Neochlorogenic acid - analytical standard, ≥99% , CAS No.906-33-2

CAS: 906-33-2 Cat. No.: N110185 Molecular Weight: 354.31 EC Number: 212-997-1

GRADE & PURITY Analytical standard, ≥99%

Synonyms

ACon1_000392 | HMS3886H18 | Neochlorogenate | trans-5-O-Caffeoylquinic acid | s9136 | SCHEMBL18317299 | trans-5-O-caffeoyl-D-quinate | 5-Caffeoylquinic acid | AC-6061 | CHEBI:16384 | Quinic acid, 5-caffeoyl-, E- | UNII-O4601UER1Z | caffeoylquinic acid | 3

Storage

Store at 2-8°C

Shipped In

Wet ice

Specifications

Synonyms

ACon1_000392 | HMS3886H18 | Neochlorogenate | trans-5-O-Caffeoylquinic acid | s9136 | SCHEMBL18317299 | trans-5-O-caffeoyl-D-quinate | 5-Caffeoylquinic acid | AC-6061 | CHEBI:16384 | Quinic acid, 5-caffeoyl-, E- | UNII-O4601UER1Z | caffeoylquinic acid | 3

Specifications & Purity

analytical standard, ≥99%

Storage

Store at 2-8°C

Shipped In

Wet ice

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

Grade

Analytical standard

Purity

≥99%

Names and Identifiers

• Canonical Smiles: C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
• IUPAC Name: (1R,3R,4S,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
• InChIKey: CWVRJTMFETXNAD-NXLLHMKUSA-N
• 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
• 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
• WGK Germany: 3
• Molecular Weight: 354.31
• Reaxy-Rn: 2226690
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2226690&ln=

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 Styrenes Catechols 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Fatty acid esters Cyclohexanols Alpha hydroxy acids and derivatives Dicarboxylic acids and derivatives Tertiary alcohols Enoate esters Polyols Carboxylic acids Hydrocarbon derivatives Carbonyl compounds Organic oxides
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Quinic acid - Cinnamic acid or derivatives - Coumaric acid or derivatives - Hydroxycinnamic acid or derivatives - Cinnamic acid ester - Catechol - Styrene - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Cyclohexanol - Fatty acid ester - Phenol - Fatty acyl - Hydroxy acid - Benzenoid - Dicarboxylic acid or derivatives - Monocyclic benzene moiety - Alpha-hydroxy acid - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Tertiary alcohol - Secondary alcohol - Carboxylic acid ester - Carboxylic acid - Carboxylic acid derivative - Polyol - Carbonyl group - Hydrocarbon derivative - 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: Caffeate derivatives

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

Associated Targets(Human)

MT4 (17854 Activities)

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Associated Targets(non-human)

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

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HD1 Histone deacetylase (38 Activities)

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Hepatitis B virus (7925 Activities)

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Human immunodeficiency virus 1 (70413 Activities)

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DHODH Dihydroorotate dehydrogenase (fumarate) (195 Activities)

Discover Target: DHODH

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Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: 6.0° (C=0.2,MeOH)
• Molecular Weight: 354.310 g/mol
• XLogP3: -0.400
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 5
• Exact Mass: 354.095 Da
• Monoisotopic Mass: 354.095 Da
• Topological Polar Surface Area: 165.000 Ų
• Heavy Atom Count: 25
• Formal Charge: 0
• Complexity: 534.000
• 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

References

1. Dongsheng Hu, Xiaogang Liu, Yuyue Qin, Jiatong Yan, Rongmei Li, Qiliang Yang.  (2023)  The impact of different drying methods on the physical properties, bioactive components, antioxidant capacity, volatile components and industrial application of coffee peel.  Food Chemistry-X,      [PMID:37780243] [10.1016/j.fochx.2023.100807]

2. Lang-Hong Wang, Bing Yan, Danli Tang, Zhong Han, Jian Li, Xin-An Zeng.  (2024)  Quality enhancement and time reduction in soaking green plum wine using pulsed electric field.  JOURNAL OF FOOD ENGINEERING,      [PMID:] [10.1016/j.jfoodeng.2024.112004]

3. Jun Wang, Bocheng Wei, Jing Xu, Han Jiang, Yifei Xu, Chuyan Wang.  (2024)  Influence of lactic acid fermentation on the phenolic profile, antioxidant activities, and volatile compounds of black chokeberry (Aronia melanocarpa) juice.  JOURNAL OF FOOD SCIENCE,  89  (2): (834-850).  [PMID:38167751] [10.1111/1750-3841.16899]

4. Jing Huang, Yue Qin, Haiyu Chen, Fangkun Liu.  (2025)  Preclinical evidence of adenosine for early intervention in Bungarus multicinctus envenomation.  Journal of Advanced Research,      [PMID:40499752] [10.1016/j.jare.2025.06.012]