General Information of Natural Product (ID: NP0285)
  Natural Product Name
Bicyclo(4.1.0)Heptane, 3-Ethenyl-3,7,7-Trimethyl-2-(1-Methylethenyl)-, (1R-(1Alpha,2Alpha,3Beta,6Alpha))-
  Synonyms
Bicycloelemene; (-)-Bicycloelemene; 32531-56-9; Bicyclo(4.1.0)heptane, 3-ethenyl-3,7,7-trimethyl-2-(1-methylethenyl)-, (1R-(1alpha,2alpha,3beta,6alpha))-; DTXSID50186242; CHEBI:172935; Q67879752
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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/c1-7-15(6)9-8-11-13(14(11,4)5)12(15)10(2)3/h7,11-13H,1-2,8-9H2,3-6H3/t11-,12+,13-,15-/m1/s1
  InChI Key LKQMMFFQYMYQOJ-QVHKTLOISA-N
  Isomeric SMILES CC(=C)[C@H]1[C@H]2[C@H](C2(C)C)CC[C@@]1(C)C=C
  Canonical SMILES CC(=C)C1C2C(C2(C)C)CCC1(C)C=C
  External Links PubChem ID 56842786
CAS ID 32531-56-9

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Ducrosia anethifolia
  Factor Name: Locality Variation [1]
              Species Info Factor Info
               Experiment Detail
The aerial parts of Ducrosia anethifolia (DC.) Boiss. were collected in the wild from Mehdi Abad (Kerman province, in southern Iran) at the flowering stage in June 2006. The material was dried at room temperature.
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               Factor Function
The 63 components of this interesting plant were identified in the oil of D. anethifolia, representing 94.0% of the oil. alpha-Pinene (11.6%), terpinolene(3.2%) and (z)-beta-ocimene (2.8%) were the main hydrocarbon components present in the oil, while decanal (54.0%), cis-chrysanthenyl acetate(3.2%) and decanoic acid (1.3%) were the major oxygen-containing constituents.
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               Factor Part Location NP Content
 
Locality: Kerman, Iran
Aerial parts Iran
NP Content: 0.1 %
      Species Name: Salvia euphratica
  Factor Name: Variety Comparison [2]
              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: 0.1 %
      Species Name: Salvia limbata
  Factor Name: Locality Variation [3]
              Species Info Factor Info
               Experiment Detail
Aerial parts were collected in Van and Erzurum in eastern Turkey. A) Van: Van to Ercis road 35th km on June 8, 2001 at an altitude of 1850 m. B) Erzurum: Campus area of Ataturk University on July 30, 2001 at an altitude of 1850 m.
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               Factor Function
Dried aerial parts of S. limbata collected from two localities in Turkey. Oils yielded similar compositions: 70-80% of the oil consisted of monoterpenes and 15-20% of sesquiterpenes. The Erzurum sample contained 3.7% of a diterpene identifi ed as 8,13-epoxy-15,16-dinor-labd-12-ene. Alpha-Pinene or 1,8-cineolerich Salvia oils are used as herbal tea in Turkey.
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               Factor Part Location NP Content
 
Locality: Van, Turkey; Altitude 1850 m
Flowering aerial parts Van, Turkey
NP Content: 0.3 %
 
Locality: Erzurum, Turkey; Altitude 1850 m
Flowering aerial parts Erzurum, Turkey
NP Content: 0.2 %
      Species Name: Tanacetum cadmeum ssp. orientale
  Factor Name: Locality Variation [4]
              Species Info Factor Info
               Experiment Detail
Plant materials were collected during the flowering period in July 2002 from the Dumluca Mountain in the vicinity of Divrigi village of Sivas city at 1900 m altitude and Saksagan Gorge in Saimbeyli village of Adana city at 1900 m altitude.
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               Factor Function
The flower, stem and root oils of T. cadmeum ssp. orientale collected from the Adana location were characterized with alpha-thujone (25%, 5.2%), cis-linalool oxide (6.8%, 12.8%), trans-chrysanthenyl acetate (5.8%, 8.5%) for flower and stem oils, and beta-eudesmol (10.3%, 6.2%, 13.8%); in addition, stem oil contained 1,8-cineole (6.6%) and root oil contained hexadecanoic acid (6.0%), spathulenol (5.8%) and beta-muurolol (5.3%). The flower and stem oils of T. cadmeum ssp. orientale collected from the Sivas location were characterized with camphor (25.9%, 14.8%), borneol (15.4%, 25.8%) and alpha-thujone (7.8%, 5.5%); in addition, stem oil contained 1,8-cineole (7.4%) and root oil contained nonacosane (16.2%), spathulenol (6.8%) and hexadecanoic acid (5.8%).
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               Factor Part Location NP Content
 
Root: (Locality: Sivas, Turkey)
Roots Sivas, Turkey
NP Content: 0.1 %
      Species Name: Teucrium chamaedrys
  Factor Name: Locality Variation [5]
              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 %
References
1 Chemical Composition of the Essential Oil of Ducrosia anethifolia (DC.) Boiss. from Kerman Province in Iran
2 The Essential Oils of Two Varieties of Salvia euphratica Montbret et Aucher ex Benth. var. euphratica and var. leiocalycina (Rech. fil.) Hedge from Turkey
3 The Essential Oil of Salvia limbata C.A. Meyer Growing in Turkey
4 The Variation in the Essential Oil Composition of Tanacetum cadmeum (Boiss.) Heywood ssp. orientale Grierson from Turkey
5 Chemical Composition of the Essential Oils of Teucrium chamaedrys L. from Corsica and Sardinia