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COCONUT Compound

(1R,2S,3S,7S,9R,13S,14R,15R,17S)-3,15-dihydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-5-ene-4,11,16-trione

CNP0245573.2 · C20H26O6 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name(1R,2S,3S,7S,9R,13S,14R,15R,17S)-3,15-dihydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.02,7.013,17]heptadec-5-ene-4,11,16-trione
IUPAC Name(1~{R},2~{S},3~{S},7~{S},9~{R},13~{S},14~{R},15~{R},17~{S})-3,15-dihydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadec-5-ene-4,11,16-trione
COCONUT IDCNP0245573.2
InChIKeyJFBCRMVSRHYIIU-SONCKRQGSA-N
InChIInChI=1S/C20H26O6/c1-8-5-12(21)18(25)20(4)10(8)6-13-19(3)11(7-14(22)26-13)9(2)15(23)16(24)17(19)20/h5,9-11,13,15,17-18,23,25H,6-7H2,1-4H3/t9-,10+,11+,13-,15-,17+,18-,19-,20+/m1/s1
SMILESCC1=CC(=O)[C@@H](O)[C@]2(C)[C@H]3C(=O)[C@H](O)[C@H](C)[C@@H]4CC(=O)O[C@H](C[C@@H]12)[C@]34C

Properties

Molecular FormulaC20H26O6
Molecular Weight362.42
Exact Mass362.17294
Log P (ALogP)1.04
TPSA100.90
H-Bond Donors / Acceptors2 / 6
Rotatable Bonds0
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.62
NP-likeness3.42

Classification

NP PathwayTerpenoids
NP SuperclassTriterpenoids
NP ClassQuassinoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassTerpene lactones

Reported in GR-MAPs Plants

Vitex negundo as “Vitex negundo” in COCONUT

References (5)

  1. 10.1016/S0031-9422(01)00333-8
  2. 10.1016/S0031-9422(01)00480-0
  3. 10.1021/NP400701K
  4. 10.1021/np400701k
  5. 10.1248/CPB.40.1053

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.