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COCONUT Compound

Zhebeiresinol

CNP0240876.3 · C14H16O6 · View on COCONUT ↗

2D Structure

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Identifiers

NameZhebeiresinol
IUPAC Name(3~{R},3~{a}~{S},6~{a}~{S})-3-(4-hydroxy-3,5-dimethoxy-phenyl)-3,3~{a},4,6~{a}-tetrahydro-1~{H}-furo[3,4-c]furan-6-one
COCONUT IDCNP0240876.3
CAS151636-98-5
InChIKeyAUXYOVQIZNPKSO-KKFJDGPESA-N
InChIInChI=1S/C14H16O6/c1-17-10-3-7(4-11(18-2)12(10)15)13-8-5-20-14(16)9(8)6-19-13/h3-4,8-9,13,15H,5-6H2,1-2H3/t8-,9-,13+/m1/s1
SMILESCOC1=CC([C@@H]2OC[C@H]3C(=O)OC[C@H]32)=CC(OC)=C1O

Properties

Molecular FormulaC14H16O6
Molecular Weight280.28
Exact Mass280.09469
Log P (ALogP)1.27
TPSA74.22
H-Bond Donors / Acceptors1 / 6
Rotatable Bonds3
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.84
NP-likeness2.01

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassLignans
NP ClassFurofuranoid lignans
Chemical SuperclassLignans, neolignans and related compounds
Chemical ClassLignan lactones
Chemical SubclassLignan lactones

Reported in GR-MAPs Plants

Acorus calamus as “Acorus calamus” in COCONUT

References (5)

  1. 10.1002/HLCA.200900104
  2. 10.1021/NP010037C
  3. 10.1021/NP0604533
  4. 10.1021/NP800721F
  5. 10.1055/S-0030-1249833

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.