470-40-6

Basic information

• Product Name: (-)-THUJOPSEN
• Synonyms: (Z)-Thujopsene;1,1a,4,4a,5,6,7,8-octahydro-2,4a,8,8-tetramethyl-cyclopropa[d]naphthalen[1;2,4a,8,8-Tetramethyl-1,1a,4,4a,5,6,7,8-octahydrocyclopropa[d]naphthalene;4abeta,8atheta)]-as-(1aalph;cis-(-)-Thujopsene;cis-thujopsene;cyclopropa[d]naphthalene,;Cyclopropa[d]naphthalene, 1,1a,4,4a,5,6,7,8-octahydro-2,4a,8,8-tetramethyl-, (1aS,4aS,8aS)-(-)-
• CAS NO: 470-40-6
• Molecular Formula: C₁₅H₂₄
• Molecular Weight: 204.35
• EINECS: 207-426-8
• Mol File: 470-40-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: <25 °C
• Boiling Point: 258-260 °C(lit.)
• Flash Point: 104°C
• Appearance: /
• Density: 0.936 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.505
• Storage Temp.: Amber Vial, Refrigerator, Under inert atmosphere
• Solubility: Chloroform (Sparingly), Dichloromethane (Slightly)
• BRN: 1907465
• CAS DataBase Reference: (-)-THUJOPSEN(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-THUJOPSEN(470-40-6)
• EPA Substance Registry System: (-)-THUJOPSEN(470-40-6)

Safety Data

• Safety Statements: 23-24/25
• RIDADR: 1993
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 470-40-6(Hazardous Substances Data)

Usage

Description

(-)-Thujopsene, with the ChEBI definition of a thujopsene that has (S,S,S)-configuration, is an essential oil derived from various plant sources. It is a naturally occurring sesquiterpene, which is a type of organic compound that contributes to the characteristic scents of plants and is often used in the fragrance and flavor industries.

Uses

Used in Fragrance Industry:
(-)-Thujopsene is used as a fragrance ingredient for its distinct scent, which is often described as woody, balsamic, and slightly piney. It is commonly found in essential oils from coniferous trees and is used to create a wide range of perfumes and colognes.
Used in Flavor Industry:
(-)-Thujopsene is used as a flavoring agent for its unique taste, which can add depth and complexity to various food and beverage products. It is particularly useful in the creation of flavors that mimic the taste of natural plant materials, such as pine or other coniferous trees.
Used in Pharmaceutical Industry:
(-)-Thujopsene has been studied for its potential medicinal properties, including anti-inflammatory, analgesic, and antimicrobial activities. It is used as a research compound for the development of new drugs and therapies that may benefit from these properties.
Used in Cosmetic Industry:
(-)-Thujopsene's unique scent and potential medicinal properties make it a valuable ingredient in the cosmetic industry. It can be used in the formulation of skincare products, hair care products, and other personal care items to provide a pleasant aroma and potential therapeutic benefits.

Upstream product

• 78392-83-3 (-)-thujopsan-2α-ol 
• 150737-93-2 thujopsane-7β-ol 
• 26341-59-3 Δ³-thujopsen-2α-ol 
• 4677-90-1 (+)-mayurone 
• 7129-16-0 (+)-dihydromayurone 
• 74-88-4 methyl iodide 
• 75-16-1 methylmagnesium bromide 
• 95462-50-3 dihydromayurone 

Downstream Products

• 470-41-7 cis-thujopsenal 
• 25966-79-4 3-thujopsanone 
• 51906-46-8 (1aS,4aS,8aS)-2,4a,8,8-Tetramethyl-1,1a,4,4a,5,6,7,8-octahydro-cyclopropa[d]naphthalene-3-carbaldehyde 
• 32388-56-0 1-(1,3,4,4a,5,6,7-hexahydro-2,5,5-trimethyl-2H-2,4a-ethanonaphthalen-8-yl)ethan-1-one 
• 32540-28-6 1,4,11,11-tetramethylbicyclo[5.4.0]undeca-3,7-diene 
• 18431-82-8 β-chamigrene 
• 19912-83-5 (6R)-1,5,5,9-tetramethylspiro[5.5]undeca-1,8-diene 
• 25966-81-8 4,7,11,11-tetramethyltricyclo[5.4.0.0^1,3]undecan-5-one 
• 24048-40-6 thujopsadiene 
• 546-53-2 hinokiic acid 
• 25490-91-9 widdrol 
• 24048-40-6 (+/-)-Thujopsadien 
• 16982-00-6 cuparene 
• 6892-80-4 (+/-)-epi-widdrol 

Relevant articles and documents

New acorane- and cuparane-type sesqui- and new labdane- and seco- labdane-type diterpenoids from the Japanese Liverwort Jungermannia infusca (Mitt.) Steph.

A new acorane- and five new cuparane-type sesqui- and two new labdane- and two new seco-labdane-type diterpenoids have been isolated from the Japanese liverwort Jungermannia infusca (Mitt.) Steph., together with previously known sesquiand diterpenoids. Their structures were determined by extensive NMR techniques, chemical degradation and X-ray crystallographic analysis.

SESQUITERPENE ALCOHOLS FROM CRYPTOMERIA JAPONICA AND C. FORTUNEI LEAF OIL

4β-Hydroxygermacra-1(10),5-diene, thujopsan-2α-ol and hedycaryol were found in the leaf oil of Cryptomeria japonica obtained by hexane extraction.Both the first and last were present in all races of C. japonica native in Kyushu main island, but thujopsan-2α-ol was found in about one-third and not found in C. fortunei so far examined.Moreover, some C. fortunei lacked 4β-hydroxygermacra-1(10),5-diene.On the other hand some contained only this as sesquiterpene alcohol.When the leaves were steam-distilled, 4β-hydroxygermacra-1(10),5-diene isomerized to α-cadinol and hedycaryol isomerized to elemol and eudesmols.Thujopsan-2α-ol was synthesized from mayurone.Key Word Index - Cryptomeria japonica; C. fortunei; Taxodiaceae; sesquiterpene alcohols; 4β-hydroxygermacra-1(10),5-diene; thujopsan-2α-ol; hedycaryol.

TERPENOIDS FROM PLANTS OF THE FAMILY CUPRESSACEAE. SESQUITERPENE ALCOHOLS FROM THE NEEDLES OF Microbiota decussata

The sesquiterpene alcohols 5S,8S-germacra-1E,6E-dien-5-ol, (+)-α-bisabolol, hedycaryol, and β-eudesmol and also the previously undescribed alcohols thujopsan-2α-ol (I) and microbiotol.Microbiotol is a tricyclic tertiary alcohol with the empirical formula C15H26O, mp 112-113 deg C, containing in its molecule four tertiary methyl groups and cyclopropane ring.