|
Menu

COCONUT Compound

Piperitol

CNP0248930.5 · C20H20O6 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NamePiperitol
IUPAC Name4-[(3~{R},3~{a}~{S},6~{R},6~{a}~{S})-3-(1,3-benzodioxol-5-yl)-1,3,3~{a},4,6,6~{a}-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxy-phenol
COCONUT IDCNP0248930.5
CAS52151-92-5
InChIKeyVBIRCRCPHNUJAS-NSMLZSOPSA-N
InChIInChI=1S/C20H20O6/c1-22-17-6-11(2-4-15(17)21)19-13-8-24-20(14(13)9-23-19)12-3-5-16-18(7-12)26-10-25-16/h2-7,13-14,19-21H,8-10H2,1H3/t13-,14-,19+,20+/m1/s1
SMILESCOC1=CC([C@@H]2OC[C@@H]3[C@H]2CO[C@H]3C2=CC=C3OCOC3=C2)=CC=C1O

Properties

Molecular FormulaC20H20O6
Molecular Weight356.37
Exact Mass356.12599
Log P (ALogP)3.20
TPSA66.38
H-Bond Donors / Acceptors1 / 6
Rotatable Bonds3
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.91
NP-likeness1.07

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassLignans
NP ClassFurofuranoid lignans
Chemical SuperclassLignans, neolignans and related compounds
Chemical ClassFuranoid lignans
Chemical SubclassFuran lignans

Reported in GR-MAPs Plants

Vitex negundo as “Vitex negundo” in COCONUT

References (6)

  1. 10.1016/J.BMCL.2012.01.136
  2. 10.1016/J.PHYTOL.2011.05.004
  3. 10.1016/S0031-9422(00)80091-6
  4. 10.1016/j.bmcl.2012.01.136
  5. 10.1016/j.jep.2018.04.017
  6. 10.1021/JF061694J

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.