General Information of Natural Product (ID: NP0256)
  Natural Product Name
Alpha-Sinensal
  Synonyms
ALPHA-SINENSAL; 17909-77-2; (E,E,E)-2,6,10-Trimethyldodeca-2,6,9,11-tetraen-1-al; 4955-32-2; 2,6,10-TRIMETHYL-2,6,9,11-DODECATETRAENAL; (2E,6E,9E)-2,6,10-trimethyldodeca-2,6,9,11-tetraenal; UNII-5SEZ02PE9O; 5SEZ02PE9O; 2,6,9,11-Dodecatetraenal, 2,6,10-trimethyl-, (2E,6E,9E)-; 2,6,9,11-Dodecatetraenal, 2,6,10-trimethyl-; Sinensal, alpha-; .alpha.-Sinensal; sinensal (alpha-); EINECS 241-854-6; SCHEMBL713640; DTXSID5063655; CHEBI:10332; DTXSID90884997; (2E,6E,9E)-2,6,10-Trimethyl-2,6,9,11-dodecatetraenal; 2,6,9,11-Dodecatetraenal, 2,6,10-trimethyl-, (E,E,E)-; ZINC4098303; C09729; Q27108620; 2,6,10-Trimethyl-(E,E,E)-2,6,9,11-Dodecatetraenal; (2E,6E,9E)-2,6,10-trimethyl-dodeca-2,6,9,11-tetraenal; 2,6,10-Trimethyl-(2E,6E,9E)-2,6,9,11-Dodecatetraenal
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  Formula C15H22O
  Weight 218.33
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C15H22O/c1-5-13(2)8-6-9-14(3)10-7-11-15(4)12-16/h5,8-9,11-12H,1,6-7,10H2,2-4H3/b13-8+,14-9+,15-11+
  InChI Key PFSTYGCNVAVZBK-JQGMZEBDSA-N
  Isomeric SMILES C/C(=C\\C/C=C(\\C)/C=C)/CC/C=C(\\C)/C=O
  Canonical SMILES CC(=CCC=C(C)C=C)CCC=C(C)C=O
  External Links PubChem ID 5281534
CAS ID 17909-77-2

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Citrus sinensis (Hongjiang)
  Factor Name: Variety Comparison [1]
              Species Info Factor Info
               Experiment Detail
Four kinds of fresh sweet oranges were obtained in the same season, November 2000, in Guangzhou. Citrus sinensis var. Hongjiang (called 'hong jiang chen' in Chinese) and C. sinensis Osbeck var. Anliu (called 'luo gang chen') were obtained at an orchard in Luo gang in Guangzhou (25 km from the center of Guangzhou). Citrus sinensis var. Sihui (called 'sihui ju') was harvested at the Shigou Experimental Farm in Sihui City in Guangdong Province (75 km far away from Guangzhou). Citrus sinensis var. Washington navel (called 'qi chen') which was produced in Jiangxi Province (200 km from Guangzhou; bordering Guangdong Province), was purchased at the wholesale market in Guangzhou. All oranges were kept in a cold room until prepared a few days later.
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               Factor Function
The peel oil compositions of four kinds of sweet oranges in China, Citrus sinensis Osbeck var. Hongjian, C. sinensis Osbeck var. Anliu, C. sinensis Osbeck var. Sihui and C. sinensis Osbeck var. Washington navel, were investigated by GC and GC/MS. The essential oils were extracted by cold-pressing method. Forty-two to 53 compounds were quantitatively determined for each variety. Their percentages, respectively, were: > 97.3%, > 98.4%, > 97.5% and > 98.0% in hydrocarbons; > 1.5%, > 0.7%, > 0.8% and > 0.9% in total aldehydes; 0.8%, 0.5%, 0.5% and 0.5% in alcohols. Either cis-or trans-limonene oxide was detected in small amounts in each of the four samples, with Hongjiang containing both limonene oxides. delta-3-Carene was commonly quantified at a level of 0.1% in all the samples. The content of aliphatic aldehydes, including octanal, nonanal, decanal and dodecanal, exceeded that of terpene aldehydes, such as neral and geranial in Hongjiang (0.9%) and Washington navel (0.6%), whereas the aliphatic aldehydes in Anliu and Sihui were present to a lesser degree than the terpene aldehydes. Either alpha- or beta-sinensal was detected in trace amounts in each of the four samples. Linalool was the major alcohol in all the samples. Nootkatone was not detected.
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               Factor Part Location NP Content
 
Citrus sinensis var. Anliu
Fruits China
NP Content: > 0.005; < 0.05 %
 
Citrus sinensis var. Hongjiang
Fruits China
NP Content: > 0.005; < 0.05 %
 
Citrus sinensis var. Washington navel
Fruits China
NP Content: > 0.005; < 0.05 %
      Species Name: Tanacetum dolichophyllum
  Factor Name: Altitude Variation [2]
              Species Info Factor Info
               Experiment Detail
Wild growing Tanacetum dolichophyllum samples were collected during the period of full flowering, between September-October 2009 from high alpine meadows of Western Himalaya (Uttarakhand, India): Sample I (Dayara, altitude 3200 m) and Sample II (Tungnath, altitude 3800 m).
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               Factor Function
Plant collected from Dayara meadow (Sample I) afforded cis-lanceol (11.8%), beta-pinene (10.7%), (E)- beta-farnesene (7.4%), alpha-bisabolol (7.2%), beta-eudesmol (5.2%) and terpinen-4-ol (5.1%) as the major constituents, whereas in the sample collected from Tungnath (Sample II) beta-eudesmol (31.4%), alpha-bisabolol (10.7%) were the most abundant components followed by neryl acetate (5.8%) and (E)-beta-farnesene (5.7%). The composition was dominated by sesquiterpene hydrocarbons and oxygen containing sesquiterpenes (49.2-71.1%). The oils are clearly different from those of all other previously reported T. dolichophyllum oils.
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               Factor Part Location NP Content
 
Locality: Dayara; Altitude 3200m
Aerial parts Himalyas, Uttarakhand, India
NP Content: 0.4 %
References
1 Volatile Constituents of the Peel Oils of Several Sweet Oranges in China
2 Variation in the Constituents of Tanacetum dolichophyllum (Kitam.) Kitam. from Different Locations of Uttarakhand Himalaya (India)