digallic acid

m-galloylgallic acid

CAS: 536-08-3 C14 H10 O9 MW: 322.22650000

Identification

Namedigallic acid
IUPAC3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoic acid
CAS Number536-08-3
EINECS208-624-7
FDA UNII404KO0584X
Molecular FormulaC14 H10 O9
Molecular Weight322.22650000
MDL NumberMFCD00068961
Nikkaji NumberJ6.349E
Beilstein2177723

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 269.00 °C. @ 760.00 mm Hg
Boiling Point 727.80 °C. @ 760.00 mm Hg (est)
Flash Point 532.00 °F. TCC ( 278.00 °C. ) (est)
logP (o/w) 1.970 (est)
Soluble in water, 500 mg/L @ 25 °C (exp)

No sensory data available

Safety Information

Oral/Parenteral Toxicityoral-rat LD50 2260 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for digallic acid usage levels up tonot for fragrance use.
Recommendation for digallic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

evening-primrose leaf mastic fruit tea leaf

Synonyms

benzoic acid, 3,4-dihydroxy-5-((3,4,5-trihydroxybenzoyl)oxy)- (9CI) m- digallic acid meta- digallic acid 3,4- dihydroxy-5-((3,4,5-trihydroxybenzoyl)oxy) benzoic acid 3,4- dihydroxy-5-((3,4,5-trihydroxybenzoyl)oxy)benzoic acid 3,4- dihydroxy-5-(3,4,5-trihydroxybenzoyl)oxybenzoic acid gallic acid 3-gallate gallic acid 3-monogallate gallic acid, 3-gallate 3- galloyl gallic acid m- galloyl gallic acid m- galloylgallic acid PubMed: Functional swapping between transmembrane proteins TMEM16A and TMEM16F. PubMed: Facile preparation of dehydrodigallic acid and its derivative for the synthesis of ellagitannins. PubMed: Expression and functional significance of the Ca(2+)-activated Cl(-) channel ANO6 in dendritic cells. PubMed: Investigation of the apoptotic way induced by digallic acid in human lymphoblastoid TK6 cells. PubMed: Digallate dimers of (-)-epigallocatechin gallate inactivate herpes simplex virus. PubMed: In vitro anti-uveal melanoma activity of phenolic compounds from the Egyptian medicinal plant Acacia nilotica. PubMed: Digallic acid from Pistascia lentiscus fruits induces apoptosis and enhances antioxidant activities. PubMed: ent-Eudesmane sesquiterpenoids, galloyl esters of the oak lactone precursor, and a 3-O-methylellagic acid glycoside from the wood of Platycarya strobilacea. PubMed: TMEM16A inhibitors reveal TMEM16A as a minor component of calcium-activated chloride channel conductance in airway and intestinal epithelial cells. PubMed: Inhibition of Ca2+-activated Cl- channels by gallotannins as a possible molecular basis for health benefits of red wine and green tea. PubMed: Hydrolysable tannins depress cardiac papillary muscle contraction and propranolol-induced negative inotropism. PubMed: Study of genotoxic, antigenotoxic and antioxidant activities of the digallic acid isolated from Pistacia lentiscus fruits. PubMed: Cytotoxic effects of digalloyl dimer procyanidins in human cancer cell lines. PubMed: Comparative analysis of phenolic acids in mistletoe plants from various hosts. PubMed: The interaction of polyphenols with bilayers: conditions for increasing bilayer adhesion. PubMed: Inhibitory effects of Egyptian folk medicines on human immunodeficiency virus (HIV) reverse transcriptase. PubMed: Increased adhesion between neutral lipid bilayers: interbilayer bridges formed by tannic acid. PubMed: [Chemical components of the leaves of Pistacia Chinensis Bge]. PubMed: Differential inhibition of reverse transcriptase and various DNA polymerases by digallic acid and its derivatives. PubMed: Inhibition of the mutagenicity of bay-region diol-epoxides of polycyclic aromatic hydrocarbons by tannic acid, hydroxylated anthraquinones and hydroxylated cinnamic acid derivatives. PubMed: Fine structural analysis of the synaptic junction of Merkel cell-axon-complexes. PubMed: A biological synthesis of m-digallic acid.