General Information of Natural Product (ID: NP0737)
  Natural Product Name
Copaborneol
  Synonyms
Copaborneol; 21966-93-8
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  Formula C15H26O
  Weight 222.37
  Structure Could Not Find 2D Structure
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  InChI InChI=1S/C15H26O/c1-9(2)10-5-7-14(3)11-6-8-15(14,4)13(16)12(10)11/h9-13,16H,5-8H2,1-4H3/t10-,11-,12-,13+,14+,15+/m0/s1
  InChI Key OKGYYQFRSOUSFJ-PKCACUDHSA-N
  Isomeric SMILES CC(C)[C@@H]1CC[C@@]2([C@@H]3[C@H]1[C@H]([C@]2(CC3)C)O)C
  Canonical SMILES CC(C)C1CCC2(C3C1C(C2(CC3)C)O)C
  External Links PubChem ID 101289803
CAS ID 21966-93-8

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Teucrium chamaedrys
  Factor Name: Locality Variation [1]
              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: 0.2 %
 
Locality: Oristano, Sardinia, Italy
Aerial parts Italy
NP Content: 1.8 %
      Species Name: Teucrium flavum
  Factor Name: Month Variation; Developmental Stage Variation [2]
              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
 
Harvesting time: February; pre-flowering stage
Leaves Italy
NP Content: 0.8 %
 
Harvesting time: April; budding stage
Leaves Italy
NP Content: 0.5 %
 
Harvesting time: December; vegetative stage
Leaves Italy
NP Content: 1.1 %
 
Flower oil
Flowers Italy
NP Content: 0.4 %
References
1 Chemical Composition of the Essential Oils of Teucrium chamaedrys L. from Corsica and Sardinia
2 Seasonal Variations of Teucrium flavum L. Essential Oil