SMB00221
4,5-Di-O-caffeoylquinic acid
≥85% (LC/MS-ELSD)
Synonym(s):
4,5-DCQA, 4,5-Di-O-caffeoylquinate, 4,5-Dicaffeoylquinic acid, Isochlorogenate C, Isochlorogenic acid C
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About This Item
Empirical Formula (Hill Notation):
C25H24O12
CAS Number:
Molecular Weight:
516.45
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352205
MDL number:
Quality Level
assay
≥85% (LC/MS-ELSD)
form
solid
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
−20°C
SMILES string
O[C@@H]1C[C@@](O)(C[C@@H](OC(=O)\C=C\c2ccc(O)c(O)c2)[C@H]1OC(=O)\C=C\c3ccc(O)c(O)c3)C(O)=O
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
InChI key
UFCLZKMFXSILNL-RVXRWRFUSA-N
General description
4,5-Di-O-caffeoylquinic acid (4,5-COQ) is a derivative of caffeoylquinic acid which is a bioactive phenylpropanoid.
Application
4,5-Di-O-caffeoylquinic acid has been used as a reference standard to detect phenolic compounds from Artemisia species using high-performance liquid chromatography with diode array detection (HPLC-DAD) It has also been used as a standard in high-performance liquid chromatography with diode array detection (HPLC-DAD) respectively.
Biochem/physiol Actions
4,5-Di-O-caffeoylquinic acid (4,5-COQ) is an excellent antioxidant, anti-inflammatory, antimicrobial, antifungal, and cytoprotective agent. It also shows neuroprotective and anti-amyloidogenic properties and can inhibit 42-mer amyloid β-protein (Aβ42). 4,5-COQ displays anti-human immunodeficiency virus (HIV) activity as its effectively inhibits HIV-1 reverse transcriptase.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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HIV-1 reverse transcriptase inhibitory activity of flavones and chlorogenic acid derivatives from Moquiniastrum floribundum (Asteraceae)
Tamayose CI, et al.,
Asia-Pacific Journal of Molecular Biology and Biotechnology, 123, 142-146 (2019)
HIV-1 reverse transcriptase inhibitory activity of flavones and chlorogenic acid derivatives from Moquiniastrum floribundum (Asteraceae)
Tamayose CI, et al.,
South African Journal of botony, 123, 142-146 (2019)
Phenolic compounds and in vitro antioxidant, anti-inflammatory, antimicrobial activities of Scorzonera hieraciifolia Hayek roots
Sari A, et al.,
South African Journal of botony, 125, 116-119 (2019)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SMB00221-1MG | 04061837076275 |