| Identification | Back Directory | [Name]
CORILAGIN | [CAS]
23094-69-1 | [Synonyms]
CORILAGIN
CORILAGIN(P)
CORILAGIN(SH)
1-O-Galloyl-3,6-hexahydroxydiphenol--D-Glucopyranose
1-O-Galloyl-3,6-hexahydroxydiphenol-b-D-Glucopyranose
1-O-GALLOYL-3,6-HEXAHYDROXYDIPHENOYL-BETA-D-GLUCOPYRANOSE
Galloyl 3-O,6-O-[(4,4',5,5',6,6'-hexahydroxy-1,1'-biphenyl-2,2'-diyl)biscarbonyl]-β-D-glucopyranoside
1-O-Galloyl-3-O,6-O-[2,2',3,3',4,4'-hexahydroxy[1,1'-biphenyl]-6,6'-diylbiscarbonyl]-β-D-glucopyranose
B-D-GLUCOPYRANOSE, CYCLIC 3,6-(4,4',5,5',6,6'-HEXAHYDROXY[1,1'-BIPHENYL]-2,2'-DICARBOXYLATE)1-(3,4,5-TRIHYDROXYBENZOATE), (R)-
CORILAGIN: B-D-GLUCOPYRANOSE, CYCLIC3,6-(4,4',5,5',6,6'-HEXAHYDROXY[1,1'-BIPHENYL]-2,2'-DICARBOXYLATE)1-(3,4,5-TRIHYDROXYBENZOATE), (R)-, | [Molecular Formula]
C27H22O18 | [MDL Number]
MFCD00238565 | [MOL File]
23094-69-1.mol | [Molecular Weight]
634.45 |
| Chemical Properties | Back Directory | [Appearance]
Off-White Solid | [Melting point ]
>200°C dec | [Boiling point ]
1280.8±65.0 °C(Predicted) | [density ]
2.11±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C Freezer | [solubility ]
H2O: soluble1mg/mL, clear, colorless | [form ]
neat | [pka]
7.53±0.70(Predicted) | [color ]
Off-White | [Water Solubility ]
H2O: 1mg/mL, clear, colorless | [Stability:]
Hygroscopic | [InChIKey]
TUSDEZXZIZRFGC-XIGLUPEJSA-N | [SMILES]
OC1C(=C(O)C=C2C(OC3C(O)C(OC(OC(C4C=C(O)C(O)=C(O)C=4)=O)C3O)COC(=O)C3=CC(O)=C(O)C(O)=C3C=12)=O)O |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
Thrombolytic | [Definition]
ChEBI: An ellagitannin with a hexahydroxydiphenoyl group bridging over the 3-O and 6-O of the glucose core. | [Description]
Corilagin is a polyphenol and hydrolyzable tannin that can be isolated from a variety of plants.1,2 It inhibits squalene epoxidase (IC50 = 4.0 μM), a key enzyme in cholesterol synthesis.1 Corilagin also has various anti-inflammatory and anti-cancer effects.2,3,4,5 | [in vivo]
Corilagin (15 mg/kg, i.p., for 7 days) shows anti-tumor activity in Hep3B hepatocellular carcinoma[4].
Corilagin (0-20 mg/kg, i.p.) prevents APAP-induced hepatotoxicity in mice[5].
Corilagin (10 and 100 mg/kg, i.p.) ameliorates Bleomycin-induced pulmonary fibrosis in mice[6].
| Animal Model: | Hep3B hepatocellular carcinoma mouse model[4]. | | Dosage: | 15 mg/kg | | Administration: | Intraperitoneal injection (i.p.) | | Result: | Inhibited tumor growth without toxic effects. |
| Animal Model: | APAP-induced hepatotoxicity in mice[5] | | Dosage: | 0, 1, 5, 10, 20 mg/kg | | Administration: | Intraperitoneal injection (i.p.) | | Result: | Decreased APAP-induced serum ALT level, hepatic myeloperoxidase (MPO) activity, cytokines (TNF-α, IL-1β, and IL-6) production, malondialdehyde (MDA) activity, and ERK/JNK MAPK and NF-κB protein expressions. |
| [References]
[1] IKURO ABE. Ellagitannins and Hexahydroxydiphenoyl Esters as Inhibitors of Vertebrate Squalene Epoxidase[J]. Journal of Natural Products , 2001, 64 8: 1010-1014. DOI: 10.1021/np010100y
[2] ROBERTO GAMBARI . 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[J]. International immunopharmacology, 2012, 13 3: Pages 308-315. DOI: 10.1016/j.intimp.2012.04.010
[3] HAI-TAO XIAO. Inhibitory Effect of the Gallotannin Corilagin on Dextran Sulfate Sodium-Induced Murine Ulcerative Colitis[J]. Journal of Natural Products , 2013, 76 11: 2120-2125. DOI: 10.1021/np4006772
[4] LUOQI JIA. A potential anti-tumor herbal medicine, Corilagin, inhibits ovarian cancer cell growth through blocking the TGF-β signaling pathways.[J]. BMC Complementary and Alternative Medicine, 2013: 33. DOI: 10.1186/1472-6882-13-33
[5] ROBERTO GAMBARI. Sensitization of Hep3B hepatoma cells to cisplatin and doxorubicin by corilagin.[J]. Phytotherapy Research, 2014, 28 5: 781-783. DOI: 10.1002/ptr.5049 |
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