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COCONUT Compound

Nigranoic acid

CNP0213949.1 · C30H46O4 · View on COCONUT ↗

2D Structure

Download 2D SDF Download 3D SDF

Identifiers

NameNigranoic acid
IUPAC Name(~{Z},6~{R})-6-[(1~{S},4~{R},5~{R},8~{S},9~{S},12~{S},13~{R})-13-(2-carboxyethyl)-12-isopropenyl-4,8-dimethyl-5-tetracyclo[7.5.0.0^{1,13}.0^{4,8}]tetradecanyl]-2-methyl-hept-2-enoic acid
COCONUT IDCNP0213949.1
CAS39111-07-4
InChIKeyNJFOSFIPGRXARF-BRTULJEKSA-N
InChIInChI=1S/C30H46O4/c1-19(2)22-10-11-24-28(6)14-12-23(20(3)8-7-9-21(4)26(33)34)27(28,5)16-17-30(24)18-29(22,30)15-13-25(31)32/h9,20,22-24H,1,7-8,10-18H2,2-6H3,(H,31,32)(H,33,34)/b21-9-/t20-,22+,23-,24+,27-,28+,29-,30+/m1/s1
SMILESC=C(C)[C@@H]1CC[C@@H]2[C@]3(CC[C@]4(C)[C@@H]([C@H](C)CC/C=C(/C)C(=O)O)CC[C@@]24C)C[C@]13CCC(=O)O

Properties

Molecular FormulaC30H46O4
Molecular Weight470.69
Exact Mass470.33961
Log P (ALogP)7.49
TPSA74.60
H-Bond Donors / Acceptors2 / 2
Rotatable Bonds9
Lipinski's Rule of 5 Violations1
QED Drug-likeness0.27
NP-likeness3.26

Classification

NP PathwayTerpenoids
NP SuperclassTriterpenoids
NP ClassCycloartane triterpenoids
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassTriterpenoids

Reported in GR-MAPs Plants

Tephrosia purpurea as “Tephrosia purpurea” in COCONUT

References (13)

  1. 10.1002/CBDV.200900173
  2. 10.1002/EJOC.200300560
  3. 10.1007/BF02980199
  4. 10.1016/J.BMCL.2010.12.055
  5. 10.1016/S0367-326X(01)00269-6
  6. 10.1016/j.bmcl.2010.12.055
  7. 10.1016/s0367-326x(01)00269-6
  8. 10.1021/NP0503303
  9. 10.1021/NP960149H
  10. 10.1021/np0503303
  11. 10.1021/np960149h
  12. 10.1055/S-2005-916263
  13. 10.1055/s-2005-916263

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.