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COCONUT Compound

thiamine

CNP0517529.0 · [C12H17N4OS]+ · View on COCONUT ↗

2D Structure

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Identifiers

Namethiamine
IUPAC Name2-[3-[(4-amino-2-methyl-pyrimidin-5-yl)methyl]-4-methyl-thiazol-3-ium-5-yl]ethanol
COCONUT IDCNP0517529.0
CAS70-16-6
InChIKeyJZRWCGZRTZMZEH-UHFFFAOYSA-N
InChIInChI=1S/C12H17N4OS/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15)/q+1
SMILESCC1=NC=C(C[N+]2=CSC(CCO)=C2C)C(N)=N1

Properties

Molecular Formula[C12H17N4OS]+
Molecular Weight265.36
Exact Mass265.11176
Log P (ALogP)0.61
TPSA75.91
H-Bond Donors / Acceptors2 / 5
Rotatable Bonds4
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.79
NP-likeness-0.10

Classification

NP PathwayAlkaloids
NP SuperclassNicotinic acid alkaloids
NP ClassPyridine alkaloids
Chemical SuperclassOrganoheterocyclic compounds
Chemical ClassDiazines
Chemical SubclassPyrimidines and pyrimidine derivatives

Reported in GR-MAPs Plants

Oryza sativa as “Oryza sativa” in COCONUT

References (25)

  1. 10.1007/BF02854349
  2. 10.1007/S10600-016-1871-5
  3. 10.1007/S11306-015-0840-5
  4. 10.1007/S11306-016-1051-4
  5. 10.1016/0378-8741(82)90024-1
  6. 10.1016/J.LFS.2004.10.055
  7. 10.1016/J.PHYTOCHEM.2007.05.016
  8. 10.1016/S0031-9422(01)00273-4
  9. 10.1016/S0895-3988(08)60012-4
  10. 10.1016/S2221-1691(12)60050-1
  11. 10.1021/ACS.JAFC.8B06037
  12. 10.1021/JA00113A025
  13. 10.1021/JA00261A024
  14. 10.1021/JA973835R
  15. 10.1021/JF60200A008
  16. 10.1021/JF60216A029
  17. 10.1038/MSB.2011.65
  18. 10.1038/NBT.2488
  19. 10.1073/PNAS.88.6.2042
  20. 10.1080/10826079308019597
  21. 10.1093/pcp/pcn183
  22. 10.1111/J.1365-2621.1985.TB10508.X
  23. 10.1128/JB.151.2.708-717.1982
  24. 10.1515/ZNC-1998-9-1002
  25. 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.