5-Feruloylquinic acid - ≥99% , CAS No.40242-06-6

CAS: 40242-06-6 Cat. No.: F649442 Molecular Weight: 368.34 PubChem CID: 10133609

GRADE & PURITY ≥99%

Synonyms

3-O-(E)-Feruloylquinic acid | NCGC00168971-02 | MEGxp0_000450 | AKOS040760231 | 3-Feruloylquinic acid | E87089 | UNII-1DG2CT594J | ACon1_000550 | BRD-K71199300-001-01-4 | CHEBI:176348 | 3-O-Feruloylquinic acid | Cyclohexanecarboxylic acid, 1,3,4-trihydrox

Storage

Protected from light,Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Overview

5-Feruloylquinic acid (5-FQA) possesses antioxidative effects and tyrosinase inhibitory activities.

Form:Solid

Specifications

Synonyms

3-O-(E)-Feruloylquinic acid | NCGC00168971-02 | MEGxp0_000450 | AKOS040760231 | 3-Feruloylquinic acid | E87089 | UNII-1DG2CT594J | ACon1_000550 | BRD-K71199300-001-01-4 | CHEBI:176348 | 3-O-Feruloylquinic acid | Cyclohexanecarboxylic acid, 1, 3, 4-trihydrox

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

5-Feruloylquinic acid (5-FQA) possesses antioxidative effects and tyrosinase inhibitory activities.

Storage

Protected from light, Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Purity

≥99%

Names and Identifiers

• Canonical Smiles: COC1=C(C=CC(=C1)C=CC(=O)OC2CC(CC(C2O)O)(C(=O)O)O)O
• IUPAC Name: (1R,3R,4S,5R)-1,3,4-trihydroxy-5-[(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxycyclohexane-1-carboxylic acid
• InChIKey: RAGZUCNPTLULOL-KQJPBSFVSA-N
• INCHI: 1S/C17H20O9/c1-25-12-6-9(2-4-10(12)18)3-5-14(20)26-13-8-17(24,16(22)23)7-11(19)15(13)21/h2-6,11,13,15,18-19,21,24H,7-8H2,1H3,(H,22,23)/b5-3+/t11-,13-,15+,17-/m1/s1
• Isomeric SMILES: COC1=C(C=CC(=C1)/C=C/C(=O)O[C@@H]2C[C@](C[C@H]([C@@H]2O)O)(C(=O)O)O)O
• PubChem CID: 10133609
• Molecular Weight: 368.34

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Alcohols and polyols
        • Level5 Cyclic alcohols and derivatives
          • Level6 Cyclitols and derivatives
            • Level7 Quinic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Alcohols and polyols
• Intermediate Tree Nodes: Cyclic alcohols and derivatives - Cyclitols and derivatives
• Direct Parent: Quinic acids and derivatives
• Alternative Parents: Coumaric acids and derivatives Cinnamic acid esters Methoxyphenols Styrenes Phenoxy compounds Methoxybenzenes Anisoles 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Fatty acid esters Cyclohexanols Alpha hydroxy acids and derivatives Dicarboxylic acids and derivatives Tertiary alcohols Enoate esters Polyols Carboxylic acids Hydrocarbon derivatives Organic oxides Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Quinic acid - Cinnamic acid or derivatives - Coumaric acid or derivatives - Hydroxycinnamic acid or derivatives - Cinnamic acid ester - Methoxyphenol - Phenoxy compound - Phenol ether - Anisole - Methoxybenzene - Styrene - 1-hydroxy-2-unsubstituted benzenoid - Cyclohexanol - Fatty acid ester - Alkyl aryl ether - Phenol - Benzenoid - Monocyclic benzene moiety - Hydroxy acid - Dicarboxylic acid or derivatives - Alpha-hydroxy acid - Fatty acyl - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Tertiary alcohol - Secondary alcohol - Carboxylic acid ester - Carboxylic acid derivative - Polyol - Carboxylic acid - Ether - Hydrocarbon derivative - Carbonyl group - Organic oxide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as quinic acids and derivatives. These are compounds containing a quinic acid moiety (or a derivative thereof), which is a cyclitol made up of a cyclohexane ring that bears four hydroxyl groups at positions 1,3.4, and 5, as well as a carboxylic acid at position 1.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: DMSO : 100 mg/mL (271.49 mM; Need ultrasonic)
• Molecular Weight: 368.300 g/mol
• XLogP3: -0.100
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 368.111 Da
• Monoisotopic Mass: 368.111 Da
• Topological Polar Surface Area: 154.000 Ų
• Heavy Atom Count: 26
• Formal Charge: 0
• Complexity: 548.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1