Structure Database (LMSD)

Common Name
(-)-Thujopsene
Systematic Name
Synonyms
LM ID
LMPR0103860001
Formula
Exact Mass
Calculate m/z
204.1878
Status
Curated

Classification

Biological Context

Thujopsene is a sesquiterpene that has been found in T. dolabrata and has diverse biological activities.1,2,3,4,5 It inhibits the Na+/K+-ATPase (IC50 = 25.9 µg/ml) and cytochrome P450 (CYP) isoform CYP2B6 (Ki = 0.8 µM).1,2 Thujopsene is active against Gram-positive and Gram-negative bacteria, including S. aureus, M. luteus, and S. typhimurium (MICs = 25-50 µg/ml).1 It inhibits antigen-induced β-hexosaminidase release from IgE-sensitized RBL-2H3 mast cells (IC50 = 25.1 µM) and is cytotoxic to A549 non-small cell lung cancer (NSCLC) cells with an LC50 value of 35.27 µg/ml.3,4 Thujopsene induces mortality in the mites D. farniae and T. putrescentiae (LC50s = 9.82 and 10.92 µg/cm2, respectively).5

This information has been provided by Cayman Chemical

References

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Thujopsis dolabrata (#13727)
Pinopsida (#58019)
New constituents of Thujopsis dolabrata,
Tetrahedron Letts, 1965

String Representations

InChiKey (Click to copy)
WXQGPFZDVCRBME-QEJZJMRPSA-N
InChi (Click to copy)
InChI=1S/C15H24/c1-11-6-9-14(4)8-5-7-13(2,3)15(14)10-12(11)15/h6,12H,5,7-10H2,1-4H3/t12-,14-,15-/m0/s1
SMILES (Click to copy)
C1C[C@@]2(C)CC=C(C)[C@@H]3C[C@]23C(C)(C)C1

Other Databases

KEGG ID
CHEBI ID
PubChem CID
Cayman ID

Calculated Physicochemical Properties

Heavy Atoms 15
Rings 3
Aromatic Rings 0
Rotatable Bonds 0
Van der Waals Molecular Volume 228.34
Topological Polar Surface Area 0.00
Hydrogen Bond Donors 0
Hydrogen Bond Acceptors 0
logP 4.56
Molar Refractivity 64.65

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Created at
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Updated at
14th Mar 2025