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Key Documents

G0424

Sigma-Aldrich

Corilagin

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About This Item

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

Assay

≥98% (HPLC)

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
K Nagendra Prasad et al.
Journal of pharmaceutical and biomedical analysis, 51(2), 471-477 (2009-04-07)
The health benefits of fruits acting against chronic diseases are ascribed to their antioxidant activities which are mainly responsible due to the presence of phenolic compounds. The use of ultra-high-pressure-assisted extraction (UHPE) has shown great advantages for the extraction of
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
Xiaoyu Zhao et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 36(22), 3137-3140 (2012-03-02)
To establish a RP-HPLC method for the determination of four acids compounds including gallic acid, protocatechuic acid, corilagin and ellagic acid in Erodium Stephanianum. The RP-HPLC separation was performed on an Agilent TC-C18 analytical column (4.6 mm x 250 mm
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

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