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COCONUT Compound

(1R,10R,13R,15S)-9,9,13-trimethyl-5-pentyl-8,14-dioxatetracyclo[8.5.0.02,7.013,15]pentadeca-2,4,6-trien-3-ol

CNP0322436.1 · C21H30O3 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name(1R,10R,13R,15S)-9,9,13-trimethyl-5-pentyl-8,14-dioxatetracyclo[8.5.0.02,7.013,15]pentadeca-2,4,6-trien-3-ol
IUPAC Name(1~{R},10~{R},13~{R},15~{S})-9,9,13-trimethyl-5-pentyl-8,14-dioxatetracyclo[8.5.0.0^{2,7}.0^{13,15}]pentadeca-2,4,6-trien-3-ol
COCONUT IDCNP0322436.1
InChIKeyVSQGBNUBIDZRPJ-BWZSVYRMSA-N
InChIInChI=1S/C21H30O3/c1-5-6-7-8-13-11-15(22)18-16(12-13)23-20(2,3)14-9-10-21(4)19(24-21)17(14)18/h11-12,14,17,19,22H,5-10H2,1-4H3/t14-,17-,19+,21-/m1/s1
SMILESCCCCCC1=CC(O)=C2C(=C1)OC(C)(C)[C@@H]1CC[C@@]3(C)O[C@H]3[C@@H]21

Properties

Molecular FormulaC21H30O3
Molecular Weight330.47
Exact Mass330.21949
Log P (ALogP)4.95
TPSA41.99
H-Bond Donors / Acceptors1 / 3
Rotatable Bonds4
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.63
NP-likeness2.22

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” in COCONUT

References (2)

  1. 10.1021/ACS.JNATPROD.5B00065
  2. 10.1021/acs.jnatprod.5b00065

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.