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COCONUT Compound

Guaiacin

CNP0251505.1 · C20H24O4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameGuaiacin
IUPAC Name(2~{R},3~{S},4~{S})-4-(4-hydroxy-3-methoxy-phenyl)-7-methoxy-2,3-dimethyl-tetralin-6-ol
COCONUT IDCNP0251505.1
CAS36531-08-5, 88547-66-4
InChIKeyTZAAYUCUPIYQBR-JGRMJRGVSA-N
InChIInChI=1S/C20H24O4/c1-11-7-14-9-19(24-4)17(22)10-15(14)20(12(11)2)13-5-6-16(21)18(8-13)23-3/h5-6,8-12,20-22H,7H2,1-4H3/t11-,12+,20+/m1/s1
SMILESCOC1=CC([C@H]2C3=CC(O)=C(OC)C=C3C[C@@H](C)[C@@H]2C)=CC=C1O

Properties

Molecular FormulaC20H24O4
Molecular Weight328.41
Exact Mass328.16746
Log P (ALogP)4.08
TPSA58.92
H-Bond Donors / Acceptors2 / 4
Rotatable Bonds3
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.89
NP-likeness1.60

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassLignans
NP ClassArylnaphthalene and aryltetralin lignans
Chemical SuperclassLignans, neolignans and related compounds
Chemical ClassAryltetralin lignans
Chemical SubclassAryltetralin lignans

Reported in GR-MAPs Plants

Murraya koenigii as “Murraya koenigii” in COCONUT

References (13)

  1. 10.1016/0031-9422(72)80053-0
  2. 10.1016/S0031-9422(00)00477-5
  3. 10.1016/S0031-9422(00)84117-5
  4. 10.1016/S0031-9422(00)89818-0
  5. 10.1016/S0031-9422(00)94440-6
  6. 10.1016/S0031-9422(98)00709-2
  7. 10.1021/JF063451X
  8. 10.1021/NP2001896
  9. 10.1021/NP50022A005
  10. 10.1021/NP900504A
  11. 10.1080/10826079708000478
  12. 10.1248/CPB.34.3885
  13. 10.5012/BKCS.2011.32.11.4059

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.