General Information of Natural Product (ID: NP0248)
  Natural Product Name
Vitispirane
  Synonyms
Vitispirane; 65416-59-3; 2,6,6-trimethyl-10-methylidene-1-oxaspiro[4.5]dec-8-ene; 2,10,10-trimethyl-6-methylidene-1-oxaspiro[4.5]dec-7-ene; DTXSID80867153; CHEBI:188366; 1-Oxaspiro(4.5)dec-7-ene, 2,10,10-trimethyl-6-methylene-; 6-Methylene-2,10,10-trimethyl-1-oxaspiro(4.5)dec-7-ene; 6,9-Epoxy-3,5(13)-megastigmadiene; (e)-6-methylene-2,10,10-trimethyl-1-oxaspiro[4.5]dec-7-en; 2,10,10-TRIMETHYL-6-METHYLENE-1-OXASPIRO[4.5]DEC-7-ENE
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  Formula C13H20O
  Weight 192.3
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C13H20O/c1-10-6-5-8-12(3,4)13(10)9-7-11(2)14-13/h5-6,11H,1,7-9H2,2-4H3
  InChI Key DUPDJVDPPBFBPL-UHFFFAOYSA-N
  Isomeric SMILES CC1CCC2(O1)C(=C)C=CCC2(C)C
  Canonical SMILES CC1CCC2(O1)C(=C)C=CCC2(C)C
  External Links PubChem ID 6450832
CAS ID 65416-59-3

 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: 0.1 %
 
Locality: Oristano, Sardinia, Italy
Aerial parts Italy
NP Content: <0.05 %
      Species Name: Vitis vinifera
  Factor Name: Variety Comparison [2]
              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. Frappato
Stalks Italy
NP Content: 0.51 %
 
Vitis vinifera var. Nerello Mascalese
Stalks Italy
NP Content: 0.38 %
 
Vitis vinifera var. Nero d'Avola
Stalks Italy
NP Content: 0.44 %
References
1 Chemical Composition of the Essential Oils of Teucrium chamaedrys L. from Corsica and Sardinia
2 Volatile components of grape pomaces from different cultivars of Sicilian Vitis vinifera L.