|
Menu

COCONUT Compound

arjunglucoside I

CNP0226326.1 · C36H58O11 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Namearjunglucoside I
IUPAC Name[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] (1~{S},4~{a}~{R},6~{a}~{R},6~{a}~{S},6~{b}~{R},8~{a}~{R},9~{R},10~{R},11~{R},12~{a}~{R},14~{b}~{S})-1,10,11-trihydroxy-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}-carboxylate
COCONUT IDCNP0226326.1
CAS62319-70-4
InChIKeyCMZFNIMQBCBHEX-APNSOIJXSA-N
InChIInChI=1S/C36H58O11/c1-31(2)11-13-36(30(45)47-29-26(42)25(41)24(40)20(16-37)46-29)14-12-34(5)18(23(36)28(31)44)7-8-22-32(3)15-19(39)27(43)33(4,17-38)21(32)9-10-35(22,34)6/h7,19-29,37-44H,8-17H2,1-6H3/t19-,20-,21-,22-,23-,24-,25+,26-,27+,28+,29+,32+,33+,34-,35-,36+/m1/s1
SMILESCC1(C)CC[C@]2(C(=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)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]2[C@@H]1O

Properties

Molecular FormulaC36H58O11
Molecular Weight666.85
Exact Mass666.39791
Log P (ALogP)1.41
TPSA197.37
H-Bond Donors / Acceptors8 / 11
Rotatable Bonds4
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.16
NP-likeness2.96

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
Terminalia bellirica as “Terminalia bellirica” in COCONUT

References (25)

  1. 10.1002/PCA.643
  2. 10.1002/ptr.724
  3. 10.1002/ptr.724/full
  4. 10.1002/ptr.897/full
  5. 10.1007/BF02975185
  6. 10.1016/0031-9422(82)83042-2
  7. 10.1016/0031-9422(93)85243-K
  8. 10.1016/0031-9422(93)85243-k
  9. 10.1016/J.PHYTOCHEM.2006.07.017
  10. 10.1016/J.PHYTOCHEM.2009.09.027
  11. 10.1016/S0031-9422(00)98085-3
  12. 10.1016/S0031-9422(98)00154-X
  13. 10.1021/NP000486X
  14. 10.1021/NP060101W
  15. 10.1021/NP060101W.S001
  16. 10.1021/NP9704617
  17. 10.1021/NP990581+
  18. 10.1021/np9704617
  19. 10.1021/np990581+
  20. 10.1246/BCSJ.49.3213
  21. 10.1248/BPB.23.1328
  22. 10.1248/CPB.35.1833
  23. 10.1248/CPB.48.1114
  24. 10.1590/S0103-50532003000300021
  25. 10.3109/13880209409083014

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.