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Digallic acid - 95%, isomer mixture, high purity , CAS No.536-08-3
Basic Description
Synonyms
3-Galloyl gallic acid | BRN 2177723 | m-Galloylgallic acid | DIGALLIC ACID, META | DIGALLIC ACID [MI] | 5,6-Dihydroxy-3-carboxyphenyl ester of gallic acid | NSC 59263 | BCP32287 | m-Digallic acid;Gallic acid 3-monogallate;m-Galloylgallic acid | BDBM500569
Specifications & Purity
≥95%, mixture of isomers
Storage Temp
Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
Digallic Acid is a polyphenolic compound.
Digallic acid is a natural polyphenolic that can be produced by hydrolysis of gallotannins. Like other polyphenolic compounds, digallic acid has antioxidant activity that can be cytoprotective. Digallic acid inhibits reverse transcriptases from human immunodeficiency virus (Ki = 0.58 uM) and murine leukemia virus. It also inhibits calcium-activated chloride channels, blocking the initial agonist-stimulated chloride current.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Phenylpropanoids and polyketides
Class
Depsides and depsidones
Subclass
Not available
Intermediate Tree Nodes
Not available
Direct Parent
Depsides and depsidones
Alternative Parents
Galloyl esters p-Hydroxybenzoic acid esters m-Hydroxybenzoic acid esters Phenol esters Pyrogallols and derivatives Benzoic acids Benzoyl derivatives Catechols Phenoxy compounds 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Dicarboxylic acids and derivatives Carboxylic acid esters Carboxylic acids Polyols Hydrocarbon derivatives Organic oxides
Molecular Framework
Aromatic homomonocyclic compounds
Substituents
Depside backbone - Galloyl ester - Gallic acid or derivatives - M-hydroxybenzoic acid ester - P-hydroxybenzoic acid ester - Dihydroxybenzoic acid - Hydroxybenzoic acid - Phenol ester - Benzoate ester - Benzenetriol - Benzoic acid or derivatives - Pyrogallol derivative - Benzoic acid - Catechol - Benzoyl - Phenoxy compound - 1-hydroxy-4-unsubstituted benzenoid - Phenol - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Dicarboxylic acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Polyol - Carboxylic acid - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic oxygen compound - Aromatic homomonocyclic compound
Description
This compound belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).
External Descriptors
gallate ester - benzoate ester
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)
Associated Targets(non-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
488179513
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/488179513
IUPAC Name
3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoic acid
INCHI
InChI=1S/C14H10O9/c15-7-2-6(3-8(16)11(7)18)14(22)23-10-4-5(13(20)21)1-9(17)12(10)19/h1-4,15-19H,(H,20,21)
InChIKey
COVFEVWNJUOYRL-UHFFFAOYSA-N
Smiles
C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)O
Isomeric SMILES
C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)O
Molecular Weight
322.22
Reaxy-Rn
2177723
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2177723&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Soluble in DMSO and Methanol
Sensitivity
Hygroscopic
Melt Point(°C)
267-269° C
Molecular Weight
322.220 g/mol
XLogP3
1.100
Hydrogen Bond Donor Count
6
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
4
Exact Mass
322.032 Da
Monoisotopic Mass
322.032 Da
Topological Polar Surface Area
165.000 Ų
Heavy Atom Count
23
Formal Charge
0
Complexity
442.000
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.
Fengxin Zheng, Suiqing Mai, Xiaolin Cen, Pei Zhao, Wenjie Ye, Jiale Ke, Shiqin Lin, Huazhong Hu, Zitao Guo, Shuqin Zhang, Hui Liao, Ting Wu, Yuanxin Tian, Qun Zhang, Jianxin Pang, Zean Zhao.
(2024)
Discovery of digallic acid as XOD/URAT1 dual target inhibitor for the treatment of hyperuricemia. BIOORGANIC CHEMISTRY,
147
(107381).
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1 Citations
E2325718