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COCONUT Compound

(3R,4R,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-3-hydroxy-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4a,5,6,7,8,9,10,11,12,12a,14a-tetradecahydropicene-4-carboxylic acid

CNP0365648.10 · C30H46O4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

IUPAC Name(3R,4R,6aR,6bS,8aR,11R,12S,12aR,14aR,14bS)-3-hydroxy-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4a,5,6,7,8,9,10,11,12,12a,14a-tetradecahydropicene-4-carboxylic acid
COCONUT IDCNP0365648.10
InChIKeyYIMHGPSYDOGBPI-YEIMTCQQSA-N
InChIInChI=1S/C30H46O4/c1-17-8-11-26(3)14-15-28(5)19(23(26)18(17)2)16-20(31)24-27(4)12-10-22(32)30(7,25(33)34)21(27)9-13-29(24,28)6/h16-18,21-24,32H,8-15H2,1-7H3,(H,33,34)/t17-,18+,21?,22-,23+,24-,26-,27+,28-,29-,30-/m1/s1
SMILESC[C@H]1[C@H](C)CC[C@]2(C)CC[C@]3(C)C(=CC(=O)[C@@H]4[C@@]5(C)CC[C@@H](O)[C@](C)(C(=O)O)C5CC[C@]43C)[C@H]12

Properties

Molecular FormulaC30H46O4
Molecular Weight470.69
Exact Mass470.33961
Log P (ALogP)6.27
TPSA74.60
H-Bond Donors / Acceptors2 / 3
Rotatable Bonds1
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.47
NP-likeness3.14

Classification

NP PathwayTerpenoids
NP SuperclassTriterpenoids
NP ClassUrsane and Taraxastane triterpenoids
Chemical Superclass
Chemical Class
Chemical Subclass

Reported in GR-MAPs Plants

Boswellia serrata as “Boswellia serrata” in COCONUT

References (6)

  1. 10.1002/(SICI)1099-1573(199603)10:2<107::AID-PTR780>3.0.CO;2-3
  2. 10.1007/BF02856493
  3. 10.1055/S-2001-18346
  4. 10.1055/S-2006-957444
  5. 10.1078/0944-7113-00290
  6. 10.1515/ZNC-2003-7-811

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.