Skip to Content
Merck
CN
All Photos(1)

Documents

SMB00131

Sigma-Aldrich

3,5-Di-caffeoylquinic acid

≥95% (LC/MS-ELSD)

Sign Into View Organizational & Contract Pricing
All Photos(1)
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:
2450-53-5
Molecular Weight:
516.45
MDL number:
MFCD00951290
UNSPSC Code:
12352205
PubChem Substance ID:
329824809
NACRES:
NA.25

Quality Level

200

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

alpha-Glucosidase inhibitory activity by the flower buds of Lonicera japonica Thunb
Zhang Z, et al.,
Journal of functional foods, 5(3), 1253-1259 (2013)
Sebastian E W Opitz et al.
Phytochemical analysis : PCA, 28(2), 106-114 (2016-12-23)
Coffee is a widely consumed beverage containing antioxidant active compounds. During roasting the phytochemical composition of the coffee bean changes dramatically and highly polymeric substances are produced. Besides chlorogenic acids that are already present in green coffee beans, melanoidins show
Jiahui Chang et al.
Journal of ethnopharmacology, 194, 1032-1042 (2016-11-12)
Houshiheisan (HSHS), a classic traditional medicine prescription, has notable effects on patients with stroke AIM OF THE STUDY: To investigate the neurorestorative effects of HSHS on ischemic stroke and explore its mode of action. Focal cerebral ischemia models were induced
Water extract of propolis and its main constituents, caffeoylquinic acid derivatives, exert neuroprotective effects via antioxidant actions
Nakajima Y, et al.,
Life Sciences, 80(4), 370-377 (2007)
Dilem Tanriseven et al.
Food chemistry, 305, 125505-125505 (2019-10-14)
Shalgam is a beverage which is produced by lactic acid fermentation of black carrot juice. Two commercial methods (traditional method - TM and direct method - DM) used to produce shalgams were compared with respect to their effects on the
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service