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65969

Sigma-Aldrich

4-O-Caffeoylquinic acid

≥98.0%

Sinonimo/i:

4-O-(3,4-Dihydroxycinnamoyl)-D-quinic acid, Cryptochlorogenic acid

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About This Item

Formula empirica (notazione di Hill):
C16H18O9
Numero CAS:
905-99-7
Peso molecolare:
354.31
Numero MDL:
MFCD10566638
Codice UNSPSC:
12352204
ID PubChem:
329760140
NACRES:
NA.28

Saggio

≥98.0%

Forma fisica

powder or crystals

Attività ottica

[α]/D -76.0±5.0°, c = 0.5 in H2O

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Temperatura di conservazione

2-8°C

Stringa SMILE

O[C@@H]1C[C@](O)(C[C@@H](O)[C@@H]1OC(=O)\C=C\c2ccc(O)c(O)c2)C(O)=O

InChI

1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/m1/s1
GYFFKZTYYAFCTR-JUHZACGLSA-N

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Categorie correlate

Descrizione generale

4-caffeoylquinic acid (4-CQA) is the derivative of caffeic acid (CA).
It is an ester of caffeic acid and quinic acid.

Applicazioni

4-O-Caffeoylquinic acid has been used as a reference compound for the quantification in high performance liquid chromatography-diode array detector (HPLC-DAD).

Azioni biochim/fisiol

4-O-Caffeoylquinic acid (4-CQA) is a major active antioxidant marker in mulberry leaf extract. It is an inhibitor of ferroptosis hence, it is recognized as a potent anti-diabetic agent. 4-CQA plays an important role in the upregulation of nuclear factor (erythroid-derived 2)-like 2 (Nrf2) pathway.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

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

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Bioactive Phenolics of the Genus Artemisia (Asteraceae): HPLC-DAD-ESI-TQ-MS/MS Profile of the Siberian Species and Their Inhibitory Potential Against alpha-Amylase and alpha-Glucosidase
Olennikov D N, et al.
Frontiers in Pharmacology, 9 (2018)
Yi Zhou
Diabetes, metabolic syndrome and obesity : targets and therapy, 13, 1921-1931 (2020-07-02)
Mulberry leaf extract has exerted better antidiabetic activities, while the effects of major active components in mulberry leaf extract are still unclear. Cryptochlorogenic acid (CCA) as the major active component in mulberry leaf extracts was investigated herein. Rats were treated
Caffeic acid derivatives from Bupleurum chinense
Haghi G, et al.
Research in Pharmaceutical Sciences, 9(5), 323-323 (2014)
Gary R Takeoka et al.
Journal of agricultural and food chemistry, 51(2), 496-501 (2003-01-09)
Almond hulls (Nonpareil variety) were extracted with methanol and analyzed by reversed phase HPLC with diode array detection. The extract contained 5-O-caffeoylquinic acid (chlorogenic acid), 4-O-caffeoylquinic acid (cryptochlorogenic acid), and 3-O-caffeoylquinic acid (neochlorogenic acid) in the ratio 79.5:14.8:5.7. The chlorogenic
Liangmian Chen et al.
Chemical & pharmaceutical bulletin, 63(1), 25-32 (2015-03-07)
For the determination of seven caffeoylquinic acids [neochlorogenic acid (NcA), cryptochlorogenic acid (CcA), chlorogenic acid (CA), caffeic acid (CfA), isochlorogenic acid A (Ic A), isochlorogenic acid B (Ic B), isochlorogenic acid C (Ic C)] and two flavonoids [luteolin 7-O-glucoside (LtG) and luteolin (Lt)]
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