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Phenyl β-D-glucopyranoside - 98%, high purity , CAS No.1464-44-4, Agonist of TAS2R16
Basic Description
Synonyms
BDBM36025 | beta-D-Glucopyranoside, phenyl | 5-17-07-00046 (Beilstein Handbook Reference) | AS-59078 | SCHEMBL1004929 | Glucopyranoside, phenyl-, .beta.-D- | (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-phenoxy-tetrahydropyran-3,4,5-triol | AKOS001669140 | Glucop
Specifications & Purity
Moligand™, ≥98%
Shipped In
Normal
Grade
Moligand™
Action Type
AGONIST
Mechanism of action
Agonist of TAS2R16
Taxonomic Classification
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
O-glycosyl compounds Phenoxy compounds Phenol ethers Oxanes Monosaccharides Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Hydrocarbon derivatives
Molecular Framework
Aromatic heteromonocyclic compounds
Substituents
Phenolic glycoside - O-glycosyl compound - Phenoxy compound - Phenol ether - Monocyclic benzene moiety - Monosaccharide - Benzenoid - Oxane - Secondary alcohol - Acetal - Oxacycle - Organoheterocyclic compound - Polyol - Alcohol - Primary alcohol - Hydrocarbon derivative - 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
beta-D-glucoside
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.
Associated Targets(Human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
Pubchem Sid
488183658
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/488183658
IUPAC Name
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-phenoxyoxane-3,4,5-triol
INCHI
InChI=1S/C12H16O6/c13-6-8-9(14)10(15)11(16)12(18-8)17-7-4-2-1-3-5-7/h1-5,8-16H,6H2/t8-,9-,10+,11-,12-/m1/s1
InChIKey
NEZJDVYDSZTRFS-RMPHRYRLSA-N
Smiles
C1=CC=C(C=C1)OC2C(C(C(C(O2)CO)O)O)O
Isomeric SMILES
C1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
WGK Germany
3
RTECS
LZ5985510
Alternate CAS
1464-44-4
MeSH Entry Terms
phenyl beta-D-glucopyranoside;phenyl-beta-glucoside;phenylglucoside;phenylglucoside, (alpha-(D))-isomer;phenylglucoside, (alpha-(L))-isomer
Molecular Weight
256.25
Beilstein
87517
Reaxy-Rn
24712299
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24712299&ln=
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Soluble in water
Specific Rotation[α]
-70.5 ° (C=2, H2O)
Melt Point(°C)
176-178°C
Molecular Weight
256.250 g/mol
XLogP3
-0.900
Hydrogen Bond Donor Count
4
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
3
Exact Mass
256.095 Da
Monoisotopic Mass
256.095 Da
Topological Polar Surface Area
99.400 Ų
Heavy Atom Count
18
Formal Charge
0
Complexity
255.000
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
Citations of This Product
1.
Kunya Cheng, Binchen Wang, Lin Xiao, Yuxiang Bao, Xianbing Xu, Sufang Zhang, Zhaofang Liu, Liang Dong.
(2022)
Comprehensive metabolite analysis of wheat dough in a continuous heating process.
FOOD RESEARCH INTERNATIONAL,
153
(110972).
2.
Zhao Xinchi, Li Chongwei, Jiang Yumeng, Wang Meiting, Wang Binchen, Xiao Lin, Xu Xianbing, Chai Duo, Dong Liang.
(2021)
Metabolite fingerprinting of buckwheat in the malting process.
Journal of Food Measurement and Characterization,
15
(2):
(1475-1486).
3.
Binchen Wang, Lin Xiao, Duo Chai, Yumeng Jiang, Meiting Wang, Xianbing Xu, Chongwei Li, Liang Dong.
(2020)
Metabolite analysis of wheat dough fermentation incorporated with buckwheat.
Food Science & Nutrition,
8
(8):
(4242-4251).
4.
Xilin Jiang, Jian Tang, Zhiqiang Gao, Caixia Chen, Wenjun Li, Lu Peng, Hongwei Li, Hongying Zhao, Yun Zhao.
(2024)
Exploring the protection on islet β-cells and hypoglycemic effect of Moringa oleifera stem based on network pharmacology and experimental validation.
Journal of Functional Foods,
122
(106499).
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