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COCONUT Compound

14,15beta-dihydroxyklaineanone

CNP0284542.1 · C20H28O8 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name14,15beta-dihydroxyklaineanone
IUPAC Name(1~{R},2~{S},3~{S},7~{S},9~{R},12~{R},13~{R},14~{S},15~{R},16~{R},17~{S})-3,12,13,15,16-pentahydroxy-2,6,14,17-tetramethyl-10-oxatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadec-5-ene-4,11-dione
COCONUT IDCNP0284542.1
CAS137359-82-1
InChIKeyNWNMAVFXIRDAPM-RELKVJPISA-N
InChIInChI=1S/C20H28O8/c1-7-5-10(21)15(24)18(3)9(7)6-11-19(4)14(18)13(23)12(22)8(2)20(19,27)16(25)17(26)28-11/h5,8-9,11-16,22-25,27H,6H2,1-4H3/t8-,9-,11+,12+,13-,14+,15+,16-,18-,19+,20-/m0/s1
SMILESCC1=CC(=O)[C@@H](O)[C@]2(C)[C@H]3[C@@H](O)[C@H](O)[C@H](C)[C@]4(O)[C@@H](O)C(=O)O[C@H](C[C@@H]12)[C@]34C

Properties

Molecular FormulaC20H28O8
Molecular Weight396.44
Exact Mass396.17842
Log P (ALogP)-1.09
TPSA144.52
H-Bond Donors / Acceptors5 / 8
Rotatable Bonds0
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.33
NP-likeness3.59

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 (15)

  1. 10.1016/J.BMC.2003.11.017
  2. 10.1016/J.BMCL.2014.06.058
  3. 10.1016/S0031-9422(00)98272-4
  4. 10.1016/S0031-9422(01)00333-8
  5. 10.1016/S0031-9422(01)00480-0
  6. 10.1016/j.bmcl.2014.06.058
  7. 10.1021/NP400701K
  8. 10.1021/NP900486F
  9. 10.1021/np400701k
  10. 10.1055/S-2002-32907
  11. 10.1055/S-2006-957570
  12. 10.1080/10286020.2016.1205040
  13. 10.1246/CL.1990.749
  14. 10.1248/CPB.40.1053
  15. 10.1248/CPB.51.1301

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.