Details of Natural Product (NP)

General Information of Natural Product (ID: NP0570)
  Natural Product Name
Cis-3-Hexenyl Benzoate
  Synonyms
cis-3-Hexenyl benzoate; 25152-85-6; (3Z)-Hex-3-en-1-yl benzoate; [(Z)-hex-3-enyl] benzoate; (Z)-Hex-3-en-1-yl benzoate; (Z)-3-Hexenyl benzoate; 3-Hexen-1-ol, 1-benzoate, (3Z)-; UNII-P4871S0YA9; (Z)-Hex-3-enyl benzoate; (3Z)-3-Hexenyl benzoate; Benzoic Acid cis-3-Hexen-1-yl Ester; (z)-3-hexen-1-yl benzoate; P4871S0YA9; FEMA No. 3688; 3-Hexenyl benzoate, (Z)-; [(E)-hex-3-enyl] benzoate; EINECS 246-669-4; 3-Hexenyl benzoate, cis-; 3-Hexenyl benzoate, (3Z)-; AI3-35958; 3-Hexen-1-ol, benzoate, (Z)-; 3Z-Hexenyl Benzoate; cis-Hexenyl-3-benzoate; 3-Hexen-1-ol benzoate; Hex-3(Z)-enyl benzoate; BENZOIC ACID, 3-HEXENYL ESTER, (Z)-; 3-Hexen-1-ol, benzoate, (Z)- (8CI,9CI); cis-3-HEXENYLBENZOATE; [(Z)-hex-3-enyl]benzoate; DSSTox_CID_27554; DSSTox_RID_82416; cis-3-Hexen-1-yl Benzoate; DSSTox_GSID_47554; Z-Hex-3-en-1-yl benzoate; SCHEMBL130434; (3Z)-3-Hexenyl benzoate #; (Z)-3-Hexen-1-ol benzoate; (Z)-3-Hexen-1-yl-benzoate; CHEMBL3182851; DTXSID3047554; BCOXBEHFBZOJJZ-ARJAWSKDSA-; FEMA 3688; Benzoic acid cis-3-hexenyl ester; 3-Hexenyl ester(Z)-Benzoic acid; CHEBI:156235; Benzoic acid (Z)-3-hexenyl ester; Benzoic acid cis-3-hexen-1-ylester; Tox21_302663; MFCD00036526; ZINC12402005; NCGC00256635-01; AS-60781; CAS-25152-85-6; A877690; cis-3-Hexenyl benzoate, >=97%, stabilized, FG; W-107261; Q27286127
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  Formula C13H16O2
  Weight 204.26
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C13H16O2/c1-2-3-4-8-11-15-13(14)12-9-6-5-7-10-12/h3-7,9-10H,2,8,11H2,1H3/b4-3-
  InChI Key BCOXBEHFBZOJJZ-ARJAWSKDSA-N
  Isomeric SMILES CC/C=C\\CCOC(=O)C1=CC=CC=C1
  Canonical SMILES CCC=CCCOC(=O)C1=CC=CC=C1
  External Links PubChem ID 5367706
CAS ID 25152-85-6
NPASS ID NPC35448
CHEMBL ID CHEMBL3182851
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Pinus sylvestris
  Factor Name: Locality Variation [1]
              Species Info Factor Info
               Experiment Detail
The branches of pine were collected in July, 1996 in 15 different locations in Lithuania in the following regions: Western part (Silute, Jurbarkas, Kursiu Nerija), Eastern part (Salcininkai, Zarasai, Moletai), Southern part (Varena, Trakai, Radviliskis) and central part (Ukmerge, Jonava, Kaisiadorys). The branches in each location were collected from the trees in approximately 1 km radius.
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               Factor Function
More than 70 constituents were identified (64 positively and 10 tentatively) in the oils. alpha-Pinene (18.5-33.0%) and delta-3-carene (9.1-24.6%) were dominating constituents with the only one exception when the germacrene-4-ol content in one of the samples was 13.2%. The important bornyl acetate content varied from 0.5% to 3.0%. The main sesquiterpenes were beta-caryophyllene, germacrene D, bicyclogermacrene, delta-cadinene, gamma-cadinene, germacrene D-4-ol, cubenol (2.0-5.1%) and alpha-cadinol (1.9-7.7%).
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               Factor Part Location NP Content
 
Locality: Jonava, Lithuania
 Branches Jonava, Lithuania
NP Content: 0.1 %
 
Locality: Jurbarkas, Lithuania
 Branches Jurbarkas, Lithuania
NP Content: 0.4 %
 
Locality: Moletai, Lithuania
 Branches Moletai, Lithuania
NP Content: 0.2 %
 
Locality: Neringa (Smiltyne), Lithuania
 Branches Neringa (Smiltyne), Lithuania
NP Content: 0.1 %
 
Locality: Radviliskis, Lithuania
 Branches Radviliskis, Lithuania
NP Content: 0.2 %
 
Locality: Salacininkai, Lithuania
 Branches Salacininkai, Lithuania
NP Content: 0.1 %
 
Locality: Silute, Lithuania
 Branches Silute, Lithuania
NP Content: 0.2 %
 
Locality: Trakai, Lithuania
 Branches Trakai, Lithuania
NP Content: 0.2 %
 
Locality: Ukmerge, Lithuania
 Branches Ukmerge, Lithuania
NP Content: 0.2 %
 
Locality: Varena, Lithuania
 Branches Varena, Lithuania
NP Content: 0.1 %
 
Locality: Vilnius, Lithuania
 Branches Vilnius, Lithuania
NP Content: 0.2 %
 
Locality: Zarasai (Sunele), Lithuania
 Branches Zarasai (Sunele), Lithuania
NP Content: 0.2 %
      Species Name: Solidago virgaurea
  Factor Name: Altitude Variation [2]
              Species Info Factor Info
               Experiment Detail
Aerial parts of Solidago virgaurea plants were randomly collected from the wild at two different altitudes, as described below, during the 2000 vegetation period. All the collections of the plant samples were carried out during massive bud formation and the beginning of flowering stage. Sample # 1, LTS00-46; 10 kg of the sample was collected on July 31, 2000 at LAT: 51° 07′ LON: 81° 10′ HEI 290 m from Altai land, Lokteev district, near the village of NovoMikhaylovskoe, on the left bank of the Aley River, outskirts of pine forest, fire area, sandy soils. Sample # 2, LTS00-57; 5.6 kg of the sample was collected on August 3, 2000 at LAT 51° 14′ LON 82° 28′ HEI 650 m from Altai land, Kur'in district, around the Kolyvanm quarries, with diverse turf grasses, along the river bank of Aley.
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               Factor Function
The main components from 290 m were alpha-pinene (36.5%), myrcene (14.8%), beta-caryophyllene (10.5%), germacrene D (8.2%), beta-pinene (7.1%) and limonene+beta-phellandrene (6.4%). The oil from the sample collected at 650 m had benzyl benzoate (57.0%), beta-caryophyllene (6.3%), germacrene D (6.0%), alpha-pinene (4.4%) and alpha-humulene (4.0%) as major components, suggesting polymorphism or the existence of different chemoytpes.
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               Factor Part Location NP Content
 
Locality: Lokteev district, Russia; Altitude 290 m
 Flowers Russia
NP Content: 0.1 %
 
Locality: Kur'in district, Russia; Altitude 650 m
 Flowers Russia
NP Content: 0.4 %
      Species Name: Teucrium chamaedrys
  Factor Name: Locality Variation [3]
              Species Info Factor Info
               Experiment Detail
The aerial parts of T. chamaedrys were collected at the flowering stage in June 2004 near Corti, Corsica, France and near Oristano, Sardinia, Italy
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               Factor Function
The Corsican and Sardinian oils of T. chamaedrys investigated in this study were qualitatively similar but they differed by the amount of their major components. The major components were beta-caryophyllene (29.0% and 27.4%, respectively) and germacrene D (19.4% and 13.5%, respectively), followed by alpha-humulene (6.8%) and delta-cadinene (5.4%) in the Corsican oil and by caryophyllene oxide (12.3%) and alpha-humulene (6.5%) in the Sardinian oil. These quantitative differences are also noticeable on the amounts of the different class compounds. Especially, the monoterpene hydrocarbons amounted for 10.3% and 4.1% in Sardinian and Corsican oils respectively and the oxygenated sesquiterpenes amounted for 18.9% and only 7.4% in both oils, respectively. Both oils were qualitatively rather similar in comparison with those reported in the literature from various geographic regions. However, among the 87 components identified in this study, 47 minor components (< 0.6%) reported were identified for the first time in T. chamaedrys oil. This study confirms the quantitative variability of the major components according to the plant origin.
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               Factor Part Location NP Content
 
Locality: Corti, Corsica, France
 Aerial parts France
NP Content: <0.05 %
References
1 Composition of Essential Oils of Pinus sylvestris L. from Different Locations of Lithuania
2 Volatile Oil-Bearing Flora of Siberia VIII: Essential Oil Composition and Antimicrobial Activity of Wild Solidago virgaurea L. from the Russian Altai
3 Chemical Composition of the Essential Oils of Teucrium chamaedrys L. from Corsica and Sardinia