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corilagin

natural substances and extractives
2D:
3D:
CAS Number: 23094-69-1
FDA UNII: 62LOS9TW6D
Category: natural substances and extractives
IUPAC Name: corilagin
InChI : InChI=1/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-/m1/s1
Std.InChI: 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-/m1/s1
InChIKey : TUSDEZXZIZRFGC-DVDWIPDLBS
Std.InChIKey: TUSDEZXZIZRFGC-DVDWIPDLSA-N
SMILES : C1[C@@H]2[C@H]([C@@H]([C@@H]([C@H](O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)O)OC(=O)C4=CC(=C(C(=C4C5=C(C(=C(C=C5C(=O)O1)O)O)O)O)O)O)O
MDL: MFCD00238565
Molar Refractivity : 137.78 ± 0.4 cm3 (est)
Parachor : 1107.0 ± 6.0 cm3 (est)
Index of Refraction : 1.880 ± 0.03 (est)
Surface Tension : 183.7 ± 5.0 dyne/cm (est)
Density : 2.11 ± 0.1 g/cm3 (est)
Polarizability : 54.62 ± 0.5 10-24cm3 (est)

US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:

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Physical Properties:

Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
water, 80.36 mg/L @ 25 °C (est)

Cosmetic Information:

None found

Suppliers:

Alfa Biotechnology
For experimental / research use only.
Corilagin 98%
BOC Sciences
For experimental / research use only.
corilagin
Sigma-Aldrich
For experimental / research use only.
Corilagin analytical standard

Safety Information:

Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in Use Information:

Category:
natural substances and extractives
Recommendation for corilagin usage levels up to:
not for fragrance use.
Recommendation for corilagin flavor usage levels up to:
not for flavor use.

Safety References:

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :100810484
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
Chemidplus:0023094691

References:

NIST Chemistry WebBook:Search Inchi
Pubchem (cid):100810484
Pubchem (cas):23094-69-1

Other Information:

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
KEGG (GenomeNet):C10219
HMDB (The Human Metabolome Database):HMDB31457
FooDB:FDB006774
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View

Potential Blenders and core components :

None Found

Potential Uses:

None Found

Occurrence (nature, food, other):

alchornea glandulosa
Search Trop Picture

Synonyms:

beta-D-glucopyranose, cyclic 3,6-(4,4',5,5',6,6'-hexahydroxy(1,1'-biphenyl)-2,2'-dicarboxylate) 1-(3,4,5-trihydroxybenzoate), (R)-

Articles:

PubMed:Chemical and biological studies on Bridelia ferruginea grown in Nigeria.
PubMed:Corilagin Attenuates Allergy and Anaphylactic Reaction by Inhibiting Degranulation of Mast Cells.
PubMed:Antioxidant and pro-angiogenic effects of corilagin in rat cerebral ischemia via Nrf2 activation.
PubMed:Terminalia chebula supplementation attenuates cisplatin-induced nephrotoxicity in Wistar rats through modulation of apoptotic pathway.
PubMed:Corilagin, a promising medicinal herbal agent.
PubMed:Polyphenolic content, in vitro antioxidant activity and chemical composition of extract from Nephelium lappaceum L. (Mexican rambutan) husk.
PubMed:Bioassay-guidedIn vitroStudy of the Antimicrobial and Cytotoxic Properties of the Leaves fromExcoecaria LucidaSw.
PubMed:LC-MS/MS Tandem Mass Spectrometry for Analysis of Phenolic Compounds and Pentacyclic Triterpenes in Antifungal Extracts of Terminalia brownii (Fresen).
PubMed:Effects of corilagin on alleviating cholestasis via farnesoid X receptor-associated pathways in vitro and in vivo.
PubMed:A natural small molecule inhibitor corilagin blocks HCV replication and modulates oxidative stress to reduce liver damage.
PubMed:Phenylpropionamides, Piperidine, and Phenolic Derivatives from the Fruit of Ailanthus altissima.
PubMed:Corilagin Counteracts IL-13Rα1 Signaling Pathway in Macrophages to Mitigate Schistosome Egg-Induced Hepatic Fibrosis.
PubMed:Corilagin protects the acute lung injury by ameliorating the apoptosis pathway.
PubMed:Investigation of antidiabetic potential of Phyllanthus niruri L. using assays for α-glucosidase, muscle glucose transport, liver glucose production, and adipogenesis.
PubMed:Corilagin sensitizes epithelial ovarian cancer to chemotherapy by inhibiting Snail‑glycolysis pathways.
PubMed:Antibacterial activity of tannins isolated from Sapium baccatum extract and use for control of tomato bacterial wilt.
PubMed:Anti-steatosis compounds from leaves of Mallotus furetianus.
PubMed:Evaluation of the Antidiabetic Activity and Chemical Composition of Geranium collinum Root Extracts-Computational and Experimental Investigations.
PubMed:Corilagin Induces High Levels of Apoptosis in the Temozolomide-Resistant T98G Glioma Cell Line.
PubMed:Apoptotic and genomic effects of corilagin on SKOV3 ovarian cancer cell line.
PubMed:Corilagin ameliorates the extreme inflammatory status in sepsis through TLR4 signaling pathways.
PubMed:A nematicidal tannin from Punica granatum L. rind and its physiological effect on pine wood nematode (Bursaphelenchus xylophilus).
PubMed:Preparation of ionic liquid-mediated imprinted monolith for selective capture and purification of corilagin.
PubMed:Mechanism of Corilagin interference with IL-13/STAT6 signaling pathways in hepatic alternative activation macrophages in schistosomiasis-induced liver fibrosis in mouse model.
PubMed:Bioguided Fraction and Isolation of the Antitumor Components fromPhyllanthus niruriL.
PubMed:Transport of Corilagin, Gallic Acid, and Ellagic Acid from Fructus Phyllanthi Tannin Fraction in Caco-2 Cell Monolayers.
PubMed:Protective Role of Corilagin on Aβ25-35-Induced Neurotoxicity: Suppression of NF-κB Signaling Pathway.
PubMed:An in silico study on antidiabetic activity of bioactive compounds in Euphorbia thymifolia Linn.
PubMed:Hepatoprotective Effects of Corilagin Following Hemorrhagic Shock are Through Akt-Dependent Pathway.
PubMed:Development and validation of an UPLC-PDA method for the determination of corilagin in rat plasma and its application to pharmacokinetic study.
PubMed:Corilagin ameliorates schistosomiasis hepatic fibrosis through regulating IL-13 associated signal pathway in vitro and in vivo.
PubMed:Serum pharmacochemistry for tracking bioactive components by UPLC-Q-TOF-MS/MS combined chromatographic fingerprint for quality assessment of Sanziguben Granule.
PubMed:Inhibitory effects of compounds from Phyllanthus amarus on nitric oxide production, lymphocyte proliferation, and cytokine release from phagocytes.
PubMed:Plant-Derived Polyphenols Interact with Staphylococcal Enterotoxin A and Inhibit Toxin Activity.
PubMed:Effect of Corilagin on the Proliferation and NF-κB in U251 Glioblastoma Cells and U251 Glioblastoma Stem-Like Cells.
PubMed:The Protective Potential of Phyllanthus niruri and Corilagin on Gastric Lesions Induced in Rodents by Different Harmful Agents.
PubMed:Phytochemical Analysis and Antifungal Activity of Extracts from Leaves and Fruit Residues of Brazilian Savanna Plants Aiming Its Use as Safe Fungicides.
PubMed:Inhibitory Effects of the Standardized Extract of Phyllanthus amarus on Cellular and Humoral Immune Responses in Balb/C Mice.
PubMed:Screening for potential α-glucosidase and α-amylase inhibitory constituents from selected Vietnamese plants used to treat type 2 diabetes.
PubMed:Comparison of pharmacokinetic profiles of Terminalia phenolics after intragastric administration of the aqueous extracts of the fruit of Terminalia chebula and a Mongolian compound medicine-Gurigumu-7.
PubMed:Solution-state conformations of natural products from chiroptical spectroscopy: the case of isocorilagin.
PubMed:Effect of Corilagin on the miR-21/smad7/ERK signaling pathway in a schistosomiasis-induced hepatic fibrosis mouse model.
PubMed:Corilagin suppresses cholangiocarcinoma progression through Notch signaling pathway in vitro and in vivo.
PubMed:Assessment of the antidiarrhoeal properties of the aqueous extract and its soluble fractions of Chebulae Fructus (Terminalia chebula fruits).
PubMed:Molecular Docking Studies of Phytocompounds from the Phyllanthus Species as Potential Chronic Pain Modulators.
PubMed:Longan (Dimocarpus longan Lour.) inhibits lipopolysaccharide-stimulated nitric oxide production in macrophages by suppressing NF-κB and AP-1 signaling pathways.
PubMed:Leishmanicidal Activity of (+)-Phyllanthidine and the Phytochemical Profile of Margaritaria nobilis (Phyllanthaceae).
PubMed:Corilagin Attenuates Radiation-Induced Brain Injury in Mice.
PubMed:Drug Discovery of Host CLK1 Inhibitors for Influenza Treatment.
PubMed:Application of α-aminoisobutyric acid and β-aminoisobutyric acid inhibits pericarp browning of harvested longan fruit.
PubMed:Immunosuppressive effects of the standardized extract of Phyllanthus amarus on cellular immune responses in Wistar-Kyoto rats.
PubMed:Antifungal activity of extracts and isolated compounds from Buchenavia tomentosa on Candida albicans and non-albicans.
PubMed:Pain Modulation by Lignans (Phyllanthin and Hypophyllanthin) and Tannin (Corilagin) Rich Extracts of Phyllanthus amarus in Carrageenan-induced Thermal and Mechanical Chronic Muscle Hyperalgesia.
PubMed:Determination of corilagin in rat plasma using a liquid chromatography-electrospray ionization tandem mass spectrometric method.
PubMed:The loss of cellular junctions in epithelial lung cells induced by cigarette smoke is attenuated by corilagin.
PubMed:Identification of anti-cancer targets of eco-friendly waste Punica granatum peel by dual reverse virtual screening and binding analysis.
PubMed:Hydrolyzable tannins from hydroalcoholic extract from Poincianella pluviosa stem bark and its wound-healing properties: phytochemical investigations and influence on in vitro cell physiology of human keratinocytes and dermal fibroblasts.
PubMed:Medicinal plants from the genus Acalypha (Euphorbiaceae)--a review of their ethnopharmacology and phytochemistry.
PubMed:Antibacterial and antioxidant constituents of Acalypha wilkesiana.
PubMed:Corilagin Protects Against HSV1 Encephalitis Through Inhibiting the TLR2 Signaling Pathways In Vivo and In Vitro.
PubMed:Hepatitis C virus inhibitory hydrolysable tannins from the fruits of Terminalia chebula.
PubMed:Screening of key antioxidant compounds of longan (Dimocarpus longan Lour.) seed extract by combining online fishing/knockout, activity evaluation, Fourier transform ion cyclotron resonance mass spectrometry, and high-performance liquid chromatography electrospray ionization mass spectrometry methods.
PubMed:A validated high-performance liquid chromatography method for determination of tannin-related marker constituents gallic acid, corilagin, chebulagic acid, ellagic acid and chebulinic Acid in four Terminalia species from India.
PubMed:Reversal of ampicillin resistance in MRSA via inhibition of penicillin-binding protein 2a by Acalypha wilkesiana.
PubMed:Chemical components of Ardisia splendens leaves and their activity against coxsackie A16 viruses.
PubMed:Corilagin attenuates aerosol bleomycin-induced experimental lung injury.
PubMed:Antiviral effects of Phyllanthus urinaria containing corilagin against human enterovirus 71 and Coxsackievirus A16 in vitro.
PubMed:α-Glucosidase inhibition, 15-lipoxygenase inhibition, and brine shrimp toxicity of extracts and isolated compounds from Terminalia macroptera leaves.
PubMed:Anti-diabetic effects of the Indian indigenous fruit Emblica officinalis Gaertn: active constituents and modes of action.
PubMed:Antimicrobial activities of various fractions of longan (Dimocarpus longan Lour. Fen Ke) seed extract.
PubMed:Inhibitory effect of the gallotannin corilagin on dextran sulfate sodium-induced murine ulcerative colitis.
PubMed:A novel sample preparation and on-line HPLC-DAD-MS/MS-BCD analysis for rapid screening and characterization of specific enzyme inhibitors in herbal extracts: case study of α-glucosidase.
PubMed:Hepatoprotective properties of the Indian gooseberry (Emblica officinalis Gaertn): a review.
PubMed:Sensitization of Hep3B hepatoma cells to cisplatin and doxorubicin by corilagin.
PubMed:A bioactivity-guided study on the anti-diarrheal activity of Polygonum chinense Linn.
PubMed:In vitro BACE1 inhibitory activity of geraniin and corilagin from Geranium thunbergii.
PubMed:Constituents from Terminalia species increase PPARα and PPARγ levels and stimulate glucose uptake without enhancing adipocyte differentiation.
PubMed:Corilagin inhibits hepatocellular carcinoma cell proliferation by inducing G2/M phase arrest.
PubMed:Anti-inflammatory and anti-oxidative effects of corilagin in a rat model of acute cholestasis.
PubMed:Isolation and characterization of antimicrobial compounds in plant extracts against multidrug-resistant Acinetobacter baumannii.
PubMed:Activity of corilagin on post-parasiticide liver fibrosis in Schistosomiasis animal model.
PubMed:Metabolite profiling of polyphenols in a Terminalia chebula Retzius ayurvedic decoction and evaluation of its chemopreventive activity.
PubMed:Anti-Helicobacter pylori compounds from the ethanol extracts of Geranium wilfordii.
PubMed:A potential anti-tumor herbal medicine, Corilagin, inhibits ovarian cancer cell growth through blocking the TGF-β signaling pathways.
PubMed:Anti-hyperalgesic activity of corilagin, a tannin isolated from Phyllanthus niruri L. (Euphorbiaceae).
PubMed:Simultaneous determination and characterization of tannins and triterpene saponins from the fruits of various species of Terminalia and Phyllantus emblica using a UHPLC-UV-MS method: application to triphala.
PubMed:Effect of corilagin on membrane permeability of Escherichia coli, Staphylococcus aureus and Candida albicans.
PubMed:Longan seed extract reduces hyperuricemia via modulating urate transporters and suppressing xanthine oxidase activity.
PubMed:Liquid-liquid/solid three-phase high-speed counter-current chromatography, a new technique for separation of polyphenols from Geranium wilfordii Maxim.
PubMed:Corilagin is a potent inhibitor of NF-kappaB activity and downregulates TNF-alpha induced expression of IL-8 gene in cystic fibrosis IB3-1 cells.
PubMed:Inhibitory effect of Terminalia chebula Retz. fruit extracts on digestive enzyme related to diabetes and oxidative stress.
PubMed:Identifying new lignin bioengineering targets: impact of epicatechin, quercetin glycoside, and gallate derivatives on the lignification and fermentation of maize cell walls.
PubMed:[Simultaneous determination of four acids active compounds in Erodium stephanianum by RP-HPLC].
PubMed:Isolation and characterization of ellagitannins as the major polyphenolic components of Longan (Dimocarpus longan Lour) seeds.
PubMed:Chromatographic fingerprint and the simultaneous determination of five bioactive components of geranium carolinianum L. water extract by high performance liquid chromatography.
PubMed:In vitro antifungal activities of longan (Dimocarpus longan Lour.) seed extract.
PubMed:Inhibitory effects of polyphenols toward HCV from the mangrove plant Excoecaria agallocha L.
PubMed:α-Amylase inhibitors from an Indonesian medicinal herb, Phyllanthus urinaria.
PubMed:DPPH radical scavenging and xanthine oxidase inhibitory activity of Terminalia macroptera leaves.
PubMed:Corilagin prevents tert-butyl hydroperoxide-induced oxidative stress injury in cultured N9 murine microglia cells.
PubMed:Extract from Terminalia chebula seeds protect against experimental ischemic neuronal damage via maintaining SODs and BDNF levels.
PubMed:Chemical constituents and in vitro antioxidant activity of Phyllanthus wightianus.
PubMed:One-step separation and purification of hydrolysable tannins from Geranium wilfordii Maxim by adsorption chromatography on cross-linked 12% agarose gel.
PubMed:Amla (Emblica officinalis Gaertn), a wonder berry in the treatment and prevention of cancer.
PubMed:Metabolites of the ellagitannin geraniin and their antioxidant activities.
PubMed:Ellagitannins from Phyllanthus muellerianus (Kuntze) Exell.: Geraniin and furosin stimulate cellular activity, differentiation and collagen synthesis of human skin keratinocytes and dermal fibroblasts.
PubMed:In vivo anti-tumour activity of corilagin on Hep3B hepatocellular carcinoma.
PubMed:Intestinal alpha-glucosidase inhibitory activity and toxicological evaluation of Nymphaea stellata flowers extract.
PubMed:Separation and purification of hydrolyzable tannin from Geranium wilfordii Maxim by reversed-phase and normal-phase high-speed counter-current chromatography.
PubMed:Ellagitannins from Geranium potentillaefolium and G. bellum.
PubMed:Secondary plant substances in various extracts of the leaves, fruits, stem and bark of Caraipa densifolia Mart.
PubMed:Effect of Corilagin on anti-inflammation in HSV-1 encephalitis and HSV-1 infected microglias.
PubMed:Identification of major phenolic compounds from Nephelium lappaceum L. and their antioxidant activities.
PubMed:Antioxidant activities and xanthine oxidase inhibitory effects of extracts and main polyphenolic compounds obtained from Geranium sibiricum L.
PubMed:Corilagin inhibits the double strand break-triggered NF-kappaB pathway in irradiated microglial cells.
PubMed:Diterpene esters and phenolic compounds from Sapium insigne (ROYLE) BENTH. ex HOOK. fil.
PubMed:Radioprotective properties of polyphenols from Phyllanthus amarus Linn.
PubMed:Phyllanthus urinaria extract attenuates acetaminophen induced hepatotoxicity: involvement of cytochrome P450 CYP2E1.
PubMed:Enhanced antioxidant and antityrosinase activities of longan fruit pericarp by ultra-high-pressure-assisted extraction.
PubMed:Phyllanthus urinaria increases apoptosis and reduces telomerase activity in human nasopharyngeal carcinoma cells.
PubMed:Validated HPLC method for the standardization of Phyllanthus niruri (herb and commercial extracts) using corilagin as a phytochemical marker.
PubMed:Chemical and antioxidant evaluation of Indian gooseberry (Emblica officinalis Gaertn., syn. Phyllanthus emblica L.) supplements.
PubMed:Antioxidant activity of some polyphenol constituents of the medicinal plant Phyllanthus amarus Linn.
PubMed:Isolation and evaluation of the radical-scavenging activity of the antioxidants in the leaves of an edible plant, Mallotus japonicus.
PubMed:Total synthesis of (-)-corilagin.
PubMed:Preliminary exploration on anti-inflammatory mechanism of Corilagin (beta-1-O-galloyl-3,6-(R)-hexahydroxydiphenoyl-D-glucose) in vitro.
PubMed:[Synthesis and molecule recognition capability of corilagin-molecularly imprinted polymer].
PubMed:Identification of urinary and intestinal bacterial metabolites of ellagitannin geraniin in rats.
PubMed:Phyllanthus urinaria ameliorates the severity of nutritional steatohepatitis both in vitro and in vivo.
PubMed:Plant phenolics as prolyl endopeptidase inhibitors.
PubMed:Hippomanin A from acetone extract of Phyllanthus urinaria inhibited HSV-2 but not HSV-1 infection in vitro.
PubMed:Antioxidant and hepatoprotective actions of medicinal herb, Terminalia catappa L. from Okinawa Island and its tannin corilagin.
PubMed:Evaluation of free radical scavenging and antityrosinase activities of standardized longan fruit extract.
PubMed:Nitric oxide radical scavenging active components from Phyllanthus emblica L.
PubMed:Molecular orbital studies of gas-phase interactions between complex molecules.
PubMed:Water-soluble complexes formed by natural polyphenols and bovine serum albumin: evidence from gel electrophoresis.
PubMed:Effects of tannins and related polyphenols on methicillin-resistant Staphylococcus aureus.
PubMed:Tannins and related compounds induce nitric oxide synthase and cytokines gene expressions in Leishmania major-infected macrophage-like RAW 264.7 cells.
PubMed:Chemical identification of the sources of commercial Fructus Chebulae.
PubMed:Antiatherogenic effects of phyllanthus emblica associated with corilagin and its analogue.
PubMed:Identification and quantification of polyphenolic compounds in Longan (Euphoria longana Lam.) fruit.
PubMed:Bioactive ellagitannins from Cunonia macrophylla, an endemic Cunoniaceae from New Caledonia.
PubMed:[Studies on chemical constituents in fruits of Tibetan medicine Phyllanthus emblica].
PubMed:Concerted inhibitory activities of Phyllanthus amarus on HIV replication in vitro and ex vivo.
PubMed:Determination of hydrolyzable tannins in the fruit of Terminalia chebula Retz. by high-performance liquid chromatography and capillary electrophoresis.
PubMed:[Effects of fraction from Phyllanthus urinaria on thrombosis and coagulation system in animals].
PubMed:Modulation of PAI-1 and tPA activity and thrombolytic effects of corilagin.
PubMed:Mechanisms of action of corilagin and tellimagrandin I that remarkably potentiate the activity of beta-lactams against methicillin-resistant Staphylococcus aureus.
PubMed:A prolyl endopeptidase-inhibiting antioxidant from Phyllanthus ussurensis.
PubMed:Frontal immunoaffinity chromatography with mass spectrometric detection: a method for finding active compounds from traditional Chinese herbs.
PubMed:Inhibition of wild-type human immunodeficiency virus and reverse transcriptase inhibitor-resistant variants by Phyllanthus amarus.
PubMed:New TNF-alpha releasing inhibitors as cancer preventive agents from traditional herbal medicine and combination cancer prevention study with EGCG and sulindac or tamoxifen.
Pub
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