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COCONUT Compound

Valtrate

CNP0157235.2 · C22H30O8 · View on COCONUT ↗

2D Structure

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Identifiers

NameValtrate
IUPAC Name[(1~{S},6~{S},7~{R},7~{a}~{S})-4-(acetoxymethyl)-1-(3-methylbutanoyloxy)spiro[6,7~{a}-dihydro-1~{H}-cyclopenta[c]pyran-7,2'-oxirane]-6-yl] 3-methylbutanoate
COCONUT IDCNP0157235.2
CAS18296-44-1
InChIKeyBDIAUFOIMFAIPU-KVJIRVJXSA-N
InChIInChI=1S/C22H30O8/c1-12(2)6-18(24)29-17-8-16-15(9-26-14(5)23)10-27-21(20(16)22(17)11-28-22)30-19(25)7-13(3)4/h8,10,12-13,17,20-21H,6-7,9,11H2,1-5H3/t17-,20+,21-,22+/m0/s1
SMILESCC(=O)OCC1=CO[C@@H](OC(=O)CC(C)C)[C@H]2C1=C[C@H](OC(=O)CC(C)C)[C@]21CO1

Properties

Molecular FormulaC22H30O8
Molecular Weight422.47
Exact Mass422.19407
Log P (ALogP)2.66
TPSA100.66
H-Bond Donors / Acceptors0 / 8
Rotatable Bonds8
Lipinski's Rule of 5 Violations0
QED Drug-likeness0.33
NP-likeness2.34

Classification

NP PathwayTerpenoids
NP SuperclassMonoterpenoids
NP ClassIridoids monoterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassMonoterpenoids

Reported in GR-MAPs Plants

Valeriana jatamansi as “Valeriana Jatamansi” in COCONUT

References (45)

  1. 10.1002/(SICI)1099-1565(199603)7:2<76::AID-PCA288>3.0.CO;2-L
  2. 10.1002/(SICI)1099-1565(200005/06)11:3<179::AID-PCA515>3.0.CO;2-5
  3. 10.1002/9780470744307.gat218
  4. 10.1002/CHIN.200308210
  5. 10.1002/HLCA.201100465
  6. 10.1002/PCA.2800050605
  7. 10.1002/food.19880321030
  8. 10.1007/BF00233361
  9. 10.1007/BF00432143
  10. 10.1007/BF00574351
  11. 10.1007/BF00574813
  12. 10.1007/BF00577211
  13. 10.1007/BF00579162
  14. 10.1007/BF00579496
  15. 10.1007/BF00629852
  16. 10.1007/BF02097255
  17. 10.1007/BF02332944
  18. 10.1007/S10600-009-9344-8
  19. 10.1016/0031-9422(80)87018-X
  20. 10.1016/0031-9422(95)91889-9
  21. 10.1016/0165-1218(86)90013-3
  22. 10.1016/0378-8741(88)90123-7
  23. 10.1016/S0031-9422(00)81597-6
  24. 10.1016/S0031-9422(00)83011-3
  25. 10.1016/S0305-1978(99)00124-6
  26. 10.1016/S0944-7113(98)80032-9
  27. 10.1016/S0960-894X(02)00624-8
  28. 10.1021/NP0104267
  29. 10.1021/NP0203335
  30. 10.1021/NP0704553
  31. 10.1021/NP070598P
  32. 10.1021/NP50012A004
  33. 10.1021/NP50036A004
  34. 10.1021/NP50037A003
  35. 10.1021/NP800716F
  36. 10.1021/np0704553
  37. 10.1021/np800716f
  38. 10.1055/S-2001-18344
  39. 10.1055/S-2006-957392
  40. 10.1055/S-2006-959740

Showing 40 of 45. See all references on COCONUT.

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.