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
• Empirical Formula (Hill Notation): C₁₆H₁₈O₉
• CAS Number: 906-33-2
• Molecular Weight: 354.31
• EC Number: 212-997-1
• MDL number: MFCD10566639
• UNSPSC Code: 12352204
• PubChem Substance ID: 329770338
• NACRES: NA.32

Properties

• biological source: Lonicera japonica
• 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

Description

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable