General Information of Natural Product (ID: NP0279)
  Natural Product Name
3-Octanol
  Synonyms
3-OCTANOL; Octan-3-ol; 589-98-0; Amyl ethyl carbinol; Octanol-3; Ethyl-n-amylcarbinol; Amylethylcarbinol; Ethylamylcarbinol; 1-Ethylhexanol; D-n-Octanol; Ethyl amyl carbinol; 3-Octyl Alcohol; 20296-29-1; (S)-3-Octanol; Ethylhexyl alcohol; dl-3-Octanol; n-Octan-3-ol; Ethyl pentyl carbinol; CHEBI:80945; 29063-28-3; 3-Octanol (natural); Octanol, mixed isomers; Octyl alcohol, mixed isomers; FEMA No. 3581; (1)-Octan-3-ol; EINECS 209-667-4; EINECS 243-713-4; EINECS 249-405-6; BRN 1697461; AI3-37213; octan-3(R,S)-ol; 3-Octanol, 97%; 3-Octanol, 99%; 4-01-00-01756 (Beilstein Handbook Reference); SCHEMBL112339; 3-Octanol, analytical standard; CHEMBL487998; DTXSID10862252; 3OL; AMY12157; 8768AB; LMFA05000568; MFCD00004590; 3-Octanol, >=97%, FCC, FG; AKOS009156959; MCULE-6682377557; 3-Octanol, natural, >=97%, FCC, FG; CS-0152331; FT-0616280; FT-0616281; FT-0770830; O0121; C17144; D78240; A814407; A832101; Q27154917
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  Formula C8H18O
  Weight 130.229
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C8H18O/c1-3-5-6-7-8(9)4-2/h8-9H,3-7H2,1-2H3
  InChI Key NMRPBPVERJPACX-UHFFFAOYSA-N
  Isomeric SMILES CCCCCC(CC)O
  Canonical SMILES CCCCCC(CC)O
  External Links PubChem ID 11527
CAS ID 589-98-0
NPASS ID NPC122962
CHEMBL ID CHEMBL487998
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Artemisia verlotiorum
  Factor Name: Developmental Stage Variation [1]
              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: <0.1 %
 
Aerial part: full flowering stage
Aerial parts Marseille, France
NP Content: 0.4 %
      Species Name: Hyptis pectinata
  Factor Name: Locality Variation [2]
              Species Info Factor Info
               Experiment Detail
H. pectinutu is an odoriferous plant and occurs as a natural weed on the Fiji Islands and in West Africa as a winter hardy bush. In India, it grows as an erect perrennial shrub in Assam, Bengal and Madras regions. Tlie leaves are ovate and the leaf margins range from crenate to serrate. The flowers are pale purple to yellow in cymose clusters, arranged unilaterally. The nutlets are small, oblong and black.
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               Factor Function
The major compounds present in the Indian oil were sabinene (27.8%), beta-pinene (6.7%), limonene (4.03%), alpha-terpinolene (6.0%), caryopliyllcne (17.2%), alpha-bergamotene (4.1%) and a C20H32-diterpene (5.8%). Other major hydrocarbons present were gamma-terpinene (1.4%), alpha-humulene (1.1%), beta-selinene (1.0%) and gamma-elemene (2.7%). The oil is rather poor in oxygenated terpenoids, the only major oxygen compounds detected were terpinen-4-ol(3.1%), spathulenol(1.1%), an unidentified sesquiterpene alcohol (1.4%) and trans-alpha-bergamotot (2.5%). The total oxygenated compounds constituted about 11% of the oil.
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               Factor Part Location NP Content
 
Locality: India
Whole plant Kumaon, India
NP Content: 0.2 %
      Species Name: Mentha longifolia
  Factor Name: Locality Variation [3]
              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: Sharon plain, Israel
Aerial parts Israel
NP Content: 1 %
 
Locality: Arava valley, Israel
Aerial parts Israel
NP Content: 0.5 %
 
Locality: Inner plain, Israel
Aerial parts Israel
NP Content: 0.4 %
      Species Name: Mentha piperita
  Factor Name: Cultivar Comparison [4]
              Species Info Factor Info
               Experiment Detail
Dry leaves of Menlba piperita L. 'Kliment-63' and 'Zefir' of 1997 crop were used.
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               Factor Function
The oil yield from 'Zefir' was 0.97% and that from 'Kliment-63' was 0.54%. The oil from 'Zefir' was found to be rich in menthol (46.2-50.2%) and menthyl acetate (16.8-22.5%). In the oil from 'Kliment-63,' the content of these components was lower, while the menthone content was higher (20.0-23.1%).
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               Factor Part Location NP Content
 
Mentha piperita cv. Kliment-63
Leaves Bulgaria
NP Content: 0.2 %
 
Mentha piperita cv. Zefir
Leaves Bulgaria
NP Content: 0.1 %
      Species Name: Mentha spicata
  Factor Name: Altitude Variation [5]
              Species Info Factor Info
               Experiment Detail
The aerial parts of flowering Mentha spicata plants (cut at ground level) and individual M. spicata plants were collected in the summer (July, 2003) from three wild populations located in the Municipality of Laganas, Zakynthos, W. Greece. Location 1 (N 37° 39′ 39″, E 20° 48′ 44″; map datum WGS 84; altitude 160 m; 14/07/03) was near the village of Keri, Location 2 (N 37° 41′ 29″, E 20° 50′ 25″; altitude 3 m; 14/07/03) was close to Keri Beach (Limni Keriou) and Location 3 (N 37° 43′ 34″, E 20° 50′ 41″; altitude 35 m; 14/07/03) was near the village of Pandocratoras. The three locations are within the mainland limits of the protected area of the National Marine Park of Zakynthos (NATURA 2000 Network, site GR 2210002; 8).
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               Factor Function
The main oil constituents were trans-piperitone oxide, piperitenone oxide and 1,8-cineole. On a whole plant basis (aerial parts) the trans-piperitone oxide content ranged from 1.4 % location (Loc 1) to 32.5% (Loc 3) and appeared to have an inverse relationship with the 1,8-cineole content which ranged from 10.8 % (Loc 3) to 37.9 % (Loc 1). 1,8-cineole was the major oil constituent (37.9 %) of M. spicata plants from Loc 1. The major constituent of the inflorescence oils was piperitenone oxide which ranged from 32.4 % (Loc 3) to 46.3 % of the oil (Loc 1). The major constituent of the leaf oils was 1,8-cineole (40.5 %) in plants from Loc 1 and trans-piperitone oxide in plants from Loc 2 (19.8 %) and Loc 3 (33.5 %). This is the first report for wild populations in Greece of a M. spicata oil in which 1,8-cineole is the major constituent. The observed variation in essential oil composition between locations and plant organs in July would not appear to be directly related to the climatic conditions.
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               Factor Part Location NP Content
 
Inflorescence: (Locality: near the village of Keri, Zakynthos, Greece; Altitude 160 m)
Inflorescence Zakynthos, Greece
NP Content: 0.1 %
 
Inflorescence: (Locality: close to Keri Beach, Zakynthos, Greece; Altitude 3 m)
Inflorescence Zakynthos, Greece
NP Content: 0.2 %
 
Inflorescence: (Locality: near the village of Pandocratoras, Zakynthos, Greece; Altitude 35 m)
Inflorescence Zakynthos, Greece
NP Content: 0.6 %
 
Leaf: (Locality: near the village of Keri, Zakynthos, Greece; Altitude 160 m)
Leaves Zakynthos, Greece
NP Content: 0.1 %
 
Leaf: (Locality: close to Keri Beach, Zakynthos, Greece; Altitude 3 m)
Leaves Zakynthos, Greece
NP Content: 0.3 %
 
Leaf: (Locality: near the village of Pandocratoras, Zakynthos, Greece; Altitude 35 m)
Leaves Zakynthos, Greece
NP Content: 0.8 %
 
Stem: (Locality: near the village of Keri, Zakynthos, Greece; Altitude 160 m)
Stems Zakynthos, Greece
NP Content: 0.3 %
 
Stem: (Locality: close to Keri Beach, Zakynthos, Greece; Altitude 3 m)
Stems Zakynthos, Greece
NP Content: 0.3 %
 
Stem: (Locality: near the village of Pandocratoras, Zakynthos, Greece; Altitude 35 m)
Stems Zakynthos, Greece
NP Content: 0.3 %
      Species Name: Rosmarinus officinalis
  Factor Name: Developmental Stage Variation [6]
              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: 0.2 %
      Species Name: Salvia euphratica
  Factor Name: Variety Comparison [7]
              Species Info Factor Info
               Experiment Detail
Aerial parts of both varieties(Salvia euphratica Montbret et Aucher ex Benth. var. euphratica and Salvia euphratica Montbret et Aucher ex Benth. var. leiocalycina) were collected in Malatya, Turkey in June 1999.
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               Factor Function
Ninety-five compounds in var. euphratica and 94 compounds in var. leiocalycina were characterized representing 93% and 95% of the total components detected, respectively, with 1,8-cineole (13.8% and 15.2%) and myrtenyl acetate (15.9% and 13.9%) as main constituents.
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               Factor Part Location NP Content
 
Salvia euphratica var. euphratica
Flowering aerial parts Turkey
NP Content: 0.2 %
 
Salvia euphratica var. leiocalycina
Flowering aerial parts Turkey
NP Content: 0.2 %
      Species Name: Satureja cuneifolia
  Factor Name: Developmental Stage Variation [8]
              Species Info Factor Info
               Experiment Detail
Satureja cuneifolia Ten. growing wild in Middle Anatolian provinces of Turkey were collected at various growth stages: a =from Konya, collected in June, before flowering; b = from Konya, collected in July, from flowering plants; c =from Konya, collected in August, full-bloom plants.
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               Factor Function
In the oils of S. cuneifolia, 38 compounds were identified, with thymol (43.6-65.5%), carvacrol (4.7-31.2%), gamma-terpinene (trace-13.7%) and p-cymene (trace-11.5%) being dominant.
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               Factor Part Location NP Content
 
Aerial part: Before Flowering stage
Aerial parts Middle Anatolia, Turkey
NP Content: <0.1 %
 
Aerial part: Full Blooming stage
Aerial parts Middle Anatolia, Turkey
NP Content: 0.3 %
 
Aerial part: Flowering stage
Aerial parts Middle Anatolia, Turkey
NP Content: <0.1 %
      Species Name: Satureja icarica
  Factor Name: Locality Variation [9]
              Species Info Factor Info
               Experiment Detail
The plant material was collected from different regions of Turkey. B = Canakkale: Gokceada, Ulukaya hill, August 1995; C = Canakkale: Gokceada, Doruktepe hill, August 1995; D = Canakkale: Gokceada, Kekliktepe hill, August 1995.
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               Factor Function
Carvacrol (52-56%) was found as the major component of these oils.
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               Factor Part Location NP Content
 
Locality: Doruktepe hill, Gokceada, Turkey
Aerial parts Turkey
NP Content: <0.1 %
 
Locality: Ulukaya hill, Gokceada, Turkey
Aerial parts Turkey
NP Content: <0.1 %
      Species Name: Teucrium chamaedrys
  Factor Name: Locality Variation [10]
              Species Info Factor Info
               Experiment Detail
The aerial parts of T. chamaedrys were collected at the flowering stage in June 2004 near Corti, Corsica, France and near Oristano, Sardinia, Italy
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               Factor Function
The Corsican and Sardinian oils of T. chamaedrys investigated in this study were qualitatively similar but they differed by the amount of their major components. The major components were beta-caryophyllene (29.0% and 27.4%, respectively) and germacrene D (19.4% and 13.5%, respectively), followed by alpha-humulene (6.8%) and delta-cadinene (5.4%) in the Corsican oil and by caryophyllene oxide (12.3%) and alpha-humulene (6.5%) in the Sardinian oil. These quantitative differences are also noticeable on the amounts of the different class compounds. Especially, the monoterpene hydrocarbons amounted for 10.3% and 4.1% in Sardinian and Corsican oils respectively and the oxygenated sesquiterpenes amounted for 18.9% and only 7.4% in both oils, respectively. Both oils were qualitatively rather similar in comparison with those reported in the literature from various geographic regions. However, among the 87 components identified in this study, 47 minor components (< 0.6%) reported were identified for the first time in T. chamaedrys oil. This study confirms the quantitative variability of the major components according to the plant origin.
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               Factor Part Location NP Content
 
Locality: Corti, Corsica, France
Aerial parts France
NP Content: <0.05 %
 
Locality: Oristano, Sardinia, Italy
Aerial parts Italy
NP Content: <0.05 %
      Species Name: Thymus fontanesii
  Factor Name: Locality Variation; Harvest Time Variation [11]
              Species Info Factor Info
               Experiment Detail
Aerial parts of T. fontanesii were collected during June 2004, in full blossom, in the Province of Tlemcen in four locations: Sidi-snoussi, Remchi, Sebdou et Sebaa-chiouki and again, during June 2005, in the last location.
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               Factor Function
The yield of oil obtained from the aerial parts of Thymus fontanesii harvested in the Province of Tlemcen (Algeria), calculated on dry material basis,varied slightly from station to station: Sebaa-chiouki = 5.20%, Sebdou = 5.25%, Sidisnoussi = 5.32%, Remchi = 5.46%. The composition of the four samples was quite similar, carvacrol (66.7-69.5%) being by far the main component. Other constituents, present at appreciable contents, were p-cymene (6.1-9.1%), gamma-terpinene (6.0-9.6%), linalool (3.0-4.0%), alpha-pinene (2.5-3.0%), myrcene (1.2-1.5%), and alpha-terpinene (1.1-1.4%). Conversely, thymol accounted only for 0.6-0.7% of the composition. Moreover, a sample harvested at Sebaa-chiouki, in June 2005, produced on oil with the same composition (68.3% of carvacrol). Obviously, aerial parts of T. fontanesii from the province of Tlemcen produced an oil whose composition differed substantially from that of the oil obtained from the same species harvested in Setif province and Constantine area (Algeria), dominated by thymol (67.8% and 68.2%, respectively).
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               Factor Part Location NP Content
 
Locality: Remchi, Province of Tlemcen, Algeria + Harvesting time: 2004
Aerial parts Algeria
NP Content: 0.1 %
 
Locality: Sebaa-chiouki, Province of Tlemcen, Algeria + Harvesting time: 2004
Aerial parts Algeria
NP Content: 0.1 %
 
Locality: Sebaa-chiouki, Province of Tlemcen, Algeria + Harvesting time: 2005
Aerial parts Algeria
NP Content: 0.1 %
 
Locality: Sebdou, Province of Tlemcen, Algeria + Harvesting time: 2004
Aerial parts Algeria
NP Content: 0.1 %
 
Locality: Sidi-snoussi, Province of Tlemcen, Algeria + Harvesting time: 2004
Aerial parts Algeria
NP Content: 0.1 %
      Species Name: Thymus pseudopulegioides
  Factor Name: Locality Variation [12]
              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 %
 
Locality: Vizara yaylasi, Koprubasi, Trabzon, Eskisehir, Turkey
Aerial parts Eskisehir, Turkey
NP Content: 0.2 %
      Species Name: Thymus striatus
  Factor Name: Locality Variation [13]
              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: Karadere, Kirklareli, Turkey
Aerial parts Kirklareli, Turkey
NP Content: 1.2 %
 
Locality: Karahamza Village, Kirklareli, Turkey
Aerial parts Kirklareli, Turkey
NP Content: 0.2 %
 
Locality: Evciler Village, Kirklareli, Turkey
Aerial parts Kirklareli, Turkey
NP Content: 0.4 %
References
1 Chemical Variation in the Oil of Artemisia verlotiorum Lamotte of French Origin Harvested at a Vegetative Stage and During Flowering
2 Volatile Constituents of Hyptis pectinata Poit. (Lamiaceae)
3 Volatile Extract of Mentha longifolia Growing in Israel. Aromatic Plants of the Holy Land and the Sinai. Part XIII
4 A Comparative Investigation on the Essential Oil Composition of Two Bulgarian Cultivars of Mentha piperita L.
5 Mentha Spicata Essential Oils Rich In 1,8-Cineole And 1,2-Epoxy-P-Menthane Derivatives From Zakynthos (Ionian Island, W Greece)
6 Chemical Composition and Seasonal Variations of Rosemary Oil from Southern Spain
7 The Essential Oils of Two Varieties of Salvia euphratica Montbret et Aucher ex Benth. var. euphratica and var. leiocalycina (Rech. fil.) Hedge from Turkey
8 Essential Oils of Four Turkish Wild-Growing Labiatae Herbs: Salvia cryptantha Montbr. et Auch., Satureja cuneifolia Ten., Thymbra spicata L. and Thymus cilicicus Boiss. et Bal.
9 The Essential Oils of Two New Satureja Species from Turkey: Satureja pilosa and S. icarica
10 Chemical Composition of the Essential Oils of Teucrium chamaedrys L. from Corsica and Sardinia
11 Composition and Antibacterial Activity of the Essential Oil of Thymus fontanesii Boiss. et Reut. from Algeria.
12 Composition of the Essential Oil of Thymus pseudopulegioides Klokov et Des.-Shost from Turkey
13 Essential Oils of Thymus striatus Vahl var. interruptus Jalas from Turkey