General Information of Natural Product (ID: NP0470)
  Natural Product Name
(-)-7-Epi-Alpha-Selinene
  Synonyms
(-)-7-epi-alpha-selinene; 7-epi-alpha-selinene; 7betaH-eudesma-3,11-diene; (2S,4aR,8aR)-4a,8-dimethyl-2-(prop-1-en-2-yl)-1,2,3,4,4a,5,6,8a-octahydronaphthalene; CHEBI:62224; C20159; Q27131695
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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/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h6,13-14H,1,5,7-10H2,2-4H3/t13-,14-,15+/m0/s1
  InChI Key OZQAPQSEYFAMCY-SOUVJXGZSA-N
  Isomeric SMILES CC1=CCC[C@]2([C@H]1C[C@H](CC2)C(=C)C)C
  Canonical SMILES CC1=CCCC2(C1CC(CC2)C(=C)C)C
  External Links PubChem ID 10726905

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Eugenia dysenterica
  Factor Name: Developmental Stage Variation [1]
              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: 8.6 %
      Species Name: Fortunella japonica Lour. Swingle
  Factor Name: Heat Stress Treatment [2]
              Species Info Factor Info
               Experiment Detail
The investigation was carried out on kumquat [Fortunella japonica Lour. Swingle] cv. Ovale, grown in an experimental orchard located in central western Sardinia (Italy), receiving standard horticultural practices. Fruits were randomly harvested in March, when commercially mature (total soluble solids content/titratable acidity ratio = 5.24) and delivered to the laboratory immediately after harvest. Medium-size fruits free from defects were selected, placed into boxes (100 fruits per box), and grouped into two treatment groups of three boxes each (replications). The fruits of the first group were untreated (control fruit), whereas fruits of the second group were subjected to a standard treatment, water dipping at 50 &#8451 for 2 min, for extending the postharvest life of kumquat fruit. Dip treatment was performed as described previously. After treatments, fruits were allowed to dry at room temperature and stored for 21 days at 17 &#8451 and ca. 80% relative humidity (simulated shelf-life conditions). All analyses were performed following treatments and at the end of storage.
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               Factor Function
The concentration of the essential oil and the relative percentage of the individual components of the essential oil were not affected by HWD except for the minor compound p-menta-1,5-dien-1-ol, which increased after HWD.
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               Factor Part Location NP Content
 
Control: stored for 0 days
fruit Sardinia, Italy
NP Content: 0.08 %
 
HWD (Hot Water Dipping treatment: water dipping at 50 ℃ for 2 min) : stored for 0 days
fruit Sardinia, Italy
NP Content: 0.12 %
 
Control: stored for 21 days at 17 ℃
fruit Sardinia, Italy
NP Content: 0.11 %
 
HWD: stored for 21 days at 17 ℃
fruit Sardinia, Italy
NP Content: 0.07 %
      Species Name: Stachys pilifera
  Factor Name: Locality Variation [3]
              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: 3.7 %
 
Locality: Shahr-e-kord, western Iran
Aerial parts Iran
NP Content: 0.2 %
      Species Name: Teucrium chamaedrys
  Factor Name: Locality Variation [4]
              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: 0.1 %
 
Locality: Oristano, Sardinia, Italy
Aerial parts Italy
NP Content: 0.1 %
References
1 Changes in Volatile Constituents During Fruit Ripening of Wild Eugenia dysenterica DC.
2 Influence of postharvest hot water treatment on nutritional and functional properties of kumquat (Fortunella japonica Lour. Swingle Cv. Ovale) fruit
3 Constituents of the Essential Oil of Stachys pilifera Benth. from Iran
4 Chemical Composition of the Essential Oils of Teucrium chamaedrys L. from Corsica and Sardinia