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COCONUT Compound

1-Caffeoyl-beta-D-glucose

CNP0201883.1 · C15H18O9 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name1-Caffeoyl-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-(3,4-dihydroxyphenyl)prop-2-enoate
COCONUT IDCNP0201883.1
CAS14364-08-0
InChIKeyWQSDYZZEIBAPIN-VBQORRLJSA-N
InChIInChI=1S/C15H18O9/c16-6-10-12(20)13(21)14(22)15(23-10)24-11(19)4-2-7-1-3-8(17)9(18)5-7/h1-5,10,12-18,20-22H,6H2/b4-2+/t10-,12-,13+,14-,15+/m1/s1
SMILESO=C(/C=C/C1=CC=C(O)C(O)=C1)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Properties

Molecular FormulaC15H18O9
Molecular Weight342.30
Exact Mass342.09508
Log P (ALogP)-1.55
TPSA156.91
H-Bond Donors / Acceptors6 / 9
Rotatable Bonds4
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.22
NP-likeness2.13

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

Centella asiatica as “Centella asiatica” in COCONUT

References (20)

  1. 10.1002/CBDV.200800139
  2. 10.1002/HLCA.200900036
  3. 10.1007/BF00579831
  4. 10.1016/J.PHYTOCHEM.2005.06.019
  5. 10.1016/J.PHYTOCHEM.2007.10.019
  6. 10.1016/S0031-9422(00)80722-0
  7. 10.1016/S0031-9422(97)00362-2
  8. 10.1016/j.phytochem.2005.06.019
  9. 10.1021/ACS.JNATPROD.5B00154
  10. 10.1021/JF0347517
  11. 10.1021/JF1035542
  12. 10.1021/NP049581M
  13. 10.1021/NP049581M.S001
  14. 10.1021/acs.jnatprod.5b00154
  15. 10.1021/jf0604790
  16. 10.1021/np049581m
  17. 10.1080/14786411003792165
  18. 10.1248/CPB.49.887
  19. 10.1248/CPB.57.1352
  20. 10.1248/YAKUSHI1947.108.7_647

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.