General Information of Natural Product (ID: NP0519)
  Natural Product Name
Cis-Pinane
  Synonyms
cis-Pinane; 4755-33-3; (1S)-(-)-cis-Pinane; UNII-N7C9IBU49F; (1S,2R,5S)-2,6,6-TRIMETHYLBICYCLO[3.1.1]HEPTANE; N7C9IBU49F; 6876-13-7; Pinane, stereoisomer; Bicyclo(3.1.1)heptane, 2,6,6-trimethyl-, (1R,2S,5R)-rel-; (1S)-(-)-CIS-PINAME; EINECS 225-282-4; EINECS 229-978-9; (-)-cis-Pinane; (?)-trans-Pinane; 2,6,6-Trimethyl-bicyclo[3.1.1]heptane, cis; AI3-26466; (-)-(1S)-cis-pinane; (1S)-(-)-cis Pinane; ZINC2539611; (1S-(1alpha,2beta,5alpha))-2,6,6-Trimethylbicyclo(3.1.1)heptane; Bicyclo(3.1.1)heptane, 2,6,6-trimethyl-, (1alpha,2beta,5alpha)-; MFCD00066423; Bicyclo(3.1.1)heptane, 2,6,6-trimethyl-, cis-; UNII-140V20YT81 component XOKSLPVRUOBDEW-VGMNWLOBSA-N; UNII-TV65U59B7P component XOKSLPVRUOBDEW-VGMNWLOBSA-N; (1alpha,2beta,5alpha)-2,6,6-Trimethylbicyclo(3.1.1)heptane
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  Formula C10H18
  Weight 138.25
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H18/c1-7-4-5-8-6-9(7)10(8,2)3/h7-9H,4-6H2,1-3H3/t7-,8+,9+/m1/s1
  InChI Key XOKSLPVRUOBDEW-VGMNWLOBSA-N
  Isomeric SMILES C[C@@H]1CC[C@H]2C[C@@H]1C2(C)C
  Canonical SMILES CC1CCC2CC1C2(C)C
  External Links PubChem ID 10969850
CAS ID 4755-33-3

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Artemisia campestris
  Factor Name: Locality Variation [1]
              Species Info Factor Info
               Experiment Detail
The aerial parts (~20 cm, 15-100 g) of A. campestris L. from ten different wild populations of Lithuania were gathered at the full flowering stage. Plant material was dried at room temperature (20-25 ℃). Oils (samples 1-10) obtained from Artemisia campestris plants collected at sampling sites (A-I,Y) characterized by locality, city (c.) or district (d.), soil type (Or, ordo; Sn, sand; Sl, sandy loam; Gr, gravel; Lm, loam) and description of natural habitat (Af, abandoned field; Fe, forest edge; Ct, cutting area; Mw, meadow; Rs, roadside; Rv, river valley): A (1) Birstonas c. (Or, Ct); B (2) Palanga c. (Sn, Fe); C (3) Nociunai, Kedainai d. (Or, Mw); D (4) Alytus c. (Sl, Rs); E (5) Moletai c. (Lm, Af); F (6) Kaltanenai, Sencionys d. (Gr, Fe); G (7) Merkine, Alytus d. (Sl, Ct); H (8) Trakai c. (Gr, Af); I (9) Druskininkai c. (Or, Rv); Y (10) Vilnius c. (Gr, Af).
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               Factor Function
The main chemical profile (ten samples) was characterized by the predominance of germacrene D (9.8-31.2%), while spathulenol, humulene epoxide II and caryophyllene oxide were found as the first major compounds in another three oils. One oil was determined as a mixed chemotype. Some compounds such as gamma-curcumene, alpha-cadinol, (E,E)-alpha-farnesene, beta-ylangene, beta-selinene and humulene epoxide II have been mentioned for the first time among three principal constituents in A. campestris oils. The fifty-six components made up 73.6.1-98.5% of the total content, while the remaining twenty-six volatile compounds were identified in insignificant amounts in the A. campestris essential oils.
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               Factor Part Location NP Content
 
Locality: Birstonas city, Lithuania (soil type: ordo; natural habitat: cutting area)
Aerial parts Lithuania
NP Content: 0.3 %
 
Locality: Nociunai, Kedainai district, Lithuania (soil type: ordo; natural habitat: meadow)
Aerial parts Lithuania
NP Content: 0.5 %
 
Locality: Alytus city, Lithuania (soil type: sandy loam; natural habitat: roadside)
Aerial parts Lithuania
NP Content: 2.3 %
 
Locality: Moletai city, Lithuania (soil type: loam; natural habitat: abandoned field)
Aerial parts Lithuania
NP Content: 1.1 %
 
Locality: Kaltanenai, Sencionys district, Lithuania (soil type: gravel; natural habitat: forest edge)
Aerial parts Lithuania
NP Content: 1.2 %
 
Locality: Merkine, Alytus district, Lithuania (soil type: sandy loam; natural habitat: cutting area)
Aerial parts Lithuania
NP Content: 0.5 %
 
Locality: Trakai city, Lithuania (soil type: gravel; natural habitat: abandoned field)
Aerial parts Lithuania
NP Content: 1.6 %
 
Locality: Druskininkai city, Lithuania (soil type: ordo; natural habitat: river valley)
Aerial parts Lithuania
NP Content: 1.6 %
 
Locality: Vilnius city, Lithuania (soil type: gravel; natural habitat: abandoned field)
Aerial parts Lithuania
NP Content: 1.5 %
References
1 Variability of Artemisia campestris L. essential oils from Lithuania