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COCONUT Compound

6alpha-hydroxyeurycomalactone

CNP0189332.2 · C19H24O7 · View on COCONUT ↗

2D Structure

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Identifiers

Name6alpha-hydroxyeurycomalactone
IUPAC Name(1~{S},2~{R},4~{R},5~{S},9~{S},10~{R},11~{R},12~{R},13~{R},16~{R})-4,9,12-trihydroxy-2,6,10,16-tetramethyl-14-oxatetracyclo[11.2.1.0^{2,11}.0^{5,10}]hexadec-6-ene-3,8,15-trione
COCONUT IDCNP0189332.2
InChIKeyYDFWBQALFJSIRX-LYGXSPTJSA-N
InChIInChI=1S/C19H24O7/c1-6-5-8(20)15(23)18(3)9(6)11(21)16(24)19(4)10-7(2)13(26-17(10)25)12(22)14(18)19/h5,7,9-15,21-23H,1-4H3/t7-,9-,10-,11-,12+,13-,14-,15-,18+,19+/m1/s1
SMILESCC1=CC(=O)[C@@H](O)[C@@]2(C)[C@H]1[C@@H](O)C(=O)[C@@]1(C)[C@H]3C(=O)O[C@H]([C@@H]3C)[C@H](O)[C@@H]12

Properties

Molecular FormulaC19H24O7
Molecular Weight364.39
Exact Mass364.15220
Log P (ALogP)-0.38
TPSA121.13
H-Bond Donors / Acceptors3 / 7
Rotatable Bonds0
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.50
NP-likeness3.27

Classification

NP PathwayTerpenoids
NP SuperclassTriterpenoids
NP ClassQuassinoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassSteroids and steroid derivatives
Chemical SubclassHydroxysteroids

Reported in GR-MAPs Plants

Vitex negundo as “Vitex negundo” in COCONUT

References (7)

  1. 10.1016/0031-9422(92)80461-M
  2. 10.1016/J.BMC.2003.11.017
  3. 10.1016/S0031-9422(01)00480-0
  4. 10.1021/NP900486F
  5. 10.1021/np900486f
  6. 10.1055/S-2006-957570
  7. 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.