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COCONUT Compound

alpha-Boswellic acid

CNP0240944.2 · C30H48O3 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Namealpha-Boswellic acid
IUPAC Name(3~{R},4~{R},4~{a}~{R},6~{a}~{R},6~{b}~{S},8~{a}~{R},12~{a}~{R},14~{a}~{R},14~{b}~{R})-3-hydroxy-4,6~{a},6~{b},8~{a},11,11,14~{b}-heptamethyl-1,2,3,4~{a},5,6,7,8,9,10,12,12~{a},14,14~{a}-tetradecahydropicene-4-carboxylic acid
COCONUT IDCNP0240944.2
CAS471-66-9
InChIKeyBZXULBWGROURAF-IKNLXHIFSA-N
InChIInChI=1S/C30H48O3/c1-25(2)14-15-26(3)16-17-28(5)19(20(26)18-25)8-9-21-27(4)12-11-23(31)30(7,24(32)33)22(27)10-13-29(21,28)6/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21+,22+,23+,26+,27+,28+,29+,30+/m0/s1
SMILESCC1(C)CC[C@]2(C)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@@H](O)[C@](C)(C(=O)O)[C@@H]5CC[C@]43C)[C@@H]2C1

Properties

Molecular FormulaC30H48O3
Molecular Weight456.71
Exact Mass456.36035
Log P (ALogP)7.23
TPSA57.53
H-Bond Donors / Acceptors2 / 2
Rotatable Bonds1
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.41
NP-likeness3.22

Classification

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

Reported in GR-MAPs Plants

Boswellia serrata as “Boswellia serrata” in COCONUT

References (7)

  1. 10.1007/BF02856493
  2. 10.1016/J.PHYMED.2008.02.017
  3. 10.1016/S0031-9422(02)00538-1
  4. 10.1055/S-2000-9614
  5. 10.1055/S-2001-18346
  6. 10.1055/S-2008-1034309
  7. 10.1080/10286020.2010.548808

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.