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COCONUT Compound

Gibberellin A44

CNP0305686.2 · C20H26O5 · View on COCONUT ↗

2D Structure

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Identifiers

NameGibberellin A44
IUPAC Name(1~{R},2~{R},5~{S},8~{S},9~{S},10~{S},11~{R})-5-hydroxy-11-methyl-6-methylene-12-oxo-13-oxapentacyclo[9.3.3.1^{5,8}.0^{1,10}.0^{2,8}]octadecane-9-carboxylic acid
COCONUT IDCNP0305686.2
CAS36434-15-8
InChIKeyKSBJAONOPKRVRR-YTJHIPEWSA-N
InChIInChI=1S/C20H26O5/c1-11-8-19-9-20(11,24)7-4-12(19)18-6-3-5-17(2,16(23)25-10-18)14(18)13(19)15(21)22/h12-14,24H,1,3-10H2,2H3,(H,21,22)/t12-,13+,14+,17+,18+,19-,20-/m0/s1
SMILESC=C1C[C@]23C[C@@]1(O)CC[C@H]2[C@@]12CCC[C@@](C)(C(=O)OC1)[C@H]2[C@@H]3C(=O)O

Properties

Molecular FormulaC20H26O5
Molecular Weight346.42
Exact Mass346.17802
Log P (ALogP)2.53
TPSA83.83
H-Bond Donors / Acceptors2 / 4
Rotatable Bonds1
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.56
NP-likeness3.31

Classification

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

Reported in GR-MAPs Plants

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

References (37)

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  19. 10.1080/00021369.1989.10869708
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  22. 10.1104/PP.119.4.1271
  23. 10.1104/PP.69.2.522
  24. 10.1104/PP.78.1.8
  25. 10.1104/PP.82.1.298
  26. 10.1104/PP.92.4.1094
  27. 10.1104/PP.93.1.20
  28. 10.1104/PP.94.1.77
  29. 10.1104/PP.95.4.1197
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  37. 10.2503/JJSHS.67.866

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.