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Merck

16917

Supelco

1,5-Dicaffeoylchinasäure

analytical standard

Synonym(e):

(1S,3R,4R,5R)-1,3-Bis-[3-(3,4-dihydroxy-phenyl)-acryloyloxy]-4,5-dihydroxy-cyclohexancarbonsäure, 1,3-Dikaffeoyl-chinasäure

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About This Item

Empirische Formel (Hill-System):
C25H24O12
CAS-Nummer:
Molekulargewicht:
516.45
MDL-Nummer:
UNSPSC-Code:
85151701
PubChem Substanz-ID:
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

Assay

≥98.0% (HPLC)

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Verunreinigungen

≤10.0% water

Anwendung(en)

food and beverages

Format

neat

Lagertemp.

2-8°C

SMILES String

O[C@@H]1C[C@@](C[C@@H](OC(=O)\C=C\c2ccc(O)c(O)c2)[C@@H]1O)(OC(=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(24(34)35,11-19(30)23(20)33)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,33H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1

InChIKey

YDDUMTOHNYZQPO-PSEXTPKNSA-N

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Allgemeine Beschreibung

Dicaffeoylquinic acid is naturally occurring polyphenolic compound found in plants like fennel and coffee. It is characterized by two caffeic acid molecules linked via ester bonds to one quinic acid molecule. 1, 5-Dicaffeoylquinic acid (1,5-DCQA) is considered as a potent and nontoxic inhibitor of HIV-1 replication.
Dicaffeoylquinic acid is naturally occurring polyphenolic compound found in plants like fennel and coffee. It is characterized by two caffeic acid molecules linked via ester bonds to one quinic acid molecule. 1, 5-Dicaffeoylquinic acid (1,5-DCQA) is considered as a potent and nontoxic inhibitor of HIV-1 replication.
In literature, CAS Numbers 19870-46-3 and 30964-13-7 are each described as 1,3-dicaffeoylquinic acid, 1,5-dicaffeoylquinic acid, and cynarin. The IUPAC synonym for this product is provided for clarification.

Anwendung

It may be used as reference standard in LC-MS/MS method for the determination of 1,5-DCQA from human plasma.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem./physiol. Wirkung

Phenolverbindung aus Artischocken. Antioxidative und choleretische Eigenschaften. Potenzielles Immunsuppressivum.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Sonstige Hinweise

This compound is commonly found in plants of the genus: achillea arnica

Lagerklassenschlüssel

13 - Non Combustible Solids

WGK

WGK 3


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Kunden haben sich ebenfalls angesehen

Ruolan Gu et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 852(1-2), 85-91 (2007-02-03)
1,5-Dicaffeoylquinic acid (1,5-DCQA), a potent HIV-1 integrase inhibitor, is undergoing an evaluation as a promising novel HIV therapeutic agent. Here, we report a simple, rapid and robust LC-MS/MS method for simultaneous determination of 1,5-DCQA and its two active metabolites, 1-caffeoyl-5-feruoylquinic
Bo Yang et al.
Drug metabolism and disposition: the biological fate of chemicals, 33(7), 930-936 (2005-04-02)
To explore the metabolism of 1,5-dicaffeoylquinic acid (1,5-DCQA) in rats, liquid chromatography-mass spectrometry in parallel to diode-array detection was used for the rapid detection/characterization of the metabolites formed in bile, urine, and plasma of rats following oral administration of 1,5-DCQA
Reham Wagdy et al.
Journal of food science, 84(5), 1012-1022 (2019-04-25)
Dietary phenolics are known for their potent antioxidant and anti-inflammatory activities, making them promising candidates for protection against neuroinflammation and neurodegeneration. Hydroalcohol extract of Egyptian species of Corchorus olitorius L. (Co) leaves was investigated for its neuroprotective effects in a
Muhammad Mir Showkat et al.
Molecules (Basel, Switzerland), 24(18) (2019-09-13)
Phenolic acids including chlorogenic acids are major polyphenolic compounds found in Jerusalem artichoke (Helianthus tuberosus L.). The plant itself is an emerging biorefinery crop due to the inulin-rich tubers, a bioethanol feedstock, but the aerial parts represent a rich source
Daniil N Olennikov et al.
Antioxidants (Basel, Switzerland), 8(8) (2019-08-17)
Fringed sagewort (Artemisia frigida Willd., Compositae family) is a well-known medicinal plant in Asian medical systems. Fifty-nine hydroxycinnamates and flavonoids have been found in A. frigida herbs of Siberian origin by high-performance liquid chromatography with diode array and electrospray triple

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