Details of Natural Product (NP)

General Information of Natural Product (ID: NP0218)
  Natural Product Name
2-Decenal
  Synonyms
trans-2-Decenal; (E)-Dec-2-enal; 3913-81-3; decenal; (E)-2-Decenal; 2-DECENAL; 3-Heptylacrolein; Decenaldehyde; 2-Decenal, (2E)-; 2-Decen-1-al; Decylenic aldehyde; (2E)-2-Decenal; 2-Decenal, (E)-; trans-Dec-2-enal; UNII-E93S23U2BU; 3913-71-1; FEMA No. 2366; 25447-70-5; TRANS-2-DECEN-1-AL; E93S23U2BU; MFCD00014679; TRANS-2-DECEN-1-AL 10% IN ETHANOL; 2-decenaldehyde; 3-heptyl-acrolein; (2E)-decenal; (2E)-dec-2-enal; EINECS 223-472-1; NSC 20747; CHEBI:61727; AI3-36267; 2-decanal; 2(e)-decenal; EINECS 223-474-2; dec-(e)-2-enal; Dec-2(E)-enal; Dec-2-enal, (E); (e)-2-decen-1-al; trans-2-Decenyl Aldehyde; (2E)-2-Decenal #; t-2-DCA; (E)-dec-2-en-1-al; DSSTox_CID_27035; DSSTox_RID_82056; DSSTox_GSID_47035; SCHEMBL872778; CHEMBL507518; trans-2-Decen-1-al,>93%; DTXSID5047035; FEMA 2366; CHEBI:133455; ZINC1571216; Tox21_302302; LMFA06000053; trans-2-Decenal, analytical standard; AKOS015839092; trans-2-Decenal, >=95.0% (GC); trans-2-Decenal, >=95%, FCC, FG; NCGC00256196-01; AS-44363; LS-13867; trans-2-decen-1-al FCC, No Antioxidant; U675; CAS-3913-81-3; D1406; D1642; A873709; Q27277030; trans-2-Decen-1-al (contains trans-2-decen-1-al diethyl acetal); trans-2-Decen-1-al (contaisn trans-2-decen-1-al diethyl acetal) (10% in ethanol); trans-2-Decenal
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  Formula C10H18O
  Weight 154.25
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H18O/c1-2-3-4-5-6-7-8-9-10-11/h8-10H,2-7H2,1H3/b9-8+
  InChI Key MMFCJPPRCYDLLZ-CMDGGOBGSA-N
  Isomeric SMILES CCCCCCC/C=C/C=O
  Canonical SMILES CCCCCCCC=CC=O
  External Links PubChem ID 5283345
CAS ID 3913-81-3
NPASS ID NPC67920
CHEMBL ID CHEMBL507518
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Coriandrum sativum
  Factor Name: NaCl Treatment [1]
              Species Info Factor Info
               Experiment Detail
Plant material: Coriander (Coriandrum sativum L.) fruits were collected from cultivated plants in the region of Korba (northeastern Tunisia) in April 2006. Seeds were set to germinate at 25 ℃. Ten-day-old coriander seedlings were grown in quarter-strength Hoagland's solution laced with 0 mM, 25 mM, 50 mM and 75 mM of NaCl. The culture was placed in a greenhouse with 25 ℃ day maximum and 18 ℃ night minimum, under artificial light of 141 µmol/m2 /s (6000 lux) with 16 h photoperiod and 60-80% air humidity. Nutrient solution was continuously aerated. Growth parameters: Plants were harvested at the seedling stage 3 weeks after treatment.
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               Factor Function
Essential oil content was 1762.64 µg/g dry weight (DW) (0.18%) and 1255.77 µg/g DW (0.12%) in stems and leaves, respectively. At low and moderate stress, a significant difference in the essential oil content was developed between stems, with a significant decrease, and leaves, with an increase up to 43%. Under high salinity, the oil content of both organs decreased significantly. The major volatile compound of stems and leaves was (E)-2-decenal with 24% and 52%, respectively. Other important components were decanal, (E)-2-dodecenal, dodecanal, (E)-2-undecenal, (E)-2-tridecenal and (E)-2-undecanal. Further, the content of these compounds were affected differently by the treatment level and by the organ type.
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               Factor Part Location NP Content
 
0 mM NaCl (Control)
 Leaves Tunisia
NP Content: 52.21 %
 
0 mM NaCl (Control)
 Stems Tunisia
NP Content: 23.82 %
 
25mM NaCl
 Leaves Tunisia
NP Content: 52.08 %
 
25mM NaCl
 Stems Tunisia
NP Content: 35.48 %
 
50 mM NaCl
 Leaves Tunisia
NP Content: 52.22 %
 
50 mM NaCl
 Stems Tunisia
NP Content: 27.64 %
 
75 mM NaCl
 Leaves Tunisia
NP Content: 55.09 %
 
75 mM NaCl
 Stems Tunisia
NP Content: 24.99 %
      Species Name: Ducrosia anethifolia
  Factor Name: Locality Variation [2]
              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: Karaj, Iran
 Aerial parts Iran
NP Content: 0.2 %
      Species Name: Fragaria vesca
  Factor Name: Cultivar Comparison [3]
              Species Info Factor Info
               Experiment Detail
Whole leaves and inflorescences of two wild strawberry cultivars ('Rugia' and 'Baron von Solemacher') harvested in 2008 during the agrotechnical experiment performed by Department of Vegetable and Medicinal Plants, University of Life Sciences in Lublin, were used as a material for determinations. Samples were collected before noon at sunny and dry days at the beginning of wild strawberry's flowering stage. Material was dried up to 35 ℃ in shadow and air just after the harvest.
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               Factor Function
Depending on a cultivar, air-dry inflorescences from wild strawberry contain from 0.21% ('Baron von Solemacher' cv.) to 0.30% ('Rugia' cv.), whereas leaves contains from 0.46% ('Baron von Solemacher' cv.) to 0.62% ('Rugia' cv.) of essential oils. GC/MS analysis of essential oils achieved from studied materials revealed presence of 70 (including 59 identified) compounds in leaves of 'Rugia' cv. and 58 (including 50 identified) compounds in leaves of 'Baron von Solemacher' cv. Essential oils from inflorescences of 'Rugia' cv. contained 52 (including 47 identified), while 'Baron von Solemacher' cv. contained 54 (including 46 identified) compounds. The chromatographic analyses by GC-MS revealed that myrthenol, nonal, linalool and phthalide dibuthyl dominated in essential oils obtained from leaves, while myrthenol, citronelol, linalool and geraniol - from those of inflorescences. There were qualitative differences between oil components at both studied materials and differentiation between both cultivars, as well.
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               Factor Part Location NP Content
 
Inflorescence: Fragaria vesca cv. Baron von Solemacher
 Inflorescence Poland
NP Content: 1.06 %
 
Leaf: Fragaria vesca cv. Baron von Solemacher
 Leaves Poland
NP Content: <0.05 %
 
Leaf: Fragaria vesca cv. Rugia
 Leaves Poland
NP Content: 0.94 %
      Species Name: Teucrium chamaedrys
  Factor Name: Locality Variation [4]
              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: 0.1 %
      Species Name: Teucrium flavum
  Factor Name: Month Variation; Developmental Stage Variation [5]
              Species Info Factor Info
               Experiment Detail
The aerial parts of T. flavum were collected in different periods from December to July 2006, from plants growing along the Ionic coast of Sicily (Italy). LF 1-LF 2-LF 3: represent the composition of leaf oils of plant samples collected in December (vegetative stage), February (pre-flowering stage) and April (budding stage) respectively; FL: flower oil; FR: fruit oil.
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               Factor Function
Some components, in all investigated plant parts, remained more or less constant during all the different phases of the plant cycle life. Worthy of note, considering the leaf oils, was that beta-pinene, limonene and germacrene D increased in the pre-flowering stage, while a series of esters and alpha-copaene, beta-caryophyllene, viridiflorol, Tmuurolol and phytol increased in the budding stage (LF3); the vegetative stage oil is generally characterized by a rich chemical composition and some constituents such as isoamyl hexanoate, alpha-humulene, bicyclogermacrene, beta-bisabolene and alpha-bisabolol reached their highest levels in this oil. In the flower oil, linalool and 1-octen-3-yl acetate were the main components compared to the amounts found in the other oils. Fruit oil composition was relatively oil poor, with beta-bisabolene, caryophyllene oxide, cadin-4-en-1-ol and phytone as the major constituents.
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               Factor Part Location NP Content
 
Harvesting time: April; budding stage
 Leaves Italy
NP Content: 0.2 %
      Species Name: Vitis vinifera
  Factor Name: Variety Comparison [6]
              Species Info Factor Info
               Experiment Detail
Grape pomaces and stalks of Nero d'Avola and Frappato were donated by the ''Valle dell'Acate'' wine firm, Acate, RG, Italy - those from Nerello Mascalese and Cabernet Sauvignon were given by the ''Emanuele Scammacca Barone del Murgo'' wine firm, Santa Venerina, CT, Italy. The winemaking procedures were similar for all samples, namely grape clusters were crushed and destemmed using a destemmer-crusher. The crushed grapes were treated with sulphur dioxide (0.2-0.5% total mash) and with selected strains of Saccharomyces cerevisiae to start up the fermentation. After 6-8 days of maceration, when alcoholic fermentation was finished, the mash was pressed. Stalks coming from destemming procedure and grape pomace coming from the maceration procedure were subjected to the distillation procedures within 24 h of their collection. All materials were collected during the 2004 vintage.
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               Factor Function
On the whole, 38 components have been characterized in the samples of grape pomaces, with Frappato cv. showing the richest composition; instead, 88 components have been detected in the stalks of Frappato, Nero d'Avola, Nerello Mascalese and Cabernet Sauvignon varieties.
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               Factor Part Location NP Content
 
Vitis vinifera var. Cabernet Sauvignon
 Stalks Italy
NP Content: < 0.05 %
 
Vitis vinifera var. Frappato
 Stalks Italy
NP Content: 0.36 %
 
Vitis vinifera var. Nerello Mascalese
 Stalks Italy
NP Content: 0.39 %
 
Vitis vinifera var. Nero d'Avola
 Stalks Italy
NP Content: < 0.05 %
References
1 Salinity Impact on Growth, Essential Oil Content and Composition of Coriander (Coriandrum sativum L.) Stems and Leaves
2 Chemical Composition of the Essential Oil of Ducrosia anethifolia (DC.) Boiss. from Kerman Province in Iran
3 Contents and chemical composition of essential oils from wild strawberry (Fragaria vesca L.)
4 Chemical Composition of the Essential Oils of Teucrium chamaedrys L. from Corsica and Sardinia
5 Seasonal Variations of Teucrium flavum L. Essential Oil
6 Volatile components of grape pomaces from different cultivars of Sicilian Vitis vinifera L.