SMB00224

3,4-Di-O-caffeoylquinic acid

≥90% (LC/MS-ELSD)

• Sinonimo/i: 3,4-DICQA, 3,4-Di-O-caffeoylquinate, 3,4-Dicaffeoylquinic acid, Isochlorogenate B, Isochlorogenic acid B
• Formula empirica (notazione di Hill): C₂₅H₂₄O₁₂
• Numero CAS: 14534-61-3
• Peso molecolare: 516.45
• Numero MDL: MFCD22375481
• Codice UNSPSC: 12352205
• ID PubChem: 329824881
• NACRES: NA.25

Proprietà

• Livello qualitativo: 200
• Saggio: ≥90% (LC/MS-ELSD)
• Forma fisica: solid
• applicazioni: metabolomics; vitamins, nutraceuticals, and natural products
• Temperatura di conservazione: −20°C
• Stringa SMILE: 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; UFCLZKMFXSILNL-PSEXTPKNSA-N

Descrizione

Descrizione generale

3,4-Di-O-caffeoylquinic acid (3,4-COQ) is a component of the medicinal herb Youngia japonica.It has a caffeoyl moiety attached with a hexacyclic quinic acid in its structure.

Applicazioni

3,4-Di-O-caffeoylquinic acid has been used as a reference standard:

• to quantify the caffeoylquinic acids of Artemisia frigida Willd. (Fringed sagewort) using high-performance liquid chromatography with diode array detection and electrospray ionization triple quadrupole mass spectrometric detection (HPLC-DAD-ESI-QQQ-MS)
• to quantify the phenolic compounds of Artemisia species using high-performance liquid chromatography with diode array detection (HPLC-DAD) technique
• for metabolic profiling of methanolic leaf extract of A. nallamalayana and to identify the phenolic acids using High-Performance Liquid Chromatography-Ultraviolet (HPLC-UV) analysis

Azioni biochim/fisiol

3,4-Di-O-caffeoylquinic acid, along with 3,5-dicaffeoylquinic acid and luteolin-7-O-glucoside, is a component of the medicinal herb Youngia japonica. It has known antiviral activity and along with 3,5,-dicaffeoylquinic acid, shows activity against respiratory syncyntial virus (RSV). 3,4-COQ elicits antioxidant effects which mediate its neuroprotective effects against in vitro retinal damage. It also exerts cytoprotective effects against oxidative damage in bone marrow-derived mesenchymal stem cells (bmMSCs).

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable