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COCONUT Compound

4-Methoxyglucobrassicin

CNP0246718.2 · C17H22N2O10S2 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name4-Methoxyglucobrassicin
IUPAC Name[(2~{S},3~{R},4~{S},5~{S},6~{R})-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl] (1~{Z})-2-(4-methoxy-1~{H}-indol-3-yl)-~{N}-sulfooxy-ethanimidothioate
COCONUT IDCNP0246718.2
CAS83327-21-3
InChIKeyIIAGSABLXRZUSE-KYKLFQSUSA-N
InChIInChI=1S/C17H22N2O10S2/c1-27-10-4-2-3-9-13(10)8(6-18-9)5-12(19-29-31(24,25)26)30-17-16(23)15(22)14(21)11(7-20)28-17/h2-4,6,11,14-18,20-23H,5,7H2,1H3,(H,24,25,26)/b19-12-/t11-,14-,15+,16-,17+/m1/s1
SMILESCOC1=CC=CC2=C1C(C/C(=N/OS(=O)(=O)O)S[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)=CN2

Properties

Molecular FormulaC17H22N2O10S2
Molecular Weight478.50
Exact Mass478.07159
Log P (ALogP)-0.62
TPSA191.13
H-Bond Donors / Acceptors6 / 11
Rotatable Bonds7
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.13
NP-likeness0.93

Classification

NP PathwayAmino acids and Peptides
NP SuperclassAmino acid glycosides
NP ClassGlucosinolates
Chemical SuperclassOrganoheterocyclic compounds
Chemical ClassIndoles and derivatives
Chemical SubclassIndoles

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT

References (10)

  1. 10.1002/JSFA.2740340308
  2. 10.1002/RCM.3101
  3. 10.1007/BF02864563
  4. 10.1007/S10886-007-9350-X
  5. 10.1016/0031-9422(89)85051-4
  6. 10.1016/j.phytochem.2006.11.017
  7. 10.1021/JF001256R
  8. 10.1021/NP800738W
  9. 10.1105/TPC.109.066670
  10. 10.1515/ZNC-1986-5-605

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.