|
Menu

COCONUT Compound

(-)-Gallocatechin gallate

CNP0258703.2 · C22H18O11 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name(-)-Gallocatechin gallate
IUPAC Name[(2~{S},3~{R})-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl] 3,4,5-trihydroxybenzoate
COCONUT IDCNP0258703.2
CAS4233-96-9
InChIKeyWMBWREPUVVBILR-NQIIRXRSSA-N
InChIInChI=1S/C22H18O11/c23-10-5-12(24)11-7-18(33-22(31)9-3-15(27)20(30)16(28)4-9)21(32-17(11)6-10)8-1-13(25)19(29)14(26)2-8/h1-6,18,21,23-30H,7H2/t18-,21+/m1/s1
SMILESO=C(O[C@@H]1CC2=C(O)C=C(O)C=C2O[C@H]1C1=CC(O)=C(O)C(O)=C1)C1=CC(O)=C(O)C(O)=C1

Properties

Molecular FormulaC22H18O11
Molecular Weight458.38
Exact Mass458.08491
Log P (ALogP)2.23
TPSA197.37
H-Bond Donors / Acceptors8 / 11
Rotatable Bonds3
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.21
NP-likeness1.65

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassFlavonoids
NP ClassFlavan-3-ols
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassFlavonoids
Chemical SubclassFlavans

Reported in GR-MAPs Plants

Daucus carota as “Daucus Carota” in COCONUT

References (7)

  1. 10.1007/BF00597729
  2. 10.1016/J.JPBA.2014.10.020
  3. 10.1016/j.jfca.2018.09.012
  4. 10.1021/JF0531499
  5. 10.1021/np049743e
  6. 10.1248/BPB.18.683
  7. 10.1248/CPB.53.1565

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.