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COCONUT Compound

gibberellin A17

CNP0166806.1 · C20H26O7 · View on COCONUT ↗

2D Structure

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Identifiers

Namegibberellin A17
IUPAC Name(1~{S},2~{S},3~{R},4~{R},8~{R},9~{R},12~{S})-12-hydroxy-4-methyl-13-methylene-tetracyclo[10.2.1.0^{1,9}.0^{3,8}]pentadecane-2,4,8-tricarboxylic acid
COCONUT IDCNP0166806.1
InChIKeyAUKMHZZVLPQAOX-CDNFTCFOSA-N
InChIInChI=1S/C20H26O7/c1-10-8-18-9-19(10,27)7-4-11(18)20(16(25)26)6-3-5-17(2,15(23)24)13(20)12(18)14(21)22/h11-13,27H,1,3-9H2,2H3,(H,21,22)(H,23,24)(H,25,26)/t11-,12-,13-,17-,18+,19+,20-/m1/s1
SMILESC=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@]1(C(=O)O)CCC[C@@](C)(C(=O)O)[C@H]1[C@@H]3C(=O)O

Properties

Molecular FormulaC20H26O7
Molecular Weight378.42
Exact Mass378.16785
Log P (ALogP)2.14
TPSA132.13
H-Bond Donors / Acceptors4 / 4
Rotatable Bonds3
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.55
NP-likeness3.02

Classification

NP PathwayTerpenoids
NP SuperclassDiterpenoids
NP ClassGibberellins
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassDiterpenoids

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT
Oryza sativa as “Oryza sativa” in COCONUT

References (25)

  1. 10.1002/ELPS.201300646
  2. 10.1007/BF00194431
  3. 10.1007/BF00381261
  4. 10.1007/BF00384565
  5. 10.1007/BF00388388
  6. 10.1007/BF00399923
  7. 10.1007/BF02341024
  8. 10.1016/0031-9422(75)85353-2
  9. 10.1016/0031-9422(77)80029-0
  10. 10.1016/0031-9422(96)00035-0
  11. 10.1016/S0031-9422(00)86455-9
  12. 10.1016/S0176-1617(96)80184-2
  13. 10.1080/00021369.1973.10860784
  14. 10.1080/00021369.1983.10866062
  15. 10.1080/00021369.1985.10866667
  16. 10.1080/00021369.1988.10868799
  17. 10.1080/00021369.1990.10869995
  18. 10.1104/PP.105.073668
  19. 10.1104/PP.113.4.1369
  20. 10.1104/PP.86.3.857
  21. 10.1111/J.1399-3054.1988.TB00609.X
  22. 10.1111/J.1399-3054.1989.TB05607.X
  23. 10.1139/B70-121
  24. 10.1271/BBB1961.37.1101
  25. 10.1271/BBB1961.54.837

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.