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COCONUT Compound

Cannabinolic acid

CNP0264705.0 · C22H26O4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameCannabinolic acid
IUPAC Name1-hydroxy-6,6,9-trimethyl-3-pentyl-benzo[c]chromene-2-carboxylic acid
COCONUT IDCNP0264705.0
CAS2808-39-1
InChIKeyKXKOBIRSQLNUPS-UHFFFAOYSA-N
InChIInChI=1S/C22H26O4/c1-5-6-7-8-14-12-17-19(20(23)18(14)21(24)25)15-11-13(2)9-10-16(15)22(3,4)26-17/h9-12,23H,5-8H2,1-4H3,(H,24,25)
SMILESCCCCCC1=CC2=C(C3=CC(C)=CC=C3C(C)(C)O2)C(O)=C1C(=O)O

Properties

Molecular FormulaC22H26O4
Molecular Weight354.45
Exact Mass354.18311
Log P (ALogP)5.43
TPSA66.76
H-Bond Donors / Acceptors2 / 3
Rotatable Bonds5
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.70
NP-likeness1.31

Classification

NP PathwayPolyketides
NP SuperclassMeroterpenoids
NP ClassCannabinoids
Chemical SuperclassOrganoheterocyclic compounds
Chemical ClassBenzopyrans
Chemical Subclass1-benzopyrans

Reported in GR-MAPs Plants

Canabis Sativa as “Cannabis sativa; Cannabis sativa L.” in COCONUT

References (7)

  1. 10.1002/food.19880321030
  2. 10.1007/S11101-008-9094-4
  3. 10.1007/s11101-008-9094-4
  4. 10.1016/j.lfs.2005.09.011
  5. 10.1021/NP070454A
  6. 10.1021/NP50008A001
  7. 10.1093/PCP/PCN150

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.