2-O-α-D-Glucopyranosyl-L-ascorbic Acid - ≥98%(HPLC) , CAS No.129499-78-1

CAS: 129499-78-1 Cat. No.: O160006 Molecular Weight: 338.27 EC Number: 425-980-0

GRADE & PURITY ≥98%(HPLC)

Synonyms

s3215 | 2-O-alpha-D-Glucopyranosyl-L-ascorbic acid | DB11335 | Q-101641 | CHEBI:81685 | UNII-2V52R0NHXW | 2-O- | ASCORBIC ACID 2-O-GLUCOSIDE [WHO-DD] | L-Ascorbic acid-2-glucoside | L-ASCORBIC ACID, 2-O-,.ALPHA.-D-GLUCOPYRANOSYL- | 2-o--d-glucopyranosyl-l

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

application：

2-O-alpha-D-Glucopyranosyl-L-ascorbic acid reduce the free radicals that result from UV irradiation of the skin, and significantly reduce cell damage and photo-aging. It also promotes collagen synthesis. It can function as an antioxidant.

Specifications

Synonyms

s3215 | 2-O-alpha-D-Glucopyranosyl-L-ascorbic acid | DB11335 | Q-101641 | CHEBI:81685 | UNII-2V52R0NHXW | 2-O- | ASCORBIC ACID 2-O-GLUCOSIDE [WHO-DD] | L-Ascorbic acid-2-glucoside | L-ASCORBIC ACID, 2-O-, .ALPHA.-D-GLUCOPYRANOSYL- | 2-o--d-glucopyranosyl-l

Specifications & Purity

≥98%(HPLC)

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 488201711
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488201711
• Canonical Smiles: C(C1C(C(C(C(O1)OC2=C(C(OC2=O)C(CO)O)O)O)O)O)O
• IUPAC Name: (2R)-2-[(1S)-1,2-dihydroxyethyl]-3-hydroxy-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2H-furan-5-one
• InChIKey: MLSJBGYKDYSOAE-DCWMUDTNSA-N
• INCHI: 1S/C12H18O11/c13-1-3(15)9-8(19)10(11(20)22-9)23-12-7(18)6(17)5(16)4(2-14)21-12/h3-7,9,12-19H,1-2H2/t3-,4+,5+,6-,7+,9+,12+/m0/s1
• Isomeric SMILES: C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC2=C([C@H](OC2=O)[C@H](CO)O)O)O)O)O)O
• Molecular Weight: 338.27
• Reaxy-Rn: 25545968
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25545968&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty acyl glycosides

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty acyl glycosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty acyl glycosides of mono- and disaccharides
• Alternative Parents: Hexoses O-glycosyl compounds Oxanes Butenolides Vinylogous acids Enoate esters Lactones Secondary alcohols Polyols Oxacyclic compounds Acetals Monocarboxylic acids and derivatives Primary alcohols Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Fatty acyl glycoside of mono- or disaccharide - Hexose monosaccharide - Glycosyl compound - O-glycosyl compound - 2-furanone - Monosaccharide - Oxane - Dihydrofuran - Vinylogous acid - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Secondary alcohol - Lactone - Carboxylic acid ester - Polyol - Carboxylic acid derivative - Organoheterocyclic compound - Monocarboxylic acid or derivatives - Oxacycle - Acetal - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Alcohol - Carbonyl group - Organooxygen compound - Primary alcohol - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. These are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.
• External Descriptors: glycoside

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

Associated Targets(non-human)

Human alphaherpesvirus 1 (11089 Activities)

Explore this target

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in water. (879 g/L) at 25°C
• Specific Rotation[α]: 193° (C=1,H2O)
• Melt Point(°C): 158-163℃
• Molecular Weight: 338.260 g/mol
• XLogP3: -3.100
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 338.085 Da
• Monoisotopic Mass: 338.085 Da
• Topological Polar Surface Area: 186.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 478.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• 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

References

1. Sijie Wu, Gaodan Liu, Ping Shao, Xingyu Lin, Jiahao Yu, Hanchi Chen, Huiliang Li, Simin Feng.  (2023)  Transdermal Sustained Release Properties and Anti-Photoaging Efficacy of Liposome-Thermosensitive Hydrogel System.  Advanced Healthcare Materials,      [PMID:37607774] [10.1002/adhm.202301933]

2. Qilin Zhao, Yu Wang, Mengqian Zhang, Donghui Wu, Jian Sun, Xiurong Yang.  (2022)  A fluorescence turn-on biosensor utilizing silicon-containing nanoparticles: Ultra-sensitive sensing for α-glucosidase activity and screening for its potential inhibitors.  BIOSENSORS & BIOELECTRONICS,      [PMID:35780539] [10.1016/j.bios.2022.114504]

3. Yi Xiao, Pengcheng Huang, Fang-Ying Wu.  (2024)  Bifunctional Tb(III)-modified Ce-MOF nanoprobe for colorimetric and fluorescence sensing of α-glucosidase activity.  TALANTA,      [PMID:38796993] [10.1016/j.talanta.2024.126304]

4. Donghui Wu, Qilin Zhao, Bing Zhang, Xianqing Tang, Yushu Li, Jian Sun, Xiurong Yang.  (2024)  Iron-Doped Polymer Dots with Enhanced Fluorescence and Dual Enzyme Activity for Versatile Bioassays.  ANALYTICAL CHEMISTRY,      [PMID:38324754] [10.1021/acs.analchem.3c04514]

5. Wang Feifei, Wang Xinling, Wang Yu, Zhang Yin, Liu Tianxiang, Sun Jian.  (2025)  In situ formation of fluorescent non-conjugated polymer dots for α-glucosidase activity assay and inhibitor screening.  MICROCHIMICA ACTA,  192  (9): (1-10).  [PMID:40779177] [10.1007/s00604-025-07417-1]

6. Qian Liu, Yawen Luo, Xinyi Tao, Qunlin Zhang, Haifeng Lu.  (2025)  A Colorimetric Sensing Platform for α-Glucosidase Activity Monitoring and Inhibitor Screening via in Situ Reduction of 2, 6-Dichlorophenolindophenol.  NEW JOURNAL OF CHEMISTRY,      [PMID:] [10.1039/D5NJ02392K]

7. Zhen Wu, Jinlong Wang, Xing Cheng, Yue Tang, Lian Xia, Xiaojuan Niu, Yuangen Wu.  (2025)  A novel fluorescent sensor for highly sensitive detection of ascorbic acid in food based on inhibiting phosphatase-like activity of Zr-based MOF.  FOOD CHEMISTRY,      [PMID:39808980] [10.1016/j.foodchem.2025.142837]

8. Bin Zhao, Chong Wang, Xinjie Qiu, Xinyue Zeng, Xin Yin, Lina Zhang, Xuedan Yan, Shaobang Wu, Xiuyun Ren.  (2025)  A Sprayable Temperature-Sensitive Hydrogel Promotes Oral Ulcer Healing through NGFR/ERK Signaling Pathway.  ACS Applied Materials & Interfaces,      [PMID:40375080] [10.1021/acsami.5c02326]