Details of Natural Product (NP)

General Information of Natural Product (ID: NP0743)
  Natural Product Name
Cis-3-Hexenyl Butyrate
  Synonyms
cis-3-Hexenyl butyrate; 16491-36-4; (Z)-3-hexenyl butyrate; (Z)-Hex-3-en-1-yl butyrate; (Z)-Hex-3-enyl butyrate; [(Z)-hex-3-enyl] butanoate; 3Z-Hexenyl butyrate; cis-3-Hexen-1-yl butyrate; Butanoic acid, (3Z)-3-hexen-1-yl ester; Butanoic acid, 3-hexenyl ester, (Z)-; cis-Butyric acid, 3-hexenyl ester; beta,gamma-Hexenyl butyrate; (3Z)-3-Hexenyl butyrate; Butyric acid, 3-hexenyl ester, (Z)-; 3Z-Hexenyl butanoate; UNII-O47B839622; cis-3-hexenyl butanoate; 3(Z)-Hexenyl butanoate; Hexenyl butanoate (3Z); cis-Hex-3-enyl butyrate; cis-3-hexenyl n-butyrate; cis-Hex-3-enyl butanoate; (Z)-3-hexenyl butanoate; Hex-3(Z)-enyl butanoate; (Z)-Hex-3-enyl butanoate; n-Butyric acid cis-3-hexen-1-yl ester; (Z)-3-Hexen-1-yl butanoate; (Z)-3-Hexen-1-ol, butanoate; Butanoic acid, (Z)-3-hexenyl ester; O47B839622; WE(6:1(3Z)/4:0); Butanoic acid, (3Z)-3-hexenyl ester; 3-Hexenyl butanoate, cis-; 3-Hexenyl butyrate, (Z)-; 3-Hexenyl butanoate, (Z)-; 3-Hexenyl butyrate, (3Z)-; FEMA No. 3402; cis-3-Hexenyl butyrate (natural); EINECS 240-553-7; AI3-33202; is-3-Hexenyl n-butyrate; 3-Hexenyl butyrate, cis-; (z)-3-hexen-1-yl butyrate; Butanoate(Z)-3-Hexen-1-ol; SCHEMBL309026; DTXSID6051772; FEMA 3402; 3-Hexenyl ester(Z)-Butyric acid; CHEBI:176779; 3-Hexenyl ester(Z)-Butanoic acid; 3-Hexen-1-ol, butanoate, (Z)-; LMFA07010593; MFCD00036540; ZINC14438707; AKOS016009844; cis-3-Hexenyl butyrate, >=98%, FG; (Z)-butanoic acid 3-hexen-1-yl ester; CS-11311; DB-020528; CS-0153942; V0943; cis-3-Hexenyl butyrate, natural, >=95%, FG; A882424; J-800451; W-109019; Q27285310; Butanoic acid, 3-methyl-,(2E)-3,7-dimehtyl-2,6-hexenyl ester
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  Formula C10H18O2
  Weight 170.25
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H18O2/c1-3-5-6-7-9-12-10(11)8-4-2/h5-6H,3-4,7-9H2,1-2H3/b6-5-
  InChI Key ZCHOPXVYTWUHDS-WAYWQWQTSA-N
  Isomeric SMILES CCCC(=O)OCC/C=C\\CC
  Canonical SMILES CCCC(=O)OCCC=CCC
  External Links PubChem ID 5352438
CAS ID 16491-36-4

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Dalbergia odorifera
  Factor Name: NaCl Treatment; Acetic Acid Treatment; H2O2 Treatment [1]
              Species Info Factor Info
               Experiment Detail
A 5-year-old D. odorifera plantation located in Xiashi Arboretum (22° 60′ N, 106° 53′ E), Pingxiang City, Guangxi Zhuang Autonomous Region (GZAR) was selected for this study. Three chemicals used were: 0.1 mol /L hydrogen peroxide (H2O2), 1.0 mol/L (pH=2.4) acetic acid (CH3COOH) and 1.0 mol/L sodium chloride (NaCl). Distilled water was injected as a control. Sixty trees of similar size, all without heartwood were selected for a single-tree plot experiment with 15 replicates for each treatment. A tiny drill was used to detect which trees have or don't have heartwood. In May 2017, an injection hole of 1 cm diameter and 5 cm deep was drilled at a downward angle of 45 &#8451 at 1.3 m from the ground on each tree. An amount of 50 ml solution was injected into each tree over 8 h period with a 5 ml syringe, and the hole was sealed with a cork after injection. Five trees per treatment were harvested at one, three and six months after injection treatment. At the same time, three trees with heartwood were selected to collect natural heartwood.
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               Factor Function
Hydrogen peroxide-induced Jiang Xiang was closest to natural heartwood, and the essential oil components met the standards for high-quality Jiang Xiang, while the induction effects of acetic acid and sodium chloride were unsatisfactory. Thus, this study indicates that hydrogen peroxide has the potential to induce Jiang Xiang production in Dalbergia odorifera.
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               Factor Part Location NP Content
 
0.1 mol/L H2O2(One month after treatment)
 heartwood Pingxiang City, Guangxi Zhuang Autonomous Region, China
NP Content: 1.41 %
 
1.0 mol/L acetic acid (One month after treatment)
 heartwood Pingxiang City, Guangxi Zhuang Autonomous Region, China
NP Content: 1.24 %
 
1.0 mol/L NaCl (One month after treatment)
 heartwood Pingxiang City, Guangxi Zhuang Autonomous Region, China
NP Content: 1.33 %
 
Control (One month after treatment)
 heartwood Pingxiang City, Guangxi Zhuang Autonomous Region, China
NP Content: 0.65 %
 
0.1 mol/L H2O2(Three months after treatment)
 heartwood Pingxiang City, Guangxi Zhuang Autonomous Region, China
NP Content: 2.25 %
 
1.0 mol/L acetic acid (Three months after treatment)
 heartwood Pingxiang City, Guangxi Zhuang Autonomous Region, China
NP Content: 1.44 %
 
1.0 mol/L NaCl (Three months after treatment)
 heartwood Pingxiang City, Guangxi Zhuang Autonomous Region, China
NP Content: 2.17 %
 
Control (Three months after treatment)
 heartwood Pingxiang City, Guangxi Zhuang Autonomous Region, China
NP Content: 0.44 %
 
0.1 mol/L H2O2(Six months after treatment)
 heartwood Pingxiang City, Guangxi Zhuang Autonomous Region, China
NP Content: 1.14 %
 
1.0 mol/L acetic acid (Six months after treatment)
 heartwood Pingxiang City, Guangxi Zhuang Autonomous Region, China
NP Content: 2.45 %
 
1.0 mol/L NaCl (Six months after treatment)
 heartwood Pingxiang City, Guangxi Zhuang Autonomous Region, China
NP Content: 1.43 %
 
Control (Six months after treatment)
 heartwood Pingxiang City, Guangxi Zhuang Autonomous Region, China
NP Content: 0.53 %
 
Natural heartwood
 heartwood Pingxiang City, Guangxi Zhuang Autonomous Region, China
NP Content: 0.53 %
      Species Name: Teucrium chamaedrys
  Factor Name: Locality Variation [2]
              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 %
References
1 Changes in Non-Structural Carbohydrates, Wood Properties and Essential Oil During Chemically-Induced Heartwood Formation in Dalbergia odorifera
2 Chemical Composition of the Essential Oils of Teucrium chamaedrys L. from Corsica and Sardinia