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COCONUT Compound

(2~{R})-2-[(~{E})-3-[4-(6,7-dihydroxy-2-oxo-chromen-3-yl)oxy-3-hydroxy-phenyl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid

CNP0318082.1 · C27H20O12 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

IUPAC Name(2~{R})-2-[(~{E})-3-[4-(6,7-dihydroxy-2-oxo-chromen-3-yl)oxy-3-hydroxy-phenyl]prop-2-enoyl]oxy-3-(3,4-dihydroxyphenyl)propanoic acid
COCONUT IDCNP0318082.1
InChIKeyFGLLLJUSIHHQKZ-YVRWJWEHSA-N
InChIInChI=1S/C27H20O12/c28-16-4-1-14(8-17(16)29)9-23(26(34)35)38-25(33)6-3-13-2-5-21(20(32)7-13)37-24-11-15-10-18(30)19(31)12-22(15)39-27(24)36/h1-8,10-12,23,28-32H,9H2,(H,34,35)/b6-3+/t23-/m1/s1
SMILESO=C(/C=C/C1=CC=C(OC2=CC3=CC(O)=C(O)C=C3OC2=O)C(O)=C1)O[C@H](CC1=CC=C(O)C(O)=C1)C(=O)O

Properties

Molecular FormulaC27H20O12
Molecular Weight536.45
Exact Mass536.09548
Log P (ALogP)3.37
TPSA204.19
H-Bond Donors / Acceptors6 / 11
Rotatable Bonds8
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.08
NP-likeness1.10

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassCoumarins
NP ClassSimple coumarins
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassCoumarins and derivatives
Chemical SubclassHydroxycoumarins

Reported in GR-MAPs Plants

Salvia officinalis as “Salvia officinalis” in COCONUT

References (2)

  1. 10.1016/S0031-9422(01)00415-0
  2. 10.1016/S0031-9422(99)00368-4

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.