|
Menu

COCONUT Compound

2'-Hydroxylupalbigenin

CNP0287344.0 · C25H26O6 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name2'-Hydroxylupalbigenin
IUPAC Name3-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-5,7-dihydroxy-6-(3-methylbut-2-enyl)chromen-4-one
COCONUT IDCNP0287344.0
CAS90686-13-8
InChIKeyKKFAKKIIFUFASS-UHFFFAOYSA-N
InChIInChI=1S/C25H26O6/c1-13(2)5-7-16-19(26)10-9-15(23(16)28)18-12-31-21-11-20(27)17(8-6-14(3)4)24(29)22(21)25(18)30/h5-6,9-12,26-29H,7-8H2,1-4H3
SMILESCC(C)=CCC1=C(O)C=CC(C2=COC3=CC(O)=C(CC=C(C)C)C(O)=C3C2=O)=C1O

Properties

Molecular FormulaC25H26O6
Molecular Weight422.48
Exact Mass422.17294
Log P (ALogP)5.30
TPSA111.13
H-Bond Donors / Acceptors4 / 6
Rotatable Bonds5
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.42
NP-likeness1.66

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassIsoflavonoids
NP ClassIsoflavones
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassIsoflavonoids
Chemical SubclassIsoflav-2-enes

Reported in GR-MAPs Plants

Glycyrrhiza glabra as “Glycyrrhiza glabra” in COCONUT

References (9)

  1. 10.1002/(SICI)1099-1565(199907/08)10:4<198::AID-PCA454>3.0.CO;2-C
  2. 10.1007/BF01020159
  3. 10.1016/0031-9422(89)80140-2
  4. 10.1016/J.BMC.2017.05.009
  5. 10.1016/S0031-9422(00)80349-0
  6. 10.1016/S0031-9422(00)81531-9
  7. 10.1016/S0031-9422(00)84936-5
  8. 10.1021/NP50102A033
  9. 10.1104/PP.100.1.76

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.