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COCONUT Compound

Neoxanthin

CNP0179769.2 · C40H56O4 · View on COCONUT ↗

2D Structure

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Identifiers

NameNeoxanthin
IUPAC Nametrans-(1~{R},3~{S})-6-[(3~{E},5~{E},7~{E},9~{E},11~{E},13~{E},15~{Z},17~{E})-18-[(1~{S},4~{S},6~{R})-4-hydroxy-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]-3,7,12,16-tetramethyl-octadeca-1,3,5,7,9,11,13,15,17-nonaenylidene]-1,5,5-trimethyl-cyclohexane-1,3-diol
COCONUT IDCNP0179769.2
CAS14660-91-4
InChIKeyPGYAYSRVSAJXTE-FTLOKQSXSA-N
InChIInChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-22-35-36(5,6)25-33(41)27-38(35,9)43)15-11-12-16-30(2)18-14-20-32(4)23-24-40-37(7,8)26-34(42)28-39(40,10)44-40/h11-21,23-24,33-34,41-43H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,24-23+,29-15+,30-16+,31-19+,32-20-/t22?,33-,34-,38+,39+,40-/m0/s1
SMILESCC(=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(\C)C=C=C1C(C)(C)C[C@H](O)C[C@@]1(C)O)/C=C/[C@@]12O[C@]1(C)C[C@@H](O)CC2(C)C

Properties

Molecular FormulaC40H56O4
Molecular Weight600.88
Exact Mass600.41786
Log P (ALogP)8.72
TPSA73.22
H-Bond Donors / Acceptors3 / 4
Rotatable Bonds9
Lipinski's Rule of 5 Violations2
QED Drug-likeness0.14
NP-likeness2.21

Classification

NP PathwayTerpenoids
NP SuperclassCarotenoids (C40)
NP ClassCarotenoids (C40, β-β)
Chemical SuperclassLipids and lipid-like molecules
Chemical ClassPrenol lipids
Chemical SubclassTetraterpenoids

Reported in GR-MAPs Plants

Tagetes erecta as “Tagetes Erecta” in COCONUT
Daucus carota as “Daucus carota” in COCONUT
Oryza sativa as “Oryza Sativa” in COCONUT

References (43)

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  31. 10.1021/NP0000670
  32. 10.1021/NP070650H
  33. 10.1021/acs.orglett.6b02272
  34. 10.1080/10412905.1992.9698114
  35. 10.1093/oxfordjournals.pcp.a029461
  36. 10.1104/pp.39.4.680
  37. 10.1104/pp.91.1.190
  38. 10.1111/J.1365-2621.1989.TB04709.X
  39. 10.1111/J.1438-8677.1992.TB00261.X
  40. 10.1111/j.1529-8817.2004.03210.x

Showing 40 of 43. 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.