MilliporeSigma
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65969

Sigma-Aldrich

4-O-Caffeoylquinic acid

≥98.0%

Synonym(s):
4-O-(3,4-Dihydroxycinnamoyl)-D-quinic acid, Cryptochlorogenic acid
Empirical Formula (Hill Notation):
C16H18O9
CAS Number:
Molecular Weight:
354.31
MDL number:
PubChem Substance ID:

Quality Level

assay

≥98.0%

form

powder or crystals

optical activity

[α]/D -76.0±5.0°, c = 0.5 in H2O

storage temp.

2-8°C

SMILES string

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

InChI key

GYFFKZTYYAFCTR-JUHZACGLSA-N

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General description

4-caffeoylquinic acid (4-CQA) is the derivative of caffeic acid (CA).[1]
It is an ester of caffeic acid and quinic acid.[2]

Application

4-O-Caffeoylquinic acid has been used as a reference compound for the quantification in high performance liquid chromatography-diode array detector (HPLC-DAD).[3]

Packaging

10, 50 mg in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.

Biochem/physiol Actions

4-O-Caffeoylquinic acid (4-CQA) is a major active antioxidant marker in mulberry leaf extract.[4] It is an inhibitor of ferroptosis hence, it is recognized as a potent anti-diabetic agent.[5] 4-CQA plays an important role in the upregulation of nuclear factor (erythroid-derived 2)-like 2 (Nrf2) pathway.[2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

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Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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