94419
Neochlorogenic acid
from Lonicera japonica, ≥98.0% (HPLC)
Synonym(s):
5-O-(trans-3,4-Dihydroxycinnamoyl)-D-quinic acid, trans-5-O-Caffeoylquinic acid
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About This Item
Empirical Formula (Hill Notation):
C16H18O9
CAS Number:
Molecular Weight:
354.31
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352204
EC Number:
212-997-1
MDL number:
biological source
Lonicera japonica
Quality Level
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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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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)
Faryal Mirza et al.
The Journal of nutritional biochemistry, 52, 54-61 (2017-11-18)
Dried plum (DP), a rich source of polyphenols has been shown to have bone-preserving properties in both animal models of osteoporosis and postmenopausal women. We evaluated if DP alleviated the destruction of joints in transgenic mice (TG) that overexpress human