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COCONUT Compound

1-O-(4-Coumaroyl)-beta-D-glucose

CNP0225272.2 · C15H18O8 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name1-O-(4-Coumaroyl)-beta-D-glucose
IUPAC Name[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] (~{E})-3-(4-hydroxyphenyl)prop-2-enoate
COCONUT IDCNP0225272.2
CAS7139-64-2
InChIKeyDSNCQKUYZOSARM-QVLXMGEUSA-N
InChIInChI=1S/C15H18O8/c16-7-10-12(19)13(20)14(21)15(22-10)23-11(18)6-3-8-1-4-9(17)5-2-8/h1-6,10,12-17,19-21H,7H2/b6-3+/t10-,12-,13+,14-,15+/m1/s1
SMILESO=C(/C=C/C1=CC=C(O)C=C1)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Properties

Molecular FormulaC15H18O8
Molecular Weight326.30
Exact Mass326.10017
Log P (ALogP)-1.25
TPSA136.68
H-Bond Donors / Acceptors5 / 8
Rotatable Bonds4
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.34
NP-likeness2.02

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassPhenylpropanoids (C6-C3)
NP ClassCinnamic acids and derivatives
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassCinnamic acids and derivatives
Chemical SubclassHydroxycinnamic acids and derivatives

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT

References (17)

  1. 10.1002/HLCA.200890142
  2. 10.1016/J.BMCL.2011.04.043
  3. 10.1016/J.PHYTOCHEM.2007.10.019
  4. 10.1016/S0031-9422(00)85297-8
  5. 10.1016/S0031-9422(00)97307-2
  6. 10.1016/S0031-9422(97)00362-2
  7. 10.1016/j.bmcl.2011.04.043
  8. 10.1016/s0044-328x(80)80076-6
  9. 10.1021/acs.jnatprod.0c00597
  10. 10.1021/jf0604790
  11. 10.1021/np060237u
  12. 10.1104/PP.121.1.135
  13. 10.1104/PP.15.00838
  14. 10.1248/CPB.49.887
  15. 10.1248/CPB.56.1297
  16. 10.1248/CPB.57.1352
  17. 10.1248/CPB.59.1020

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.