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COCONUT Compound

Gentiacaulein

CNP0290720.0 · C15H12O6 · View on COCONUT ↗

2D Structure

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Identifiers

NameGentiacaulein
IUPAC Name2,8-dihydroxy-1,6-dimethoxy-xanthen-9-one
COCONUT IDCNP0290720.0
CAS15402-27-4
InChIKeyWYOSCUWDVFHQFY-UHFFFAOYSA-N
InChIInChI=1S/C15H12O6/c1-19-7-5-9(17)12-11(6-7)21-10-4-3-8(16)15(20-2)13(10)14(12)18/h3-6,16-17H,1-2H3
SMILESCOC1=CC(O)=C2C(=O)C3=C(OC)C(O)=CC=C3OC2=C1

Properties

Molecular FormulaC15H12O6
Molecular Weight288.25
Exact Mass288.06339
Log P (ALogP)2.37
TPSA89.13
H-Bond Donors / Acceptors2 / 6
Rotatable Bonds2
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.70
NP-likeness1.48

Classification

NP PathwayPolyketides
NP SuperclassXanthones
NP ClassPlant xanthones
Chemical SuperclassOrganoheterocyclic compounds
Chemical ClassBenzopyrans
Chemical Subclass1-benzopyrans

Reported in GR-MAPs Plants

Rosmarinus officinalis as “Rosmarinus officinalis” in COCONUT
Glycyrrhiza glabra as “Glycyrrhiza glabra” in COCONUT

References (12)

  1. 10.1002/HLCA.19760590517
  2. 10.1007/S10600-011-9803-X
  3. 10.1016/0305-1978(82)90006-0
  4. 10.1016/J.BMC.2008.03.069
  5. 10.1016/S0031-9422(00)84543-4
  6. 10.1016/S0031-9422(00)85510-7
  7. 10.1016/S0031-9422(00)85926-9
  8. 10.1016/j.bmc.2008.03.069
  9. 10.1021/NP50072A022
  10. 10.1055/S-2003-42784
  11. 10.1080/13880200308951342
  12. 10.1080/14786410802497398

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.