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COCONUT Compound

117405-51-3

CNP0327207.2 · C16H20O9 · View on COCONUT ↗

2D Structure

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Identifiers

Name117405-51-3
IUPAC Name(~{E})-3-[3-methoxy-4-[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-phenyl]prop-2-enoic acid
COCONUT IDCNP0327207.2
CAS14364-12-6
InChIKeyIEMIRSXOYFWPFD-BJGSYIFTSA-N
InChIInChI=1S/C16H20O9/c1-23-10-6-8(3-5-12(18)19)2-4-9(10)24-16-15(22)14(21)13(20)11(7-17)25-16/h2-6,11,13-17,20-22H,7H2,1H3,(H,18,19)/b5-3+/t11-,13-,14+,15-,16-/m1/s1
SMILESCOC1=CC(/C=C/C(=O)O)=CC=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Properties

Molecular FormulaC16H20O9
Molecular Weight356.33
Exact Mass356.11073
Log P (ALogP)-1.03
TPSA145.91
H-Bond Donors / Acceptors5 / 8
Rotatable Bonds6
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.40
NP-likeness1.65

Classification

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

Reported in GR-MAPs Plants

Ocimum sanctum as “Ocimum tenuiflorum” in COCONUT
Ocimum basilicum as “Ocimum basilicum” in COCONUT
Ocimum tenuiflorum as “Ocimum tenuiflorum” in COCONUT

References (19)

  1. 10.1007/S10600-008-9005-3
  2. 10.1007/S10600-011-9773-Z
  3. 10.1007/S10600-011-9934-0
  4. 10.1016/0031-9422(96)00122-7
  5. 10.1016/J.BMCL.2015.01.034
  6. 10.1016/J.PHYTOCHEM.2008.06.001
  7. 10.1016/S0031-9422(00)80722-0
  8. 10.1016/S0031-9422(03)00076-1
  9. 10.1016/S0031-9422(03)00282-6
  10. 10.1016/S0031-9422(96)00388-3
  11. 10.1016/j.bmcl.2015.01.034
  12. 10.1016/j.fitote.2017.04.008
  13. 10.1016/j.foodchem.2018.11.031
  14. 10.1021/JF900625R
  15. 10.1104/PP.121.1.135
  16. 10.1248/BPB.23.1216
  17. 10.1248/CPB.31.919
  18. 10.1248/CPB.56.1297
  19. 10.1271/BBB.68.942

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.