General Information of Natural Product (ID: NP0662)
  Natural Product Name
Gamma-Elemene
  Synonyms
gamma-Elemene; .gamma.-Elemene; 30824-67-0; (+)-gamma-elemene; CHEBI:132656; ZINC85644710; Q63392179; 2-Isopropenyl-1-methyl-4-(1-methylethylidene)-1-vinylcyclohexane; (1S,2S)-1-ethenyl-1-methyl-4-(propan-2-ylidene)-2-(prop-1-en-2-yl)cyclohexane; (1S,2S)-1-Methyl-2-(prop-1-en-2-yl)-4-(propan-2-ylidene)-1-vinylcyclohexane
Click to Show/Hide
  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)9-8-13(11(2)3)10-14(15)12(4)5/h7,14H,1,4,8-10H2,2-3,5-6H3/t14-,15+/m0/s1
  InChI Key BQSLMQNYHVFRDT-LSDHHAIUSA-N
  Isomeric SMILES CC(=C1CC[C@@]([C@@H](C1)C(=C)C)(C)C=C)C
  Canonical SMILES CC(=C1CCC(C(C1)C(=C)C)(C)C=C)C
  External Links PubChem ID 6432312
CAS ID 30824-67-0

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Copaifera langsdorffii Desf.
  Factor Name: Seasonal Variation [1]
              Species Info Factor Info
               Experiment Detail
Leaves were collected from in Botucatu/SP, Brazil. 'Point 1' is the Botanical Garden of UNESP classified by semideciduous seasonal forest 1 (SSF 1), 22° 53′ 10.97″ S 48° 29′ 48.92″ W and 888 m a.s.l. The same trees were observed on all points, during the seasons.
Click to Show/Hide
               Factor Function
Copaiba plants from semideciduous seasonal forests show differences into the phytochemical profile obtained in dry and wet seasons, with presence of monoterpenes alpha-thujene, o-cymene, (Z)-beta-ocimene, (E)-beta-ocimene, gamma-terpinene and terpinolene in point 1 (in the wet season), while Cerrado strictu sensu did not show significant differences in chemical composition of volatile compounds (only alpha-cadinol and seychellene showed significant differences).
Click to Show/Hide
               Factor Part Location NP Content
 
Harvesting time: Dry season
Leaves Brazil
NP Content: 0.55 %
 
Harvesting time: Wet season
Leaves Brazil
NP Content: 3 %
      Species Name: Ferulago angulata
  Factor Name: Locality Variation [2]
              Species Info Factor Info
               Experiment Detail
Fresh F.angulata were leaves gathered and air dried in May, 2004 and the seeds collected in October, 2004 from both habitats (Shahoo and Nevakoh Mountains), Kermanshah Province western Iran.
Click to Show/Hide
               Factor Function
The oil yield from seed was 5-fold that from leaves (3.2%/100g compared to 0.63%/100g). Cis-ocimene was the major constituent of the seed oil from both regions (64.8% and 76.11%) and a prominent constituent (>20% of the total oil) of the leaf oils of both habitats. alpha-Pinene was the next main component (7-27%) of all 4 oils. Seed oils, with one major component (cis-ocimene), differed from the leaf oils, which were composed mostly of 3 components (alpha-pinene, cis-ocimene, & germacrene D). Distinctions between the oils of the two habitats were less marked than the leaf-oil/seed-oil differences; the cis-ocimene content was higher and alpha-pinene was less in both seedand leaf-oils of the Shahoo habitats than the Nevakoh ecotype; trans-verbenol was absent from the Shahoo leaves, but reached a content of 5.8% in Nevahoh leaf-oil. Further distinctions were found in the content/presence/absence of 20-30 minor components of the oils.
Click to Show/Hide
               Factor Part Location NP Content
 
Leaf: (Locality: Shahoo Mountains, Kermanshah Province, western Iran)
Leaves Iran
NP Content: 1.1 %
 
Seed: (Locality: Shahoo Mountains, Kermanshah Province, western Iran)
Seeds Iran
NP Content: 0.25 %
      Species Name: Glechoma hederacea
  Factor Name: Locality Variation [3]
              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.
Click to Show/Hide
               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.
Click to Show/Hide
               Factor Part Location NP Content
 
Locality: Salininkai, Lithuania
Aerial parts Lithuania
NP Content: 16 %
 
Locality: Zolyno, Lithuania
Aerial parts Lithuania
NP Content: 16 %
 
Locality: Mistunai, Lithuania
Aerial parts Lithuania
NP Content: 10.8 %
 
Locality: Antakalnis, Lithuania
Aerial parts Lithuania
NP Content: 2 %
 
Locality: Nemencine, Lithuania
Aerial parts Lithuania
NP Content: 9.7 %
 
Locality: Seskine, Lithuania
Aerial parts Lithuania
NP Content: 11 %
 
Locality: Zujunai, Lithuania
Aerial parts Lithuania
NP Content: 9 %
      Species Name: Hyptis mutabilis
  Factor Name: Developmental Stage Variation [4]
              Species Info Factor Info
               Experiment Detail
It was collected in Lujan, Ayacucho Department, San Luis, Argentina, in the vegetative flowering stage (February 1997) and at flowering-fructification (April 1996).
Click to Show/Hide
               Factor Function
Flowering and flowering-fructification, did not differ in regard to the composition of analyzed sesquiterpenes but showed variation in the relative concentration of one of its constituents. Twenty-four compounds were identified, which represented 93-5% of the oil in the flowering stage and 92.5% of it in the flowering-fructification one. The oil was found to contain beta-caryophyllene (14.3-12.0%), germacrene D (14.7-15.3%), curzerene (11.5-12.7%) and bicyclogermacrene (12.1-14.2%) as major compounds.
Click to Show/Hide
               Factor Part Location NP Content
 
Aerial part: Flowering stage
Aerial parts San Luis, Argentina
NP Content: 1.85 %
 
Aerial part: flowering-fructification stage
Aerial parts San Luis, Argentina
NP Content: 1.69 %
      Species Name: Micromeria biflora
  Factor Name: Seasonal Variation [5]
              Species Info Factor Info
               Experiment Detail
The aerial parts of M. biflora collected during November 1993 and June 1994 were used for the investigation.
Click to Show/Hide
               Factor Function
The major constituents of the oil were neral (25.3-32.2%) and geranial (26.7-41.3%). The oil produced in the winter was found to contain higher amounts of oxygenated monoterpenes than the oil produced in the summer.
Click to Show/Hide
               Factor Part Location NP Content
 
Harvesting time: Summer
Aerial parts South India
NP Content: 0.54 %
 
Harvesting time: Winter
Aerial parts South India
NP Content: 0.31 %
References
1 Dry and wet seasons set the phytochemical profile of the Copaifera langsdorffii Desf. essential oils
2 The constituents of essential oils of Ferulago Angulata (SCHLECHT.) BOISS at two different habitals, Nevakoh and Shahoo, Zagross mountain, western Iran
3 The Essential Oil of Ground Ivy (Glechoma hederacea L) Growing Wild In Eastern Lithuania
4 Essential Oil of Hyptis mutabilis (Rich.) Briq. Grown in San Luis, Argentina
5 Composition of the Essential Oil of Micromeria biflora