Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C27H22O18 |
| Molecular Weight | 634.4528 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@H]1[C@@H]2COC(=O)C3=C(C(O)=C(O)C(O)=C3)C4=C(O)C(O)=C(O)C=C4C(=O)O[C@H]1[C@H](O)[C@@H](OC(=O)C5=CC(O)=C(O)C(O)=C5)O2
InChI
InChIKey=TUSDEZXZIZRFGC-VPIGZIKCSA-N
InChI=1S/C27H22O18/c28-9-1-6(2-10(29)16(9)32)24(39)45-27-22(38)23-19(35)13(43-27)5-42-25(40)7-3-11(30)17(33)20(36)14(7)15-8(26(41)44-23)4-12(31)18(34)21(15)37/h1-4,13,19,22-23,27-38H,5H2/t13-,19-,22-,23+,27+/m0/s1
| Molecular Formula | C27H22O18 |
| Molecular Weight | 634.4528 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
DescriptionCurator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/1324981 | https://www.ncbi.nlm.nih.gov/pubmed/24679441 | https://www.ncbi.nlm.nih.gov/pubmed/28962079 | https://www.ncbi.nlm.nih.gov/pubmed/28791374
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/1324981 | https://www.ncbi.nlm.nih.gov/pubmed/24679441 | https://www.ncbi.nlm.nih.gov/pubmed/28962079 | https://www.ncbi.nlm.nih.gov/pubmed/28791374
Corilagin is a polyphenol, ellagitannin and hydrolyzable tannin that can be isolated from a variety of plants. This compound displays the ability to inhibit squalene epoxidase, a key enzyme in cholesterol synthesis, and NFκB pathway activation and also prevent the release of TNF-α at an IC50 of 76 μM. Additional studies show that Corilagin significantly inhibits type 1 plasminogen activator inhibitor (PAI-1) in rat plasma. Also has been reported to result in an increase in plasma tissue-type plasminogen activator (tPA) which results in the thrombolytic effect of Corilagin. In other studies, Corilagin showed some other pharmaceutical activities, such as antiviral effects in vitro, antinociceptive activity, anti-hyperalgesic activity, and action of anti-tumor in hepatocellular carcinoma and ovarian cancer.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Intestinal alpha-glucosidase inhibitory activity and toxicological evaluation of Nymphaea stellata flowers extract. | 2010-09-15 |
|
| 1,2,3,6-tetra-O-galloyl-beta-D-allopyranose gallotannin isolated, from Euphorbia jolkini, attenuates LPS-induced nitric oxide production in macrophages. | 2010-09 |
|
| Therapeutic Potential of Plants as Anti-microbials for Drug Discovery. | 2010-09 |
|
| Antimicrobial, antioxidant and cytotoxic activities and phytochemical screening of some yemeni medicinal plants. | 2010-09 |
|
| Separation and purification of hydrolyzable tannin from Geranium wilfordii Maxim by reversed-phase and normal-phase high-speed counter-current chromatography. | 2010-08 |
|
| Effect of Corilagin on anti-inflammation in HSV-1 encephalitis and HSV-1 infected microglias. | 2010-06-10 |
|
| Secondary plant substances in various extracts of the leaves, fruits, stem and bark of Caraipa densifolia Mart. | 2010-06 |
|
| Antioxidant activities and xanthine oxidase inhibitory effects of extracts and main polyphenolic compounds obtained from Geranium sibiricum L. | 2010-04-28 |
|
| Ellagitannins from Geranium potentillaefolium and G. bellum. | 2010-04 |
|
| Corilagin inhibits the double strand break-triggered NF-kappaB pathway in irradiated microglial cells. | 2010-04 |
|
| Identification of major phenolic compounds from Nephelium lappaceum L. and their antioxidant activities. | 2010-03-09 |
|
| Enhanced antioxidant and antityrosinase activities of longan fruit pericarp by ultra-high-pressure-assisted extraction. | 2010-01-20 |
|
| Structural features and biological properties of ellagitannins in some plant families of the order Myrtales. | 2010-01-06 |
|
| Neuroprotective effects of naturally occurring polyphenols on quinolinic acid-induced excitotoxicity in human neurons. | 2010-01 |
|
| Chelation of Cu(II), Zn(II), and Fe(II) by tannin constituents of selected edible nuts. | 2009-12-22 |
|
| Native plant and microbial contributions to a negative plant-plant interaction. | 2009-12 |
|
| Diterpene esters and phenolic compounds from Sapium insigne (ROYLE) BENTH. ex HOOK. fil. | 2009-11 |
|
| Lysis of Microcystis aeruginosa with extracts from Chinese medicinal herbs. | 2009-09-23 |
|
| Chemical and antioxidant evaluation of Indian gooseberry (Emblica officinalis Gaertn., syn. Phyllanthus emblica L.) supplements. | 2009-09 |
|
| Phyllanthus urinaria extract attenuates acetaminophen induced hepatotoxicity: involvement of cytochrome P450 CYP2E1. | 2009-08 |
|
| Radioprotective properties of polyphenols from Phyllanthus amarus Linn. | 2009-07 |
|
| Gallotannin isolated from Euphorbia species, 1,2,6-tri-O-galloyl-beta-D-allose, decreases nitric oxide production through inhibition of nuclear factor-kappa>B and downstream inducible nitric oxide synthase expression in macrophages. | 2009-06 |
|
| Rapid identification of gallotannins from Chinese galls by matrix-assisted laser desorption/ionization time-of-flight quadrupole ion trap mass spectrometry. | 2009-06 |
|
| Validated HPLC method for the standardization of Phyllanthus niruri (herb and commercial extracts) using corilagin as a phytochemical marker. | 2009-06 |
|
| Larvicidal activity of oak Quercus infectoria Oliv. (Fagaceae) gall extracts against Anopheles stephensi Liston. | 2009-06 |
|
| Detection and pharmacological modulation of nicotinamide mononucleotide (NMN) in vitro and in vivo. | 2009-05-15 |
|
| Marker constituents of the natural antioxidant Eucalyptus leaf extract for the evaluation of food additives. | 2009-05 |
|
| Penta-O-galloyl-beta-D-glucose induces S- and G(1)-cell cycle arrests in prostate cancer cells targeting DNA replication and cyclin D1. | 2009-05 |
|
| Hepatoprotective activity of Eugenia jambolana Lam. in carbon tetrachloride treated rats. | 2009-02 |
|
| Phyllanthus urinaria increases apoptosis and reduces telomerase activity in human nasopharyngeal carcinoma cells. | 2009-02 |
|
| Gallotannin ameliorates the development of streptozotocin-induced diabetic nephropathy by preventing the activation of PARP. | 2009-01 |
|
| Selective down-regulation of nuclear poly(ADP-ribose) glycohydrolase. | 2009 |
|
| Mono-galloyl glucose derivatives are potent poly(ADP-ribose) glycohydrolase (PARG) inhibitors and partially reduce PARP-1-dependent cell death. | 2008-12 |
|
| Penta-1,2,3,4,6-O-galloyl-beta-D-glucose induces p53 and inhibits STAT3 in prostate cancer cells in vitro and suppresses prostate xenograft tumor growth in vivo. | 2008-09 |
|
| Energy product options for eucalyptus species grown as short rotation woody crops. | 2008-08 |
|
| Preliminary exploration on anti-inflammatory mechanism of Corilagin (beta-1-O-galloyl-3,6-(R)-hexahydroxydiphenoyl-D-glucose) in vitro. | 2008-07 |
|
| Total synthesis of (-)-corilagin. | 2008-06-18 |
|
| Kinetics of non-catalyzed hydrolysis of tannin in high temperature liquid water. | 2008-05 |
|
| Exploring of Antimicrobial Activity of Triphala Mashi-an Ayurvedic Formulation. | 2008-03 |
|
| Phyllanthus urinaria ameliorates the severity of nutritional steatohepatitis both in vitro and in vivo. | 2008-02 |
|
| Identification of urinary and intestinal bacterial metabolites of ellagitannin geraniin in rats. | 2008-01-23 |
|
| Antioxidant activity of some polyphenol constituents of the medicinal plant Phyllanthus amarus Linn. | 2008 |
|
| Antidiabetes and Anti-obesity Activity of Lagerstroemia speciosa. | 2007-12 |
|
| Hippomanin A from acetone extract of Phyllanthus urinaria inhibited HSV-2 but not HSV-1 infection in vitro. | 2007-12 |
|
| [Synthesis and molecule recognition capability of corilagin-molecularly imprinted polymer]. | 2007-11 |
|
| Antioxidant and hepatoprotective actions of medicinal herb, Terminalia catappa L. from Okinawa Island and its tannin corilagin. | 2007-11 |
|
| Intranasal administration of a PARG inhibitor profoundly decreases ischemic brain injury. | 2007-09-01 |
|
| Plant phenolics as prolyl endopeptidase inhibitors. | 2007-07 |
|
| Aleppo tannin: structural analysis and salivary amylase inhibition. | 2007-04-09 |
|
| Assessment of the molecular weight distribution of tannin fractions through MALDI-TOF MS analysis of protein-tannin complexes. | 2007-03-15 |
Sample Use Guides
Mice were treated with 20, 40, 80 mg/kg/day of Corilagin for consecutive four weeks
Route of Administration:
Oral
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:55:44 GMT 2025
by
admin
on
Mon Mar 31 19:55:44 GMT 2025
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| Record UNII |
62LOS9TW6D
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| Record Status |
Validated (UNII)
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| Record Version |
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CORILAGIN
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