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COCONUT Compound

Spectrum5_000143

CNP0286108.10 · C20H30O5 · View on COCONUT ↗

2D Structure

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Identifiers

NameSpectrum5_000143
IUPAC Name(3~{E},4~{S})-3-[2-[(1~{R},5~{R},6~{R},8~{a}~{S})-6-hydroxy-5-(hydroxymethyl)-5,8~{a}-dimethyl-2-methylene-decalin-1-yl]ethylidene]-4-hydroxy-tetrahydrofuran-2-one
COCONUT IDCNP0286108.10
InChIKeyBOJKULTULYSRAS-JAAXSKLYSA-N
InChIInChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16?,17-,19+,20+/m1/s1
SMILESC=C1CCC2[C@](C)(CO)[C@H](O)CC[C@@]2(C)[C@@H]1C/C=C1/C(=O)OC[C@H]1O

Properties

Molecular FormulaC20H30O5
Molecular Weight350.46
Exact Mass350.20932
Log P (ALogP)1.96
TPSA86.99
H-Bond Donors / Acceptors3 / 5
Rotatable Bonds3
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.41
NP-likeness3.43

Classification

NP PathwayTerpenoids
NP SuperclassDiterpenoids
NP ClassLabdane diterpenoids
Chemical SuperclassOrganoheterocyclic compounds
Chemical ClassLactones
Chemical SubclassGamma butyrolactones

Reported in GR-MAPs Plants

Andrographis paniculata as “Andrographis paniculata” in COCONUT

References (6)

  1. 10.1002/ptr.2493
  2. 10.1016/j.cbi.2008.06.006
  3. 10.1016/j.intimp.2006.10.002
  4. 10.1055/s-2007-990230
  5. 10.1080/10286020801948334
  6. 10.1158/1535-7163.MCT-08-0071

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.