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COCONUT Compound

L-citrulline

CNP0209633.1 · C6H13N3O3 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameL-citrulline
IUPAC Name(2~{S})-2-amino-5-ureido-pentanoic acid
COCONUT IDCNP0209633.1
CAS372-75-8, 94740-46-2
InChIKeyRHGKLRLOHDJJDR-BYPYZUCNSA-N
InChIInChI=1S/C6H13N3O3/c7-4(5(10)11)2-1-3-9-6(8)12/h4H,1-3,7H2,(H,10,11)(H3,8,9,12)/t4-/m0/s1
SMILESNC(=O)NCCC[C@H](N)C(=O)O

Properties

Molecular FormulaC6H13N3O3
Molecular Weight175.19
Exact Mass175.09569
Log P (ALogP)-1.15
TPSA118.44
H-Bond Donors / Acceptors4 / 3
Rotatable Bonds5
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.39
NP-likeness0.24

Classification

NP PathwayAmino acids and Peptides
NP SuperclassSmall peptides
NP ClassAminoacids
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
Daucus carota as “Daucus carota” in COCONUT
Glycyrrhiza glabra as “Glycyrrhiza glabra” in COCONUT
Oryza sativa as “Oryza sativa” in COCONUT

References (34)

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  2. 10.1007/S11306-016-1051-4
  3. 10.1007/s11306-009-0178-y
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  5. 10.1016/J.PLAPHY.2019.11.007
  6. 10.1016/J.POSTHARVBIO.2013.11.004
  7. 10.1016/S0031-9422(96)00866-7
  8. 10.1016/j.ymben.2007.03.003
  9. 10.1016/j.ymben.2015.05.001
  10. 10.1016/s0899-9007(02)00780-3
  11. 10.1021/CB3004226
  12. 10.1021/JF00017A016
  13. 10.1021/ac900166a
  14. 10.1038/MSB.2011.65
  15. 10.1038/NBT.2488
  16. 10.1038/msb.2011.65
  17. 10.1038/nbt.2488
  18. 10.1055/S-1999-14037
  19. 10.1080/00380768.2014.945390
  20. 10.1080/14786419.2018.1455049
  21. 10.1089/ind.2013.0013
  22. 10.1094/MPMI-19-0998
  23. 10.1104/PP.101.2.429
  24. 10.1104/pp.101.2.429
  25. 10.1111/J.1365-2621.1987.TB13989.X
  26. 10.1111/J.1365-313X.2004.02187.X
  27. 10.1111/j.1471-4159.1984.tb02756.x
  28. 10.1128/AEM.02417-20
  29. 10.1128/JB.127.1.291-301.1976
  30. 10.1128/aem.02417-20
  31. 10.1128/jb.127.1.291-301.1976
  32. 10.18785/GRR.0602.07
  33. 10.3389/FMOLB.2018.00096
  34. 10.3390/METABO4030599

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.