Details of Natural Product (NP)

General Information of Natural Product (ID: NP0767)
  Natural Product Name
(Z)-Alpha-Bisabolene
  Synonyms
(Z)-alpha-Bisabolene; alpha-Bisabolene; cis-alpha-Bisabolene; cis-.alpha.-Bisabolene; (E)-.alpha.-bisabolene; .alpha.-Bisabolene; 1,8,12-Bisabolatriene; 2,5-Heptadiene, 2-methyl-6-(4-methyl-3-cyclohexen-1-yl)-, (Z)-; 29837-07-8; 4-[(1Z)-1,5-Dimethyl-1,4-hexadienyl]-1-methyl-1-cyclohexene; Cyclohexene, 4-((1Z)-1,5-dimethyl-1,4-hexadien-1-yl)-1-methyl-; 17627-44-0; (9Z)-bisabola-4,7(11),9-triene 4-[(1Z)-1,5-dimethylhexa-1,4-dien-1-yl]-1-methylcyclohexene; (Z)-.alpha.-Bisabolene; 6-Methyl-2-(4-methylcyclohex-3-enyl)hept-2,5-diene; bisabola-4,7(11),9-triene; Cyclohexene, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-, (Z)-; Cyclohexene, 4-[(1Z)-1,5-dimethyl-1,4-hexadien-1-yl]-1-methyl-; a-Limene; a-Bisabolene?; .alpha.-Bisabolene (Z); 2,7,10-Bisabolatriene; 4-(1,5-dimethylhexa-1,4-dien-1-yl)-1-methylcyclohexene; 2,5-Heptadiene, 2-methyl-6-(4-methyl-3-cyclohexen-1-yl)-, (E)-; Cyclohexene, 4-(1,5-dimethyl-1,4-hexadienyl)-1-methyl-, (E)-; Cyclohexene, 4-[(1E)-1,5-dimethyl-1,4-hexadien-1-yl]-1-methyl-; CHEBI:49241; FEMA 3331; (9Z)-bisabola-4,7(11),9-triene; LMPR0103060006; Q27121555; 4-(1,5-Dimethyl-1,4-hexadienyl)-1-methyl-cyclohexene; 1-methyl-4-(1,5-dimethyl-(z)-1,4-hexadienyl)-cyclohexene; 1-Methyl-4-(6-methylhepta-2,5-dien-2-yl)cyclohex-1-ene; 4-(1,5-Dimethyl-1,4-hexadien-1-yl)-1-methyl-Cyclohexene; 4-(1,5-Dimethyl-1,4-hexadienyl)-1-methylcyclohexene, 9CI; 4-[(1Z)-1,5-dimethyl-hexa-1,4-dienyl]-1-methyl-cyclohexene; 4-[(1E)-1,5-Dimethyl-1,4-hexadienyl]-1-methyl-1-cyclohexene; 4-[(1Z)-1,5-dimethylhexa-1,4-dien-1-yl]-1-methylcyclohexene; Cyclohexene, 4-[(1E)-1,5-dimethyl-1,4-hexadienyl]-1-methyl-
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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/c1-12(2)6-5-7-14(4)15-10-8-13(3)9-11-15/h6-8,15H,5,9-11H2,1-4H3/b14-7-
  InChI Key YHBUQBJHSRGZNF-AUWJEWJLSA-N
  Isomeric SMILES CC1=CCC(CC1)/C(=C\\CC=C(C)C)/C
  Canonical SMILES CC1=CCC(CC1)C(=CCC=C(C)C)C
  External Links PubChem ID 5352653
CAS ID 29837-07-8

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Bocageopsis multiflora
  Factor Name: Seasonal Variation [1]
              Species Info Factor Info
               Experiment Detail
Bocageopsis multiflora leaves were collected in the Adolpho Ducke reserve, Km 26 Manaus - Itacoatiara highway, in the State of Amazonas, Brazil. This species was collected in the rainy (April 2010) and dry seasons (September 2010).
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               Factor Function
The main constituent of the oil collected in the rainy season was bisabolene (13.2%), while the main constituent in the dry season was spathulenol (16.2%). The highest yield (0.3%) was obtained for the oil collected in the rainy season.
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               Factor Part Location NP Content
 
Harvesting time: Rainy season
 Leaves Brazil
NP Content: 2.7 %
 
Harvesting time: Dry season
 Leaves Brazil
NP Content: 3.1 %
      Species Name: Ocimum basilicum L
  Factor Name: Chemotype Comparison [2]
              Species Info Factor Info
               Experiment Detail
The study was conducted in North-Central Anatolia under semi arid conditions. Seeds of 18 basil landraces (O. basilicum L.) were collected from local farms and home gardens in Turkey. To examine essential oil composition of the basil landraces without environmental influences, the plants were grown under identical (same environmental and soil conditions) conditions. Seeds were sown on a medium (1:1:1 washed sand, horse manure and field soil) in greenhouse conditions on March 25, 2003. Seedlings were grown until the 3-5 leaf stage. The seedlings were transplanted into pilots in the Gaziosmanpasxa University Experimental Research Station on May 15, 2003. The plants were harvested at the full blooming stage and dried at 35 ℃ for essential oil isolation.
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               Factor Function
Variation of essential oils in the landraces was subjected to cluster analysis, and seven different chemotypes were identified. They were (1) linalool, (2) methyl cinnamate, (3) methyl cinnamate/linalool, (4) methyl eugenol, (5) citral, (6) methyl chavicol (estragol), and (7) methyl chavicol/citral. Methyl chavicol with high citral contents (methyl chavicol/citral) can be considered as a 'new chemotype' in the Turkish basils.
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               Factor Part Location NP Content
 
Chemotype (citral-rich type)
 Leaves Turkey
NP Content: 2.8 %
 
Chemotype (methyl chavicol-rich type)
 Leaves Turkey
NP Content: 1.2 %
 
Chemotype (methyl chavicol and citral-rich type)
 Leaves Turkey
NP Content: 2.1 %
      Species Name: Piper nigrum
  Factor Name: Cultivar Comparison; Harvest Time Variation [3]
              Species Info Factor Info
               Experiment Detail
The cultivars selected for this study are Sreekara, Vellanamban and one Indonesian cultivar Kutching grown in Kerala. These cultivars are commonly cultivated in the northern parts of Kerala. The fresh berries of the authenticated cultivars were collected from Indian Institute of Spices Research, Calicut and were dried in a cross flow drier at 45 ℃ and taken for the analysis.
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               Factor Function
The main components of vellanamban oil were sabinene (3.9-18.8%), beta-pinene (3.9-10.9%), limonene (8.3-19.8%) and beta-caryophyllene (28.4- 32.9%). Sreekara oil contained as major compounds beta-pinene (0-11.2%), limonene (20.1-22.1%) and beta-caryophyllene (16.8-23.1 %). Kutching oil contained alpha-pinene(2.3-5.4%), sabinene (6.7-13.3%), limonene (14.5-17.5%) and beta-caryophyllene (20.8-39.1%).
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               Factor Part Location NP Content
 
Piper nigrum cv. Kuching: (Harvesting time: 1990)
 Berries India
NP Content: 0.2 %
 
Piper nigrum cv. Kuching: (Harvesting time: 1991)
 Berries India
NP Content: 1.5 %
 
Piper nigrum cv. Sreekara: (Harvesting time: 1990)
 Berries India
NP Content: 2.5 %
 
Piper nigrum cv. Sreekara: (Harvesting time: 1992)
 Berries India
NP Content: 2.5 %
 
Piper nigrum cv. Vellanamban: (Harvesting time: 1990)
 Berries India
NP Content: 1.3 %
 
Piper nigrum cv. Vellanamban: (Harvesting time: 1991)
 Berries India
NP Content: 1.6 %
 
Piper nigrum cv. Vellanamban: (Harvesting time: 1992)
 Berries India
NP Content: 1.3 %
      Species Name: Tanacetum larvatum
  Factor Name: Altitude Variation [4]
              Species Info Factor Info
               Experiment Detail
Aerial parts of T. larvatum were collected in July 2002, during the period of full flowering from two locations in Montenegro: Mt. Komovi (Sample I) and Mt. Prokletije (Sample II), altitude ca. 1900 m.
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               Factor Function
About 40 compounds were identified, representing ~89% and 96% of the total oil content in the Samples I and II, respectively. trans-Sabinyl acetate was found to be the dominant component (51.2% and 69.7%). Among the rest of compounds beta-pinene (7.7% and 4.3%) and camphor (6.3% and 4.3%) were the most abundant in both samples.
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               Factor Part Location NP Content
 
Locality: Mt. Komovi, Montenegro, Serbia; Altitude 1900 m
 Aerial parts Serbia
NP Content: 0.2 %
References
1 Chemical composition and biological activities of Bocageopsis multiflora essential oil
2 Variability in essential oil composition of Turkish basils (Ocimum basilicum L.)
3 Studies on Essential Oil Composition of Cultivars of Black Pepper (Piper nigrum L.)-V
4 Chemical Composition of Tanacetum larvatum Essential Oil