Details of Natural Product (NP)

General Information of Natural Product (ID: NP0163)
  Natural Product Name
Fenchone
  Synonyms
(.+/-.)-Fenchone; 1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one; 1195-79-5; 214-804-6; CAS-1195-79-5; dl-fenchone; EINECS 214-804-6; Fenchone; fenchone, (+-)-isomer; alpha-Fenchone; (-)-Fenchone; Fenchon; 1,3,3-Trimethyl-2-norbornanone; 2-Norbornanone, 1,3,3-trimethyl-; 1,3,3-Trimethyl-2-norcamphanone; Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-; CHEBI:4999; 1,3,3-Trimethylnorcamphor; NCGC00166292-01; 1,3-Trimethylnorcamphor; NSC 8896; Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (1S,4R)-; NSC 122687; 1,3-Trimethyl-2-norbornanone; 1,3-Trimethyl-2-norcamphanone; 2-Norbornanone,3,3-trimethyl-; WLN: L55 A CVTJ B1 D1 D1; 1,3-Trimethylbicyclo[2.2.1]heptan-2-one; Bicyclo[2.2.1]heptan-2-one,3,3-trimethyl-; iso-Fenchone; MFCD00151104; MFCD00248429; fenchan-2-one; (1R)-1,3,3-Trimethylbicyclo[2.2.1]heptan-2-one; DSSTox_CID_5324; DSSTox_RID_77748; DSSTox_GSID_25324; SCHEMBL57584; CHEMBL2268554; DTXSID9025324; NSC8896; AMY25685; NSC-8896; Tox21_112396; BBL018824; NSC122687; s5934; STK802502; AKOS009158536; LMPR0102120016; MCULE-7563797223; NSC-122687; VS-06784; DB-017638; DB-070766; F0163; F0164; FT-0604551; FT-0627597; 1.3.3-trimethylbicyclo(2.2.1)heptan-2-one; C09859; 1,3,3-Trimethyl-bicyclo[2.2.1]heptan-2-one; Bicyclo[2.2.1]heptane-2-one,1,3,3-trimethyl; A872224; Q414784; SR-01000945193; SR-01000945193-1; Z955123656; Bicyclo[2.2.1]heptan-2-one, 1,3,3-trimethyl-, (.+/-.)-
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  Formula C10H16O
  Weight 152.23
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H16O/c1-9(2)7-4-5-10(3,6-7)8(9)11/h7H,4-6H2,1-3H3
  InChI Key LHXDLQBQYFFVNW-UHFFFAOYSA-N
  Isomeric SMILES CC1(C2CCC(C2)(C1=O)C)C
  Canonical SMILES CC1(C2CCC(C2)(C1=O)C)C
  External Links PubChem ID 14525
CAS ID 1195-79-5
NPASS ID NPC258672
CHEMBL ID CHEMBL2268554
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Ducrosia anethifolia
  Factor Name: Locality Variation [1]
              Species Info Factor Info
               Experiment Detail
The aerial parts of Ducrosia anethifolia (DC.) Boiss. were collected in the wild from Mehdi Abad (Kerman province, in southern Iran) at the flowering stage in June 2006. The material was dried at room temperature.
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               Factor Function
The 63 components of this interesting plant were identified in the oil of D. anethifolia, representing 94.0% of the oil. alpha-Pinene (11.6%), terpinolene(3.2%) and (z)-beta-ocimene (2.8%) were the main hydrocarbon components present in the oil, while decanal (54.0%), cis-chrysanthenyl acetate(3.2%) and decanoic acid (1.3%) were the major oxygen-containing constituents.
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               Factor Part Location NP Content
 
Locality: Larestan, Iran
 Aerial parts Iran
NP Content: 0.3 %
 
Locality: Karaj, Iran
 Aerial parts Iran
NP Content: 0.2 %
 
Locality: Kerman, Iran
 Aerial parts Iran
NP Content: 0.2 %
      Species Name: Eucalyptus camaldulensis
  Factor Name: Variety Comparison [2]
              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. mysore
 Leaves Nigeria
NP Content: 0.1 %
      Species Name: Ocimum basilicum
  Factor Name: Variety Comparison [3]
              Species Info Factor Info
               Experiment Detail
Aerial parts of Ocimum basilicum var. purpurascens Benth, Ocimum basilicum var. dianatnejadii Salimi at flowering stage were collected from plants grown in Experimental Station of Pykan Shahr, near Tehran. Elevation 1215 m above sea level, latitude 35° 42′ North, 51° 8′ East, average humidity 36% and climatic category semi-arid.
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               Factor Function
Methyl chavicol (43.0%) and linalool (28.9%) were identified as the major compounds in the oil of O. basilicum var. purpurascens, while methyl chavicol (37.6%), linalool (33.4%) and alpha-cadinol (5.7%) were the major constituents in the oil of O. basilicum var. dianatnejadii.
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               Factor Part Location NP Content
 
Ocimum basilicum var. dianatnejadii Salimi
 Aerial parts Iran
NP Content: 0.4 %
      Species Name: Ocimum basilicum L
  Factor Name: Chemotype Comparison [4]
              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 %
 
Chemotype (methyl chavicol-rich type)
 Leaves Turkey
NP Content: 0.2 %
 
Chemotype (methyl chavicol and citral-rich type)
 Leaves Turkey
NP Content: 0.2 %
      Species Name: Sideritis pusilla
  Factor Name: Variety Comparison; Locality Variation [5]
              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: 0.4 %
 
Sideritis pusilla (Lange) Pau ssp. pusilla var. typica (Locality: Los Matarines)
 Aerial parts Los Matarines, Spain
NP Content: 19.3 %
 
Sideritis pusilla ssp. almeriensis var. littoralis Font Quer (Locality: Los Morales)
 Aerial parts Los Morales, Spain
NP Content: 1.3 %
 
Sideritis pusilla ssp. almeriensis var. salina Font Quer (Locality: Los Pedregales)
 Aerial parts Los Pedregales, Spain
NP Content: 0.4 %
 
Sideritis pusilla ssp. almeriensis var. salina Font Quer (Locality: Los Pedregales)
 Aerial parts Los Pedregales, Spain
NP Content: 17.4 %
 
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: 7.1 %
 
Sideritis pusilla ssp. flavovirens (Rouy) Malagarriga (Locality: Velez Rubio, Cerro del Huezno)
 Aerial parts Velez Rubio, Cerro del Huezno, Spain
NP Content: 0.4 %
 
Sideritis pusilla ssp. flavovirens (Rouy) Malagarriga (Locality: Velez Rubio, Cerro del Huezno)
 Aerial parts Velez Rubio, Cerro del Huezno, Spain
NP Content: 9.8 %
 
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: 0.9 %
 
Sideritis pusilla ssp. pusilla var. carthaginensis Font Quer (Locality: Rambla del Hacho)
 Aerial parts Rambla del Hacho, Spain
NP Content: 0.3 %
 
Sideritis pusilla ssp. pusilla var. carthaginensis Font Quer (Locality: Rambla del Hacho)
 Aerial parts Rambla del Hacho, Spain
NP Content: 13.5 %
 
Sideritis pusilla ssp. pusilla var. granatensis (Pau) Font Quer (Locality: Gafarillos)
 Aerial parts Gafarillos, Spain
NP Content: 0.2 %
 
Sideritis pusilla ssp. pusilla var. granatensis (Pau) Font Quer (Locality: Gafarillos)
 Aerial parts Gafarillos, Spain
NP Content: 8.1 %
      Species Name: Sphagneticola trilobata (L.)
  Factor Name: Seasonal Variation [6]
              Species Info Factor Info
               Experiment Detail
Fresh aerial parts of the S. trilobata were collected from CSIR-Central Institute of Medicinal and Aromatic Plants, Research Centre Pantnagar (Uttarakhand) in summer (vegetative stage), rainy (vegetative stage), autumn (flowering stage) and winter (flowering stage) seasons. The experimental site is located between coordinates 29.02° N, 79.31° E and an altitude of 243 m in foothills of northern India.
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               Factor Function
Volatile oil yield varied from 0.18 to 0.25% in different seasons, with the maximum in winter season. Altogether, 43 constituents, representing 96.1-97.3% of the total oil composition were identified. Major constituents of the oils were alpha-pinene (78.6-83.3%), alpha-phellandrene (1.3-4.1%), sabinene (1.4-1.9%), limonene (1.2-1.9%), beta-pinene (1.0-1.6%), camphene (0.7-2.0%), 10-nor-calamenen-10-one (<0.05-1.5%), germacrene D (0.1-1.4%) and gamma-amorphene (<0.05-1.3%). The comparative results showed no big differences in the oil composition of this plant due to season of collection.
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               Factor Part Location NP Content
 
Harvesting time: Autumn
 Aerial parts India
NP Content: <0.05 %
 
Harvesting time: Rainy
 Aerial parts India
NP Content: 0.1 %
References
1 Chemical Composition of the Essential Oil of Ducrosia anethifolia (DC.) Boiss. from Kerman Province in Iran
2 Essential Oil Composition of Two Varieties of Eucalyptus camaldulensis Dehn. from Nigeria
3 Essential oil composition of four Ocimum species and varieties growing in Iran
4 Variability in essential oil composition of Turkish basils (Ocimum basilicum L.)
5 Essential Oil Composition of Sideritis pusilla (Lange) Pau ssp.
6 Essential oil composition of Sphagneticola trilobata (L.) Pruski from India