1073897-80-9
Chemical Structure
1,3,5-Tricaffeoylquinic acid
- CAS No.: 1073897-80-9
- Formula:C34H30O15
- Molecular Weight:678.59
IUPAC Name: (1S,3R,4S,5R)-1,3,5-tris(((E)-3-(3,4-dihydroxyphenyl)acryloyl)oxy)-4-hydroxycyclohexane-1-carboxylic acid
InChIKey: MSKVJEAKVWAQTA-YOWOTECTSA-N
SMILES: OC1=C(O)C=CC(/C=C/C(O[C@@]2(C[C@H]([C@H](O)[C@H](OC(/C=C/C3=CC(O)=C(O)C=C3)=O)C2)OC(/C=C/C4=CC(O)=C(O)C=C4)=O)C(O)=O)=O)=C1
Biological Activity: 1,3,5-Tricaffeoylquinic acid acts as an angiogenesis inhibitor and apoptosis inducer, and exhibits anti-HIV activity. 1,3,5-Tricaffeoylquinic acid inhibits the phosphorylation of VEGFR2, ERK, PI3K, Akt and mTOR in the angiogenesis signaling pathway. 1,3,5-Tricaffeoylquinic acid regulates apoptosis-related proteins, upregulates the levels of activated caspase-8, Bax, activated PARP and caspase-3/9, while downregulates the level of Bcl-2. 1,3,5-Tricaffeoylquinic acid inhibits tube formation and shows cytotoxicity against ovarian cancer cells. 1,3,5-Tricaffeoylquinic acid can be used in studies related to ovarian cancer[1][2].
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1,3,5-Tricaffeoylquinic acid | 1,3,5-Tricaffeoylquinic acid acts as an angiogenesis inhibitor and apoptosis inducer, and exhibits anti-HIV activity. 1,3,5-Tricaffeoylquinic acid inhibits the phosphorylation of VEGFR2, ERK, PI3K, Akt and mTOR in the angiogenesis signaling pathway. 1,3,5-Tricaffeoylquinic acid regulates apoptosis-related proteins, upregulates the levels of activated caspase-8, Bax, activated PARP and caspase-3/9, while downregulates the level of Bcl-2. 1,3,5-Tricaffeoylquinic acid inhibits tube formation and shows cytotoxicity against ovarian cancer cells. 1,3,5-Tricaffeoylquinic acid can be used in studies related to ovarian cancer. | |||||||||||||||||||||
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- [1]. Heyman HM, et al. Identification of anti-HIV active dicaffeoylquinic- and tricaffeoylquinic acids in Helichrysum populifolium by NMR-based metabolomic guided fractionation. Fitoterapia. 2015 Jun;103:155-64. [Content Brief]
- [2]. Lee D, et al. 1,3,5-Tricaffeoylquinic Acid from Ipomoea batatas Vines Induced Ovarian Cancer Cell Apoptosis and Inhibited Endothelial Tube Formation. Biomol Ther (Seoul). 2025 May 1;33(3):483-493. [Content Brief]
Keywords
