Determine the necessary mass, volume, or concentration for preparing a solution.
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 22 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
A derivative of galactopyranose.
| Pubchem Sid | 488183667 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488183667 |
| Canonical Smiles | C1=CC(=CC=C1[N+](=O)[O-])OC2C(C(C(C(O2)CO)O)O)O |
| IUPAC Name | (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol |
| InChIKey | IFBHRQDFSNCLOZ-YBXAARCKSA-N |
| INCHI | 1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9+,10+,11-,12-/m1/s1 |
| Isomeric SMILES | C1=CC(=CC=C1[N+](=O)[O-])O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O |
| WGK Germany | 3 |
| Molecular Weight | 301.25 |
| Beilstein | 92213 |
| Reaxy-Rn | 17521940 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=17521940&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Class | Organooxygen compounds |
| Subclass | Carbohydrates and carbohydrate conjugates |
| Intermediate Tree Nodes | Glycosyl compounds |
| Direct Parent | Phenolic glycosides |
| Alternative Parents | Hexoses O-glycosyl compounds Nitrobenzenes Nitroaromatic compounds Phenol ethers Phenoxy compounds Oxanes Secondary alcohols Oxacyclic compounds Organic oxoazanium compounds Propargyl-type 1,3-dipolar organic compounds Acetals Polyols Organopnictogen compounds Organonitrogen compounds Organic zwitterions Organic oxides Primary alcohols Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Phenolic glycoside - Hexose monosaccharide - O-glycosyl compound - Nitrobenzene - Phenoxy compound - Nitroaromatic compound - Phenol ether - Monocyclic benzene moiety - Monosaccharide - Oxane - Benzenoid - C-nitro compound - Organic nitro compound - Secondary alcohol - Propargyl-type 1,3-dipolar organic compound - Allyl-type 1,3-dipolar organic compound - Organic 1,3-dipolar compound - Acetal - Oxacycle - Organic oxoazanium - Organoheterocyclic compound - Polyol - Organopnictogen compound - Organic oxide - Organonitrogen compound - Alcohol - Organic nitrogen compound - Hydrocarbon derivative - Primary alcohol - Organic zwitterion - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. |
| External Descriptors | monosaccharide derivative - beta-D-galactoside |
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | May 30, 2026 | N100372 | |
| Certificate of Analysis | May 30, 2026 | N100372 | |
| Certificate of Analysis | May 30, 2026 | N100372 | |
| Certificate of Analysis | May 30, 2026 | N100372 | |
| Certificate of Analysis | Mar 11, 2026 | N100372 | |
| Certificate of Analysis | Nov 25, 2025 | N100372 | |
| Certificate of Analysis | Jul 01, 2025 | N100372 | |
| Certificate of Analysis | Jul 01, 2025 | N100372 | |
| Certificate of Analysis | Jun 10, 2025 | N100372 | |
| Certificate of Analysis | Feb 25, 2025 | N100372 | |
| Certificate of Analysis | Sep 12, 2024 | N100372 | |
| Certificate of Analysis | Sep 12, 2024 | N100372 | |
| Certificate of Analysis | Aug 15, 2024 | N100372 | |
| Certificate of Analysis | Feb 01, 2024 | N100372 | |
| Certificate of Analysis | Feb 01, 2024 | N100372 | |
| Certificate of Analysis | Feb 01, 2024 | N100372 | |
| Certificate of Analysis | Feb 01, 2024 | N100372 | |
| Certificate of Analysis | Feb 01, 2024 | N100372 | |
| Certificate of Analysis | Apr 23, 2023 | N100372 | |
| Certificate of Analysis | Apr 23, 2023 | N100372 | |
| Certificate of Analysis | Apr 23, 2023 | N100372 | |
| Certificate of Analysis | Apr 23, 2023 | N100372 | |
| Certificate of Analysis | Feb 21, 2022 | N100372 |
| Sensitivity | Hygroscopic,Heat Sensitive |
|---|---|
| Specific Rotation[α] | -84 ° (C=1, H2O) |
| Melt Point(°C) | 178-182°C |
| Molecular Weight | 301.250 g/mol |
| XLogP3 | -0.400 |
| Hydrogen Bond Donor Count | 4 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 3 |
| Exact Mass | 301.08 Da |
| Monoisotopic Mass | 301.08 Da |
| Topological Polar Surface Area | 145.000 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 354.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| 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 |
| 1. Mengke Wang, Yaqing Han, Rui Huang, Zhonghao Wang, Guannan Wang. (2023) Confinement of gold nanoclusters on hydroxy double salt for versatile fluorescent sensing of bio-enzymes. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2023.135038] |
| 2. Lijun Yang, Yi Tian, Yutong Wang, Wei Qi, Mengfan Wang. (2023) Improving the catalytic ability of a peptide-based artificial glycosidase through a tyrosine strategy. Journal of Materials Chemistry B, 11 (26): (6141-6146). [PMID:37345886] [10.1039/D3TB00693J] |
| 3. Hai-Yan Zhou, Qi Chen, Yi-Feng Zhang, Dou-Dou Chen, Xiao-Nan Yi, De-Shui Chen, Xin-Ping Cheng, Mian Li, Hong-Yan Wang, Kai-Qian Chen, Zhi-Qiang Liu, Yu-Guo Zheng. (2022) Improving the catalytic activity of β-glucosidase from Coniophora puteana via semi-rational design for efficient biomass cellulose degradation. ENZYME AND MICROBIAL TECHNOLOGY, [PMID:36584665] [10.1016/j.enzmictec.2022.110188] |
| 4. Wang Jiawei, Du Yi, Du Jianxiu. (2022) Green-emission nitrogen-doped carbon quantum dots from alkaline N-methyl-2-pyrrolidinone for determination of β-galactosidase and its inhibitors. MICROCHIMICA ACTA, 189 (8): (1-10). [PMID:35840722] [10.1007/s00604-022-05378-3] |
| 5. Le Lu, Weifang Zuo, Cuicui Wang, Cuixia Li, Tian Feng, Xi Li, Chao Wang, Yuxin Yao, Zongying Zhang, Xuesen Chen. (2021) Analysis of the postharvest storage characteristics of the new red-fleshed apple cultivar ‘meihong’. FOOD CHEMISTRY, [PMID:33752117] [10.1016/j.foodchem.2021.129470] |
| 6. Jie Mei, Jian Bao, Xia Cheng, Dandan Ren, Guanhong Xu, Fangdi Wei, Yong Sun, Qin Hu, Yao Cen. (2020) Novel dual-emissive fluorescent silicon nanoparticles for detection of enzyme activity in supplements associated with lactose intolerance. SENSORS AND ACTUATORS B-CHEMICAL, [PMID:] [10.1016/j.snb.2020.129164] |
| 7. Yujing Sun, Li Zeng, Yuanzhong Xue, Tianbao Yang, Zongming Cheng, Peilong Sun. (2019) Effects of power ultrasound on the activity and structure of β-D-glucosidase with potentially aroma-enhancing capability. Food Science & Nutrition, 7 (6): (2043-2049). [PMID:31289652] [10.1002/fsn3.1035] |
| 8. Hang Ao, Hui Feng, Xiaolu Huang, Meizhi Zhao, Zhaosheng Qian. (2017) A reversible fluorescence nanoswitch based on dynamic covalent B–O bonds using functional carbon quantum dots and its application for α-glucosidase activity monitoring. Journal of Materials Chemistry C, 5 (11): (2826-2832). [PMID:] [10.1039/C7TC00223H] |
| 9. Hao Liu, Min Huang, Shuxin Wei, Xiaowen Wang, Yaqin Zhao, Zhengyang Han, Xianfeng Ye, Zhoukun Li, Yanling Ji, Zhongli Cui, Yan Huang. (2024) Characterization of a multi-domain exo-β-1,3-galactanase from Paenibacillus xylanexedens. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:38582482] [10.1016/j.ijbiomac.2024.131413] |
| 10. Jingjing Zhang, Jing Huang, Yufan Yang, Daxin Zhao, Cong Wang, Peng Zhong, Jianhua Jia, Weifan Dang, Qiwei Lu, Chengyu Zhang, Xiaohui Yan. (2024) Icaritin production from Epimedium folium extract by a one-pot enzymatic cascade of a multifunctional glycosidase and rhamnosidase. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:39557269] [10.1016/j.ijbiomac.2024.137784] |
| 11. Qin Zhou, Yishi Wei, Yijing Liao, Xing Hu, Deming Gong, Guowen Zhang. (2024) Inhibitory mechanism of α-glucosidase by liquiritigenin and its combined effect with acarbose: Multi-spectroscopic analyses and molecular docking simulation. Food Bioscience, [PMID:] [10.1016/j.fbio.2024.105659] |
| 12. Wu Zongzhan, Dou Wenyu, Yang Xiaolin, Niu Tengfei, Han Zhuzhen, Yang Li, Wang Rufeng, Wang Zhengtao. (2024) Novel glycosidase from Paenibacillus lactis 154 hydrolyzing the 28-O-β-d-glucopyranosyl ester bond of oleanane-type saponins. APPLIED MICROBIOLOGY AND BIOTECHNOLOGY, 108 (1): (1-13). [PMID:38573330] [10.1007/s00253-024-13109-2] |
| 13. Lin Ge, Ruobing Jia, Yingying Liu, Lingling Zhan. (2025) Recombinant expression and characterization of an α-galactosidase from Thermoclostridium stercorarium subsp. thermolacticum DSM 2910 and its application in the hydrolysis of raffinose. CARBOHYDRATE RESEARCH, [PMID:39892277] [10.1016/j.carres.2025.109410] |
| 14. Chang-Wei Zhang, Jian-Zhong Ye, Xing-Ying Xue, Wen-Jun Li, Hong-Xia Chen, Cheng-Zhang Wang. (2025) Green and Sustainable Production of Baphicacanthus cusia Extracts and Their Dyeing Effect and Wound-Healing Ability. ACS Sustainable Chemistry & Engineering, [PMID:] [10.1021/acssuschemeng.5c06832] |
| 15. Gao Weilan, Zheng Zhan, Chen Rongyu, Zhang Na, Wang Xuehua, Zhu Zhenzhou, Li Shuyi, Cong Xin. (2024) Alteration of Structural and Functional Properties of Tea Polysaccharides After Selenylation Modification. Food and Bioprocess Technology, [PMID:] [10.1007/s11947-024-03396-y] |
| 16. Qinqin Zhao, Liwei Gao, Nuo Xu, Xiuting Zhang, Yuqi Qin, Yinbo Qu, Guodong Liu. (2025) An l-fucose-responsive transcription factor cross-regulates the expression of a diverse array of carbohydrate-active enzymes in Trichoderma reesei. PLoS Genetics, 21 (8): (e1011815). [PMID:40788923] [10.1371/journal.pgen.1011815] |
| 17. Kai-Ping Cong, Ting-Ting Li, Cai-E. Wu, Gong-Jian Fan, Dan-Dan Zhou, Xiao-Jing Li, An-Di Suo. (2025) Plasma-activated water: A novel approach to modulating main pectin, hemicellulose and cellulose metabolism in goji berry cell walls. POSTHARVEST BIOLOGY AND TECHNOLOGY, [PMID:] [10.1016/j.postharvbio.2025.113727] |
| 18. Xiaocui Zhuang, Yang Xu, Yuanqing Zhou, Dongbao Hu, Minxia Fan, Xinyi Cui, Mingyang Luo, Ya Shu, Li Wang, Yahong Fei, Wei Shi, Mingquan Guo. (2025) Multi-Target Screening of Anti-Diabetic and Antioxidant Potential Bioactive Constituents from Dandelion. Foods, 14 (23): (3990). [PMID:41375929] [10.3390/foods14233990] |
| 19. Bin-Chun Li, Weijuan Dong, Bingbing Wu, Yanlong Liu, Na Han, Guo-Bin Ding. (2025) Characterization of a Thermophilic and Acidophilic GH78 α-L-Rhamnosidase from Thermotoga sp. 2812B Capable of Efficiently Hydrolyzing a Variety of Natural Flavonoid Diglycosides. Biomolecules, 16 (1): (68). [PMID:41594608] [10.3390/biom16010068] |
| 20. Jiaqi Shang, Zhenyuan Wang, Wenfeng Lu, Mi Wang, Jiaheng Zhang. (2026) Structural and digestive characteristics of high amylose maize starch-flavonoid complexes: Role played by the flavonoids in enhancing resistant starch and inhibiting enzymes. LWT-FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.lwt.2026.119028] |
| 21. Qin Zhou, Yushi Wei, Yijing Liao, Deming Gong, Guowen Zhang. (2026) Inhibition effect of vitamin B6 on α-glucosidase and mechanism of its synergistic inhibition with liquiritigenin. FOOD CHEMISTRY, [PMID:41592502] [10.1016/j.foodchem.2026.148130] |
| 22. Hang Su, Wenjie Han, Hamed I. Hamouda, Huidan Zhang, Ming Lu. (2026) Characterization and Functional Mechanism Analysis of Two Glycoside Hydrolase Family-39 β-Xylosidases Identified from Caldicellulosiruptor saccharolyticus. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:41744459] [10.1021/acs.jafc.5c06093] |