General Information of Natural Product (ID: NP0310)
  Natural Product Name
P-Mentha-1,5-Dien-8-Ol
  Synonyms
p-Mentha-1,5-dien-8-ol; 1686-20-0; 2-(4-methylcyclohexa-2,4-dien-1-yl)propan-2-ol; 2-(4-Methyl-2,4-cyclohexadienyl)-2-propanol; 2,4-Cyclohexadiene-1-methanol, .alpha.,.alpha.,4-trimethyl-; p-1,5-Menthadienol-8; .alpha.-Phellandren-8-ol; 1,5-p-Menthadien-8-ol; Mentha-1,5-diene-8-ol; p-1,5-Menthadien-8-ol; .alpha.-Phellandrene-8-ol; p-Menth-1,5-dien-8-ol; p-Mentha-1,5-diene-8-ol; para-Mentha-1,5-dien-8-ol; Phellandren-8-ol, .alpha.-; SCHEMBL3672407; DTXSID90333970; 2-(4-Methyl-2,4-cyclohexadien-1-yl)-2-propanol #
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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/c1-8-4-6-9(7-5-8)10(2,3)11/h4-6,9,11H,7H2,1-3H3
  InChI Key FQEXRDMYDXBXEO-UHFFFAOYSA-N
  Isomeric SMILES CC1=CCC(C=C1)C(C)(C)O
  Canonical SMILES CC1=CCC(C=C1)C(C)(C)O
  External Links PubChem ID 519323
CAS ID 1686-20-0

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Ferulago angulata
  Factor Name: Locality Variation [1]
              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: Nevakoh Mountains, Kermanshah Province, western Iran)
Leaves Iran
NP Content: 1.9 %
 
Seed: (Locality: Nevakoh Mountains, Kermanshah Province, western Iran)
Seeds Iran
NP Content: 0.2 %
      Species Name: Fragaria vesca
  Factor Name: Cultivar Comparison [2]
              Species Info Factor Info
               Experiment Detail
Whole leaves and inflorescences of two wild strawberry cultivars ('Rugia' and 'Baron von Solemacher') harvested in 2008 during the agrotechnical experiment performed by Department of Vegetable and Medicinal Plants, University of Life Sciences in Lublin, were used as a material for determinations. Samples were collected before noon at sunny and dry days at the beginning of wild strawberry's flowering stage. Material was dried up to 35 ℃ in shadow and air just after the harvest.
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               Factor Function
Depending on a cultivar, air-dry inflorescences from wild strawberry contain from 0.21% ('Baron von Solemacher' cv.) to 0.30% ('Rugia' cv.), whereas leaves contains from 0.46% ('Baron von Solemacher' cv.) to 0.62% ('Rugia' cv.) of essential oils. GC/MS analysis of essential oils achieved from studied materials revealed presence of 70 (including 59 identified) compounds in leaves of 'Rugia' cv. and 58 (including 50 identified) compounds in leaves of 'Baron von Solemacher' cv. Essential oils from inflorescences of 'Rugia' cv. contained 52 (including 47 identified), while 'Baron von Solemacher' cv. contained 54 (including 46 identified) compounds. The chromatographic analyses by GC-MS revealed that myrthenol, nonal, linalool and phthalide dibuthyl dominated in essential oils obtained from leaves, while myrthenol, citronelol, linalool and geraniol - from those of inflorescences. There were qualitative differences between oil components at both studied materials and differentiation between both cultivars, as well.
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               Factor Part Location NP Content
 
Inflorescence: Fragaria vesca cv. Baron von Solemacher
Inflorescence Poland
NP Content: 1.26 %
 
Inflorescence: Fragaria vesca cv. Rugia
Inflorescence Poland
NP Content: <0.05 %
 
Leaf: Fragaria vesca cv. Baron von Solemacher
Leaves Poland
NP Content: <0.05 %
 
Leaf: Fragaria vesca cv. Rugia
Leaves Poland
NP Content: <0.05 %
      Species Name: Pinus sylvestris
  Factor Name: Locality Variation [3]
              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: Jurbarkas, Lithuania
Branches Jurbarkas, Lithuania
NP Content: 0.05 %
 
Locality: Radviliskis, Lithuania
Branches Radviliskis, Lithuania
NP Content: 0.1 %
 
Locality: Silute, Lithuania
Branches Silute, Lithuania
NP Content: 0.1 %
 
Locality: Ukmerge, Lithuania
Branches Ukmerge, Lithuania
NP Content: 0.1 %
 
Locality: Zarasai, Lithuania
Branches Zarasai, Lithuania
NP Content: 0.2 %
 
Locality: Zarsai (lmbradas), Lithuania
Branches Zarsai (lmbradas), Lithuania
NP Content: 0.1 %
 
Locality: Zarasai (Sunele), Lithuania
Branches Zarasai (Sunele), Lithuania
NP Content: 0.05 %
      Species Name: Salvia euphratica
  Factor Name: Variety Comparison [4]
              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: 0.1 %
      Species Name: Stachys pilifera
  Factor Name: Locality Variation [5]
              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: 1.1 %
      Species Name: Thymus striatus
  Factor Name: Locality Variation [6]
              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: <0.1 %
References
1 The constituents of essential oils of Ferulago Angulata (SCHLECHT.) BOISS at two different habitals, Nevakoh and Shahoo, Zagross mountain, western Iran
2 Contents and chemical composition of essential oils from wild strawberry (Fragaria vesca L.)
3 Composition of Essential Oils of Pinus sylvestris L. from Different Locations of Lithuania
4 The Essential Oils of Two Varieties of Salvia euphratica Montbret et Aucher ex Benth. var. euphratica and var. leiocalycina (Rech. fil.) Hedge from Turkey
5 Constituents of the Essential Oil of Stachys pilifera Benth. from Iran
6 Essential Oils of Thymus striatus Vahl var. interruptus Jalas from Turkey