|
Menu

COCONUT Compound

14-deoxyandrographolide

CNP0241126.2 · C20H30O4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Name14-deoxyandrographolide
IUPAC Name4-[2-[(1~{R},4~{a}~{S},5~{R},6~{R},8~{a}~{S})-6-hydroxy-5-(hydroxymethyl)-5,8~{a}-dimethyl-2-methylene-decalin-1-yl]ethyl]-2~{H}-furan-5-one
COCONUT IDCNP0241126.2
CAS4176-97-0
InChIKeyGVRNTWSGBWPJGS-YSDSKTICSA-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/h9,15-17,21-22H,1,4-8,10-12H2,2-3H3/t15-,16+,17-,19+,20+/m1/s1
SMILESC=C1CC[C@@H]2[C@](C)(CO)[C@H](O)CC[C@@]2(C)[C@@H]1CCC1=CCOC1=O

Properties

Molecular FormulaC20H30O4
Molecular Weight334.46
Exact Mass334.21441
Log P (ALogP)2.99
TPSA66.76
H-Bond Donors / Acceptors2 / 4
Rotatable Bonds4
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.61
NP-likeness3.65

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 (15)

  1. 10.1002/CHIN.201029197
  2. 10.1016/J.JEP.2004.03.004
  3. 10.1016/J.PHYTOCHEM.2004.05.008
  4. 10.1021/NP050160U
  5. 10.1021/NP050211N
  6. 10.1021/NP0704452
  7. 10.1021/np050160u
  8. 10.1021/np0704452
  9. 10.1039/P19730001247
  10. 10.1039/P29900001011
  11. 10.1039/p19730001247
  12. 10.1080/10286020701273627
  13. 10.1248/CPB.32.2117
  14. 10.1248/CPB.42.1216
  15. 10.3109/13880209009082833

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.