General Information of Natural Product (ID: NP0047)
  Natural Product Name
(1S,4aS,8aR)-1-isopropyl-7-methyl-4-methylene-1,2,3,4,4a,5,6,8a-octahydronaphthalene
  Synonyms
gamma-Muurolene; (+)-gamma-muurolene; (1S,4aS,8aR)-1-isopropyl-7-methyl-4-methylene-1,2,3,4,4a,5,6,8a-octahydronaphthalene; (1S,4aS,8aR)-7-methyl-4-methylene-1-(propan-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene; (?)-gamma-Muurolene; CHEBI:64798; DTXSID401017737; 30021-74-0; 24268-39-1; C20273; Q27133437; UNII-L2F6RNG65D component WRHGORWNJGOVQY-ZNMIVQPWSA-N
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  Formula C15H24
  Weight 204.35
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C15H24/c1-10(2)13-8-6-12(4)14-7-5-11(3)9-15(13)14/h9-10,13-15H,4-8H2,1-3H3/t13-,14+,15-/m0/s1
  InChI Key WRHGORWNJGOVQY-ZNMIVQPWSA-N
  Isomeric SMILES CC1=C[C@@H]2[C@H](CC1)C(=C)CC[C@H]2C(C)C
  Canonical SMILES CC1=CC2C(CC1)C(=C)CCC2C(C)C
  External Links PubChem ID 12313020
CAS ID 30021-74-0

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Artemisia annua
  Factor Name: Cultivar Comparison [1]
              Species Info Factor Info
               Experiment Detail
Populations of A. annua cultivar 'Jeevanraksha' and accession Suraksha were grown in the experimental field plot of the Institute at New Delhi. The seeds were sown in January 2004, seedlings transplanted in late February 2004 and aerial parts (flowers, leaves and stems from the upper 0.5 m of crop canopy) sampled in late October 2004.
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               Factor Function
Ninety-seven compounds comprising 91.3% of the total oil of 'Jeevanraksha' were identified. Forty-three monoterpenes (56.6%), 32 sesquiterpenes (31.1%), and 2 diterpenes (0.2%) comprised bulk of the oil (87.9%). The oil was devoid of artemisia ketone and contained camphor (13.5%), 1,8-cineole (9.4%), trans-sabinol (7.1%), p-mentha-1(7), 5-dien-2-ol (6.3%), myrcene (4.7%), germacrene D (4.4%), (E)-beta-farnesene (3.9%), beta-caryophyllene (3.7%), dihydroartemisinic lactone (3.0%) and p-cymene (2.0%) as the major constituents. Eighty-six compounds representing 93.3% of the composition were identified in the Suraksha oil. This oil contained artemisia ketone (47%), 1,8-cineole (8.4%), camphor (5.9%) and alpha-pinene (5.2%) as the major components.
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               Factor Part Location NP Content
 
Artemisia annua accessions Suraksha
Aerial parts India
NP Content: 0.8 %
 
Artemisia annua cv. Jeevanraksha
Aerial parts India
NP Content: 0.7 %
      Species Name: Copaifera langsdorffii Desf.
  Factor Name: Seasonal Variation [2]
              Species Info Factor Info
               Experiment Detail
Leaves were collected from in Botucatu/SP, Brazil. 'Point 1' is the Botanical Garden of UNESP classified by semideciduous seasonal forest 1 (SSF 1), 22° 53′ 10.97″ S 48° 29′ 48.92″ W and 888 m a.s.l. The same trees were observed on all points, during the seasons.
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               Factor Function
Copaiba plants from semideciduous seasonal forests show differences into the phytochemical profile obtained in dry and wet seasons, with presence of monoterpenes alpha-thujene, o-cymene, (Z)-beta-ocimene, (E)-beta-ocimene, gamma-terpinene and terpinolene in point 1 (in the wet season), while Cerrado strictu sensu did not show significant differences in chemical composition of volatile compounds (only alpha-cadinol and seychellene showed significant differences).
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               Factor Part Location NP Content
 
Harvesting time: Dry season
Leaves Brazil
NP Content: 1.3 %
 
Harvesting time: Wet season
Leaves Brazil
NP Content: 2.6 %
      Species Name: Dittrichia graveolens
  Factor Name: Altitude Variation [3]
              Species Info Factor Info
               Experiment Detail
Wild growing D. graveolens samples were collected from Bekaa-877′ (4 samples) and Sannine-1842′ (3 samples) during the flowering period, between September and November of 2003.
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               Factor Function
The major differences in oil composition between the two populations are the variation in the concentrations of T-cadinol and borneol. The differences can also be ascribed to the distinct climatic pattern of the two samples: Sannine is located in the Mount Lebanon chain of mountains and characterized by heavy precipitations and snow, while the Bekaa valley is shielded by this same chain of mountains, resulting in dry summers and cold winters with less humidity and precipitations.
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               Factor Part Location NP Content
 
Locality: Sannine, Lebanon; Altitude 1842 m
Leaves and flowers Lebanon
NP Content: 0.04 %
      Species Name: Eugenia chlorophylla
  Factor Name: Developmental Stage Variation [4]
              Species Info Factor Info
               Experiment Detail
Plant material was collected at vegetative stage (stems and leaves,September 2005) and at flowering stage (leaves and flowers,December 2004), inCuritiba,Parana state, Brazil.
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               Factor Function
Thirty-four components were identified, representing more than 80% of total oil. The major components were beta-caryophyllene (flowers-12.8%), caryophyllene oxide (stems-17.2%), globulol (stems-16.5%; leaves-22.5% at vegetative stage and 18.9% at flowering stage), 1-epi-cubenol (stems-10.9%), epi-alpha-muurolol (stems-16.8%) and alpha-cadinol (stems-12.1%; flowers-10.1%).
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               Factor Part Location NP Content
 
Flower: flowering stage
Flowers Brazil
NP Content: 3.2 %
 
Leaf: flowering stage
Leaves Brazil
NP Content: 1.6 %
 
Leaf: vegetative stage
Leaves Brazil
NP Content: 1.7 %
 
Stem: vegetative stage
Stems Brazil
NP Content: 0.2 %
      Species Name: Eugenia dysenterica
  Factor Name: Developmental Stage Variation [5]
              Species Info Factor Info
               Experiment Detail
Unripe, semi-ripe, and ripe fruits of E. dysenterica were collected in rural area of Abadia de Goias city (S 16° 45′ 1″, W 49° 25′ 5″, 850 m), Goias State, Brazil, in October 2002.
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               Factor Function
Limonene (25.8% and 24.6%), (E)-beta-ocimene (20.3% and 21.7%) and beta-pinene (12.0% and 14.2%) were the major compounds in the unripe and semi-ripe stages, respectively, while gamma-muurolene (25.8%), beta-caryophyllene (18.4%) and alpha-humulene (15.4%) became the major compounds in ripe fruits. The concentration of monoterpenes was high in the unripe and semi-ripe stages and decreased afterwards, while sesquiterpenes were intensively synthesized only in the last part of the ripening process.
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               Factor Part Location NP Content
 
Fruit: Ripe fruit stage
Ripe fruits Brazil
NP Content: 25.8 %
      Species Name: Ferulago angulata
  Factor Name: Locality Variation [6]
              Species Info Factor Info
               Experiment Detail
Fresh F.angulata were leaves gathered and air dried in May, 2004 and the seeds collected in October, 2004 from both habitats (Shahoo and Nevakoh Mountains), Kermanshah Province western Iran.
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               Factor Function
The oil yield from seed was 5-fold that from leaves (3.2%/100g compared to 0.63%/100g). Cis-ocimene was the major constituent of the seed oil from both regions (64.8% and 76.11%) and a prominent constituent (>20% of the total oil) of the leaf oils of both habitats. alpha-Pinene was the next main component (7-27%) of all 4 oils. Seed oils, with one major component (cis-ocimene), differed from the leaf oils, which were composed mostly of 3 components (alpha-pinene, cis-ocimene, & germacrene D). Distinctions between the oils of the two habitats were less marked than the leaf-oil/seed-oil differences; the cis-ocimene content was higher and alpha-pinene was less in both seedand leaf-oils of the Shahoo habitats than the Nevakoh ecotype; trans-verbenol was absent from the Shahoo leaves, but reached a content of 5.8% in Nevahoh leaf-oil. Further distinctions were found in the content/presence/absence of 20-30 minor components of the oils.
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               Factor Part Location NP Content
 
Leaf: (Locality: Shahoo Mountains, Kermanshah Province, western Iran)
Leaves Iran
NP Content: 0.01 %
      Species Name: Glechoma hederacea
  Factor Name: Locality Variation [7]
              Species Info Factor Info
               Experiment Detail
Samples of Glechoma hederacea were collected at full flowering in seven localities in Vilnius district (Lithuania) at 2005: A - Salininkai, B -Zolyno, C - Mistunai, D -Antakalnis, E - Nemencine, F - Seskine, G -Zujunai.
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               Factor Function
More than half of the oils were rich in sesquiterpene hydrocarbons (56.5-67.9%). The most predominant compound was germacrene D (14.1-20.7%). The other main constituents were gamma-elemene (9.0-16.0%), beta-elemene (8.7-12.9%), phytols (2.8-15.6%), (Z)-beta-ocimene (2.2-8.5%), 1,8-cineole (92.2-5.4%), beta-ylangene (2.7-4.1%) and germacrene B (2.2-3.9%). Forty-three identified compounds made up 89.1-96.2%. Four oils (A, D-G) might be attributed to germacrene / elemene chemotype and three samples (A-C) containing marked amounts of phytols beside above compounds were of germacrene/elemene/phytols chemotype.
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               Factor Part Location NP Content
 
Locality: Salininkai, Lithuania
Aerial parts Lithuania
NP Content: 0.6 %
 
Locality: Zolyno, Lithuania
Aerial parts Lithuania
NP Content: 0.5 %
 
Locality: Mistunai, Lithuania
Aerial parts Lithuania
NP Content: 0.4 %
 
Locality: Antakalnis, Lithuania
Aerial parts Lithuania
NP Content: 1.9 %
 
Locality: Nemencine, Lithuania
Aerial parts Lithuania
NP Content: <0.05 %
 
Locality: Seskine, Lithuania
Aerial parts Lithuania
NP Content: 0.6 %
 
Locality: Zujunai, Lithuania
Aerial parts Lithuania
NP Content: 0.4 %
      Species Name: Helichrysum arenarium
  Factor Name: Locality Variation; Developmental Stage Variation [8]
              Species Info Factor Info
               Experiment Detail
The plant material was collected in eastern Lithuania (July-August, 2002). Numbers of growing localities of H. arenarium with yellow (Y) and orange (O) flowers were as follows: Svencionys district (Zalavas) and Ukmerge district (Sventupe).
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               Factor Function
The 68 constituents identified comprised 73.8-90.7% of the total oil content. It was found that the principal constituents were: beta-caryophyllene (in three inflorescence and one leaf oil), delta-cadinene (in two leaf oils), octadecane (in one leaf oil) and heneicosane (in one inflorescence sample). Monoterpenes and oxygenated monoterpenes made up 4.0-13.9%, aliphatic hydrocarbons 0.4-35.3%, and sesquiterpenes 24.7-71.2% of the oils.
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               Factor Part Location NP Content
 
Inflorescence: (Flower colour: Orange) + (Locality: Svencionys District, Eastern Lithuania)
Inflorescence Eastern Lithuania
NP Content: 0.7 %
 
Inflorescence: (Flower colour: Yellow) + (Locality: Svencionys District, Eastern Lithuania)
Inflorescence Eastern Lithuania
NP Content: 2.2 %
 
Inflorescence: (Flower colour: Orange) + (Locality: Ukmerge District, Eastern Lithuania)
Inflorescence Eastern Lithuania
NP Content: 5.4 %
 
Inflorescence: (Flower colour: Yellow) + (Locality: Ukmerge District, Eastern Lithuania)
Inflorescence Eastern Lithuania
NP Content: 0.2 %
 
Leaf: (Flower colour: Orange) + (Locality: Svencionys District, Eastern Lithuania)
Leaves Eastern Lithuania
NP Content: 1.1 %
 
Leaf: (Flower colour: Yellow) + (Locality: Svencionys District, Eastern Lithuania)
Leaves Eastern Lithuania
NP Content: 0.2 %
 
Leaf: (Flower colour: Orange) + (Locality: Ukmerge District, Eastern Lithuania)
Leaves Eastern Lithuania
NP Content: 3.9 %
      Species Name: Ichthyothere terminalis
  Factor Name: Locality Variation [9]
              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
 
Stems: Manaus, Brazil
Leaves Brazil
NP Content: 0.5 %
      Species Name: Juniperus thurifera
  Factor Name: Altitude Variation; High Temperature Treatment [10]
              Species Info Factor Info
               Experiment Detail
The plant materials were collected for P1: 2900 m, Ait Akak, Oukaimden, Atlas Mts, Morocco, N. Achak, A. Romane and M. Mahroug, 3 trees, ns, 12/12/2003; P2, 2200 m, Plateau of Matat, Atlas Mts, N. Achak, A. Romane and M. Mahroug, 3 trees, ns, 18/03/2003; P3: 2000 m, Foret Islane, Oukaimden, Atlas Mts, N. Achak, A. Romane and M. Mahroug, 3 trees, ns,12/12/2003. A portion of the leaves from each of the three trees (per population) were air dried for 16 days at room temperature (ca. 22 &#8451) to produce the dried leaf samples.
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               Factor Function
The oil yields from fresh leaves showed on differences among geographical sources. Air dried leaves appeared to yield more oil at the highest elevation (1.03%, Ait Lkak, 2900 m) than lower sites (0.67%, Plateau of Matat, 2200 m; 0.57%, Foret Islane, 2000 m). The essential oils from each geographic site had very similar composition in fresh versus air dried leaves. The essential oils from provenance Ait Lkak and Plateau of Matat were very similar and characterized by a high sabinene content (21.2, 35.9%), in contrast to 10.% sabinene from the provenance Foret Islane. The oil from Foret Islane had a high delta-cadinene content with 12.7%, whereas Aik Akak and Plateau of Matat contained only 0.6 and 0.8%.
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               Factor Part Location NP Content
 
Fresh leaf: (Locality: Ait Lkak, Tensift Al Haouz-Marrakech, Morocco; Altitude 2900 m)
Fresh leaves Ait Lkak, Tensift Al Haouz - Marrakech, Morocco
NP Content: 0.2 %
 
Fresh leaf: (Locality: Plateau of Matat, Tensift Al Haouz-Marrakech, Morocco; Altitude 2200 m)
Fresh leaves Plateau of Matat, Tensift Al Haouz - Marrakech, Morocco
NP Content: 0.1 %
 
Dry leaf: (Locality: Foret Islane, Tensift Al Haouz-Marrakech, Morocco; Altitude 2000 m)
Dry leaves Foret Islane, Tensift Al Haouz - Marrakech, Morocco
NP Content: <0.1 %
 
Dry leaf: (Locality: Ait Lkak, Tensift Al Haouz-Marrakech, Morocco; Altitude 2900 m)
Dry leaves Ait Lkak, Tensift Al Haouz - Marrakech, Morocco
NP Content: 0.2 %
 
Dry leaf: (Locality: Plateau of Matat, Tensift Al Haouz-Marrakech, Morocco; Altitude 2200 m)
Dry leaves Plateau of Matat, Tensift Al Haouz - Marrakech, Morocco
NP Content: 0.3 %
 
Fresh leaf: (Locality: Foret Islane, Tensift Al Haouz-Marrakech, Morocco; Altitude 2000 m)
Fresh leaves Foret Islane, Tensift Al Haouz - Marrakech, Morocco
NP Content: 0.2 %
      Species Name: Ocimum basilicum
  Factor Name: Drought Stress Treatment [11]
              Species Info Factor Info
               Experiment Detail
Seeds of Ocimum basilicum cv. keskenylevelu provided from Hungary, were used in this study. Potted seedlings of Ocimum basilicum were subjected to study the effect of different irrigation rigimes on the essential oil content and composition at experimental farm of college of agriculture, Tarbiat Modarres, University, located in Tehran. (1215 m above sea level, latitude 35° 43′ north, altitude 51° 8′ east). The seeds were sown in spring of 2001 in pots. The irrigation regimes to induce of water stress were: 100%, 85%, 70% and 55% of field capacity. This percentage of field capacity kept constant in the soil by daily weighting of pots. The soil was sandy-loam with 22.6% of field capacity. The harvest of whole plants was performed at the beginning of the flowering stage.
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               Factor Function
The essential oil content of herb increased from 1.12 to 1.26% as plant water deficit increased (till 70% of field capacity). The number of component of the oil of Ocimum basilicum increased as water stress increase. Amount of the main constituents of the oil such as linalool, methyl chavicol, 1,8-cineole and trans alpha-bergamotene significantly affected by water stress.
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               Factor Part Location NP Content
 
100% Field Irrigation (Control)
Whole plant Mali
NP Content: 1.9 %
 
55% Field Irrigation
Whole plant Mali
NP Content: 2.2 %
      Species Name: Persea americana
  Factor Name: Variety Comparison; Locality Variation [12]
              Species Info Factor Info
               Experiment Detail
Experimental: Two hundred grams of healthy mature intact leaves were harvested from each of the taxa growing on their own rootstocks at the UC South Coast Research and Extension Center. flocc = P. americana var. floccosa from Mexico D-7; stey = P. americana var. steyermarkii from Mexico El Salvador 3-22-16; nubi = P. americana var. nubigena from Guatemala 45-C-1; mex = P. americena var. drymfolia from Tasco, Mexico; guat = P. americana var. guatemalensis cult. Nimlioh from Florida; bwl = P. ameticana var. americana cult. Trapp from Florida.
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               Factor Function
Analysis of oils showed the presence of over 90 components, of which 76 were identified. P. schiedeana oil was found to contain alpha-pinene (23.7%), beta-pinene (23.2%) and beta-caryophyllene as major components. The major constituents of P. americana var. floccosa and P. americana var. steyermarkii were alpha-pinene (10.9%, 7.6%), beta-pinene (20.6%, 10.4%), alpha-terpineol (9.6%, 7.9%), beta-caryophyllene (12.6%, 8.4%), viridiflorene (0.1%, 10.3%) and globulol (0.1%, 9.2%), respectively. The oils of P. americana var. nubigena and P. americana var. drymifolia contained alpha-terpineol (18.4%, 393%) and methylchavicol (12.4%, 40.2%), as major components, respectively. P. americana var. guatemalensis was found to be rich in beta-caryophyllene (38.3%), while the oils of P. americana var. americana and P. primatogena contained alpha-pinene (27.5%) and beta-pinene (40.9%), and alpha-pinene (24.6%), beta-caryophyllene (20.7%) and germacene D (10.1%).
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               Factor Part Location NP Content
 
Persea americana var. americana cv. Trapp (Locality: Florida)
Leaves Florida, USA
NP Content: 0.1 %
 
Persea americana var. floccosa (Locality: Mexico)
Leaves Mexico
NP Content: 0.01 %
 
Persea americana var. guatemalensis cv. Nimlioh (Locality: Florida)
Leaves Florida, USA
NP Content: 0.3 %
 
Persea americana var. nubigena (Locality: Guatemala)
Leaves Guatemala
NP Content: 9.2 %
 
Persea americana var. steyermarkii (Locality: Mexico El Salvador)
Leaves Mexico El Salvador
NP Content: 0.3 %
      Species Name: Pimpinella tragioides
  Factor Name: Developmental Stage Variation [13]
              Species Info Factor Info
               Experiment Detail
Plant materials were collected from Chalous Road (north of Tehran province) both at the flowering stage in June and the seed stage in September 2003. The fresh plants were dried at room temperature. Dried stems/leaves (S/L) (collected during flowering stage), seeds (S) were hydrodistilled for 3 h in a Clevenger-type apparatus to produce the oils.
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               Factor Function
The major constituent in the stem/leaf oil was trans-alpha-bergamotene (77.1%), whereas the major constituent of the seed oil was pregeijerene (87.0%). Nonadecane (8.6%) were the other major constituents in the stem/leaf.
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               Factor Part Location NP Content
 
Seed: seed stage
Seeds Iran
NP Content: 1.9 %
      Species Name: Pinus sylvestris
  Factor Name: Locality Variation [14]
              Species Info Factor Info
               Experiment Detail
The branches of pine were collected in July, 1996 in 15 different locations in Lithuania in the following regions: Western part (Silute, Jurbarkas, Kursiu Nerija), Eastern part (Salcininkai, Zarasai, Moletai), Southern part (Varena, Trakai, Radviliskis) and central part (Ukmerge, Jonava, Kaisiadorys). The branches in each location were collected from the trees in approximately 1 km radius.
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               Factor Function
More than 70 constituents were identified (64 positively and 10 tentatively) in the oils. alpha-Pinene (18.5-33.0%) and delta-3-carene (9.1-24.6%) were dominating constituents with the only one exception when the germacrene-4-ol content in one of the samples was 13.2%. The important bornyl acetate content varied from 0.5% to 3.0%. The main sesquiterpenes were beta-caryophyllene, germacrene D, bicyclogermacrene, delta-cadinene, gamma-cadinene, germacrene D-4-ol, cubenol (2.0-5.1%) and alpha-cadinol (1.9-7.7%).
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               Factor Part Location NP Content
 
Locality: Jonava, Lithuania
Branches Jonava, Lithuania
NP Content: 0.8 %
 
Locality: Jurbarkas, Lithuania
Branches Jurbarkas, Lithuania
NP Content: 1.5 %
 
Locality: Kaisiadorys, Lithuania
Branches Kaisiadorys, Lithuania
NP Content: 0.6 %
 
Locality: Moletai, Lithuania
Branches Moletai, Lithuania
NP Content: 0.8 %
 
Locality: Neringa (Smiltyne), Lithuania
Branches Neringa (Smiltyne), Lithuania
NP Content: 1 %
 
Locality: Radviliskis, Lithuania
Branches Radviliskis, Lithuania
NP Content: 0.7 %
 
Locality: Salacininkai, Lithuania
Branches Salacininkai, Lithuania
NP Content: 0.9 %
 
Locality: Silute, Lithuania
Branches Silute, Lithuania
NP Content: 1.2 %
 
Locality: Trakai, Lithuania
Branches Trakai, Lithuania
NP Content: 0.6 %
 
Locality: Ukmerge, Lithuania
Branches Ukmerge, Lithuania
NP Content: 0.7 %
 
Locality: Varena, Lithuania
Branches Varena, Lithuania
NP Content: 0.6 %
 
Locality: Vilnius, Lithuania
Branches Vilnius, Lithuania
NP Content: 1 %
 
Locality: Zarasai, Lithuania
Branches Zarasai, Lithuania
NP Content: 0.6 %
 
Locality: Zarsai (lmbradas), Lithuania
Branches Zarsai (lmbradas), Lithuania
NP Content: 0.5 %
 
Locality: Zarasai (Sunele), Lithuania
Branches Zarasai (Sunele), Lithuania
NP Content: 0.8 %
      Species Name: Piper nigrum
  Factor Name: Cultivar Comparison; Harvest Time Variation [15]
              Species Info Factor Info
               Experiment Detail
The cultivars selected for this study are Sreekara, Vellanamban and one Indonesian cultivar Kutching grown in Kerala. These cultivars are commonly cultivated in the northern parts of Kerala. The fresh berries of the authenticated cultivars were collected from Indian Institute of Spices Research, Calicut and were dried in a cross flow drier at 45 ℃ and taken for the analysis.
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               Factor Function
The main components of vellanamban oil were sabinene (3.9-18.8%), beta-pinene (3.9-10.9%), limonene (8.3-19.8%) and beta-caryophyllene (28.4- 32.9%). Sreekara oil contained as major compounds beta-pinene (0-11.2%), limonene (20.1-22.1%) and beta-caryophyllene (16.8-23.1 %). Kutching oil contained alpha-pinene(2.3-5.4%), sabinene (6.7-13.3%), limonene (14.5-17.5%) and beta-caryophyllene (20.8-39.1%).
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               Factor Part Location NP Content
 
Piper nigrum cv. Kuching: (Harvesting time: 1990)
Berries India
NP Content: 0.2 %
 
Piper nigrum cv. Kuching: (Harvesting time: 1991)
Berries India
NP Content: 1.5 %
 
Piper nigrum cv. Sreekara: (Harvesting time: 1990)
Berries India
NP Content: 5.1 %
 
Piper nigrum cv. Sreekara: (Harvesting time: 1992)
Berries India
NP Content: 3.1 %
 
Piper nigrum cv. Vellanamban: (Harvesting time: 1990)
Berries India
NP Content: 1.4 %
 
Piper nigrum cv. Vellanamban: (Harvesting time: 1991)
Berries India
NP Content: 0.3 %
 
Piper nigrum cv. Vellanamban: (Harvesting time: 1992)
Berries India
NP Content: 0.9 %
      Species Name: Portenschlagiella ramosissima
  Factor Name: Developmental Stage Variation [16]
              Species Info Factor Info
               Experiment Detail
Plant material was collected in October 2003. in Herceg Novi, Montenegro. The air-dried roots (54 g), seeds (73.5 g) and aerial parts during vegetative phase (V, 150 g) and aerial parts during flowering period (F, 110 g) of P. ramosissima were submitted for 3 h to water-distillation using a Clevenger type apparatus.
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               Factor Function
In all the oils samples the main component was myristicin. In the root oil myristicin was present with 68.5%, in oil from aerial parts during vegetative phase, myristicin was present with 88.9%, while in oil from aerial parts during flowering period this component was present with 91.5%, in the seed oil myristicin was found with 61.1%. It can be seen that myristicin was the most abundant component in all oil samples that we investigated with very high percentage. But, it can also be seen that the season of plant collection influenced the oil characteristics. The highest content of myristicin was present in the oil sample isolated from plants collected during the flowering period (91.5%), than in oil isolated during the vegetative phase.
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               Factor Part Location NP Content
 
Aerial parts: flowering stage
Aerial parts Montenegro
NP Content: 0.1 %
 
Seed: vegetative stage
Seeds Montenegro
NP Content: 0.2 %
      Species Name: Rosmarinus officinalis
  Factor Name: Developmental Stage Variation [17]
              Species Info Factor Info
               Experiment Detail
Samples of R. officinalis were collected in April 1998 during the full flowering period (Ro-1a), between June and July 1998 during the fruiting period (Ro-1b) and in December 1998 during the hibernation period (Ro-1c) from Cazorla, Segura y Las Villas Natural Park (province of Jaen, Spain). The plant material consisted of ca. 10 twigs per plant (with blossoming tips or not, depending of the harvesting date) from 5-10 single plants. Ro-1a (Location: Las Chozuelas, Altitude (m): 1150, Harvesting date: April 21, 1998, Phenological stage: Flowering); Ro-1b (Location: Las Chozuelas, Altitude (m): 1150, Harvesting date: June 19, 1998, Phenological stage: Fruiting); Ro-1c (Location: Las Chozuelas, Altitude (m): 1150, Harvesting date: December 30, 1998, Phenological stage: Hibernation).
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               Factor Function
The highest oil yields (161.8%) were recorded during the fruiting period (summer). In general, minimum amounts of camphor and maximum amounts of alpha-pinene were observed in winter. The concentration of 1,8-cineole was almost constant throughout the year, though other oil constituent levels varied randomly with the plant life cycle
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               Factor Part Location NP Content
 
Whole plant: Flowering stage
Twigs Las Chozuelas, Southern Spain
NP Content: 0.1 %
 
Whole plant: Fruiting stage
Twigs Las Chozuelas, Southern Spain
NP Content: 0.1 %
 
Hibernation stage
Twigs Las Chozuelas, Southern Spain
NP Content: 0.1 %
      Species Name: Salvia aucheri
  Factor Name: Variety Comparison [18]
              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: <0.01 %
      Species Name: Satureja parnassica ssp. parnassica
  Factor Name: Month Variation; Developmental Stage Variation [19]
              Species Info Factor Info
               Experiment Detail
Fresh plant materials were obtained in 2004 and 2005. S. thymbra 1(vegetative stage: just before flowering, date: June 7, 2004, location: Mt. Immitos, altitude(m): 350); S. thymbra 2(vegetative stage: full flowering, date: July 7, 2004, location: Mt. Immitos, altitude(m): 350); S. thymbra 3(vegetative stage: after flowering, date: Aug 7, 2004, location: Mt. Immitos, altitude(m): 350); S. thymbra 4(vegetative stage: fruiting, date: Sept 7, 2004, location: Mt. Immitos, altitude(m): 350); S. thymbra 5(vegetative stage: fruiting, date: Nov 7, 2004, location: Mt. Immitos, altitude(m): 350); S. thymbra 6(vegetative stage: fruiting, date: Feb 7, 2005, location: Mt. Immitos, altitude(m): 350); S. thymbra 7(vegetative stage: before flowering, date: May 7, 2005, location: Mt. Immitos, altitude(m): 350); S. parnassica 8(vegetative stage: before flowering, date: June 16, 2004, location: Mt. Parnon, altitude(m): 1800); S. parnassica 9(vegetative stage: just before flowering, date: July 16, 2004, location: Mt. Parnon, altitude(m): 1800); S. parnassica 10(vegetative stage: full flowering, date: Aug 16, 2004, location: Mt. Parnon, altitude(m): 1800); S. parnassica 11(vegetative stage: after flowering, date: Sept 16, 2004, location: Mt. Parnon, altitude(m): 1800).
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               Factor Function
It is evident that the phytochemical content of the essential oils for both Satureja species varied greatly, depending on the period examined, and showed large prevalence of phenolic content. It must also be pointed out that regardless of the vegetative stage of the plant collected, the sum of the two isomeric phenol monoterpenes (carvacrol and thymol) and their biosynthetic monoterpene precursors p-cymene and gamma-terpinene represented always the bulk of each essential oil (~76%). More specificallysfor both species-during their premature vegetative stage, gamma-terpinene constitutes the major component of their essential oils. The approach of the flowering period results in the simultaneous gradual diminishment of monoterpene precursors and the prevalence of their phenolic metabolites. Thus, essential oils obtained from plants collected during the 'just before their flowering' stage contain thymol as their major component, which constitutes 27.88 and 38.51% of the total oil content for S. thymbra and S. parnassica, respectively. On the other hand, during their full flowering period carvacrol prevails as the major component, accounting for 39.10% for S. thymbra and for 34.61% for S. parnassica. The end of the flowering stage delineates a sharp decrease of carvacrol levels and the predominance of thymol as the major component of the essential oils. A few months later, as the premature vegetative stage approached, the level of gamma-terpinene was restored. The content of p-cymenesthe other major monoterpene precursor-fluctuated seasonally in a manner similar to that shown by gamma-terpinene. Other monoterpene hydrocarbons such as myrcene and alpha-terpinene were also detected in smaller quantities, whereas various monoterpene alcohols such as linalool, borneol, and terpin-4-ol were found mainly in the oils obtained after the flowering stage. Finally, it is notable that the oils obtained during the just before the full flowering period contain beta-caryophyllene as one of their major components.
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               Factor Part Location NP Content
 
Harvesting time: just before flowering satge; 16-June-2004
Leaves and stems Mt. Parnon, Peloponnese
NP Content: 0.12 %
      Species Name: Satureja thymbra
  Factor Name: Month Variation; Developmental Stage Variation [19]
              Species Info Factor Info
               Experiment Detail
Fresh plant materials were obtained in 2004 and 2005. S. thymbra 1(vegetative stage: just before flowering, date: June 7, 2004, location: Mt. Immitos, altitude(m): 350); S. thymbra 2(vegetative stage: full flowering, date: July 7, 2004, location: Mt. Immitos, altitude(m): 350); S. thymbra 3(vegetative stage: after flowering, date: Aug 7, 2004, location: Mt. Immitos, altitude(m): 350); S. thymbra 4(vegetative stage: fruiting, date: Sept 7, 2004, location: Mt. Immitos, altitude(m): 350); S. thymbra 5(vegetative stage: fruiting, date: Nov 7, 2004, location: Mt. Immitos, altitude(m): 350); S. thymbra 6(vegetative stage: fruiting, date: Feb 7, 2005, location: Mt. Immitos, altitude(m): 350); S. thymbra 7(vegetative stage: before flowering, date: May 7, 2005, location: Mt. Immitos, altitude(m): 350); S. parnassica 8(vegetative stage: before flowering, date: June 16, 2004, location: Mt. Parnon, altitude(m): 1800); S. parnassica 9(vegetative stage: just before flowering, date: July 16, 2004, location: Mt. Parnon, altitude(m): 1800); S. parnassica 10(vegetative stage: full flowering, date: Aug 16, 2004, location: Mt. Parnon, altitude(m): 1800); S. parnassica 11(vegetative stage: after flowering, date: Sept 16, 2004, location: Mt. Parnon, altitude(m): 1800).
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               Factor Function
It is evident that the phytochemical content of the essential oils for both Satureja species varied greatly, depending on the period examined, and showed large prevalence of phenolic content. It must also be pointed out that regardless of the vegetative stage of the plant collected, the sum of the two isomeric phenol monoterpenes (carvacrol and thymol) and their biosynthetic monoterpene precursors p-cymene and gamma-terpinene represented always the bulk of each essential oil (~76%). More specificallysfor both species-during their premature vegetative stage, gamma-terpinene constitutes the major component of their essential oils. The approach of the flowering period results in the simultaneous gradual diminishment of monoterpene precursors and the prevalence of their phenolic metabolites. Thus, essential oils obtained from plants collected during the 'just before their flowering' stage contain thymol as their major component, which constitutes 27.88 and 38.51% of the total oil content for S. thymbra and S. parnassica, respectively. On the other hand, during their full flowering period carvacrol prevails as the major component, accounting for 39.10% for S. thymbra and for 34.61% for S. parnassica. The end of the flowering stage delineates a sharp decrease of carvacrol levels and the predominance of thymol as the major component of the essential oils. A few months later, as the premature vegetative stage approached, the level of gamma-terpinene was restored. The content of p-cymenesthe other major monoterpene precursor-fluctuated seasonally in a manner similar to that shown by gamma-terpinene. Other monoterpene hydrocarbons such as myrcene and alpha-terpinene were also detected in smaller quantities, whereas various monoterpene alcohols such as linalool, borneol, and terpin-4-ol were found mainly in the oils obtained after the flowering stage. Finally, it is notable that the oils obtained during the just before the full flowering period contain beta-caryophyllene as one of their major components.
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               Factor Part Location NP Content
 
Harvesting time: full flowering satge; 16-August-2004
Leaves, stems and flowers Mt. Parnon, Peloponnese
NP Content: 0.15 %
 
Harvesting time: after flowering satge; 16-September-2004
Leaves, stems and flowers Mt. Parnon, Peloponnese
NP Content: 0.19 %
      Species Name: Solidago virgaurea
  Factor Name: Altitude Variation [20]
              Species Info Factor Info
               Experiment Detail
Aerial parts of Solidago virgaurea plants were randomly collected from the wild at two different altitudes, as described below, during the 2000 vegetation period. All the collections of the plant samples were carried out during massive bud formation and the beginning of flowering stage. Sample # 1, LTS00-46; 10 kg of the sample was collected on July 31, 2000 at LAT: 51° 07′ LON: 81° 10′ HEI 290 m from Altai land, Lokteev district, near the village of NovoMikhaylovskoe, on the left bank of the Aley River, outskirts of pine forest, fire area, sandy soils. Sample # 2, LTS00-57; 5.6 kg of the sample was collected on August 3, 2000 at LAT 51° 14′ LON 82° 28′ HEI 650 m from Altai land, Kur'in district, around the Kolyvanm quarries, with diverse turf grasses, along the river bank of Aley.
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               Factor Function
The main components from 290 m were alpha-pinene (36.5%), myrcene (14.8%), beta-caryophyllene (10.5%), germacrene D (8.2%), beta-pinene (7.1%) and limonene+beta-phellandrene (6.4%). The oil from the sample collected at 650 m had benzyl benzoate (57.0%), beta-caryophyllene (6.3%), germacrene D (6.0%), alpha-pinene (4.4%) and alpha-humulene (4.0%) as major components, suggesting polymorphism or the existence of different chemoytpes.
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               Factor Part Location NP Content
 
Locality: Kur'in district, Russia; Altitude 650 m
Flowers Russia
NP Content: 0.2 %
      Species Name: Stachys pilifera
  Factor Name: Locality Variation [21]
              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: Shahr-e-kord, western Iran
Aerial parts Iran
NP Content: 2.1 %
      Species Name: Teucrium flavum
  Factor Name: Month Variation; Developmental Stage Variation [22]
              Species Info Factor Info
               Experiment Detail
The aerial parts of T. flavum were collected in different periods from December to July 2006, from plants growing along the Ionic coast of Sicily (Italy). LF 1-LF 2-LF 3: represent the composition of leaf oils of plant samples collected in December (vegetative stage), February (pre-flowering stage) and April (budding stage) respectively; FL: flower oil; FR: fruit oil.
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               Factor Function
Some components, in all investigated plant parts, remained more or less constant during all the different phases of the plant cycle life. Worthy of note, considering the leaf oils, was that beta-pinene, limonene and germacrene D increased in the pre-flowering stage, while a series of esters and alpha-copaene, beta-caryophyllene, viridiflorol, Tmuurolol and phytol increased in the budding stage (LF3); the vegetative stage oil is generally characterized by a rich chemical composition and some constituents such as isoamyl hexanoate, alpha-humulene, bicyclogermacrene, beta-bisabolene and alpha-bisabolol reached their highest levels in this oil. In the flower oil, linalool and 1-octen-3-yl acetate were the main components compared to the amounts found in the other oils. Fruit oil composition was relatively oil poor, with beta-bisabolene, caryophyllene oxide, cadin-4-en-1-ol and phytone as the major constituents.
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               Factor Part Location NP Content
 
Flower oil
Flowers Italy
NP Content: 0.2 %
 
Fruit oil
Fruits Italy
NP Content: 0.6 %
      Species Name: Thymus pseudopulegioides
  Factor Name: Locality Variation [23]
              Species Info Factor Info
               Experiment Detail
Plant materials were collected from the following localities in north western Turkey. A = Trabzon: Caykara, Soganli dag on July 28, 1994; B = Bayburt: Caykara, Mohakambo yaylasi on July 25, 1994; C = Trabzon: Koprubasi, Vizara yaylasi on July 20, 1994.
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               Factor Function
One hundred and four compounds were identified representing 97.5-99.5% of the total components detected in thymol/carvacrol (50.14/10.67%), thymol/linalool (23.14/20.24%) and linalool/alpha-terpinyl acetate/geraniol (21.55/16.70/11.17%) rich oils.
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               Factor Part Location NP Content
 
Locality: Soganli dag, Caykara, Trabzon, Eskisehir, Turkey
Aerial parts Eskisehir, Turkey
NP Content: 0.3 %
 
Locality: Mohakambo yaylasi, Caykara, Bayburt, Eskisehir, Turkey
Aerial parts Eskisehir, Turkey
NP Content: 0.2 %
      Species Name: Thymus striatus
  Factor Name: Locality Variation [24]
              Species Info Factor Info
               Experiment Detail
Aerial parts of the plant were collected from four localities: A = Kirklareli: Karadere in May 1991; B = Kirklareli: Karahamza Village in May 1990; C = Kirklareli: Evciler Village on 13 June 1993; D = Kirklareli: Korukoy on 25 May 1994
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               Factor Function
The four oils obtained from plants collected in different localities of the same region gave quite different compositions as follows: A: thymol (10.5%), 1,8-cineole (9.96%), p-cymene (9.48%), carvacrol (5.28%); B: beta-caryophyllene (29.50%), carvacrol(20.59%); C: thymol (34.7%), beta-caryophyllene (12.74%), carvacrol (5.24%); D: beta-caryophyllene (56.48%), germacrene D (11.12%), carvacrol (4.85%). Since the identities of the plant materials were checked repeatedly, any misidentification is ruled out. Except for A and C, all the other materials showed beta-caryophyllene as the major constituent. Carvacrol (20.59%) was present in good amount in the oil of B. In A, however, high percentages of 1,8-cineole (10%) and p-cymene (9.5%) were significant. This oil contained only a trace amount of beta-caryophyllene. Four isomeric caryophyllene alcohols were detected in the oil B. The results clearly indicate that the oil of T. striatus var. interruptus has no consistency and we can safely suggest that there are at least three chemotypes, namely thymol/1,8-cineole/p-cymene-type; thymol/beta-caryophyllene-type; and beta-caryophyllene-type, of this species.
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               Factor Part Location NP Content
 
Locality: Karahamza Village, Kirklareli, Turkey
Aerial parts Kirklareli, Turkey
NP Content: 0.3 %
 
Locality: Evciler Village, Kirklareli, Turkey
Aerial parts Kirklareli, Turkey
NP Content: 0.7 %
      Species Name: Vitis vinifera
  Factor Name: Variety Comparison [25]
              Species Info Factor Info
               Experiment Detail
Grape pomaces and stalks of Nero d'Avola and Frappato were donated by the ''Valle dell'Acate'' wine firm, Acate, RG, Italy - those from Nerello Mascalese and Cabernet Sauvignon were given by the ''Emanuele Scammacca Barone del Murgo'' wine firm, Santa Venerina, CT, Italy. The winemaking procedures were similar for all samples, namely grape clusters were crushed and destemmed using a destemmer-crusher. The crushed grapes were treated with sulphur dioxide (0.2-0.5% total mash) and with selected strains of Saccharomyces cerevisiae to start up the fermentation. After 6-8 days of maceration, when alcoholic fermentation was finished, the mash was pressed. Stalks coming from destemming procedure and grape pomace coming from the maceration procedure were subjected to the distillation procedures within 24 h of their collection. All materials were collected during the 2004 vintage.
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               Factor Function
On the whole, 38 components have been characterized in the samples of grape pomaces, with Frappato cv. showing the richest composition; instead, 88 components have been detected in the stalks of Frappato, Nero d'Avola, Nerello Mascalese and Cabernet Sauvignon varieties.
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               Factor Part Location NP Content
 
Vitis vinifera var. Cabernet Sauvignon
Stalks Italy
NP Content: < 0.05 %
 
Vitis vinifera var. Frappato
Pomaces Italy
NP Content: 0.33 %
 
Vitis vinifera var. Frappato
Stalks Italy
NP Content: < 0.05 %
 
Vitis vinifera var. Nerello Mascalese
Stalks Italy
NP Content: 0.6 %
References
1 Volatile Metabolite Compositions of the Essential Oil from Aerial Parts of Ornamental and Artemisinin Rich Cultivars of Artemisia annua
2 Dry and wet seasons set the phytochemical profile of the Copaifera langsdorffii Desf. essential oils
3 Chemical Profle of the Dittrichia graveolens (Desf.) Greuter Essential Oil of Lebanese Origin
4 Chemical Composition and Antimicrobial Activity of Essential Oils of Eugenia chlorophylla (Myrtaceae)
5 Changes in Volatile Constituents During Fruit Ripening of Wild Eugenia dysenterica DC.
6 The constituents of essential oils of Ferulago Angulata (SCHLECHT.) BOISS at two different habitals, Nevakoh and Shahoo, Zagross mountain, western Iran
7 The Essential Oil of Ground Ivy (Glechoma hederacea L) Growing Wild In Eastern Lithuania
8 Chemical Composition of the Essential Oils of Wild Helichrysum arenarium (L.) with Differently Colored Inflorescences from Eastern Lithuania
9 Volatile Constituents of Ichthyothere terminalis and I. cunabi
10 Effect of the Leaf Drying and Geographic Sources on the Essential Oil Composition of Juniperus thurifera L. var. Africana Maire from the Tensift-Al Haouz, Marrakech Region
11 Essential oil content and composition of sweet basil (Ocimum basilicum) at different irrigation regimes
12 Essential Oils of Persea subgenus Persea (Lauraceae)
13 Essential Oil Composition of Pimpinella tragioides (Boiss.) Benth. et Hook. from Iran
14 Composition of Essential Oils of Pinus sylvestris L. from Different Locations of Lithuania
15 Studies on Essential Oil Composition of Cultivars of Black Pepper (Piper nigrum L.)-V
16 Antimicrobial Activity of Essential Oils Isolated from Different Parts of Endemic Plant Portenschlagiella ramosissima Tutin
17 Chemical Composition and Seasonal Variations of Rosemary Oil from Southern Spain
18 Composition of Essential Oils from Two Varieties of Salvia aucheri Benth. Growing in Turkey
19 Characterization of the essential oil volatiles of Satureja thymbra and Satureja parnassica: influence of harvesting time and antimicrobial activity
20 Volatile Oil-Bearing Flora of Siberia VIII: Essential Oil Composition and Antimicrobial Activity of Wild Solidago virgaurea L. from the Russian Altai
21 Constituents of the Essential Oil of Stachys pilifera Benth. from Iran
22 Seasonal Variations of Teucrium flavum L. Essential Oil
23 Composition of the Essential Oil of Thymus pseudopulegioides Klokov et Des.-Shost from Turkey
24 Essential Oils of Thymus striatus Vahl var. interruptus Jalas from Turkey
25 Volatile components of grape pomaces from different cultivars of Sicilian Vitis vinifera L.