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COCONUT Compound

chorismic acid

CNP0259922.1 · C10H10O6 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

Namechorismic acid
IUPAC Name(3~{R},4~{R})-3-(1-carboxyvinyloxy)-4-hydroxy-cyclohexa-1,5-diene-1-carboxylic acid
COCONUT IDCNP0259922.1
CAS617-12-9, 55508-12-8
InChIKeyWTFXTQVDAKGDEY-HTQZYQBOSA-N
InChIInChI=1S/C10H10O6/c1-5(9(12)13)16-8-4-6(10(14)15)2-3-7(8)11/h2-4,7-8,11H,1H2,(H,12,13)(H,14,15)/t7-,8-/m1/s1
SMILESC=C(O[C@@H]1C=C(C(=O)O)C=C[C@H]1O)C(=O)O

Properties

Molecular FormulaC10H10O6
Molecular Weight226.18
Exact Mass226.04774
Log P (ALogP)-0.09
TPSA104.06
H-Bond Donors / Acceptors3 / 4
Rotatable Bonds4
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.46
NP-likeness1.78

Classification

NP PathwayShikimates and Phenylpropanoids
NP SuperclassPhenolic acids (C6-C1)
NP ClassShikimic acids and derivatives
Chemical SuperclassOrganic acids and derivatives
Chemical ClassCarboxylic acids and derivatives
Chemical SubclassDicarboxylic acids and derivatives

Reported in GR-MAPs Plants

Catharanthus roseus as “Catharanthus roseus” in COCONUT
Arabidopsis thaliana as “Arabidopsis thaliana” in COCONUT

References (16)

  1. 10.1002/BIT.10160
  2. 10.1007/BF00233788
  3. 10.1007/S004250050120
  4. 10.1016/0031-9422(96)00146-X
  5. 10.1016/0304-4165(75)90247-0
  6. 10.1016/s0040-4020(01)98233-x
  7. 10.1021/BI00503A005
  8. 10.1021/ja408594p
  9. 10.1038/MSB.2011.65
  10. 10.1046/J.1365-2958.1996.01534.X
  11. 10.1073/pnas.1015773108
  12. 10.1099/00221287-131-6-1279
  13. 10.1139/M79-220
  14. 10.1139/m79-220
  15. 10.3390/IJMS19041049
  16. 10.7164/antibiotics.37.868

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.