Zhou, Chendong Shuang, Aimin Li. (2025) Degradation of pharmaceuticals and personal care products (PPCPs) in municipal wastewater by white rot fungi: Neutral environment exploitation and degradation mechanisms. CHEMICAL ENGINEERING JOURNAL, (160794). |
| 34. Hao Liu, Ruitao Xie, Weibin Huang, Yuanzhi Yang, Menglong Zhou, Baiquan Lu, Biao Li, Beiping Tan, Xiaohui Dong. (2024) Effects of Dietary Aflatoxin B1 on Hybrid Grouper (Epinephelus fuscoguttatus ♀ × Epinephelus lanceolatus ♂) Growth, Intestinal Health, and Muscle Quality. AQUACULTURE NUTRITION, 2024 (3920254). |
| 35. Yang Mingzhu, Li Liangli, Shi Jingjing, Xia Haian, Xu Junming. (2024) Electrocatalytic hydrogenation of lignin-derived compounds in heteropolyacid fluidized system. Biomass Conversion and Biorefinery, (1-11). |
| 36. Lili Xu, Jianli Nan, Songxue Han, Zhixuan Yu, Shuangli Wu, Youxing Fang, Shaojun Dong. (2024) High-Valence Mn MOF Inspired by Laccase Mediators Enables Versatile Nature-Mimicking Catalysis. Small, (2405293). |
| 37. Hong Tian, Xuan Huang, Bin Zhao, Huang Zhang, Shan Cheng, Lei Liu. (2024) Investigation of the mechanism and interaction of nitrogen conversion during lignin/glutamic acid co-pyrolysis. JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS, 183 (106795). |
| 38. Jin Liu, Cong Hu, Xiaoyan Meng, Ying Sun, Bo Zhao, Zian Lin. (2025) Metal covalent organic frameworks-based laccase-like nanozyme for oxidative degradation and identification of phenolic pollutants. JOURNAL OF HAZARDOUS MATERIALS, (137142). |
| 39. Shumin Huang, Xiaolin Luo, Ji Li, Sibao Liu, Li Shuai. (2024) Selective production of bicyclic alkanes as high-density fuel additives by coupling lignocellulose-derived furanics and phenolics. GREEN CHEMISTRY, |
| 40. Shichao Xu, Haifeng Wu, Yuanxi Liu, Zhen-Gang Wang. (2024) Self-Assembled G-fold DNA/Amino Acid Amphiphiles-Based Oxidase-Mimetic Materials Exhibiting Drug-Degrading and Photoswitchable Capabilities. CHEMISTRY OF MATERIALS, 36 (9): (4357-4367). |
| 41. Diyan Wang, Si Hong, Ziyue Chen, Qian Sun, Chao Xie, Jiaming Wang, Aocheng Wei, Lupeng Shao, Xiaojun Shen. (2025) Sustainable recycling of phenol-assisted deep eutectic solvent for efficient lignocellulose fractionation and enzymatic hydrolysis. INDUSTRIAL CROPS AND PRODUCTS, 223 (120173). |
| 42. Zhen Wu, Yi Wei, Yue Tang, Lian Xia, Xiaojuan Niu, Yuangen Wu. (2025) Switching off-on colorimetric sensor for rapid and selective detection of histamine in aquatic products based on Cu2+-mediated laccase-mimic activity of Mn3O4 nanoparticles. FOOD CONTROL, 170 (111056). |
| 43. Liu Hong-Zhi, Shu Xiao-Xuan, Huang Mingjie, Wu Bing-Bing, Chen Jie-Jie, Wang Xi-Sheng, Li Hui-Lin, Yu Han-Qing. (2024) Tailoring d-band center of high-valent metal-oxo species for pollutant removal via complete polymerization. Nature Communications, 15 (1): (1-11). |
| 44. 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, 220 (119400). |
| 45. Xiaohong Ren, Qian Qiang, Zhuohua Sun, Ting Wei, Xiaoqiang Yu, Zeming Rong, Changzhi Li. (2024) Water Splitting Integrated with Self-Transfer Hydrogenolysis for Efficient Demethoxylation of Guaiacols to Phenols over the Ni/MgO Catalyst. ACS Catalysis, 14 (7): (5247-5259). |
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