Details of Natural Product (NP)

General Information of Natural Product (ID: NP0479)
  Natural Product Name
Isobornyl Acetate
  Synonyms
Isobornyl acetate; Pichtosin; 125-12-2; Pichtosine; Isobomyl acetate; Isoborneol, acetate; Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2R,4R)-rel-; 17283-45-3; 2-Bornyl acetate, exo-; Acetic acid, isobornyl ester; [(1R,2R,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl] acetate; 1,7,7-trimethyl-, acetate, exo-(+-)-Bicyclo[2.2.1]heptan-2-ol; Isobornyl ethanoate; exo-1,7,7-Trimethylbicyclo(2.2.1)hept-2-yl acetate; 2-Camphanyl acetate, exo-; FEMA No. 2160; Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, acetate, (1R,2R,4R)-rel-; EINECS 204-727-6; NSC 62486; AI3-02940; 1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate; EC 204-727-6; DSSTox_CID_22061; DSSTox_RID_79911; DSSTox_GSID_42061; CHEMBL3183823; HSDB 8452; 1,7,7-Trimethylbicyclo(2.2.1)heptan-2-yl acetate, exo-; Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, 2-acetate, (1R,2R,4R)-rel-; ZINC404304; Tox21_303558; AKOS028109483; NCGC00257423-01; AC-35043; BS-42106; CAS-125-12-2; Q425010; UNII-54T6CCU09Z component KGEKLUUHTZCSIP-FOGDFJRCSA-N; (4alpha)-1beta,7,7-Trimethyl-2alpha-acetoxybicyclo[2.2.1]heptane; Bicyclo(2.2.1)heptan-2-ol, 1,7,7-trimethyl-, acetate, exo- (9CI)
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  Formula C12H20O2
  Weight 196.29
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3/t9-,10-,12+/m1/s1
  InChI Key KGEKLUUHTZCSIP-FOGDFJRCSA-N
  Isomeric SMILES CC(=O)O[C@@H]1C[C@H]2CC[C@@]1(C2(C)C)C
  Canonical SMILES CC(=O)OC1CC2CCC1(C2(C)C)C
  External Links PubChem ID 637531
CAS ID 125-12-2
NPASS ID NPC230070
CHEMBL ID CHEMBL3183823
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Helichrysum arenarium
  Factor Name: Locality Variation; Developmental Stage Variation [1]
              Species Info Factor Info
               Experiment Detail
The plant material was collected in eastern Lithuania (July-August, 2002). Numbers of growing localities of H. arenarium with yellow (Y) and orange (O) flowers were as follows: Svencionys district (Zalavas) and Ukmerge district (Sventupe).
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               Factor Function
The 68 constituents identified comprised 73.8-90.7% of the total oil content. It was found that the principal constituents were: beta-caryophyllene (in three inflorescence and one leaf oil), delta-cadinene (in two leaf oils), octadecane (in one leaf oil) and heneicosane (in one inflorescence sample). Monoterpenes and oxygenated monoterpenes made up 4.0-13.9%, aliphatic hydrocarbons 0.4-35.3%, and sesquiterpenes 24.7-71.2% of the oils.
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               Factor Part Location NP Content
 
Inflorescence: (Flower colour: Orange) + (Locality: Svencionys District, Eastern Lithuania)
 Inflorescence Eastern Lithuania
NP Content: < 0.05 %
 
Inflorescence: (Flower colour: Yellow) + (Locality: Svencionys District, Eastern Lithuania)
 Inflorescence Eastern Lithuania
NP Content: 0.1 %
 
Inflorescence: (Flower colour: Orange) + (Locality: Ukmerge District, Eastern Lithuania)
 Inflorescence Eastern Lithuania
NP Content: 0.2 %
 
Inflorescence: (Flower colour: Yellow) + (Locality: Ukmerge District, Eastern Lithuania)
 Inflorescence Eastern Lithuania
NP Content: 0.3 %
 
Leaf: (Flower colour: Orange) + (Locality: Svencionys District, Eastern Lithuania)
 Leaves Eastern Lithuania
NP Content: 0.2 %
 
Leaf: (Flower colour: Yellow) + (Locality: Svencionys District, Eastern Lithuania)
 Leaves Eastern Lithuania
NP Content: < 0.05 %
 
Leaf: (Flower colour: Yellow) + (Locality: Ukmerge District, Eastern Lithuania)
 Leaves Eastern Lithuania
NP Content: 0.4 %
 
Leaf: (Flower colour: Orange) + (Locality: Ukmerge District, Eastern Lithuania)
 Leaves Eastern Lithuania
NP Content: < 0.05 %
      Species Name: Melampodium camphoratum
  Factor Name: Locality Variation [2]
              Species Info Factor Info
               Experiment Detail
The aerial parts of M. camphoratum were collected at Manaus, Amazonas (type A) and Vigia, Para, (type B).
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               Factor Function
The plants were collected from two different localities in the Amazon Region and their oils were found to be remarkably different. One oil obtained from the sample collected at Manaus was characterized by a high content of terpinolene (30.3%), limonene (13.8%) and delta-3-carene (13.2%). The main constituents found in the other oil distilled from a sample collected at Vigia were camphor (15.0%), alpha-phellandrene (20.5%) and beta-caryophyllene (8.9%)
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               Factor Part Location NP Content
 
Locality: Manaus, Amazonas, Brazil
 Aerial parts Brazil
NP Content: 2.4 %
      Species Name: Ocimum basilicum L
  Factor Name: Chemotype Comparison [3]
              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 (linalool-rich type)
 Leaves Turkey
NP Content: 1.3 %
 
Chemotype (methyl eugenol-rich type)
 Leaves Turkey
NP Content: 0.4 %
 
Chemotype (methyl chavicol-rich type)
 Leaves Turkey
NP Content: 0.2 %
      Species Name: Stachys pilifera
  Factor Name: Locality Variation [4]
              Species Info Factor Info
               Experiment Detail
Plant material and isolation procedure: Aerial parts of the plant were collected from two regions, from Kazeroon in southern Iran and Shahr-e-kord in western Iran at the time of flowering in June 2002.
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               Factor Function
The main components of the oil of S. pilifera collected from Kazeroon, in southern Iran, were spathulenol (15.8%), cis-chrysanthenol (15.3%), beta-caryophyllene (8.4%) and cis-chrysanthenyl acetate (6.9%), while for the plant collected from Shahr-e-kord, in western Iran, they were cis-chrysanthenyl acetate (21.8%), linalool (18.9%), terpinen-4-ol (11.9%) and cis-chrysanthenol (9.2%).
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               Factor Part Location NP Content
 
Locality: Kazeroon, southern Iran
 Aerial parts Iran
NP Content: 0.1 %
 
Locality: Shahr-e-kord, western Iran
 Aerial parts Iran
NP Content: 0.1 %
References
1 Chemical Composition of the Essential Oils of Wild Helichrysum arenarium (L.) with Differently Colored Inflorescences from Eastern Lithuania
2 Essential Oil Variation in Melampodium camphoratum Baker
3 Variability in essential oil composition of Turkish basils (Ocimum basilicum L.)
4 Constituents of the Essential Oil of Stachys pilifera Benth. from Iran