Structure Database (LMSD)

Common Name
Triplinone B
Systematic Name
6R-[4S,6S-Dihydroxy-10-phenyl-9E-decanyl]-5,6-dihydro-2H-pyran-2-one
Synonyms
  • 15-phenyl,9R,11R-dihydroxy-2Z,14E-pentadecadiene-4R-olide
LM ID
LMFA07040208
Formula
C21H28O4
Exact Mass
Calculate m/z
344.198761
Sum Composition
FA 21:7;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)
MQAVYZZZMYYYDB-STMXXAKNSA-N
InChi (Click to copy)
InChI=1S/C21H28O4/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/h1-4,7-10,15,18-20,22-23H,5-6,11-14,16H2/b10-4+/t18-,19-,20-/m0/s1
SMILES (Click to copy)
C1C[C@@]([H])(OC(=O)C=1)CCC[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 10
Van der Waals Molecular Volume 355.56
Topological Polar Surface Area 68.83
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 4
logP 4.49
Molar Refractivity 100.36

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