Gallotannin

Base Information

• Chemical Name: Gallotannin
• CAS No.: 5424-20-4
• Deprecated CAS: 1041198-33-7,1041198-44-0,2322285-95-8,61790-06-5,67167-65-1,73891-88-0,93615-37-3,1201816-48-9,88196-66-1
• Molecular Formula: C76H52O46
• Molecular Weight: 1701.22
• Hs Code.: 3201909000
• European Community (EC) Number: 215-753-2,226-562-9
• ChEMBL ID: CHEMBL506247
• DSSTox Substance ID: DTXSID00892987
• NCI Thesaurus Code: C66579
• Nikkaji Number: J218.007C
• RXCUI: 10328
• Wikidata: Q427956
• Mol file: 5424-20-4.mol

Synonyms:(2S,3R,4S,5R,6R)-3,4,5-tris(3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy)-6-((3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoyloxy)methyl)oxan-2-yl 3,4-dihydroxy-5-(3,4,5-trihydroxybenzoyloxy)benzoate;Gallotannic Acid;Gallotannin;Tannic Acid

Chemical Property of Gallotannin

Chemical Property:

• Melting Point: 218 °C(lit.)
• Refractive Index: 1.927
• Boiling Point: 198oC
• PKA: 6.00±0.50(Predicted)
• Flash Point: 198 °C
• PSA: 777.98000
• Density: 2.129 g/cm³
• LogP: 4.83810
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 25
• Hydrogen Bond Acceptor Count: 46
• Rotatable Bond Count: 31
• Exact Mass: 1700.1729741
• Heavy Atom Count: 122
• Complexity: 3570

Purity/Quality:

99%, ^*data from raw suppliers

Tannic acid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)OCC3C(C(C(C(O3)OC(=O)C4=CC(=C(C(=C4)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)OC(=O)C6=CC(=C(C(=C6)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8)OC(=O)C9=CC(=C(C(=C9)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O
• Isomeric SMILES: C1=C(C=C(C(=C1O)O)O)C(=O)OC2=CC(=CC(=C2O)O)C(=O)OC[C@@H]3[C@H]([C@@H]([C@H]([C@@H](O3)OC(=O)C4=CC(=C(C(=C4)OC(=O)C5=CC(=C(C(=C5)O)O)O)O)O)OC(=O)C6=CC(=C(C(=C6)OC(=O)C7=CC(=C(C(=C7)O)O)O)O)O)OC(=O)C8=CC(=C(C(=C8)OC(=O)C9=CC(=C(C(=C9)O)O)O)O)O)OC(=O)C1=CC(=C(C(=C1)OC(=O)C1=CC(=C(C(=C1)O)O)O)O)O
• Recent ClinicalTrials: Evaluation of Topical Lidocaine Spray as Adjuvant to Upper Gastrointestinal Endoscopy in Children
• Description: Gallotannin is a polyphenol of gallic acid that has been found in various plants and has antioxidant, anti-inflammatory, antiviral, and antiproliferative biological activities. Gallotannin (1 μM) inhibits the intracellular production of reactive oxygen species (ROS) and DNA damage induced by phorbol 12-myristate 13-acetate (TPA; ) in human polymorphonuclear neutrophils (PMNs). It also decreases TPA-induced nitric oxide release by 90% from primary rat hepatocytes when used at a concentration of 0.5 mM. Gallotannin inhibits hepatitis C virus (HCV) entry into Huh7.5 human hepatoma cells (IC50 = 5.8 μM) and inhibits the proliferation of MDA-MB-231 and MCF-7 human breast cancer cells (IC50s = 2.5 and 4 μM, respectively). In a rat model of middle cerebral artery occlusion (MCAO), it increases superoxide dismutase (SOD1) protein levels and decreases the amount of proteins modified by malondialdehyde (MDA) in ischemic brain tissue when administered at a dose of 10 mg/kg.

Technology Process of Gallotannin

There total 1 articles about Gallotannin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ tannic acid (5424-20-4)

Guidance literature:

Reference yield: 96.15%

guaifenesin (93-14-1) + tannic acid (5424-20-4) → guaifenesin tannate

Guidance literature:

In water; at 35 - 50 ℃; for 1h; Product distribution / selectivity;

Reference yield:

propan-1-ol (71-23-8) + tannic acid (5424-20-4) → Propyl gallate (121-79-9,56274-95-4)

Guidance literature:

With bio-imprinted tannase immobilized on ceolite; In hexane; water; at 40 ℃; for 24h; Enzymatic reaction;

DOI:10.1016/j.molcatb.2012.01.007

Downstream raw materials:

Propyl gallate

3,4,5-trihydroxybenzoic acid

ellagic acid

Refernces

• 1、 -. "Process for producing ellagic acid". . . Retrieved 2008/06/13.