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COCONUT Compound

Deoxyandrographolide

CNP0415947.1 · C20H30O4 · View on COCONUT ↗

2D Structure

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Identifiers

NameDeoxyandrographolide
IUPAC Name4-[2-[(4~{a}~{S},5~{R},6~{R},8~{a}~{R})-6-hydroxy-5-(hydroxymethyl)-2,5,8~{a}-trimethyl-3,4,4~{a},6,7,8-hexahydronaphthalen-1-yl]ethyl]-2~{H}-furan-5-one
COCONUT IDCNP0415947.1
CAS79233-15-1
InChIKeyDAXSYTVXDSOSIE-HNJRGHQBSA-N
InChIInChI=1S/C20H30O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h9,16-17,21-22H,4-8,10-12H2,1-3H3/t16-,17+,19-,20-/m0/s1
SMILESCC1=C(CCC2=CCOC2=O)[C@]2(C)CC[C@@H](O)[C@@](C)(CO)[C@H]2CC1

Properties

Molecular FormulaC20H30O4
Molecular Weight334.46
Exact Mass334.21441
Log P (ALogP)3.14
TPSA66.76
H-Bond Donors / Acceptors2 / 4
Rotatable Bonds4
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.61
NP-likeness3.50

Classification

NP PathwayTerpenoids
NP SuperclassDiterpenoids
NP ClassLabdane diterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassTerpene lactones

Reported in GR-MAPs Plants

Andrographis paniculata as “Andrographis paniculata” in COCONUT

References (6)

  1. 10.1002/PCA.644
  2. 10.1016/S0021-9673(01)01160-8
  3. 10.1016/S0944-7113(97)80002-5
  4. 10.1080/10286020701273627
  5. 10.1248/CPB.42.1216
  6. 10.3109/13880209209054010

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.