General Information of Natural Product (ID: NP0813)
  Natural Product Name
Geijerene
  Synonyms
Geijerene; 2-isopropenyl-1-methyl-1-vinyl-3-cyclohexene; Geijeren; 1-vinyl-o-mentha-3,8-diene; 3564-97-4; o-Mentha-3,8-diene, 1-vinyl-, (1S,2S)-; 4-Ethenyl-4-methyl-3-(1-methylethenyl)cyclohexene; Q67880034; (3S,4S)-4-Ethenyl-4-methyl-3-(prop-1-en-2-yl)cyclohexene; Cyclohexene, 4-ethenyl-4-methyl-3-(1-methylethenyl)-, (3S,4S)-; Cyclohexene, 4-ethenyl-4-methyl-3-(1-methylethenyl)-, (3S-trans)-
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  Formula C12H18
  Weight 162.27
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C12H18/c1-5-12(4)9-7-6-8-11(12)10(2)3/h5-6,8,11H,1-2,7,9H2,3-4H3
  InChI Key BGDQCKOAZKTOFV-UHFFFAOYSA-N
  Isomeric SMILES CC(=C)C1C=CCCC1(C)C=C
  Canonical SMILES CC(=C)C1C=CCCC1(C)C=C
  External Links PubChem ID 12310053
CAS ID 3564-97-4

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Ruta chalepensis
  Factor Name: Developmental Stage Variation [1]
              Species Info Factor Info
               Experiment Detail
Ruta chalepensis seedlings were sown in the field in January 1999. Leaf materials were collected at vegetative stage (25th August 1999, plant height 60 cm, temp. min. 26.4 ℃, max. 35.6 ℃) and at budding stage (25th February 1999, plant height 115 cm, temp. min. 9.6 ℃, ma. 26.2 ℃). At flowering stage (2Sth March 2000, plant height 118 cm, temp. min. 14.3 ℃, max. 29.7 ℃), both leaves and flowers were collected; at fruiting stage (25th April 2000, plant height 119 cm, temp. min. 21.5 ℃, max. 39.1 ℃), leaves and fruits were again collected for oil isolation and analysis.
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               Factor Function
Analysis of the oils from R. chalepensis showed that the major constituents of oils were 2-undecanone, 2-nonanone, 2- nonyl-acetate and 2-dodecanone. 2-Undecanone was found to reach a maximum in the flower oil followed by fruit and leaf oils. The quantity of 2-undecanone was highest in the leaves when the plants were young and in the vegetative stage, and it gradually decreased when the plants started flowering and fruiting. 2-Nonanone, on the other hand, was at its maximum in the Leaf oil followed by flower and fruit oils. The quantity of 2-nonanone in the leaves gradually increased from the vegetative stage to the flowering stage and was highest during fruiting stage. The concentration of 2-nonyl acetate was observed to be highest in the leaves during the vegetative stage, while 2-dodecanone was at its maximum in the fruits. Lina-lool, an important aromatic compound, has been found to be highest in flowers. Gamma-Terpinene and 6-methyl-5-hepten-2-one were observed only in vegetative stage of the plants. During the flowering and fruiting stages they could not be detected. Pregeijerene was observed during flowering only, while geijerene was observed both during flowering and fruiting; however, this compound was found in leaves.
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               Factor Part Location NP Content
 
Fruit: Fruiting Stage
Fruits Lucknow, India
NP Content: 0.01 %
 
Leaf: Budding Stage
Leaves Lucknow, India
NP Content: 0.1 %
 
Leaf: Flowering stage
Leaves Lucknow, India
NP Content: 0.1 %
 
Leaf: Fruiting Stage
Leaves Lucknow, India
NP Content: 0.1 %
      Species Name: Ruta graveolens
  Factor Name: Month Variation [2]
              Species Info Factor Info
               Experiment Detail
The leaves of R. graveolens were always collected in the morning at Brazil, between October 2009 and September 2010, between 08:00 and 10:00 hours. After collection, the material was put in plastic bags in a refrigerator at 15 ℃, until the oil extraction.
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               Factor Function
In all months, except August and September 2010, 2-undecanone was the major component, with contents ranging from 37.0 % (February 2010) to 58.2 % (June 2010), statistically similar to May 2010 (56.5 %) according with the Tukey's test ( p<0.05).
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               Factor Part Location NP Content
 
Harvesting time: February
Leaves Brazil
NP Content: 13.3 %
 
Harvesting time: April
Leaves Brazil
NP Content: 0.7 %
 
Harvesting time: June
Leaves Brazil
NP Content: 0.6 %
 
Harvesting time: August
Leaves Brazil
NP Content: 1.5 %
References
1 Variations in Essential Oil Constituents at Different Growth Stages of Ruta chalepensis on Cultivation at North Indian Plains
2 Seasonal variation, larvicidal and nematicidal activities of the lef essential oil of Ruta graveolens L.