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94419

Sigma-Aldrich

Neochlorogenic acid

from Lonicera japonica, ≥98.0% (HPLC)

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Synonym(s):
5-O-(trans-3,4-Dihydroxycinnamoyl)-D-quinic acid, trans-5-O-Caffeoylquinic acid
Empirical Formula (Hill Notation):
C16H18O9
CAS Number:
Molecular Weight:
354.31
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.32

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

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1 of 4

This Item
C3878SMB00131SMB00224
Neochlorogenic acid from Lonicera japonica, ≥98.0% (HPLC)

94419

Neochlorogenic acid

Chlorogenic acid ≥95% (titration)

C3878

Chlorogenic acid

3,5-Di-caffeoylquinic acid ≥95% (LC/MS-ELSD)

SMB00131

3,5-Di-caffeoylquinic acid

3,4-Di-O-caffeoylquinic acid ≥90% (LC/MS-ELSD)

SMB00224

3,4-Di-O-caffeoylquinic acid

biological source

Lonicera japonica

biological source

-

biological source

-

biological source

-

form

powder or crystals

form

powder

form

solid

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

loss

≤3.0% loss on drying

loss

-

loss

-

loss

-

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.

Storage Class

11 - Combustible Solids

wgk_germany

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
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
Maria Villarino et al.
Journal of agricultural and food chemistry, 59(7), 3205-3213 (2011-03-05)
Chlorogenic acid (CGA) and its isomer, neochlorogenic acid (NCGA), were found to be the major phenolic compounds in the flesh and peel of three peach cultivars. Their concentrations are especially high in immature fruits (CGA, 151-548 mg/kg; NCGA, 85-380 mg/kg)

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