|
Menu

COCONUT Compound

betulinic acid

CNP0226572.4 · C30H48O3 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Namebetulinic acid
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})-9-hydroxy-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]chrysene-3~{a}-carboxylic acid
COCONUT IDCNP0226572.4
CAS472-15-1
InChIKeyQGJZLNKBHJESQX-FZFNOLFKSA-N
InChIInChI=1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20+,21-,22+,23-,24+,27-,28+,29+,30-/m0/s1
SMILESC=C(C)[C@@H]1CC[C@]2(C(=O)O)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 FormulaC30H48O3
Molecular Weight456.71
Exact Mass456.36035
Log P (ALogP)7.09
TPSA57.53
H-Bond Donors / Acceptors2 / 2
Rotatable Bonds2
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.44
NP-likeness3.07

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

Callicarpa macrophylla as “Callicarpa macrophylla” in COCONUT
Bacopa monnieri as “Bacopa monnieri” in COCONUT
Centella asiatica as “Centella asiatica” in COCONUT
Ocimum basilicum as “Ocimum basilicum” in COCONUT
Rosmarinus officinalis as “Rosmarinus Officinalis; Rosmarinus officinalis L.” in COCONUT
Salvia officinalis as “Salvia officinalis” in COCONUT
Viola odorata as “Viola odorata” in COCONUT
Tephrosia purpurea as “Tephrosia purpurea” in COCONUT
Vitex negundo as “Vitex negundo” in COCONUT
Eucalyptus citriodora as “Eucalyptus citriodora” in COCONUT

References (462)

  1. 10.1002/(SICI)1099-1565(199907/08)10:4<187::AID-PCA443>3.0.CO;2-K
  2. 10.1002/(SICI)1099-1573(199602)10:1<1::AID-PTR757>3.0.CO;2-A
  3. 10.1002/(SICI)1099-1573(199605)10:3<194::AID-PTR703>3.0.CO;2-Y
  4. 10.1002/(SICI)1099-1573(199711)11:7<504::AID-PTR145>3.0.CO;2-O
  5. 10.1002/(SICI)1099-1573(199903)13:2<115::AID-PTR404>3.0.CO;2-1
  6. 10.1002/ARDP.19963291005
  7. 10.1002/CBDV.200800266
  8. 10.1002/CBDV.200900172
  9. 10.1002/CBDV.201000310
  10. 10.1002/CHIN.198528357
  11. 10.1002/CHIN.200307143
  12. 10.1002/CHIN.200413142
  13. 10.1002/CHIN.200451186
  14. 10.1002/CHIN.200630195
  15. 10.1002/CHIN.200640213
  16. 10.1002/HLCA.200390068
  17. 10.1002/HLCA.200690271
  18. 10.1002/HLCA.200800420
  19. 10.1002/HLCA.201000278
  20. 10.1002/HLCA.201100173
  21. 10.1002/JCCS.198500029
  22. 10.1002/JCCS.199300014
  23. 10.1002/JCCS.199400028
  24. 10.1002/JCCS.200000028
  25. 10.1002/JCCS.200200042
  26. 10.1002/JCCS.200500117
  27. 10.1002/JLAC.19666920122
  28. 10.1002/MRC.1236
  29. 10.1002/MRC.1954
  30. 10.1002/MRC.2597
  31. 10.1002/PCA.628
  32. 10.1002/PCA.757
  33. 10.1002/PTR.1088
  34. 10.1002/RECL.19470660309
  35. 10.1007/978-1-4615-4913-0_23
  36. 10.1007/978-3-642-48618-0_9
  37. 10.1007/978-3-642-71425-2_1
  38. 10.1007/BF00272743
  39. 10.1007/BF00567057
  40. 10.1007/BF00597825

Showing 40 of 462. 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.