Description

Neochlorogenic acid (5-O-caffeoylquinic acid) is a naturally occurring chlorogenic acid isomer and important plant phenolic compound found in various fruits, vegetables, and medicinal plants including prunes, coffee beans, and tea leaves. BIORLAB offers high-purity neochlorogenic acid (≥98%) isolated through advanced extraction and purification technologies, providing an exceptional research standard for pharmaceutical, nutraceutical, and biomedical applications.

Technical Specifications

• Appearance: Light yellow to off-white crystalline powder
• Purity: ≥98% (HPLC)
• Melting Point: 208-210°C
• Optical Rotation: [α]D20 -35° (c 0.5, methanol)
• Solubility: Readily soluble in water, methanol, ethanol, DMSO; poorly soluble in chloroform and dichloromethane
• UV Absorption: λmax at 324-328 nm in methanol

IUPAC Name: (1R,3R,4S,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid

InChI: 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

InChIKey: CWVRJTMFETXNAD-NXLLHMKUSA-N

Canonical SMILES: C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O

Isomeric SMILES: C1[C@H]([C@@H]([C@@H](C[C@]1(C(=O)O)O)OC(=O)/C=C/C2=CC(=C(C=C2)O)O)O)O

Synonyms: Neochlorogenic acid; 906-33-2; Neochlorogenate; (E)-Neochlorogenic Acid; 5-Caffeylquinic acid; UNII-O4601UER1Z; O4601UER1Z; (1R,3R,4S,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid; …

Botanical Source: Lonicera japonica Thunb.

Storage and Handling Requirements

• Store at -20°C in airtight containers
• Protect from light and moisture (hygroscopic)
• Allow container to reach room temperature before opening
• Stock solutions can be prepared in water or methanol
• For maximum stability, store solutions at -20°C in the dark
• Avoid repeated freeze-thaw cycles
• Stable for 24 months when properly stored
• Working solutions should be prepared fresh

Research Applications

Pharmaceutical Research

• Antioxidant Mechanism Studies: Valuable for investigating free radical scavenging mechanisms and protective effects against oxidative stress
• Anti-inflammatory Pathway Research: Important for elucidating inflammatory signaling pathway modulation
• Neuroprotection Studies: Essential for research on neurodegenerative disease prevention mechanisms
• Hepatoprotective Research: Critical for liver protection and detoxification mechanism studies
• Structure-Activity Relationship Investigations: Provides important insights on bioactive functional groups of phenolic compounds

Health Products Development

• Functional Food Research: Key component for developing health-promoting food ingredients
• Nutraceutical Formulation Studies: Essential for stability and bioavailability enhancement research
• Natural Preservative Development: Valuable for investigating food preservation systems based on natural antioxidants
• Synergistic Effect Studies: Important for research on interactions with other bioactive compounds

Biomedical Applications

• Glucose Metabolism Research: Significant for investigating mechanisms affecting glucose homeostasis and insulin sensitivity
• Cardiovascular Health Studies: Important for endothelial function and vascular protection research
• Cancer Prevention Research: Valuable for studying anti-proliferative and anti-mutagenic mechanisms
• Biomarker Analysis: Essential reference standard for metabolomic and phenolic profiling studies

Analytical Profile

• HPLC Retention Time: Characteristic retention under standard reverse-phase conditions
• UV Spectrum: Distinctive absorption pattern with maximum at 324-328 nm
• Mass Spectrum: Molecular ion peak [M-H]- at m/z 353.09
• 1H-NMR: Characteristic signals for caffeoyl moiety (6.3 and 7.6 ppm, J=16 Hz) and quinic acid ring protons
• HMBC Correlations: Distinctive connectivities confirming 5-position acylation

Biological Activities

• Potent Antioxidant Activity: Superior DPPH and ABTS radical scavenging capacity
• Anti-inflammatory Properties: Inhibits pro-inflammatory enzyme activities including COX-2
• Metabolic Regulation: Affects glucose absorption and metabolism pathways
• Antimicrobial Potential: Demonstrates activity against select microorganisms
• Enzyme Inhibition: Modulates activities of key metabolic enzymes

Quality Assurance

BIORLAB’s neochlorogenic acid undergoes:

• Comprehensive chromatographic analysis (HPLC-DAD, UHPLC-MS)
• Structure verification by 1D and 2D NMR spectroscopy
• Optical rotation confirmation
• Water content analysis (Karl Fischer)
• Residual solvent screening (GC-MS)
• Heavy metal testing (<10 ppm total heavy metals)
• Certificate of Analysis with batch-specific data

Source and Extraction

• Isolated from premium plant sources using green extraction technologies
• Purified through multi-stage chromatographic processes
• Standardized production protocols ensuring batch consistency
• Environmentally responsible manufacturing practices
• Complete traceability from source material to final product

Research Value

• Reference standard for analytical method development
• Key compound for bioactivity screening programs
• Essential for phenolic compound mechanism studies
• Critical for structure-activity relationship investigations
• Important metabolic pathway research tool

For research use only. Not for human consumption or clinical use. All BIORLAB products are intended solely for laboratory research and development applications.

For detailed specifications, bulk quantities, or technical support, please contact BIORLAB’s scientific team.