Details of Natural Product (NP)

General Information of Natural Product (ID: NP0176)
  Natural Product Name
Fenchyl Acetate
  Synonyms
Fenchyl acetate; 13851-11-1; Fenchylacetate; alpha-Fenchyl acetate; 4057-31-2; 3,3-Dimethyl-8,9-dinorbornan-2-yl acetate; UNII-I8JL13M20M; (1,3,3-trimethyl-2-bicyclo[2.2.1]heptanyl) acetate; I8JL13M20M; 1,3,3-trimethylbicyclo[2.2.1]heptan-2-yl acetate; Bicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-, acetate; 2-Norbornanol, 1,3,3-trimethyl-, acetate; 1,3,3-Trimethylbicyclo(2.2.1)heptan-2-yl acetate; Bicyclo(2.2.1)heptan-2-ol, 1,3,3-trimethyl-, acetate; Bicyclo(2.2.1)heptan-2-ol, 1,3,3-trimethyl-, 2-acetate; (1R)-(+)-Fenchyl acetate; Bicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-, 2-acetate; (1R,2R,4S)-1,3,3-Trimethylbicyclo(2.2.1)heptan-2-yl acetate; FEMA No. 3390; EINECS 237-588-5; NSC 404295; 1,3,3-Trimethyl-2-norbornanyl acetate; BRN 1867370; AI3-17540; EC 807-751-0; DSSTox_CID_27197; DSSTox_RID_82192; DSSTox_GSID_47197; 2-06-00-00079 (Beilstein Handbook Reference); SCHEMBL184488; Bicyclo(2.2.1)heptan-2-ol, 1,3,3-trimethl-, acetate; CHEMBL3186375; DTXSID2047197; CHEBI:172037; Bicyclo(2.2.1)heptan-2-ol, 1,3,3-trimethyl-, acetate, endo-; Tox21_302571; 1,3-Trimethyl-2-norbornanyl acetate; NSC404295; MCULE-7634586238; NSC-404295; 2-Norbornanol,3,3-trimethyl-, acetate; NCGC00256782-01; WLN: L55 ATJ B1 COV1 D1 D1; CAS-13851-11-1; FT-0604531; FT-0626395; 1,3,3-Trimethylbicyclo[2.2.1]hept-2-yl acetate #; Bicyclo[2.2.1]heptan-2-ol,3,3-trimethyl-, acetate; Q27280577; Bicyclo[2.2.1]heptan-2-ol, 1,3,3-trimethyl-, acetate, (1S-exo)-
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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)14-10-11(2,3)9-5-6-12(10,4)7-9/h9-10H,5-7H2,1-4H3
  InChI Key JUWUWIGZUVEFQB-UHFFFAOYSA-N
  Isomeric SMILES CC(=O)OC1C(C2CCC1(C2)C)(C)C
  Canonical SMILES CC(=O)OC1C(C2CCC1(C2)C)(C)C
  External Links PubChem ID 107217
CAS ID 13851-11-1
NPASS ID NPC83088
CHEMBL ID CHEMBL3186375
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Eucalyptus camaldulensis
  Factor Name: Variety Comparison [1]
              Species Info Factor Info
               Experiment Detail
Fresh leaves of the E. camaldulensis varieties(var. mysore and var. Catharine) were collected from 12 mature trees growing in Agodi Gardens, Ibadan, Nigeria.
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               Factor Function
The quantitatively significant constituents in die leaf oil of the two E. camaldulensis varieties were beta-pinene (9.0-17.5%), 1,8-cineole (32.8-70.4%), (Z)-beta-ocimene (11.6%) and alpha-pinene (8.8%). Monoterpenoids also made up the bulk of the two volatile oils (89.0-95.7%).
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               Factor Part Location NP Content
 
Eucalyptus camaldulensis var. Catharine
 Leaves Nigeria
NP Content: 0.3 %
      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 (linalool-rich type)
 Leaves Turkey
NP Content: <0.1 %
      Species Name: Porophyllum ruderale
  Factor Name: Harvest Time Variation [3]
              Species Info Factor Info
               Experiment Detail
Seeds of P. ruderale were collected from wild plants found on the campus of the Federal University of Vicosa, Minas Gerais state (Brazil), in September 2000. The seeds were cultivated in a greenhouse during the period of February to May 2001; 60 days after sowing, the leaves and flowers were collected at regular intervals of 15 days for the oil isolation.
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               Factor Function
The oil content found for the leaves of P. ruderale varied during the period of 60 to 120 days, as follows: 13.8 mg/100 g of fresh material after 60 days; 7.5 mg/100 g (75 days); 23.1 mg/100 g (90 days); 10.6 mg/100 g (105 days); 12.5 mg/100 g (120 days). The first floral buds were collected after 105 days of sowing, and its oil content was 45.1 mg/100 g of fresh material. A significant decrease in the production of oil from the buds was observed after 120 days of sowing, when only 23.0 mg oil/100 g of fresh material was obtained. During the period of 90 days to 105 days, a significant decrease in leaf oil content was observed, at the same time the plants were flowering. This data suggests the plants were relocating their resources to produce more oil in the floral buds.
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               Factor Part Location NP Content
 
Flower: (Harvesting time: after 105 days of sowing)
 Flowers Minas Gerais state, Brazil
NP Content: 0.4 %
 
Flower: (Harvesting time: after 120 days of sowing)
 Flowers Minas Gerais state, Brazil
NP Content: 0.9 %
 
Leaf: (Harvesting time: after 75 days of sowing)
 Leaves Minas Gerais state, Brazil
NP Content: 5 %
 
Leaf: (Harvesting time: after 90 days of sowing)
 Leaves Minas Gerais state, Brazil
NP Content: 0.5 %
 
Leaf: (Harvesting time: after 105 days of sowing)
 Leaves Minas Gerais state, Brazil
NP Content: 0.8 %
 
Leaf: (Harvesting time: after 120 days of sowing)
 Leaves Minas Gerais state, Brazil
NP Content: 0.4 %
      Species Name: Sideritis pusilla
  Factor Name: Variety Comparison; Locality Variation [4]
              Species Info Factor Info
               Experiment Detail
The aerial parts (~35 cm) of each taxa growing wild in eight localities of Almeria province were collected in May 1996. All samples were collected at full flowering. Sideritis pusilla (Lange) Pau ssp. pusilla var. typica, Population/location (UTM): Los Matarines (30SWF7992); Sideritis pusilla ssp. pusilla var. carthaginensis Font Quer, Population/location (UTM): Rambla del Hacho (30SWF7178); Sideritis pusilla ssp. pusilla var. granatensis (Pau) Font Quer, Population/location (UTM): Gafarillos (30SWG8702); Sideritis pusilla ssp. almeriensis (Pau) Malagarriga var. typica, Population/location (UTM): Sierra de Gador, Cerro de los Lobos (30SWF3575); Sideritis pusilla ssp. almeriensis var. littoralis Font Quer, Population/location (UTM): Los Morales (30SWF6775); Sideritis pusilla ssp. almeriensis var. salina Font Quer, Population/location (UTM): Los Pedregales (30SWG7835); Sideritis pusilla ssp. flavovirens (Rouy) Malagarriga, Population/location (UTM): Velez Rubio, Cerro del Huezno (30SWG8965); Sideritis pusilla ssp. osteoxylla (Pau) Pallares, Population/location (UTM): Cabo de Gata, Cerro de S. Miguel (30SWF7165)
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               Factor Function
Monoterpene hydrocarbons, alcohols, sesquiterpenes and diterpenes were the main constituents in all samples. Among these, alpha-pinene (7.1-25.4%), sabinene (5.9-20.4%), fenchone (0.9-19.3%), limonene (1.2-7.4%) and 1,8-cineole (1.8-15.6%) were the major compounds. The results confirm that there are differences between varieties and subspecies, while cluster analysis revealed that the oil composition potentially has chemotaxonomical significance for this taxon.
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               Factor Part Location NP Content
 
Sideritis pusilla (Lange) Pau ssp. pusilla var. typica (Locality: Los Matarines)
 Aerial parts Los Matarines, Spain
NP Content: 3 %
 
Sideritis pusilla ssp. almeriensis var. salina Font Quer (Locality: Los Pedregales)
 Aerial parts Los Pedregales, Spain
NP Content: 4.6 %
 
Sideritis pusilla ssp. almeriensis (Pau) Malagarriga var. typica (Locality: Sierra de Gador, Cerro de los Lobos)
 Aerial parts Sierra de Gador, Cerro de los Lobos, Spain
NP Content: 6.7 %
 
Sideritis pusilla ssp. flavovirens (Rouy) Malagarriga (Locality: Velez Rubio, Cerro del Huezno)
 Aerial parts Velez Rubio, Cerro del Huezno, Spain
NP Content: 22.9 %
 
Sideritis pusilla ssp. osteoxylla (Pau) Pallares (Locality: Cabo de Gata, Cerro de S. Migue)
 Aerial parts Cabo de Gata, Cerro de S. Migue, Spain
NP Content: 3.5 %
 
Sideritis pusilla ssp. pusilla var. carthaginensis Font Quer (Locality: Rambla del Hacho)
 Aerial parts Rambla del Hacho, Spain
NP Content: 2.6 %
 
Sideritis pusilla ssp. pusilla var. granatensis (Pau) Font Quer (Locality: Gafarillos)
 Aerial parts Gafarillos, Spain
NP Content: 7.3 %
References
1 Essential Oil Composition of Two Varieties of Eucalyptus camaldulensis Dehn. from Nigeria
2 Variability in essential oil composition of Turkish basils (Ocimum basilicum L.)
3 Essential Oil from Leaves and Flowers of Porophyllum ruderale (Jacq.) Cassini (Asteraceae)
4 Essential Oil Composition of Sideritis pusilla (Lange) Pau ssp.