p-Nitrophenyl-β-D-Galactopyranoside - ≥99% , CAS No.3150-24-1

CAS: 3150-24-1 Cat. No.: N100371 Molecular Weight: 301.25 Beilstein Registry Number: 92213 EC Number: 221-584-5
AVAILABLE TO ORDER
GRADE & PURITY ≥99%
Synonyms
N0616 | 4-Nitrophenyl I(2)-D-galactopyranoside hydrate | Galactopyranoside, p-nitrophenyl, .beta.-D- | 4-Nitrophenyl -D-galactopyranoside | Galactopyranoside, p-nitrophenyl, beta-D- | (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)tetrahydropyran-3,
Storage
Store at 2-8°C,Argon charged
Shipped In
Wet ice
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
1g
N100371-1g
3
$14.90
5g
N100371-5g
2
$49.90
25g
N100371-25g
1
$179.90
Enter a quantity for the sizes you want to add.
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Why this grade

≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at 2-8°C,Argon charged Ships Wet ice Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 22 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
N0616 | 4-Nitrophenyl I(2)-D-galactopyranoside hydrate | Galactopyranoside, p-nitrophenyl, .beta.-D- | 4-Nitrophenyl -D-galactopyranoside | Galactopyranoside, p-nitrophenyl, beta-D- | (2R, 3R, 4S, 5R, 6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)tetrahydropyran-3,
Specifications & Purity
≥99%
Storage
Store at 2-8°C, Argon charged
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Purity
≥99%
Names and Identifiers
Canonical SmilesC1=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
InChIKeyIFBHRQDFSNCLOZ-YBXAARCKSA-N
INCHI1S/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=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic oxygen compounds
ClassOrganooxygen compounds
SubclassCarbohydrates and carbohydrate conjugates
Intermediate Tree Nodes Glycosyl compounds
Direct ParentPhenolic 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 FrameworkAromatic 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
DescriptionThis 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
3D Structure
Interactive Chemical Structure Model





Associated Targets(non-human)
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
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.

25 results found

Lot NumberCertificate TypeDateItem
F2601527Certificate of AnalysisApr 29, 2026 N100371
E2627566Certificate of AnalysisApr 29, 2026 N100371
E2627563Certificate of AnalysisApr 29, 2026 N100371
D2601067Certificate of AnalysisApr 09, 2026 N100371
F2526490Certificate of AnalysisMay 21, 2025 N100371
F2526463Certificate of AnalysisMay 21, 2025 N100371
F2526462Certificate of AnalysisMay 21, 2025 N100371
D2602023Certificate of AnalysisMay 21, 2025 N100371
I2410305Certificate of AnalysisAug 26, 2024 N100371
I2410304Certificate of AnalysisAug 26, 2024 N100371
A2424213Certificate of AnalysisJan 12, 2024 N100371
A2424246Certificate of AnalysisJan 12, 2024 N100371
A2424214Certificate of AnalysisJan 12, 2024 N100371
A2424212Certificate of AnalysisJan 12, 2024 N100371
D2318956Certificate of AnalysisFeb 21, 2023 N100371
D2318936Certificate of AnalysisFeb 21, 2023 N100371
D2318931Certificate of AnalysisFeb 21, 2023 N100371
E1809136Certificate of AnalysisMar 31, 2022 N100371
E2224124Certificate of AnalysisMar 10, 2022 N100371
E2224125Certificate of AnalysisMar 10, 2022 N100371
E2224126Certificate of AnalysisMar 10, 2022 N100371
E2224130Certificate of AnalysisMar 10, 2022 N100371
E2224133Certificate of AnalysisMar 10, 2022 N100371
E2224135Certificate of AnalysisMar 10, 2022 N100371
B2315208Certificate of AnalysisMar 10, 2022 N100371

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Chemical and Physical Properties
SensitivityHeat sensitive
Specific Rotation[α]-84 ° (C=1, H2O)
Melt Point(°C)178-182°C
Molecular Weight301.250 g/mol
XLogP3-0.400
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count8
Rotatable Bond Count3
Exact Mass301.08 Da
Monoisotopic Mass301.08 Da
Topological Polar Surface Area145.000 Ų
Heavy Atom Count21
Formal Charge0
Complexity354.000
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
References
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]
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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,  (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,  (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]
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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]
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