General Information of Natural Product (ID: NP0550)
  Natural Product Name
Piperitone Oxide
  Synonyms
Piperitone oxide; 1,2-Epoxy-p-menthane-3-one; Pipertone, oxide; Piperitone 1-oxide; 5286-38-4; Piperitoneoxide; p-Menthan-3-one, 1,2-epoxy-; 7-Oxabicyclo[4.1.0]heptan-2-one, 6-methyl-3-(1-methylethyl)-; 6-methyl-3-propan-2-yl-7-oxabicyclo[4.1.0]heptan-2-one; 7-Oxabicyclo(4.1.0)heptan-2-one, 6-methyl-3-(1-methylethyl)-; Piperitonoxid; Piperiton epoxid; EINECS 226-125-2; NSC 316068; p-Menthan-3-one,2-epoxy-; SCHEMBL909590; DTXSID1052167; 6-Methyl-3-(propan-2-yl)-7-oxabicyclo[4.1.0]heptan-2-one; NSC316068; NSC-316068; FT-0699759; 3-Isopropyl-6-methyl-7-oxabicyclo[4.1.0]heptan-2-one #; 6-Methyl-3-(1-methylethyl)-7-oxabicyclo(4.1.0)heptan-2-one
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  Formula C10H16O2
  Weight 168.23
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H16O2/c1-6(2)7-4-5-10(3)9(12-10)8(7)11/h6-7,9H,4-5H2,1-3H3
  InChI Key IAFONZHDZMCORS-UHFFFAOYSA-N
  Isomeric SMILES CC(C)C1CCC2(C(C1=O)O2)C
  Canonical SMILES CC(C)C1CCC2(C(C1=O)O2)C
  External Links PubChem ID 92998
CAS ID 5286-38-4

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Fragaria vesca
  Factor Name: Cultivar Comparison [1]
              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: <0.05 %
 
Leaf: Fragaria vesca cv. Baron von Solemacher
Leaves Poland
NP Content: <0.05 %
 
Leaf: Fragaria vesca cv. Rugia
Leaves Poland
NP Content: <0.05 %
      Species Name: Mentha longifolia
  Factor Name: Locality Variation [2]
              Species Info Factor Info
               Experiment Detail
Plants were collected in the Inner plain, the Sharon plain and the kava valley.
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               Factor Function
The major constituent of all three oils was found to be 1,8-cineole (26.4-34.5%) followed by menthone (10.0-16.7%), pulegone (7.0-7.5%), and isomenthone (4.7-7.8%). Despite some differences in the component proportions, the plants of all three populations clearly belong to the same chemotype.
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               Factor Part Location NP Content
 
Locality: Sharon plain, Israel
Aerial parts Israel
NP Content: 2.2 %
 
Locality: Arava valley, Israel
Aerial parts Israel
NP Content: 2 %
 
Locality: Inner plain, Israel
Aerial parts Israel
NP Content: 3.1 %
References
1 Contents and chemical composition of essential oils from wild strawberry (Fragaria vesca L.)
2 Volatile Extract of Mentha longifolia Growing in Israel. Aromatic Plants of the Holy Land and the Sinai. Part XIII