Structure Database (LMSD)

Common Name
Triplinone H
Systematic Name
6R-[(2S,4R,6S,9E)-2,4,6-Trihydroxy-10-phenyl-9-decenyl]-5,6-dihydro-2H-pyran-2-one
Synonyms
  • 17-phenyl-7S,9R,11S-trihydroxy-2Z,14E-pentadecadiene-4R-olide
LM ID
LMFA07040213
Formula
C21H28O5
Exact Mass
Calculate m/z
360.193676
Sum Composition
FA 21:7;O3
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)
XMEJMCWJWKJZMI-KWPRNMGYSA-N
InChi (Click to copy)
InChI=1S/C21H28O5/c22-17(10-5-4-9-16-7-2-1-3-8-16)13-18(23)14-19(24)15-20-11-6-12-21(25)26-20/h1-4,6-9,12,17-20,22-24H,5,10-11,13-15H2/b9-4+/t17-,18+,19-,20+/m0/s1
SMILES (Click to copy)
O[C@@H](C[C@@H](C[C@H](CC/C=C/C1C=CC=CC=1)O)O)C[C@]1(CC=CC(=O)O1)[H]

Calculated Physicochemical Properties

Heavy Atoms 26
Rings 2
Aromatic Rings 1
Rotatable Bonds 10
Van der Waals Molecular Volume 364.35
Topological Polar Surface Area 89.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 3.75
Molar Refractivity 102.27

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Created at
29th May 2025
Updated at
29th May 2025