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Key Documents

94419

Sigma-Aldrich

Neochlorogenic acid

from Lonicera japonica, ≥98.0% (HPLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C16H18O9
Numero CAS:
Peso molecolare:
354.31
Numero CE:
Numero MDL:
Codice UNSPSC:
12352204
ID PubChem:
NACRES:
NA.32

Origine biologica

Lonicera japonica

Livello qualitativo

Saggio

≥98.0% (HPLC)

Forma fisica

powder or crystals

Perdita

≤3.0% loss on drying

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Stringa SMILE

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
CWVRJTMFETXNAD-NXLLHMKUSA-N

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Descrizione generale

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

Applicazioni

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)

Azioni biochim/fisiol

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.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

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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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