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COCONUT Compound

3-Feruloylquinic acid

CNP0368158.2 · C17H20O9 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name3-Feruloylquinic acid
IUPAC Name(1~{R},3~{R},4~{S},5~{R})-1,3,4-trihydroxy-5-[(~{E})-3-(4-hydroxy-3-methoxy-phenyl)prop-2-enoyl]oxy-cyclohexanecarboxylic acid
COCONUT IDCNP0368158.2
CAS40242-06-6, 87099-72-7
InChIKeyRAGZUCNPTLULOL-KQJPBSFVSA-N
InChIInChI=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
SMILESCOC1=CC(/C=C/C(=O)O[C@@H]2C[C@@](O)(C(=O)O)C[C@@H](O)[C@@H]2O)=CC=C1O

Properties

Molecular FormulaC17H20O9
Molecular Weight368.34
Exact Mass368.11073
Log P (ALogP)-0.34
TPSA153.75
H-Bond Donors / Acceptors5 / 8
Rotatable Bonds5
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.35
NP-likeness2.09

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassPhenylpropanoids (C6-C3)
NP ClassCinnamic acids and derivatives
Chemical SuperclassOrganic oxygen compounds
Chemical ClassOrganooxygen compounds
Chemical SubclassAlcohols and polyols

Reported in GR-MAPs Plants

Nicotiana tabacum as “Nicotiana tabacum” in COCONUT
Artemisia annua as “Artemisia annua” in COCONUT
Foeniculum vulgare as “Foeniculum vulgare” in COCONUT
Daucus carota as “Daucus carota” in COCONUT

References (10)

  1. 10.1007/BF00602476
  2. 10.1016/0031-9422(83)83029-5
  3. 10.1016/J.FOODCHEM.2008.12.074
  4. 10.1016/J.INDCROP.2012.12.022
  5. 10.1016/J.JPBA.2012.01.015
  6. 10.1016/J.PHYTOCHEM.2008.06.001
  7. 10.1016/S0031-9422(00)80722-0
  8. 10.1021/JF030813H
  9. 10.1021/JF060460X
  10. 10.1371/JOURNAL.PONE.0151350

Data from COCONUT (COlleCtion of Open Natural prodUcTs), released under CC0. Chandrasekhar V. et al. COCONUT 2.0: a comprehensive overhaul and curation of the collection of open natural products database. Nucleic Acids Research (2024), doi:10.1093/nar/gkae1063. COCONUT release 2026-10.