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COCONUT Compound

Dronabinol

CNP0295305.1 · C21H30O2 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameDronabinol
IUPAC Name(6~{a}~{R},10~{a}~{R})-6,6,9-trimethyl-3-pentyl-6~{a},7,8,10~{a}-tetrahydrobenzo[c]chromen-1-ol
COCONUT IDCNP0295305.1
CAS1972-08-3, 6465-30-1
InChIKeyCYQFCXCEBYINGO-IAGOWNOFSA-N
InChIInChI=1S/C21H30O2/c1-5-6-7-8-15-12-18(22)20-16-11-14(2)9-10-17(16)21(3,4)23-19(20)13-15/h11-13,16-17,22H,5-10H2,1-4H3/t16-,17-/m1/s1
SMILESCCCCCC1=CC(O)=C2C(=C1)OC(C)(C)[C@@H]1CCC(C)=C[C@@H]21

Properties

Molecular FormulaC21H30O2
Molecular Weight314.47
Exact Mass314.22458
Log P (ALogP)5.74
TPSA29.46
H-Bond Donors / Acceptors1 / 2
Rotatable Bonds4
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.57
NP-likeness2.31

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.; Cannabis sativa var. indica; Cannabis sativa variety (FM2)” in COCONUT

References (23)

  1. 10.1002/9780470744307.gat218
  2. 10.1002/JPS.2600610139
  3. 10.1002/food.19880321030
  4. 10.1007/BF02907934
  5. 10.1007/S11101-008-9094-4
  6. 10.1007/s11101-008-9094-4
  7. 10.1016/B978-0-12-013320-8.50007-1
  8. 10.1016/j.lfs.2005.09.011
  9. 10.1021/NP070454A
  10. 10.1021/NP200500P
  11. 10.1021/NP50008A001
  12. 10.1021/NP50060A004
  13. 10.1021/NP8002673
  14. 10.1021/acs.jnatprod.9b00876
  15. 10.1021/np200500p
  16. 10.1021/np8002673
  17. 10.1080/02841860701678787
  18. 10.1080/10826079508009265
  19. 10.1093/PCP/PCN150
  20. 10.1248/CPB.48.743
  21. 10.1248/YAKUSHI1947.118.9_408
  22. 10.1520/JFS11698J
  23. 10.2307/2446007

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.