Basic information
- CAS
536-08-3- Standard SMILES
O=C(O)c1cc(O)c(O)c(OC(=O)c2cc(O)c(O)c(O)c2)c1- InChIKey
COVFEVWNJUOYRL-UHFFFAOYSA-N- Molecular formula
- C14H10O9
- Average molar mass
- 322.22 g/mol
- Monoisotopic mass
- 322.03248189
Overview
Digallic acid is a benzoate ester and a gallate ester. It is functionally related to a gallic acid. It is a conjugate acid of a digallate.
Names & identifiers
- Preferred name
- Digallic Acid
- IUPAC
- 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoic acid
- English name
- Digallic acid
- Molecular formula
- C14H10O9
- Molecular weight
- 322.22
Names & synonyms
Digallic acid536-08-3m-Digallic acidm-Galloylgallic acidGallic acid 3-monogallate3,4-Dihydroxy-5-((3,4,5-trihydroxybenzoyl)oxy)benzoic acid3,4-dihydroxy-5-[(3,4,5-trihydroxybenzoyl)oxy]benzoic acidDTXSID508717473,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoic acidNSC-59263gallic acid 5,6-dihydroxy-3-carboxyphenyl ester404KO0584X
Show more names
DigallateC:C&B47NSC 59263igallicacim-digallicacid3-galloylgallicacidgallicacid,3-gallateDigallic Acid536-08-33-O-Galloylgallic acid
3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoic acidCHEBI:30814RefChem:133616DTXCID60819377208-624-7Gallic acid, 3-gallateCHEMBL366356NSC59263
Database identifiers
- CAS
536-08-3
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 165 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 4
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 442
Experimental & physicochemical properties
Endocrine DisruptorsPotential endocrine disrupting compound
Physicochemical properties
- Melting point
- 267 · 267-269°C
- Boiling point
- 420.86 °C · 420.86°C (rough estimate)
- Density
- 1.5467 · 1.5467 (rough estimate)
- refractive index
- 1.777 · 1.7770 (estimate)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- DMSO: Soluble; Methanol: Soluble
- form
- A solid
- pka
- 4.11 · 4.11±0.10(Predicted)
- Water Solubility
- 0.5 g/L · 0.5g/L(25 ºC)
- Stability
- Hygroscopic
- LogP
- 1.97 · 1.970 (est)
- FDA UNII
- 404 KO0584X · 404KO0584X
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationCompounds that inhibit cell production of DNA or RNA.
Applications
DescriptionDigallic 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 μM) and murine leukemia virus. It also inhibits calcium-activated chloride channels, blocking the initial agonist-stimulated chloride current.
UsesDigallic Acid is an intermolecular ester of Gallic acid (G188900), a phenolic acid with antioxidant activity. Gallic acid was found to protect human cells against oxidative damage and showed cytotoxicity against cancer cells. Gallic Acid and its esters also show antiviral and antifungal activities.
Suppliers27 total
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
成都乐美天医药科技有限公司17308096051 17308096051 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
江苏艾康生物医药研发有限公司025-025-66113011 15955137747 · [email protected]
Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
Related reactions
0 records
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Compound notes
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