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COCONUT Compound

Cryptochlorogenic acid

CNP0190199.4 · C16H18O9 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameCryptochlorogenic acid
IUPAC Nametrans-(3~{R},5~{R})-4-[(~{E})-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,3,5-trihydroxy-cyclohexanecarboxylic acid
COCONUT IDCNP0190199.4
CAS905-99-7, 82638-23-1, 87099-73-8
InChIKeyGYFFKZTYYAFCTR-AVXJPILUSA-N
InChIInChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(21)25-14-11(19)6-16(24,15(22)23)7-12(14)20/h1-5,11-12,14,17-20,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14?,16?/m1/s1
SMILESO=C(/C=C/C1=CC=C(O)C(O)=C1)OC1[C@H](O)CC(O)(C(=O)O)C[C@H]1O

Properties

Molecular FormulaC16H18O9
Molecular Weight354.31
Exact Mass354.09508
Log P (ALogP)-0.65
TPSA164.75
H-Bond Donors / Acceptors6 / 8
Rotatable Bonds4
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.23
NP-likeness1.98

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassPhenylpropanoids (C6-C3)
NP ClassCinnamic acids and derivatives
Chemical SuperclassOrganic oxygen compounds
Chemical ClassOrganooxygen compounds
Chemical SubclassAlcohols and polyols

Reported in GR-MAPs Plants

Nicotiana tabacum as “Nicotiana tabacum” in COCONUT
Withania somnifera as “Withania somnifera” in COCONUT
Matricaria chamomilla as “Chamomilla recutita; Matricaria chamomilla” in COCONUT
Artemisia annua as “Artemisia annua L.” in COCONUT
Foeniculum vulgare as “Foeniculum vulgare” in COCONUT
Daucus carota as “Daucus carota” in COCONUT
Solanum lycopersicum as “Solanum lycopersicum” in COCONUT

References (33)

  1. 10.1002/RCM.3166
  2. 10.1007/BF00564480
  3. 10.1007/BF00600846
  4. 10.1007/BF00629790
  5. 10.1007/BF02490607
  6. 10.1007/S11418-007-0139-6
  7. 10.1016/0031-9422(92)83751-J
  8. 10.1016/J.JEP.2015.02.036
  9. 10.1016/J.PHYMED.2007.01.010
  10. 10.1016/J.PHYTOCHEM.2013.07.003
  11. 10.1016/S0021-9673(01)92486-0
  12. 10.1016/S0031-9422(00)81102-4
  13. 10.1016/S0031-9422(00)84542-2
  14. 10.1016/S0031-9422(00)89563-1
  15. 10.1016/S0305-1978(02)00055-8
  16. 10.1016/S0378-8741(01)00363-4
  17. 10.1016/S0731-7085(00)00431-3
  18. 10.1016/j.jpba.2015.01.049
  19. 10.1021/JF000422S
  20. 10.1021/JF0200164
  21. 10.1021/JF0201327
  22. 10.1021/JF020660I
  23. 10.1021/JF025929C
  24. 10.1021/JF304002H
  25. 10.1021/jf304002h
  26. 10.1039/AN9840900263
  27. 10.1055/S-0030-1264382
  28. 10.1055/S-2002-20053
  29. 10.1055/S-2006-960413
  30. 10.1111/j.1750-3841.2011.02091.x
  31. 10.1248/CPB.44.1293
  32. 10.1271/BBB.59.1887
  33. 10.1515/ZNC-1998-9-1004

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.