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COCONUT Compound

(E)-4-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]but-3-en-2-one

CNP0188717.1 · C13H20O2 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name(E)-4-[(1R,4R)-4-hydroxy-2,6,6-trimethylcyclohex-2-en-1-yl]but-3-en-2-one
IUPAC Name(~{E})-4-[(1~{R},4~{R})-4-hydroxy-2,6,6-trimethyl-cyclohex-2-en-1-yl]but-3-en-2-one
COCONUT IDCNP0188717.1
InChIKeyFDSNVAKZRJLMJN-WTIVYXKASA-N
InChIInChI=1S/C13H20O2/c1-9-7-11(15)8-13(3,4)12(9)6-5-10(2)14/h5-7,11-12,15H,8H2,1-4H3/b6-5+/t11-,12-/m0/s1
SMILESCC(=O)/C=C/[C@H]1C(C)=C[C@H](O)CC1(C)C

Properties

Molecular FormulaC13H20O2
Molecular Weight208.30
Exact Mass208.14633
Log P (ALogP)2.48
TPSA37.30
H-Bond Donors / Acceptors1 / 2
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.56
NP-likeness3.01

Classification

NP PathwayTerpenoids
NP SuperclassApocarotenoids
NP ClassApocarotenoids(ε-)
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassSesquiterpenoids

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT

References (10)

  1. 10.1016/0031-9422(95)00790-3
  2. 10.1016/J.PHYTOCHEM.2003.11.018
  3. 10.1016/j.bmc.2017.12.011
  4. 10.1016/j.bmcl.2013.10.040
  5. 10.1016/s0304-3835(01)00723-6
  6. 10.1021/NP049857Q
  7. 10.1021/np049857q
  8. 10.1039/c8np00092a
  9. 10.1073/pnas.0807805105
  10. 10.1074/jbc.m102146200

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.