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COCONUT Compound

(E)-4-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one

CNP0288924.2 · C13H20O3 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name(E)-4-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one
IUPAC Name(~{E})-4-[(1~{S},4~{S},6~{R})-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]but-3-en-2-one
COCONUT IDCNP0288924.2
InChIKeyVYKLRWGPNUVKNC-IRIVYCKASA-N
InChIInChI=1S/C13H20O3/c1-9(14)5-6-13-11(2,3)7-10(15)8-12(13,4)16-13/h5-6,10,15H,7-8H2,1-4H3/b6-5+/t10-,12+,13-/m0/s1
SMILESCC(=O)/C=C/[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C

Properties

Molecular FormulaC13H20O3
Molecular Weight224.30
Exact Mass224.14124
Log P (ALogP)1.84
TPSA49.83
H-Bond Donors / Acceptors1 / 3
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.57
NP-likeness3.27

Classification

NP PathwayTerpenoids
NP SuperclassApocarotenoids
NP ClassApocarotenoids (β-)
Chemical SuperclassOrganoheterocyclic compounds
Chemical ClassOxepanes
Chemical SubclassOxepanes

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT

References (13)

  1. 10.1002/chin.201414209
  2. 10.1002/hlca.200900275
  3. 10.1016/0031-9422(91)84211-A
  4. 10.1016/0031-9422(95)00790-3
  5. 10.1016/J.PHYTOCHEM.2003.11.018
  6. 10.1016/J.PHYTOCHEM.2009.03.021
  7. 10.1016/j.bse.2021.104307
  8. 10.1139/V08-097
  9. 10.1139/v08-097
  10. 10.1248/CPB.58.991
  11. 10.3184/030823407780199513
  12. 10.3184/030823410X12830855365409
  13. 10.3184/030823410x12830855365409

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.