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SMB00131

3,5-Di-caffeoylquinic acid

≥95% (LC/MS-ELSD)

Synonym(s):

3,5-DCQA, 3,5-Dicaffeoylquinate, 3,5-Dicaffeoylquinic acid, 3,5-O-Dicaffeoylquinic acid, Isochlorogenic Acid A

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About This Item

Empirical Formula (Hill Notation):
C25H24O12
CAS Number:
2450-53-5
Molecular Weight:
516.45
NACRES:
NA.25
PubChem Substance ID:
329824809
UNSPSC Code:
12352205
MDL number:
MFCD00951290
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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

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
122228496V
SLCR5805
SLCR1493
SLCQ7967
SLCQ1009

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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)
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
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
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Global Trade Item Number

SKUGTIN
SMB00131-1MG04061838820549