CAS |
14534-61-3 |
Chinese Name |
异绿原酸B |
English Name |
3,4-Dicaffeoylquinic acid |
Synonyms |
异绿原酸B;3,4-二咖啡酰奎宁酸;IsochlorogenicacidB; |
Molecular Formula |
C25H24O12 |
Molecular Weight |
516.46 |
Solubility |
Soluble in DMSO |
Purity |
HPLC≥98% |
Appearance |
Light yellow to yellow Solid |
Storage |
Powder:2-8℃,2 years;Insolvent(Mother Liquid):-20℃,6 months;-80℃,1 year |
MDL |
MFCD08272439 |
SMILES |
O=C([C@@]1(O)C[C@@H](OC(/C=C/C2=CC=C(O)C(O)=C2)=O)[C@H](OC(/C=C/C3=CC=C(O)C(O)=C3)=O)[C@H](O)C1)O |
InChIKey |
UFCLZKMFXSILNL-PSEXTPKNSA-N |
InChI |
InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1 |
PubChem CID |
5281780 |
Target Point |
Others |
Passage |
Others |
Background |
3,4-Dicaffeoylquinic acid has apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. |
Biological Activity |
3,4-Dicaffeoylquinic acid (3,4-Di-O-caffeoylquinic acid), naturally isolated from Laggera alata, has antioxidative, DNA protective, neuroprotective and hepatoprotective properties. 3,4-Dicaffeoylquinic acid exerts apoptosis-mediated cytotoxicity and α-glucosidase inhibitory effects. 3,4-Dicaffeoylquinic acid possesses a unique mechanism of anti-influenza viral activity, that is, enhancing viral clearance by increasing TRAIL[1-3]. |
In Vitro |
3,4-Dicaffeoylquinic acid acts as a greater primary antioxidant than its methanol extract,by having higher ferric reducing activity(EC50 2.18 μg/ml),β-carotene bleaching activity(EC50 23.85 μg/ml)and DPPH scavenging activity(EC50 68.91 μg/ml). 3,4-Dicaffeoylquinic acid exhibits a remarkable dose-dependent inhibitory effect on NCI-H23(human lung adenocarcinoma)cell lines(EC50 3.26 μg/ml)and is found to be apoptotic in nature based on a clear indication of DNA fragmentation. 3,4-Dicaffeoylquinic acid also displays a concentration-dependent α-glucosidase inhibition with EC50 241.80 μg/ml[1]. |
Data Literature Source |
[1]. Takemura T,et al. 3,4-Dicaffeoylquinic Acid,a Major Constituent of Brazilian Propolis,Increases TRAIL Expression and Extends the Lifetimes of Mice Infected with the Influenza A Virus. Evid Based Complement Alternat Med. 2012;2012:946867. [2]. Liu X,et al. Protective effect of isochlorogenic acid B on liver fibrosis in non-alcoholic steatohepatitis of mice. Basic Clin Pharmacol Toxicol. 2019;124(2):144-153. [3]. Ooi KL,et al. Cytotoxic,apoptotic and anti-α-glucosidase activities of 3,4-di-O-caffeoyl quinic acid,an antioxidant isolated from the polyphenolic-rich extract of Elephantopus mollis Kunth. J Ethnopharmacol. 2011;135(3):685-695. |
Unit |
Bottle |
Specification |
5mg 10mM*1mL in DMSO 10mg |