General Information of Natural Product (ID: NP0143)
  Natural Product Name
Alpha-Thujone
  Synonyms
alpha-Thujone; (-)-alpha-thujone; alpha-(-)-Thujone; THUJONE; 546-80-5; Thujon; l-Thujone; (-)-3-Isothujone; (-)-3-thujanone; UNII-R0SQ9G0DU5; (+-)-Isothujone; R0SQ9G0DU5; 3-Thujanone, (-)-; CHEBI:9577; (1S,4R,5R)-thujan-3-one; (1S,4R,5R)-(-)-3-thujanone; MFCD00001313; (1S,4R,5R)-1-isopropyl-4-methylbicyclo[3.1.0]hexan-3-one; (1S,4R,5R)-4-methyl-1-(propan-2-yl)bicyclo[3.1.0]hexan-3-one; dl-Thujone; NSC 93742; DSSTox_CID_6148; racemic 3-Isothujone; Absinthol; (-)-Thujone; 3-Thujanone, (1S,4R,5R)-(-)-; Bicyclo(3.1.0)hexan-3-one, 4-methyl-1-(1-methylethyl)-, (1S,4R,5R)-; EINECS 208-912-2; 3-Thujanone, (+-)-; BRN 4660369; CCRIS 8582; L-alpha-Thujone; Bicyclo[3.1.0]hexan-3-one, 4-methyl-1-(1-methylethyl)-, (1S,4R,5R)-; (-)-trans-Thujone; (-)-a-Thujone; (-)-alpha,beta-Thujone; a-(-)-THUJONE; DSSTox_RID_78036; DSSTox_RID_79595; DSSTox_GSID_26148; DSSTox_GSID_40774; 59573-80-7; MLS001065588; SCHEMBL122447; GTPL5344; CHEMBL1444078; DTXSID3026148; (1S,4R)-1-Isopropyl-4-methylbicyclo[3.1.0]hexan-3-one; HMS3039B05; (1R,2R,5S)-5-isopropyl-2-methyl-bicyclo[3.1.0]hexan-3-one; ZINC4098408; Tox21_200868; Tox21_301840; (1S,4R,5R)- 3-THUJANONE; LMPR0102120019; NCGC00091438-01; NCGC00091438-02; NCGC00164360-01; NCGC00255622-01; NCGC00258422-01; Bicyclo(3.1.0)hexan-3-one, 4-methyl-1-(1-methylethyl)-, (1-alpha,4-alpha,5-alpha)-(+-)- (9CI); CAS-546-80-5; SMR000568469; (-)-alpha-Thujone, >=96.0% (GC); CAS-76231-76-0; HY-121618; CS-0082886; C09906; Q421838; UNII-86HK1QRJ4K component USMNOWBWPHYOEA-MRTMQBJTSA-N; [1S-(1alpha,4alpha,5alpha)]-4-methyl-1-(1-methylethyl)bicyclo[3.1.0]hexan-3-one
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  Formula C10H16O
  Weight 152.23
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H16O/c1-6(2)10-4-8(10)7(3)9(11)5-10/h6-8H,4-5H2,1-3H3/t7-,8-,10+/m1/s1
  InChI Key USMNOWBWPHYOEA-MRTMQBJTSA-N
  Isomeric SMILES C[C@@H]1[C@H]2C[C@]2(CC1=O)C(C)C
  Canonical SMILES CC1C2CC2(CC1=O)C(C)C
  External Links PubChem ID 261491
CAS ID 546-80-5
NPASS ID NPC83187
CHEMBL ID CHEMBL1444078
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Artemesia roxburghiana var. purpurascens
  Factor Name: Altitude Variation [1]
              Species Info Factor Info
               Experiment Detail
The aerial parts of A. roxburghiana var. purpurascens were collected during the mature vegetative stage in September from different altitudes (Bhaldana, 850 m; Bhatwari, 1218 m; and Mussoorie, 2205 m) of Garhwal Himalayas.
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               Factor Function
The oil yield was lowest (0.2%) in the plants collected from the relatively higher altitude of Mussoorie; it was rich in borneol (21.2%) followed by linalyl acetate (7.4%) and alpha- humulene (6.7%). The oils from plants collected from the lower altitudes of Bhatwari and Bhaldana yielded higher percentage of oils (0.8-0.85%) which were dominated by beta-caryophyllene (16.3%, 18.4%) followed by alpha-thujone (12.0%) in the former and eugenol (16.2%) in the later.
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               Factor Part Location NP Content
 
Locality: Bhaldana, Garhwal Himalayas, India; Altitude 850 m
Aerial parts Bhaldana, India
NP Content: 3.2 %
 
Locality: Bhatwari, Garhwal Himalayas, India; Altitude 1218 m
Aerial parts Bhatwari, India
NP Content: 12 %
      Species Name: Artemisia arborescens
  Factor Name: Locality Variation [2]
              Species Info Factor Info
               Experiment Detail
Fresh plant samples of A. arborescens growing in Sicily were collected from five different sites: Petru (N 37° 59′ 46″, E 13° 38′ 53″, 69 m); Diga (N 37° 57′ 23″, E 13° 39′ 05″, 198 m), Felice (N 37° 56′ 44″, E 13° 36′ 38″, 484 m), Torto (N 37° 57′ 53″, E 13° 46′ 30″, 55 m) and Artese (N 37° 58′ 28″, E 13° 44′ 13″, 10 m) in January 2010.
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               Factor Function
Forty-three compounds, accounting for more than 92% of the oil, were identified. Monoterpene fraction with the exception of Petru population was higher than the sesquiterpene fraction. beta-Thujone (20.5-55.9%), chamazulene (15.2-49.4%), camphor (1.3-10.7%) and germacrene D (2.3-3.4%) were the main compounds.
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               Factor Part Location NP Content
 
Locality: Petru, Sicily
Aerial parts Sicily
NP Content: 0.9 %
 
Locality: Diga, Sicily
Aerial parts Sicily
NP Content: 1 %
 
Locality: Felice, Sicily
Aerial parts Sicily
NP Content: 1.5 %
 
Locality: Venti, Sicily
Aerial parts Sicily
NP Content: 0.5 %
 
Locality: Arte, Sicily
Aerial parts Sicily
NP Content: 0.8 %
      Species Name: Artemisia ferganensis
  Factor Name: Developmental Stage Variation [3]
              Species Info Factor Info
               Experiment Detail
The leaves of aerial parts were collected in Heshuo county of Xinjiang province in China in July 2003 (a vegetative stage), June 2003 (a budding stage); and August 2003 (a flowering stage), respectively.
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               Factor Function
Only 23 constituents were present at the budding stage, while 24 and 26 at the flowering and vegetative stages, respectively. p-Cymene and gamma-terpinene were not detected at the vegetative stage of the plant. During the budding stage, butyric, beta-caryophyllene, geranyl acetate and cis-jasmone could not be detected. Benzaldehyde was observed only at the vegetative stage. Variations were also observed in quantity. In all cases the analyzed oils were characterized by the high concentration of alpha-thujone, ranging in amount from 37.0% at the vegetative stage to 54.8% at the budding stage. The concentration of alpha-thujone at the flowering stage (49.0%) was lower than the budding stage, but higher than the vegetative stage. The concentration of cis-chrysanthenyl acetate varied between 23.5% and 7.2%, respectively, at the vegetative and budding stages. At the vegetative stage the concentration of 1,8-cineole was observed to be the lowest. It was highest at the budding stage, representing 10.4%, then decreased gradually to 8.8% at the flowering stage. The concentration of beta-thujone was relatively low at the vegetative stage, representing 8.6%, and then increased to 10.5% at the budding stage. When flowers appeared it was found to vary a little. Finally, the concentration of sabinyl acetate ranged from 10.2% (vegetative stage) to 6.5% (flowering stage).
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               Factor Part Location NP Content
 
Vegetative stage
Leaves Heshuo, Xinjiang, China
NP Content: 37 %
 
Budding stage
Leaves Heshuo, Xinjiang, China
NP Content: 54.8 %
 
Aerial part: Flowering stage
Leaves Heshuo, Xinjiang, China
NP Content: 49 %
      Species Name: Artemisia nilagirica var. Septentrionalis
  Factor Name: Altitude Variation [4]
              Species Info Factor Info
               Experiment Detail
Leaves from mature plants of Artemisia nilagirica var. septentrionalis, before flowering, were collected from different altitudes in Himachal Pradesh such as Shimla (2210 m), Mandi (1044 m) and Manali (2050 m) in June 2005.
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               Factor Function
The major constituents of the oil show variation with changes in altitude. At lower, middle and higher altitudes, the major constituents of the oil were caryophyllene oxide (28.6%), borneol (35.8%) and camphor (46.9%), respectively. The percentages of alpha-humulene and trans-beta-guaiene also increased, but the percentage of sabinene, trans-sabinene hydrate, 4-terpineol, caryophyllene oxide and humulene epoxide-II decreased with an increase in altitude. The characteristic compounds observed in the plants from lower altitudes were 2-hexene-1-ol, beta-thujone, thujanol, myrtenol and linalyl acetate, while the higher altitude plants were characterized by the presence of alpha-pinene, beta-pinene, limonene, linalool, gamma-gurijunene, germacrene-D and farnesol.
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               Factor Part Location NP Content
 
Locality: Manali, Himachal Pradesh, India; Altitude 2050 m
Leaves Himachal Pradesh, India
NP Content: 0.1 %
      Species Name: Artemisia verlotiorum
  Factor Name: Developmental Stage Variation [5]
              Species Info Factor Info
               Experiment Detail
Plant material of A. verlotiorum was harvested near Marseille (France) in May (before blooming) and November (full flowering) 2000.
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               Factor Function
For the oil from the vegetative plants, 50 compounds, representing 99.8% of the oil were characterized. Fifty-nine compounds, representing 99.6% of the oil were identified in the oil from flowering plants. In both cases, the constituents were mainly oxygenated monoterpenes (74% and 88%). The composition of each oil showed only a few differences, as the main components were alpha-thujone (55% and 44%), 1,8-cineole (5% and 15%), beta-caryophyllene (13% and 7%) and beta-thujone (5% and 11%), in the oils of the vegetative plant and flowering plant, respectively. The proportions of the oxygenated compounds seemed to increase during flowering.
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               Factor Part Location NP Content
 
Aerial part: before blooming stage
Aerial parts Marseille, France
NP Content: 55.2 %
 
Aerial part: full flowering stage
Aerial parts Marseille, France
NP Content: 43.6 %
      Species Name: Hyptis marrubioides
  Factor Name: Locality Variation [6]
              Species Info Factor Info
               Experiment Detail
Hyptis marrubioides were collected in March 2003 at the mature vegetative stage from their natural habitat; 20 randomised individual plants at the same age representing the local population were collected as homogenous samples from each locality: (A) Lavras (21° 14′ S/44° 59′ W), at an altitude of 919 m; (B) Tiradentes (21° 6′ S/44° 10 m W), 927 m.
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               Factor Function
The results were submitted to Principal Component and Cluster analysis which allowed three groups of oils to be distinguished with respect to sampling site and post-harvested process: cluster I (fresh leaves and fresh or dried stems from Lavras site) with high percentage of caryophylla-4(14),8(15)-dien-5beta-ol (16.7%) and eudesma-4(15),7-dien-1beta-ol (12.8%); cluster II (dried leaves and stems from Tiradentes site) with epi-longipinanol (16.2%) rich oil, and cluster III (dried leaves from Lavras) containing a high content of beta-caryophyllene (17.4%) and alpha-copaene (10.1%). Canonical discriminant analysis showed that is possible to accurately predict 100% well-classification in the original clusters using beta-caryophyllene, epi-longipinanol and caryophylla-4(14),8(15)-dien-5beta-ol as predictor variables. The whole or sliced plant materials resulted in similar chemical composition.
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               Factor Part Location NP Content
 
Sliced fresh Leaves: (Locality: Lavras, Brazil)
Leaves Brazil
NP Content: <0.05 %
 
Whole dried Leaves: (Locality: Lavras, Brazil)
Leaves Brazil
NP Content: 1.2 %
 
Sliced dried Leaves: (Locality: Lavras, Brazil)
Leaves Brazil
NP Content: 0.4 %
 
Whole dried Stems: (Locality: Lavras, Brazil)
Stems Brazil
NP Content: <0.05 %
 
Whole dried Leaves: (Locality: Tiradentes, Brazil)
Leaves Brazil
NP Content: 0.8 %
 
Sliced dried Leaves: (Locality: Tiradentes, Brazil)
Leaves Brazil
NP Content: <0.05 %
 
Whole dried Stems: (Locality: Tiradentes, Brazil)
Stems Brazil
NP Content: <0.05 %
      Species Name: Ichthyothere terminalis
  Factor Name: Locality Variation [7]
              Species Info Factor Info
               Experiment Detail
The leaves and stems of Ichthyothere terminalis were collected at Marapanim, PA (sample A) and Manaus, AM (sample B).
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               Factor Function
The chief constituent found in the leaf oil of sample of, I. terminalis collected at Marapanim (PA) was sabinene (18.0%). The leaf oil of I. terminalis collected at Manaus (AM) was dominated by alpha-pinene (19-8%), sabinene (14.8%) and limonene (35.8%), while the main components identified in the stem oil were alpha-pinene (13.9%) and limonene (20.0%).
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               Factor Part Location NP Content
 
Leaves: Marapanim, Brazil
Leaves Brazil
NP Content: 0.4 %
 
Stems: Manaus, Brazil
Stems Brazil
NP Content: 0.3 %
      Species Name: Mentha longifolia
  Factor Name: Locality Variation [8]
              Species Info Factor Info
               Experiment Detail
Plants were collected in the Inner plain, the Sharon plain and the kava valley.
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               Factor Function
The major constituent of all three oils was found to be 1,8-cineole (26.4-34.5%) followed by menthone (10.0-16.7%), pulegone (7.0-7.5%), and isomenthone (4.7-7.8%). Despite some differences in the component proportions, the plants of all three populations clearly belong to the same chemotype.
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               Factor Part Location NP Content
 
Locality: Arava valley, Israel
Aerial parts Israel
NP Content: trace %
 
Locality: Inner plain, Israel
Aerial parts Israel
NP Content: trace %
      Species Name: Micromeria biflora
  Factor Name: Seasonal Variation [9]
              Species Info Factor Info
               Experiment Detail
The aerial parts of M. biflora collected during November 1993 and June 1994 were used for the investigation.
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               Factor Function
The major constituents of the oil were neral (25.3-32.2%) and geranial (26.7-41.3%). The oil produced in the winter was found to contain higher amounts of oxygenated monoterpenes than the oil produced in the summer.
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               Factor Part Location NP Content
 
Harvesting time: Summer
Aerial parts South India
NP Content: 0.05 %
 
Harvesting time: Winter
Aerial parts South India
NP Content: 0.07 %
      Species Name: Salvia aucheri
  Factor Name: Variety Comparison [10]
              Species Info Factor Info
               Experiment Detail
S. aucheri var. aucheri was collected in Karaman: Ermenek to Mutt Road on July 19,1995; Salvia aucheri var. canescens was collected in Karaman: Ermenek, Tekecati Valley on July 19,1995.
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               Factor Function
Eighty components were characterized in the Salvia aucheri var. aucheri oil, with camphor (21.1%), 1, 8-cineole (20.3%), borneol (7.8%), spathulenol (6.3%) and camphene (5.3%) as major constituents. 1, 8-Cineole (25.2%), camphor (17.9%), borneol (10.6%), alpha-pinene (5.4%) and camphene (5.3%) were identified as major constituents among the 88 components characterized in the oil of Salvia aucheri var. canescens.
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               Factor Part Location NP Content
 
Salvia aucheri var. canescens
Aerial parts Karaman, Turkey
NP Content: 0.2 %
      Species Name: Salvia officinalis
  Factor Name: Altitude Variation; Month Variation [11]
              Species Info Factor Info
               Experiment Detail
Sage plant material was collected from two different localities (altitudes 110 and 400 m) in central Herzegovina near Mostar and at four different stages of development: vegetative period (leaves and stalks, January 2003), prior to flowering (leaves and stalks, April 2003), in the course of flowering (flowering tops, leaves and stalks, May 2003) and after flowering (leaves and stalks, August 2003).
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               Factor Function
The highest oil yield of the plant was after flowering (August). The oil samples obtained prior to flowering (April) and in the course of flowering (May) yielded remarkably less than those after flowering (August) and in the vegetative period (January). An unexpected high oil yield of the plant in the vegetative period (January) is probably due to lower moisture content in this stage of development. The oil yields ranged from 0.29% to 0.64% (altitude 110 m) and 0.45% to 1.07% (altitude 400 m), which reveals that altitude also has significant influence on oil yields. The oils from plant materials gathered prior to flowering (April) and in the course of flowering (May) were found to contain significantly higher percentages of alpha-humulene, manool, viridiflorol and caryophyllene, while the oils produced after flowering (August) and in vegetative period (January) have had higher percentages of alpha-thujone and camphor. Although the altitude has had an obvious influence on oil yields, it did not have significant influence on the qualitative and quantitative composition of their constituents.
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               Factor Part Location NP Content
 
Harvesting time: January + Locality: Altitude 110 m
Whole plant Bosnia and Herzegovina
NP Content: 28.4 %
 
Harvesting time: April + Locality: Altitude 110 m
Whole plant Bosnia and Herzegovina
NP Content: 15.6 %
 
Harvesting time: May + Locality: Altitude 110 m
Whole plant Bosnia and Herzegovina
NP Content: 9.3 %
 
Harvesting time: August + Locality: Altitude 110 m
Whole plant Bosnia and Herzegovina
NP Content: 23.9 %
 
Harvesting time: January + Locality: Altitude 400 m
Whole plant Bosnia and Herzegovina
NP Content: 35.6 %
 
Harvesting time: April + Locality: Altitude 400 m
Whole plant Bosnia and Herzegovina
NP Content: 12.9 %
 
Harvesting time: May + Locality: Altitude 400 m
Whole plant Bosnia and Herzegovina
NP Content: 13.6 %
 
Harvesting time: August + Locality: Altitude 400 m
Whole plant Bosnia and Herzegovina
NP Content: 21 %
      Species Name: Stachys pilifera
  Factor Name: Locality Variation [12]
              Species Info Factor Info
               Experiment Detail
Plant material and isolation procedure: Aerial parts of the plant were collected from two regions, from Kazeroon in southern Iran and Shahr-e-kord in western Iran at the time of flowering in June 2002.
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               Factor Function
The main components of the oil of S. pilifera collected from Kazeroon, in southern Iran, were spathulenol (15.8%), cis-chrysanthenol (15.3%), beta-caryophyllene (8.4%) and cis-chrysanthenyl acetate (6.9%), while for the plant collected from Shahr-e-kord, in western Iran, they were cis-chrysanthenyl acetate (21.8%), linalool (18.9%), terpinen-4-ol (11.9%) and cis-chrysanthenol (9.2%).
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               Factor Part Location NP Content
 
Locality: Kazeroon, southern Iran
Aerial parts Iran
NP Content: 0.7 %
      Species Name: Talauma ovata
  Factor Name: Month Variation [13]
              Species Info Factor Info
               Experiment Detail
Talauma ovata was collected from October 2003 to February 2005. Leaves and trunk bark from the same set of plants were collected in the four seasons: spring (October 15th, 2003), autumn (April 10th, 2004), winter (July 17th, 2004) and summer (February 15th, 2005). In addition, trunk bark was also collected on January 22nd, 2004 (summer). The plant material was harvested from wild-growing population in Santos Dumont City, Minas Gerais State, Brazil, (21° 28′ 03″ S, 43° 39′ 26″ W), at 1000 m of altitude.
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               Factor Function
In each season the composition of trunk bark oils was similar to leaf oils, with mainly quantitative differences. However considerable seasonal variation was observed. Significant levels of monoterpenes were found only in autumn. The content of oxygenated sesquiterpenes was highest in samples of spring (October) and decreased in summer (January and February), reaching the lowest level in autumn (April) and increasing again in winter (July). In trunk bark oils the main constituents were: spathulenol, alpha-eudesmol, linalool, trans-beta-guaiene and caryophyllene oxide. The major component in all samples of trunk bark was spathulenol. Its level was highest in October (46.8%), decreased in January (33.3%), remained stable in April and July (18.0%) and increased again in February of next year (27.7%). Levels of alpha-eudesmol were high in spring (13.0%) and autumn (11.5%). Linalool peaked only in April, while trans-beta-guaiane peaked in July (11.1%). Caryophyllene oxide ranged between 10.7-2.0%. The level was highest in January, decreased regularly until July and increased slightly again in October. In leaf oils the main components were: spathulenol, germacrene B, germacrene D, caryophyllene oxide and viridiflorol. Spathulenol was the major component in sample of spring (34.4%), but decreased gradually until winter, when reached the lowest level (9.4%). Caryophyllene oxide showed a similar pattern, varying from 14.1% (spring) to 2.4% (winter). An inverse effect was observed for viridiflorol, which increased from 0.1% in October to 13.7% in July. Important levels of alpha-eudesmol were observed in October (12.3%) and February (9.5%). The percentage of germacrene D was highest in summer, while germacrene B showed high amounts in autumn and winter. The seasonal changes in oil composition of T. ovata can be associated with cycle of life of plant (flowering, fruiting and vegetative stages) and climatic parameters such as intense raining in the spring and summer.
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               Factor Part Location NP Content
 
Trunk Bark: (Harvesting time: January)
Trunk bark Brazil
NP Content: 0.1 %
 
Trunk Bark: (Harvesting time: February)
Trunk bark Brazil
NP Content: 0.3 %
 
Trunk Bark: (Harvesting time: October)
Trunk bark Brazil
NP Content: 0.1 %
      Species Name: Tanacetum cadmeum ssp. orientale
  Factor Name: Locality Variation [14]
              Species Info Factor Info
               Experiment Detail
Plant materials were collected during the flowering period in July 2002 from the Dumluca Mountain in the vicinity of Divrigi village of Sivas city at 1900 m altitude and Saksagan Gorge in Saimbeyli village of Adana city at 1900 m altitude.
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               Factor Function
The flower, stem and root oils of T. cadmeum ssp. orientale collected from the Adana location were characterized with alpha-thujone (25%, 5.2%), cis-linalool oxide (6.8%, 12.8%), trans-chrysanthenyl acetate (5.8%, 8.5%) for flower and stem oils, and beta-eudesmol (10.3%, 6.2%, 13.8%); in addition, stem oil contained 1,8-cineole (6.6%) and root oil contained hexadecanoic acid (6.0%), spathulenol (5.8%) and beta-muurolol (5.3%). The flower and stem oils of T. cadmeum ssp. orientale collected from the Sivas location were characterized with camphor (25.9%, 14.8%), borneol (15.4%, 25.8%) and alpha-thujone (7.8%, 5.5%); in addition, stem oil contained 1,8-cineole (7.4%) and root oil contained nonacosane (16.2%), spathulenol (6.8%) and hexadecanoic acid (5.8%).
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               Factor Part Location NP Content
 
Flower: (Locality: Adana, Turkey)
Flowers Adana, Turkey
NP Content: 25 %
 
Stem: (Locality: Adana, Turkey)
Stems Adana, Turkey
NP Content: 5.2 %
 
Root: (Locality: Adana, Turkey)
Roots Adana, Turkey
NP Content: 1.8 %
 
Flower: (Locality: Sivas, Turkey)
Flowers Sivas, Turkey
NP Content: 7.8 %
 
Stem: (Locality: Sivas, Turkey)
Stems Sivas, Turkey
NP Content: 5.5 %
 
Root: (Locality: Sivas, Turkey)
Roots Sivas, Turkey
NP Content: 0.2 %
References
1 Effect of Altitude on the Essential Oil Constituents of Artemisia roxburghiana Besser var. purpurascens (Jacq.) Hook
2 Artemisia arborescens L.: essential oil composition and effects of plant growth stage in some genotypes from Sicily
3 Seasonal Analyses of the Essential Oil of Artemisia ferganensis
4 Oil Constituents of Artemisia nilagirica var. septentrionalis Growing at Different Altitudes
5 Chemical Variation in the Oil of Artemisia verlotiorum Lamotte of French Origin Harvested at a Vegetative Stage and During Flowering
6 Composition and Chemical Variability in the Essential Oil of Hyptis marrubioides Epl.
7 Volatile Constituents of Ichthyothere terminalis and I. cunabi
8 Volatile Extract of Mentha longifolia Growing in Israel. Aromatic Plants of the Holy Land and the Sinai. Part XIII
9 Composition of the Essential Oil of Micromeria biflora
10 Composition of Essential Oils from Two Varieties of Salvia aucheri Benth. Growing in Turkey
11 The Impact of the Locality Altitudes and Stages of Development on the Volatile Constituents of Salvia officinalis L. from Bosnia and Herzegovina
12 Constituents of the Essential Oil of Stachys pilifera Benth. from Iran
13 Chemical Composition, Seasonal Variation and Evaluation of Antimicrobial Activity of Essential Oils of Talauma ovata A. St. Hil. (Magnoliaceae)
14 The Variation in the Essential Oil Composition of Tanacetum cadmeum (Boiss.) Heywood ssp. orientale Grierson from Turkey