|
Menu

COCONUT Compound

Flabellinone

CNP0166255.1 · C27H38O3 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameFlabellinone
IUPAC Name(2~{S},4~{a}~{S},4~{b}~{S},6~{a}~{S},11~{a}~{S},11~{b}~{S},13~{a}~{R})-2-hydroxy-1,1,4~{a},6~{a},9,11~{b}-hexamethyl-3,4,4~{b},5,6,11,11~{a},12,13,13~{a}-decahydro-2~{H}-indeno[2,1-a]phenanthrene-7,10-dione
COCONUT IDCNP0166255.1
InChIKeyCCDPFNRYKYEVHN-OHTCGOCVSA-N
InChIInChI=1S/C27H38O3/c1-15-13-17(28)22-16(23(15)30)14-20-26(5)10-7-18-24(2,3)21(29)9-12-25(18,4)19(26)8-11-27(20,22)6/h13,18-21,29H,7-12,14H2,1-6H3/t18-,19+,20-,21-,25+,26-,27-/m0/s1
SMILESCC1=CC(=O)C2=C(C[C@H]3[C@@]4(C)CC[C@H]5C(C)(C)[C@@H](O)CC[C@@]5(C)[C@H]4CC[C@]23C)C1=O

Properties

Molecular FormulaC27H38O3
Molecular Weight410.60
Exact Mass410.28210
Log P (ALogP)5.42
TPSA54.37
H-Bond Donors / Acceptors1 / 3
Rotatable Bonds0
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.54
NP-likeness2.65

Classification

NP PathwayTerpenoids
NP SuperclassTriterpenoids
NP Class
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassOxosteroids

Reported in GR-MAPs Plants

Vitex negundo as “Vitex negundo var. cannabifolia” in COCONUT
Solanum lycopersicum as “Solanum lycopersicum” in COCONUT

References (4)

  1. 10.1021/NP050051F
  2. 10.1021/NP050051F.S001
  3. 10.1021/np050051f
  4. 10.1039/b603047p

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.