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G0424

Sigma-Aldrich

Corilagin

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About This Item

Empirical Formula (Hill Notation):
C27H22O18
CAS Number:
23094-69-1
Molecular Weight:
634.45
MDL number:
MFCD00238565
UNSPSC Code:
12352205
PubChem Substance ID:
329799812
NACRES:
NA.25

Assay

≥98% (HPLC)

Quality Level

200

form

powder

solubility

H2O: 1 mg/mL, clear, colorless

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

O[C@@H]1[C@H]2COC(=O)c3cc(O)c(O)c(O)c3-c4c(O)c(O)c(O)cc4C(=O)O[C@@H]1[C@@H](O)[C@@H](O2)OC(=O)c5cc(O)c(O)c(O)c5

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

InChI key

TUSDEZXZIZRFGC-XIGLUPEJSA-N

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General description

Corilagin is a polyphenolic tannic acid and a major bioactive compound present in various plant species. It is an active component of Phyllanthus urinaria and Terminalia catappa L extract used to treat various ailments.

Application

Corilagin has been used to study its inhibitory effect on the growth of breast cancer by inducing apoptosis and autophagy regulated by the release of reactive oxygen species.

Biochem/physiol Actions

Corilagin shows a variety of biological activities such as anti-inflammatory, anti-viral, anti-oxidant, hepatoprotective, antibacterial, anti-coagulant, hypolipemic and hypotensive. It has been noted to possess anti-tumor, antiproliferative, apoptotic, and autophagic abilities as well. Corilagin has been found to reduce the minimum inhibitory concentration (MIC) of β-lactams against Methicillin-resistant Staphylococcus aureus (MRSA).
Corilagin is a polyphenol, specifically a hydrolyzable tannin, found in Traditional Chinese Medicine herbal preparations. It is reported to have anti-inflammatory and anti-tumor activities.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M Shimizu et al.
Antimicrobial agents and chemotherapy, 45(11), 3198-3201 (2001-10-16)
We found that an extract of Arctostaphylos uva-ursi markedly reduced the MICs of beta-lactam antibiotics, such as oxacillin and cefmetazole, against methicillin-resistant Staphylococcus aureus. We isolated the effective compound and identified it as corilagin. Corilagin reduced the MICs of various
Hidetoshi Yamada et al.
Journal of the American Chemical Society, 130(24), 7566-7567 (2008-05-29)
The synthesis of corilagin was achieved by the integration of the development of the oxidative coupling of the symmetrically protected gallates and the temporarily ring-opened synthetic route for the 3,6-hexahydroxydiphenoyl (HHDP) bridge. This is the first total synthesis of the
S Kinoshita et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 14(11), 755-762 (2007-02-13)
The antioxidant and hepatoprotective actions of Terminalia catappa L. collected from Okinawa Island were evaluated in vitro and in vivo using leaves extract and isolated antioxidants. A water extract of the leaves of T. catappa showed a strong radical scavenging
Yiyan Chen et al.
Neurochemistry international, 59(2), 290-296 (2011-06-21)
Oxidative stress plays an important role in neurodegenerative diseases. Reactive oxygen species (ROS)-mediated stress in microglia in vivo could result in cellular injuries and preferentially induces neuronal injury. Corilagin, a novel member of the phenolic tannin family, has been shown
Yuan-Jin Guo et al.
European journal of pharmacology, 635(1-3), 79-86 (2010-03-27)
The aim of this explore is to study the anti-inflammatory effect of Corilagin in herpes simplex virus (HSV)-1 infected microglial cells and HSV-1 infected mouse brain. The cellular model was set with microglial cells stimulated by HSV-1 and divided respectively
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