Structure Database (LMSD)

Common Name
Triplinone A
Systematic Name
6R-[4S,6S-Dihydroxy-10-phenyl-1E,9E-decadienyl]-5,6-dihydro-2H-pyran-2-one
Synonyms
  • 15-phenyl,9R,11R-dihydroxy-2Z,6E,14E-pentadecatriene-4R-olide
LM ID
LMFA07040207
Formula
Exact Mass
Calculate m/z
342.18311
Sum Composition
Status
Curated

Classification

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)
YFZLOXRDAILZJI-GQUQAWAPSA-N
InChi (Click to copy)
InChI=1S/C21H26O4/c22-18(11-5-4-10-17-8-2-1-3-9-17)16-19(23)12-6-13-20-14-7-15-21(24)25-20/h1-4,6-10,13,15,18-20,22-23H,5,11-12,14,16H2/b10-4+,13-6+/t18-,19-,20-/m0/s1
SMILES (Click to copy)
C1C[C@@]([H])(OC(=O)C=1)/C=C/C[C@H](O)C[C@@H](O)CC/C=C/C1=CC=CC=C1

Calculated Physicochemical Properties

Heavy Atoms 25
Rings 2
Aromatic Rings 1
Rotatable Bonds 9
Van der Waals Molecular Volume 352.92
Topological Polar Surface Area 68.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.27
Molar Refractivity 100.27

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Created at
27th May 2025
Updated at
27th May 2025