General Information of Natural Product (ID: NP0729)
  Natural Product Name
Isoterpinolene
  Synonyms
Isoterpinolene; 586-63-0; p-Mentha-2,4(8)-diene; 3-Methyl-6-(1-methylethylidene)cyclohexene; Cyclohexene, 3-methyl-6-(1-methylethylidene)-; 2,4(8)-p-Menthadiene; 3-methyl-6-propan-2-ylidenecyclohexene; EINECS 209-579-6; p-2,4(8)-Menthadiene; para-Mentha-2,4(8)-diene; CHEBI:88840; DTXSID80862244; 3-Isopropylidene-6-methyl-cyclohexene; 3-Methyl-6-(1-methylethylidene)-cyclohexene; 3-Methyl-6-(1-methylethylidene)-1-cyclohexene #; Q24514387
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  Formula C10H16
  Weight 136.23
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,6,9H,5,7H2,1-3H3
  InChI Key CIPXOBMYVWRNLL-UHFFFAOYSA-N
  Isomeric SMILES CC1CCC(=C(C)C)C=C1
  Canonical SMILES CC1CCC(=C(C)C)C=C1
  External Links PubChem ID 102443
CAS ID 586-63-0

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Glechoma hederacea
  Factor Name: Locality Variation [1]
              Species Info Factor Info
               Experiment Detail
Samples of Glechoma hederacea were collected at full flowering in seven localities in Vilnius district (Lithuania) at 2005: A - Salininkai, B -Zolyno, C - Mistunai, D -Antakalnis, E - Nemencine, F - Seskine, G -Zujunai.
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               Factor Function
More than half of the oils were rich in sesquiterpene hydrocarbons (56.5-67.9%). The most predominant compound was germacrene D (14.1-20.7%). The other main constituents were gamma-elemene (9.0-16.0%), beta-elemene (8.7-12.9%), phytols (2.8-15.6%), (Z)-beta-ocimene (2.2-8.5%), 1,8-cineole (92.2-5.4%), beta-ylangene (2.7-4.1%) and germacrene B (2.2-3.9%). Forty-three identified compounds made up 89.1-96.2%. Four oils (A, D-G) might be attributed to germacrene / elemene chemotype and three samples (A-C) containing marked amounts of phytols beside above compounds were of germacrene/elemene/phytols chemotype.
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               Factor Part Location NP Content
 
Locality: Salininkai, Lithuania
Aerial parts Lithuania
NP Content: <0.05 %
 
Locality: Antakalnis, Lithuania
Aerial parts Lithuania
NP Content: 0.9 %
 
Locality: Nemencine, Lithuania
Aerial parts Lithuania
NP Content: <0.05 %
 
Locality: Seskine, Lithuania
Aerial parts Lithuania
NP Content: 0.2 %
 
Locality: Zujunai, Lithuania
Aerial parts Lithuania
NP Content: 0.1 %
      Species Name: Ocimum basilicum L
  Factor Name: Cultivar Comparison [2]
              Species Info Factor Info
               Experiment Detail
The 36 'Genovese' and 24 'Foglia di Lattuga' samples preliminarily analysed were grown in Tavazzano (MI), and harvested at flowering, from 5th to 10th August 1998. The breeding program started in 1999, by crossing several selected lines of 'Genovese' with 'Foglia di Lattuga' and 'Compatto'. Selected F1 plants were selfpollinated in 2000. Plants of the F2 (2001), F3 (2002) and F4 (2003) generations were selected on the basis of agronomic and morphologic traits, and self-pollinated. Only the seeds from self pollinated plants with satisfactory essential oil content and composition were used to obtain the next generation. In 2004, some F4 plants were replanted in order to evaluate their stability in relation to environmental variations. All leaf harvests were carried out at flowering.
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               Factor Function
Genovese' showed higher essential oil and linalool content, with almost total absence of methyl chavicol, very abundant in 'Foglia di Lattuga'.
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               Factor Part Location NP Content
 
Ocimum basilicumcv. Foglia Lattuga
Leaves Italy
NP Content: 0.1 %
 
Ocimum basilicumcv. Genovese
Leaves Italy
NP Content: 0.2 %
      Species Name: Pimenta pseudocaryophyllus
  Factor Name: Month Variation [3]
              Species Info Factor Info
               Experiment Detail
Samples containing leaves of three different plants identified as P. pseudocaryophyllus were collected bimonthly from January 2009 through November 2009, from the same locality in a restinga in the Ilha Comprida municipality, state of Sao Paulo, Atlantic Rain Forest, southeastern Brazil.
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               Factor Function
Seven compounds were identified and characterized, revealing a predominance of phenylpropanoids (15.4-70.9%) and variable amounts of monoterpenes (0.5-5.3%). The composition of the oil changed month by month. The best yield of oil was obtained in November, and the major component chavibetol was present in all samples (50.2-70.9%). The chavibetol content showed significant seasonal variation, with the maximum percentages of 69.1% and 70.9% measured in January and November, respectively.
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               Factor Part Location NP Content
 
Harvesting time: January
Leaves Brazil
NP Content: 0.9 %
 
Harvesting time: March
Leaves Brazil
NP Content: 1.1 %
 
Harvesting time: July
Leaves Brazil
NP Content: 3.5 %
 
Harvesting time: September
Leaves Brazil
NP Content: 3.5 %
 
Harvesting time: October
Leaves Brazil
NP Content: 0.9 %
References
1 The Essential Oil of Ground Ivy (Glechoma hederacea L) Growing Wild In Eastern Lithuania
2 Biodiversity and selection of European basil (Ocimum basilicum L.) types
3 Seasonal Variation of the Volatile Constituents from Leaves of Pimenta pseudocaryophyllus (Gomes)