Structure Database (LMSD)

Common Name
Triplinone D
Systematic Name
6R-[(2S,6S,8S,11E)-2,6,8-trihydroxy-12-phenyldodec-11-enyl]-5,6-dihydro-2H-pyran-2-one
Synonyms
  • 17-phenyl,7S,11S,13S-trihydroxy-2Z,16E-heptadecadiene-4R-olide
LM ID
LMFA07040210
Formula
Exact Mass
Calculate m/z
388.224976
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)
RCNYYMDCMMZZHZ-XNVMKGFESA-N
InChi (Click to copy)
InChI=1S/C23H32O5/c24-19(11-5-4-10-18-8-2-1-3-9-18)16-20(25)12-6-13-21(26)17-22-14-7-15-23(27)28-22/h1-4,7-10,15,19-22,24-26H,5-6,11-14,16-17H2/b10-4+/t19-,20-,21-,22+/m0/s1
SMILES (Click to copy)
C1C[C@@]([H])(OC(=O)C=1)C[C@@H](O)CCC[C@H](O)C[C@@H](O)CC/C=C/C1=CC=CC=C1

Calculated Physicochemical Properties

Heavy Atoms 28
Rings 2
Aromatic Rings 1
Rotatable Bonds 12
Van der Waals Molecular Volume 398.95
Topological Polar Surface Area 89.06
Hydrogen Bond Donors 3
Hydrogen Bond Acceptors 5
logP 4.53
Molar Refractivity 111.50

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