|
Menu

COCONUT Compound

Betulin

CNP0223449.1 · C30H50O2 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameBetulin
IUPAC Name(1~{R},3~{a}~{S},5~{a}~{R},5~{b}~{R},7~{a}~{R},9~{S},11~{a}~{R},11~{b}~{R},13~{a}~{R},13~{b}~{R})-3~{a}-(hydroxymethyl)-1-isopropenyl-5~{a},5~{b},8,8,11~{a}-pentamethyl-1,2,3,4,5,6,7,7~{a},9,10,11,11~{b},12,13,13~{a},13~{b}-hexadecahydrocyclopenta[a]chrysen-9-ol
COCONUT IDCNP0223449.1
CAS473-98-3
InChIKeyFVWJYYTZTCVBKE-ROUWMTJPSA-N
InChIInChI=1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3/t20-,21+,22-,23+,24-,25+,27-,28+,29+,30+/m0/s1
SMILESC=C(C)[C@@H]1CC[C@]2(CO)CC[C@]3(C)[C@H](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 Bonds2
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.45
NP-likeness3.23

Classification

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

Reported in GR-MAPs Plants

Bacopa monnieri as “Bacopa monnieri” in COCONUT
Rosmarinus officinalis as “Rosmarinus Officinalis; Rosmarinus officinalis L.” in COCONUT
Salvia officinalis as “Salvia officinalis” in COCONUT

References (235)

  1. 10.1002/(SICI)1099-1573(199602)10:1<1::AID-PTR757>3.0.CO;2-A
  2. 10.1002/ARDP.19332710408
  3. 10.1002/ARDP.19963291005
  4. 10.1002/CBDV.200800266
  5. 10.1002/CBDV.200900172
  6. 10.1002/CBDV.201000310
  7. 10.1002/CBER.19650980115
  8. 10.1002/CHIN.198528357
  9. 10.1002/CHIN.199410238
  10. 10.1002/CHIN.200307143
  11. 10.1002/EJOC.200500936
  12. 10.1002/ELPS.201300646
  13. 10.1002/HLCA.19930760712
  14. 10.1002/HLCA.200690271
  15. 10.1002/HLCA.200890088
  16. 10.1002/HLCA.201000138
  17. 10.1002/JCCS.199400028
  18. 10.1002/JCCS.199500076
  19. 10.1002/JCCS.200000048
  20. 10.1002/JCCS.200500117
  21. 10.1002/JCCS.200900089
  22. 10.1002/JLAC.19666920122
  23. 10.1002/RECL.19470660309
  24. 10.1007/978-1-4615-4913-0_23
  25. 10.1007/978-3-7091-1084-3_5
  26. 10.1007/BF00381261
  27. 10.1007/BF00563844
  28. 10.1007/BF00564024
  29. 10.1007/BF00564187
  30. 10.1007/BF00570696
  31. 10.1007/BF00574230
  32. 10.1007/BF00597825
  33. 10.1007/BF00599285
  34. 10.1007/BF00629882
  35. 10.1007/BF01032020
  36. 10.1007/BF02059594
  37. 10.1007/BF02969391
  38. 10.1007/BF02976931
  39. 10.1007/BF03046367
  40. 10.1007/S10600-007-0133-Y

Showing 40 of 235. 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.