|
Menu

COCONUT Compound

Echinacin

CNP0185631.1 · C30H26O12 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameEchinacin
IUPAC Name[(2~{R},3~{S},4~{S},5~{R},6~{S})-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-chromen-7-yl]oxy-tetrahydropyran-2-yl]methyl (~{E})-3-(4-hydroxyphenyl)prop-2-enoate
COCONUT IDCNP0185631.1
CAS105815-90-5
InChIKeyWPQRDUGBKUNFJW-ZZSHFKPLSA-N
InChIInChI=1S/C30H26O12/c31-17-6-1-15(2-7-17)3-10-25(35)39-14-24-27(36)28(37)29(38)30(42-24)40-19-11-20(33)26-21(34)13-22(41-23(26)12-19)16-4-8-18(32)9-5-16/h1-13,24,27-33,36-38H,14H2/b10-3+/t24-,27-,28+,29-,30-/m1/s1
SMILESO=C(/C=C/C1=CC=C(O)C=C1)OC[C@H]1O[C@@H](OC2=CC(O)=C3C(=O)C=C(C4=CC=C(O)C=C4)OC3=C2)[C@H](O)[C@@H](O)[C@@H]1O

Properties

Molecular FormulaC30H26O12
Molecular Weight578.53
Exact Mass578.14243
Log P (ALogP)2.02
TPSA196.35
H-Bond Donors / Acceptors6 / 12
Rotatable Bonds7
Lipinski's Rule of 5 Violations3
QED Drug-likeness0.14
NP-likeness1.54

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassFlavonoids
NP ClassFlavones
Chemical SuperclassPhenylpropanoids and polyketides
Chemical ClassFlavonoids
Chemical SubclassFlavonoid glycosides

Reported in GR-MAPs Plants

Nepeta cataria as “Nepeta cataria” in COCONUT

References (19)

  1. 10.1002/HLCA.200890084
  2. 10.1007/BF00598597
  3. 10.1007/S10600-011-9797-4
  4. 10.1016/0031-9422(86)88052-9
  5. 10.1016/0031-9422(89)80307-3
  6. 10.1016/0031-9422(94)00634-6
  7. 10.1016/0031-9422(95)00395-N
  8. 10.1016/0031-9422(96)80827-2
  9. 10.1016/J.ARABJC.2011.03.005
  10. 10.1016/J.BMC.2015.04.053
  11. 10.1016/J.BSE.2004.05.011
  12. 10.1016/j.bmc.2015.04.053
  13. 10.1021/NP060253R
  14. 10.1021/NP8001805
  15. 10.1080/1028602042000324826
  16. 10.1139/B88-260
  17. 10.1139/V09-151
  18. 10.1248/CPB.51.595
  19. 10.1248/CPB.54.1370

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.