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Merck

94419

Neochlorogenic acid

from Lonicera japonica, ≥98.0% (HPLC)

Synonyme(s) :

5-O-(trans-3,4-Dihydroxycinnamoyl)-D-quinic acid, trans-5-O-Caffeoylquinic acid

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A propos de cet article

Formule empirique (notation de Hill) :
C16H18O9
Numéro CAS:
Poids moléculaire :
354.31
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352204
EC Number:
212-997-1
MDL number:
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biological source

Lonicera japonica

Quality Segment

assay

≥98.0% (HPLC)

form

powder or crystals

loss

≤3.0% loss on drying

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

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

InChI

1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14+,16-/m1/s1

InChI key

CWVRJTMFETXNAD-NXLLHMKUSA-N

General description

Neochlorogenic acid is a polyphenolic compound and an ester of caffeic acid and quinic acid. It is an isomer of Chlorogenic acid.

Application

Neochlorogenic acid has been used:
  • to examine the phenolic content in the roots and aerial parts of Serratula centauroides using high performance liquid chromatography (HPLC) technique
  • to study the anti-inflammatory response of dried plum in human synovial fibroblasts (hSF) and bone resorption in rheumatoid arthritic transgenic mice
  • for the quantitative and toxicity analysis of green coffee bean extract on human liver carcinoma cell line (HepG2 cells)

Biochem/physiol Actions

Neochlorogenic acid has been found to have an inhibitory effect on the biosynthesis of melanin. Therefore it can be used on harvested fruits to prevent brown rot infection caused by Monilinia laxa. It also shows impressive antioxidant, antibacterial, antiviral and antipyretic characteristics. Neochlorogenic acid has the potential to be used in the management of acute and chronic inflammatory diseases due to its anti-inflammatory activity. It may function as chemopreventive compounds due to growth inhibition seen in breast cancer cell line MDA-MB-435.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.


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Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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