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COCONUT Compound

Artemisinic acid

CNP0137942.1 · C15H22O2 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameArtemisinic acid
IUPAC Name2-[(1~{R},4~{R},4~{a}~{S},8~{a}~{R})-4,7-dimethyl-1,2,3,4,4~{a},5,6,8~{a}-octahydronaphthalen-1-yl]prop-2-enoic acid
COCONUT IDCNP0137942.1
CAS80286-58-4
InChIKeyPLQMEXSCSAIXGB-SAXRGWBVSA-N
InChIInChI=1S/C15H22O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10,12-14H,3-7H2,1-2H3,(H,16,17)/t10-,12+,13+,14+/m1/s1
SMILESC=C(C(=O)O)[C@@H]1CC[C@@H](C)[C@@H]2CCC(C)=C[C@@H]21

Properties

Molecular FormulaC15H22O2
Molecular Weight234.34
Exact Mass234.16198
Log P (ALogP)3.65
TPSA37.30
H-Bond Donors / Acceptors1 / 1
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.58
NP-likeness2.74

Classification

NP PathwayTerpenoids
NP SuperclassSesquiterpenoids
NP ClassCadinane sesquiterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassSesquiterpenoids

Reported in GR-MAPs Plants

Artemisia annua as “Artemisia Annua; Artemisia annua L.” in COCONUT

References (28)

  1. 10.1002/CHIN.200401163
  2. 10.1002/JSSC.200500198
  3. 10.1002/PCA.2800020507
  4. 10.1002/PTR.2650060106
  5. 10.1007/S11627-997-0056-0
  6. 10.1016/0031-9422(90)83020-2
  7. 10.1016/0031-9422(94)85021-6
  8. 10.1016/J.PHYMED.2009.07.016
  9. 10.1016/S0021-9673(97)00403-2
  10. 10.1016/S0031-9422(97)00126-X
  11. 10.1016/j.synbio.2020.06.001
  12. 10.1021/NP50061A031
  13. 10.1021/NP50072A026
  14. 10.1021/NP50092A005
  15. 10.1021/NP50119A027
  16. 10.1021/NP980370P
  17. 10.1038/s41467-019-09005-3
  18. 10.1055/S-1999-14094
  19. 10.1055/S-2000-11115
  20. 10.1055/S-2006-957737
  21. 10.1055/S-2006-957880
  22. 10.1055/S-2006-959408
  23. 10.1055/S-2006-959474
  24. 10.1055/S-2006-959762
  25. 10.1055/S-2006-959993
  26. 10.1055/S-2006-962787
  27. 10.1385/1-59259-030-6:135
  28. 10.4268/CJCMM20142423

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.