|
Menu

COCONUT Compound

Arjunolic acid

CNP0127153.8 · C30H48O5 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameArjunolic acid
IUPAC Name(4~{a}~{S},6~{a}~{R},6~{a}~{S},6~{b}~{R},8~{a}~{R},9~{R},10~{R},11~{R},12~{a}~{R},14~{b}~{S})-10,11-dihydroxy-9-(hydroxymethyl)-2,2,6~{a},6~{b},9,12~{a}-hexamethyl-1,3,4,5,6,6~{a},7,8,8~{a},10,11,12,13,14~{b}-tetradecahydropicene-4~{a}-carboxylic acid
COCONUT IDCNP0127153.8
CAS465-00-9
InChIKeyRWNHLTKFBKYDOJ-DDHMHSPCSA-N
InChIInChI=1S/C30H48O5/c1-25(2)11-13-30(24(34)35)14-12-28(5)18(19(30)15-25)7-8-22-26(3)16-20(32)23(33)27(4,17-31)21(26)9-10-29(22,28)6/h7,19-23,31-33H,8-17H2,1-6H3,(H,34,35)/t19-,20+,21+,22+,23-,26-,27-,28+,29+,30-/m0/s1
SMILESCC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)C[C@@H](O)[C@H](O)[C@@](C)(CO)[C@@H]5CC[C@]43C)[C@@H]2C1

Properties

Molecular FormulaC30H48O5
Molecular Weight488.71
Exact Mass488.35017
Log P (ALogP)5.18
TPSA97.99
H-Bond Donors / Acceptors4 / 4
Rotatable Bonds2
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.40
NP-likeness3.31

Classification

NP PathwayTerpenoids
NP SuperclassTriterpenoids
NP ClassOleanane triterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassHydroxysteroids

Reported in GR-MAPs Plants

Terminalia arjuna as “Terminalia arjuna” in COCONUT
Terminalia chebula as “Terminalia chebula” in COCONUT

References (70)

  1. 10.1002/HLCA.200790023
  2. 10.1002/HLCA.200890070
  3. 10.1002/PCA.643
  4. 10.1002/PS.1278
  5. 10.1002/PTR.748
  6. 10.1007/S10600-009-9302-5
  7. 10.1007/S10600-010-9550-4
  8. 10.1007/S10600-011-0025-Z
  9. 10.1007/S10600-011-9968-3
  10. 10.1007/S11094-015-1200-5
  11. 10.1016/0031-9422(91)83075-V
  12. 10.1016/0031-9422(92)80177-G
  13. 10.1016/0031-9422(94)00739-G
  14. 10.1016/0031-9422(95)00486-Q
  15. 10.1016/0378-8741(92)90013-H
  16. 10.1016/J.BMCL.2019.07.010
  17. 10.1016/J.FOODCHEM.2009.04.098
  18. 10.1016/J.LFS.2005.05.051
  19. 10.1016/S0031-9422(00)82623-0
  20. 10.1016/S0031-9422(00)84538-0
  21. 10.1016/S0031-9422(00)84771-8
  22. 10.1016/S0031-9422(00)90726-X
  23. 10.1016/S0031-9422(00)95005-2
  24. 10.1016/S0031-9422(00)97983-4
  25. 10.1016/S0031-9422(01)00180-7
  26. 10.1016/S0731-7085(01)00590-8
  27. 10.1016/j.bmcl.2019.07.010
  28. 10.1021/NP000486X
  29. 10.1021/NP020429Z
  30. 10.1021/NP050553T
  31. 10.1021/NP068045M
  32. 10.1021/NP100502Y
  33. 10.1021/NP100784T
  34. 10.1021/NP1008202
  35. 10.1021/NP200789S
  36. 10.1021/NP50030A017
  37. 10.1021/NP50045A039
  38. 10.1021/NP50046A034
  39. 10.1021/NP50064A039
  40. 10.1021/NP800147Z

Showing 40 of 70. See all references on COCONUT.

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.