CAS 470-40-6

Thujopsene

Description:

Thujopsene is a natural organic compound classified as a sesquiterpene, primarily derived from the essential oils of certain coniferous trees, particularly those in the Cupressaceae family. It is characterized by its complex bicyclic structure, which contributes to its unique physical and chemical properties. Thujopsene is typically a colorless to pale yellow liquid with a characteristic woody and earthy aroma, making it valuable in the fragrance and flavor industries. Its molecular formula is C15H24, and it has a relatively low boiling point, which allows it to be easily vaporized. Thujopsene exhibits hydrophobic properties, making it insoluble in water but soluble in organic solvents. Additionally, it has been studied for its potential biological activities, including antimicrobial and anti-inflammatory effects, although further research is needed to fully understand its pharmacological potential. Due to its natural origin and unique scent profile, thujopsene is often used in perfumery and as a natural flavoring agent.

Formula: C₁₅H₂₄

InChI: InChI=1/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

InChI key: InChIKey=WXQGPFZDVCRBME-QEJZJMRPSA-N

SMILES: C[C@@]12[C@@]3([C@@](C3)(C(C)=CC1)[H])C(C)(C)CCC2

Synonyms:

• (1AS-(1aalpha,4abeta,8aR*))-1,1a,4,4a,5,6,7,8-octahydro-2,4a,8,8-tetramethylcyclopropa(d)naphthalene
• (1aS,4aS,8aS)-1,1a,4,4a,5,6,7,8-Octahydro-2,4a,8,8-tetramethylcyclopropa[d]naphthalene
• (1aS,4aS,8aS)-2,4a,8,8-tetramethyl-1,1a,4,4a,5,6,7,8-octahydrocyclopropa[d]naphthalene
• Cyclopropa(d)naphthalene, 1,1a,4,4a,5,6,7,8-octahydro-2,4a,8,8-tetramethyl-, (1aS,4aS,8aS)-
• Cyclopropa[d]naphthalene, 1,1a,4,4a,5,6,7,8-octahydro-2,4a,8,8-tetramethyl-, [1aS-(1aα,4aβ,8aR*)]-
• Nsc 44707
• Sesquichamene
• Thujopsen
• Thujopsene
• Widdrene
• cis-(-)-Thujopsene
• (1S,6S,10S)-2,2,6,9-TETRAMETHYL-TRICYCLO[8.1.0.0(1.6)]UNDEC-8-ENE
• cyclopropa[d]naphthalene,
• [1aS,4aS,8aS,(-)]-1,1a,4,4a,5,6,7,8-Octahydro-2,4aβ,8,8-tetramethylcyclopropa[d]naphthalene
• (1aS,8aS)-1,1aα,4,4a,5,6,7,8-Octahydro-2,4aβ,8,8-tetramethylcyclopropa[d]naphthalene
• 4abeta,8atheta)]-as-(1aalph
• (-)-Thujopsene >=97.0% (GC)
• (Z)-Thujopsene
• THUJOPSEN, (-)-(SG)(CALL)
• (1S,6S,10S)-2,2,6,9-Tetramethyl-1,10-methanobicyclo[4.4.0]deca-8-ene
• Einecs 207-426-8
• THUJOPSEN, (-)-(SG)
• 2,4a,8,8-Tetramethyl-1,1a,4,4a,5,6,7,8-octahydrocyclopropa[d]naphthalene
• Cyclopropa[d]naphthalene, 1,1a,4,4a,5,6,7,8-octahydro-2,4a,8,8-tetramethyl-, [1aS-(1aalpha,4abeta,8aR*)]-

(-)-Thujopsene

CAS: 470-40-6

Formula: C₁₅H₂₄

Color and Shape: Clear, colourless liquid

Molecular weight: 204.35

Ref: 7W-GL4199

Thujopsene

CAS: 470-40-6

Thujopsene, a sesquiterpene found in T. dolabrata, exhibits a wide range of biological activities. It inhibits Na+/K+-ATPase and cytochrome P450 (CYP) isoform CYP2B6 with IC50 values of 25.9 µg/ml and Ki of 0.8 µM, respectively. Additionally, thujopsene demonstrates antimicrobial efficacy against both Gram-positive and Gram-negative bacteria, such as S. aureus, M. luteus, and S. typhimurium, with MICs ranging from 25-50 µg/ml. It also suppresses antigen-induced β-hexosaminidase release in IgE-sensitized RBL-2H3 mast cells (IC50= 25.1 µM) and shows cytotoxicity against A549 non-small cell lung cancer cells with an LC50 of 35.27 µg/ml. Furthermore, thujopsene causes mortality in mites D. farinae and T. putrescentiae, with LC50s of 9.82 and 10.92 µg/cm2, respectively.

Formula: C₁₅H₂₄

Color and Shape: Solid

Molecular weight: 204.35

Ref: TM-TN7505

(-)-Thujopsene (>85%)

Controlled Product

CAS: 470-40-6

Formula: C₁₅H₂₄

Purity: >85%

Color and Shape: Colourless

Molecular weight: 204.35

Ref: TR-T910060

(-)-Thujopsene

CAS: 470-40-6

Thujopsene is a natural compound found in plants, such as Astragalus species. It has been shown to have antimicrobial properties against bacteria. Thujopsene is an alkanoic acid with a chemical formula of CH3(CH2)2OCH2CH=CH(CH3)CO2H. This compound is soluble in organic solvents and can be extracted from plants with methyl myristate or ether. Thujopsene also has been shown to have effects on the activity of enzymes, such as lipase and phospholipase, which may be due to its fatty acid chains. Thujopsene has been used as a starting point for the synthesis of other compounds for use in drug development and analysis techniques, such as gas chromatography-mass spectrometry (GC-MS).

Formula: C₁₅H₂₄

Purity: Min. 85 Area-%

Color and Shape: Clear Liquid

Molecular weight: 204.35 g/mol

Ref: 3D-FT171510