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COCONUT Compound

Dicaffeoylquinic acid

CNP0225644.3 · C25H24O12 · View on COCONUT ↗

2D Structure

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Identifiers

NameDicaffeoylquinic acid
IUPAC Name(3~{R},5~{R})-3,5-bis[[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxy-cyclohexanecarboxylic acid
COCONUT IDCNP0225644.3
InChIKeyKRZBCHWVBQOTNZ-PSEXTPKNSA-N
InChIInChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(30)36-19-11-25(35,24(33)34)12-20(23(19)32)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-29,32,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1
SMILESO=C(/C=C/C1=CC=C(O)C(O)=C1)O[C@@H]1C[C@](O)(C(=O)O)C[C@@H](OC(=O)/C=C/C2=CC=C(O)C(O)=C2)[C@H]1O

Properties

Molecular FormulaC25H24O12
Molecular Weight516.46
Exact Mass516.12678
Log P (ALogP)1.03
TPSA211.28
H-Bond Donors / Acceptors7 / 11
Rotatable Bonds7
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.16
NP-likeness1.35

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

Centella asiatica as “Centella asiatica” in COCONUT
Artemisia annua as “Artemisia annua; Artemisia annua L.” in COCONUT
Daucus carota as “Daucus carota” in COCONUT

References (80)

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Showing 40 of 80. See all references on COCONUT.

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.