Structure Database (LMSD)

Common Name
Triplinone E
Systematic Name
6R-[(1E,3E,6S,8S,11E)-6,8-Dihydroxy-12-phenyl-1,3,11-dodecatrienyl]-5,6-dihydro-2H-pyran-2-one
Synonyms
  • 17-phenyl-11S,13S-dihydroxy-2Z,6E,8E,16E-heptadecatetraene-4R-olide
LM ID
LMFA07040211
Formula
C23H28O4
Exact Mass
Calculate m/z
368.198761
Sum Composition
FA 23:9;O2
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Fatty Acyls [FA]
Fatty esters [FA07]
Lactones [FA0704]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Cryptocarya triplinervis (#136115)
Magnoliopsida (#3398)
Triplinones A-H: Anti-Inflammatory Arylalkenyl α,β-Unsaturated-δ-Lactones Isolated from the Leaves of Australian Rainforest Plant Cryptocarya triplinervis (Lauraceae).,
J Nat Prod, 2024
Pubmed ID: 38964296

String Representations

InChiKey (Click to copy)
KRBARPNASAVMNP-UBKKNSJISA-N
InChi (Click to copy)
InChI=1S/C23H28O4/c24-20(13-5-2-6-15-22-16-9-17-23(26)27-22)18-21(25)14-8-7-12-19-10-3-1-4-11-19/h1-7,9-12,15,17,20-22,24-25H,8,13-14,16,18H2/b5-2+,12-7+,15-6+/t20-,21-,22-/m0/s1
SMILES (Click to copy)
C1C[C@@]([H])(OC(=O)C=1)/C=C/C=C/C[C@H](O)C[C@@H](O)CC/C=C/C1=CC=CC=C1

Calculated Physicochemical Properties

Heavy Atoms 27
Rings 2
Aromatic Rings 1
Rotatable Bonds 10
Van der Waals Molecular Volume 384.88
Topological Polar Surface Area 68.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.83
Molar Refractivity 109.41

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Created at
28th May 2025
Updated at
28th May 2025