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SMB00131

Sigma-Aldrich

3,5-Di-caffeoylquinic acid

≥95% (LC/MS-ELSD)

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Synonym(s):
3,5-DCQA, 3,5-Dicaffeoylquinate, 3,5-Dicaffeoylquinic acid, 3,5-O-Dicaffeoylquinic acid, Isochlorogenic Acid A
Empirical Formula (Hill Notation):
C25H24O12
CAS Number:
Molecular Weight:
516.45
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

Assay

≥95% (LC/MS-ELSD)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

O[C@H]1[C@@H](C[C@@](O)(C[C@H]1OC(=O)\C=C\c2ccc(O)c(O)c2)C(O)=O)OC(=O)\C=C\c3ccc(O)c(O)c3

InChI

1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(30)36-19-11-25(35,24(33)34)12-20(23(19)32)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-29,32,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1

InChI key

KRZBCHWVBQOTNZ-PSEXTPKNSA-N

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This Item
SMB00224SMB00221PHL80426
3,5-Dicaffeoylquinic acid phyproof® Reference Substance

PHL80426

3,5-Dicaffeoylquinic acid

form

solid

form

solid

form

solid

form

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

food and beverages

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

-

General description

3,5-Dicaffeoylquinic acid is a phenolic acid found in the flower buds of Lonicera japonica Thunb. It has been used in pharmacologic, as well as food, and cosmetic research.

Application

3,5-Di-caffeoylquinic acid has been used as a reference standard for quantification of the phenolic compound of Artemisia species using high-performance liquid chromatography with diode array detection (HPLC-DAD). It has also been used as a reference standard to quantify the polyphenolic compounds found in Helianthus tuberosus L. (Jerusalem artichoke) using high-performance liquid chromatography-ultraviolet (HPLC-UV) technique.

Biochem/physiol Actions

3,5-Di-caffeoylquinic acid exerts neuroprotective effects against in vitro retinal damage mediated by its antioxidant properties. It is a potent maltase inhibitor.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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