|
Menu

COCONUT Compound

Coronatine

CNP0183840.1 · C18H25NO4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameCoronatine
IUPAC Nametrans-(1~{S},2~{S})-1-[[(3~{a}~{S},6~{R},7~{a}~{S})-6-ethyl-1-oxo-2,3,3~{a},6,7,7~{a}-hexahydroindene-4-carbonyl]amino]-2-ethyl-cyclopropanecarboxylic acid
COCONUT IDCNP0183840.1
CAS62251-96-1
InChIKeyFMGBNISRFNDECK-CZSBRECXSA-N
InChIInChI=1S/C18H25NO4/c1-3-10-7-13-12(5-6-15(13)20)14(8-10)16(21)19-18(17(22)23)9-11(18)4-2/h8,10-13H,3-7,9H2,1-2H3,(H,19,21)(H,22,23)/t10-,11+,12+,13+,18+/m1/s1
SMILESCC[C@H]1C=C(C(=O)N[C@@]2(C(=O)O)C[C@@H]2CC)[C@H]2CCC(=O)[C@H]2C1

Properties

Molecular FormulaC18H25NO4
Molecular Weight319.40
Exact Mass319.17836
Log P (ALogP)2.31
TPSA83.47
H-Bond Donors / Acceptors2 / 3
Rotatable Bonds5
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.81
NP-likeness0.95

Classification

NP PathwayPolyketides
NP Superclass
NP Class
Chemical SuperclassOrganic acids and derivatives
Chemical ClassCarboxylic acids and derivatives
Chemical SubclassAmino acids, peptides, and analogues

Reported in GR-MAPs Plants

Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT
Oryza sativa as “Oryza Sativa; Oryza sativa L.” in COCONUT

References (14)

  1. 10.1007/S00425-002-0888-0
  2. 10.1016/0041-0101(83)90187-3
  3. 10.1016/S0031-9422(00)00190-4
  4. 10.1016/S0031-9422(00)81049-3
  5. 10.1016/S0031-9422(00)83529-3
  6. 10.1016/S0031-9422(00)85028-1
  7. 10.1016/S0031-9422(00)94761-7
  8. 10.1016/S0031-9422(98)00279-9
  9. 10.1021/JA00005A069
  10. 10.1021/JA00275A087
  11. 10.1074/JBC.M407681200
  12. 10.1128/AEM.01169-17
  13. 10.1128/JB.177.21.6160-6169.1995
  14. 10.1139/V94-014

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.