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94419

Sigma-Aldrich

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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About This Item

Formule empirique (notation de Hill):
C16H18O9
Numéro CAS:
Poids moléculaire :
354.31
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352204
ID de substance PubChem :
Nomenclature NACRES :
NA.32

Source biologique

Lonicera japonica

Pureté

≥98.0% (HPLC)

Forme

powder or crystals

Perte

≤3.0% loss on drying

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Chaîne SMILES 

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

Clé InChI

CWVRJTMFETXNAD-NXLLHMKUSA-N

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Description générale

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)

Actions biochimiques/physiologiques

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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Les clients ont également consulté

Yanjuan Wang et al.
Biomedical chromatography : BMC, 29(1), 68-74 (2014-05-21)
A simple, specific and sensitive ultra-performance liquid chromatography tandem mass spectrometry (UPLC-MS/MS) method was established and validated for simultaneous determination of neochlorogenic acid, chlorogenic acid, cryptochlorogenic acid and geniposide in rat plasma using puerarin as an internal standard (IS). Plasma
PHENOLIC COMPOUNDS OF SERRATULA CENTAUROIDES AND ANXIOLYTIC EFFECT
NIKOLAEVA G
Farmacia, 67(3), 504-510 (2019)
Giuliana Noratto et al.
Journal of agricultural and food chemistry, 57(12), 5219-5226 (2009-06-18)
Our objective was to evaluate the cancer suppression activity of extracts from a commercial variety of yellow-fleshed peach 'Rich Lady' (RL) and a red-fleshed plum 'Black Splendor' (BS) and identify the phenolic fractions that may possess potential as chemopreventive and/or
Chao-Mei Ma et al.
Bioorganic & medicinal chemistry, 18(2), 863-869 (2009-12-17)
In our continued research on chlorogenic acid analogues and derivatives with improved bioactivity, we have synthesized some caffeoyl 5,6-anhydroquinic acid derivatives. The 1,7 acetonides of chlorogenic acid (15), and of the mono-caffeoyl 5,6-anhydroquinic acids (7-8) showed appreciable anti-HIV activity. The
Boyong Kim et al.
Journal of medicinal food, 22(3), 305-313 (2019-03-01)
Chlorogenic acid (CGA) is a major component of green coffee beans. Surfactin, a cyclic lipopeptide, is produced and secreted by Bacillus subtilis strains. In this study, bioactivities of fermented green coffee bean extract (FGCBE) and the individual compounds, CGA and

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