Details of Natural Product (NP)

General Information of Natural Product (ID: NP0627)
  Natural Product Name
Isoamyl Isovalerate
  Synonyms
ISOAMYL ISOVALERATE; 659-70-1; Isopentyl 3-methylbutanoate; 3-Methylbutyl 3-methylbutanoate; Isopentyl isopentanoate; iso-Amyl isovalerate; Isopentyl isovalerate; Solusterol; Apple oil; Isoamyl valerianate; Apple essence; 3-Methylbutyl isovalerate; Butanoic acid, 3-methyl-, 3-methylbutyl ester; Isopentyl 3-methylbutyrate; Isovaleric acid, isopentyl ester; Isoamyl 3-methylbutyrate; Isoamyl 3-methylbutanoate; 3-Methylbutyl 3-methylbutyrate; Isoamyl isopentanoate; Isoamyl isovalerianate; Isopentyl alcohol, isovalerate; UNII-16M1VA1FJY; NSC 6565; 16M1VA1FJY; Isovaleric Acid Isoamyl Ester; 3-methylbutanoic acid 3-methylbutyl ester; CHEBI:31727; Isoamyl isovalerate (natural); FEMA No. 2085; CCRIS 1348; EINECS 211-536-1; BRN 1753884; AI3-06045; iso-amyl iso-valerate; Isovaleric acid isoamyl; Nat.Isoamyl Isovalerate; ISOAMYLISOVALERATE; isoamyl 3-methyl butanoate; DSSTox_CID_24757; DSSTox_RID_80450; DSSTox_GSID_44757; Isopentyl 3-methylbutanoate #; SCHEMBL113763; Isovaleric Acid Isopentyl Ester; CHEMBL3189076; DTXSID8044757; FEMA 2085; XINCECQTMHSORG-UHFFFAOYSA-; NSC6565; NATURAL ISOAMYL ISOVALERATE; s166; NSC-6565; ZINC1693629; Tox21_301620; WLN: 1Y1&2OV1Y1&1; LMFA07010919; MFCD00048369; AKOS015907822; (3-methyl-1-butyl) 3-methylbutanoate; MCULE-9963100536; Isoamyl isovalerate, >=98%, FCC, FG; NCGC00256163-01; AS-59218; CAS-659-70-1; 3-methyl-butyric acid 3-methyl-butyl ester; FT-0657233; I0196; D97798; Isoamyl isovalerate, natural, >=98%, FCC, FG; A835290; W-104778; Q11066025
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  Formula C10H20O2
  Weight 172.26
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H20O2/c1-8(2)5-6-12-10(11)7-9(3)4/h8-9H,5-7H2,1-4H3
  InChI Key XINCECQTMHSORG-UHFFFAOYSA-N
  Isomeric SMILES CC(C)CCOC(=O)CC(C)C
  Canonical SMILES CC(C)CCOC(=O)CC(C)C
  External Links PubChem ID 12613
CAS ID 659-70-1
NPASS ID NPC168714
CHEMBL ID CHEMBL3189076
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Mentha piperita
  Factor Name: Cultivar Comparison [1]
              Species Info Factor Info
               Experiment Detail
Dry leaves of Menlba piperita L. 'Kliment-63' and 'Zefir' of 1997 crop were used.
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               Factor Function
The oil yield from 'Zefir' was 0.97% and that from 'Kliment-63' was 0.54%. The oil from 'Zefir' was found to be rich in menthol (46.2-50.2%) and menthyl acetate (16.8-22.5%). In the oil from 'Kliment-63,' the content of these components was lower, while the menthone content was higher (20.0-23.1%).
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               Factor Part Location NP Content
 
Mentha piperita cv. Zefir
 Leaves Bulgaria
NP Content: 0.1 %
      Species Name: Tanacetum cadmeum ssp. orientale
  Factor Name: Locality Variation [2]
              Species Info Factor Info
               Experiment Detail
Plant materials were collected during the flowering period in July 2002 from the Dumluca Mountain in the vicinity of Divrigi village of Sivas city at 1900 m altitude and Saksagan Gorge in Saimbeyli village of Adana city at 1900 m altitude.
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               Factor Function
The flower, stem and root oils of T. cadmeum ssp. orientale collected from the Adana location were characterized with alpha-thujone (25%, 5.2%), cis-linalool oxide (6.8%, 12.8%), trans-chrysanthenyl acetate (5.8%, 8.5%) for flower and stem oils, and beta-eudesmol (10.3%, 6.2%, 13.8%); in addition, stem oil contained 1,8-cineole (6.6%) and root oil contained hexadecanoic acid (6.0%), spathulenol (5.8%) and beta-muurolol (5.3%). The flower and stem oils of T. cadmeum ssp. orientale collected from the Sivas location were characterized with camphor (25.9%, 14.8%), borneol (15.4%, 25.8%) and alpha-thujone (7.8%, 5.5%); in addition, stem oil contained 1,8-cineole (7.4%) and root oil contained nonacosane (16.2%), spathulenol (6.8%) and hexadecanoic acid (5.8%).
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               Factor Part Location NP Content
 
Flower: (Locality: Adana, Turkey)
 Flowers Adana, Turkey
NP Content: 0.1 %
 
Flower: (Locality: Sivas, Turkey)
 Flowers Sivas, Turkey
NP Content: 0.1 %
      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 %
 
Locality: Oristano, Sardinia, Italy
 Aerial parts Italy
NP Content: 0.1 %
      Species Name: Teucrium flavum
  Factor Name: Month Variation; Developmental Stage Variation [4]
              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: February; pre-flowering stage
 Leaves Italy
NP Content: 0.1 %
 
Harvesting time: April; budding stage
 Leaves Italy
NP Content: 0.1 %
 
Harvesting time: December; vegetative stage
 Leaves Italy
NP Content: 0.1 %
References
1 A Comparative Investigation on the Essential Oil Composition of Two Bulgarian Cultivars of Mentha piperita L.
2 The Variation in the Essential Oil Composition of Tanacetum cadmeum (Boiss.) Heywood ssp. orientale Grierson from Turkey
3 Chemical Composition of the Essential Oils of Teucrium chamaedrys L. from Corsica and Sardinia
4 Seasonal Variations of Teucrium flavum L. Essential Oil