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COCONUT Compound

(3R,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-ol

CNP0249388.5 · C30H50O2 · View on COCONUT ↗

2D Structure

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Identifiers

Name(3R,4aR,6aR,6bS,8aS,11R,12S,12aS,14aR,14bR)-8a-(hydroxymethyl)-4,4,6a,6b,11,12,14b-heptamethyl-2,3,4a,5,6,7,8,9,10,11,12,12a,14,14a-tetradecahydro-1H-picen-3-ol
IUPAC Name(3~{R},4~{a}~{R},6~{a}~{R},6~{b}~{S},8~{a}~{S},11~{R},12~{S},12~{a}~{S},14~{a}~{R},14~{b}~{R})-8~{a}-(hydroxymethyl)-4,4,6~{a},6~{b},11,12,14~{b}-heptamethyl-2,3,4~{a},5,6,7,8,9,10,11,12,12~{a},14,14~{a}-tetradecahydro-1~{H}-picen-3-ol
COCONUT IDCNP0249388.5
InChIKeyXUARCIYIVXVTAE-HGBZRQGGSA-N
InChIInChI=1S/C30H50O2/c1-19-10-15-30(18-31)17-16-28(6)21(25(30)20(19)2)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h8,19-20,22-25,31-32H,9-18H2,1-7H3/t19-,20+,22+,23-,24-,25+,27+,28-,29-,30-/m1/s1
SMILESC[C@H]1[C@H](C)CC[C@]2(CO)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@@H](O)C(C)(C)[C@@H]5CC[C@]43C)[C@H]12

Properties

Molecular FormulaC30H50O2
Molecular Weight442.73
Exact Mass442.38108
Log P (ALogP)7.00
TPSA40.46
H-Bond Donors / Acceptors2 / 2
Rotatable Bonds1
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.43
NP-likeness3.28

Classification

NP PathwayTerpenoids
NP SuperclassTriterpenoids
NP ClassUrsane and Taraxastane triterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassTriterpenoids

Reported in GR-MAPs Plants

Salvia officinalis as “Salvia officinalis” in COCONUT

References (48)

  1. 10.1002/ARDP.19963291005
  2. 10.1002/JPS.2600551210
  3. 10.1007/BF00564187
  4. 10.1007/BF00579142
  5. 10.1007/BF00580456
  6. 10.1007/BF00598555
  7. 10.1007/BF02975505
  8. 10.1016/0031-9422(90)85462-O
  9. 10.1016/0031-9422(94)00905-9
  10. 10.1016/0031-9422(94)85026-7
  11. 10.1016/0031-9422(95)00731-8
  12. 10.1016/0040-4039(95)01286-Q
  13. 10.1016/J.BMC.2010.01.010
  14. 10.1016/S0009-8981(02)00021-9
  15. 10.1016/S0031-9422(00)00250-8
  16. 10.1016/S0031-9422(00)80490-2
  17. 10.1016/S0031-9422(00)85522-3
  18. 10.1016/S0031-9422(00)88483-6
  19. 10.1016/S0031-9422(00)89654-5
  20. 10.1016/S0031-9422(96)00680-2
  21. 10.1016/S0031-9422(97)00004-6
  22. 10.1016/S0305-1978(03)00134-0
  23. 10.1016/S0305-1978(99)00085-X
  24. 10.1016/s0031-9422(96)00680-2
  25. 10.1021/NP040072U
  26. 10.1021/NP060369N
  27. 10.1021/NP100778K
  28. 10.1021/NP50017A014
  29. 10.1021/NP50035A027
  30. 10.1021/NP50048A019
  31. 10.1021/NP50096A031
  32. 10.1021/NP900305J
  33. 10.1021/NP960134J
  34. 10.1021/NP980313W
  35. 10.1039/A708239H
  36. 10.1055/S-2006-957706
  37. 10.1055/S-2006-960474
  38. 10.1055/S-2006-960792
  39. 10.1055/S-2007-969601
  40. 10.1076/PHBI.39.1.20.5941

Showing 40 of 48. 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.