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COCONUT Compound

1,4-Dicaffeoylquinic acid

CNP0170979.3 · C25H24O12 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name1,4-Dicaffeoylquinic acid
IUPAC Nametrans-(3~{R},5~{R})-1,4-bis[[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-3,5-dihydroxy-cyclohexanecarboxylic acid
COCONUT IDCNP0170979.3
CAS1182-34-9, 251320-68-0
InChIKeyIYXQRCXQQWUFQV-RDJMKVHDSA-N
InChIInChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(32)36-23-19(30)11-25(24(34)35,12-20(23)31)37-22(33)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-31H,11-12H2,(H,34,35)/b7-3+,8-4+/t19-,20-,23?,25?/m1/s1
SMILESO=C(/C=C/C1=CC=C(O)C(O)=C1)OC1[C@H](O)CC(OC(=O)/C=C/C2=CC=C(O)C(O)=C2)(C(=O)O)C[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-likeness1.48

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

Foeniculum vulgare as “Foeniculum vulgare” in COCONUT

References (6)

  1. 10.1002/(SICI)1099-1573(199908/09)13:5<422::AID-PTR462>3.0.CO;2-M
  2. 10.1002/RCM.5123
  3. 10.1016/0305-1978(93)90061-U
  4. 10.1016/S0731-7085(00)00431-3
  5. 10.1021/JF00042A002
  6. 10.1021/jf500926v

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.