Digallic acid - ≥95%, mixture of isomers , CAS No.536-08-3

CAS: 536-08-3 Cat. No.: D347785 Peso molecular: 322.22

GRADE & PURITY ≥95%, mixture of isomers

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

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

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.

Specifications

Sinónimos

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

Especificaciones y pureza

≥95%, mixture of isomers

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

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Tipo de acción

INHIBITOR

Pureza

≥95%

Nombres e identificadores

• Pubchem Sid: 488179513
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488179513
• Sonrisas canónicas: C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)O
• IUPAC Name: 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoic acid
• InChIKey: COVFEVWNJUOYRL-UHFFFAOYSA-N
• 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)
• Isómeros SMILES: C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)O
• Peso molecular: 322.22
• Reaxy-Rn: 2177723
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2177723&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Phenylpropanoids and polyketides
    • Clase Depsides and depsidones

• Kingdom: Organic compounds
• Superclass: Phenylpropanoids and polyketides
• Clase: 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
• Descripción: 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.

DOI: 10.1186/s13321-016-0174-y

Objetivos asociados (humanos)

POLB Tchem DNA polymerase beta (1 Activities)

Discover Target: POLB

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

POLA1 Tclin DNA polymerase alpha catalytic subunit (1 Activities)

Discover Target: POLA1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

POLA1 Tclin DNA polymerase alpha subunit (225 Activities)

Discover Target: POLA1

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

POLB Tchem DNA polymerase beta (23632 Activities)

Discover Target: POLB

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

Objetivos asociados (no humanos)

pol Human immunodeficiency virus type 1 integrase (9041 Activities)

Discover Target: pol

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

pol Human immunodeficiency virus type 2 integrase (9 Activities)

Discover Target: pol

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

polA DNA polymerase I (7 Activities)

Discover Target: polA

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

DNTT DNA nucleotidylexotransferase (17 Activities)

Discover Target: DNTT

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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in DMSO and Methanol
• Sensibilidad: Hygroscopic
• Punto de fusión (°C): 267-269° C
• Peso molecular: 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

Referencias

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,      [PMID:38669781] [10.1016/j.bioorg.2024.107381]

2. Cong-Yi Sheng, Yu-Hua Huang, Yu-Chuang Fang, Su-Yan Zou, Wei Wei, Dong-Dong Huang, Dai-Bin Kuang, Xu-Dong Wang.  (2026)  Multi-Site Engineering Enables High-Performance and Stable Perovskite X-Ray Detectors.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202531472]