Details of Natural Product (NP)

General Information of Natural Product (ID: NP0482)
  Natural Product Name
O-Cymene
  Synonyms
O-CYMENE; 2-Isopropyltoluene; 527-84-4; 1-Isopropyl-2-methylbenzene; o-Cymol; o-Isopropyltoluene; CYMENE, ORTHO; 1-Methyl-2-isopropylbenzene; Benzene, 1-methyl-2-(1-methylethyl)-; 1-methyl-2-propan-2-ylbenzene; 1-Methyl-2-isopropylbenzol; 1-Methyl-2-(1-methylethyl)benzene; ortho-cymene; Benzene, methyl(1-methylethyl)-; UNII-2T13HF3266; 1-methyl,2-n-isopropylbenzene; 1-(1-methylethyl)-2-methylbenzene; 1-Methyl-2-(1-methylethyl)-benzene; 2T13HF3266; 25155-15-1; HSDB 3427; EINECS 208-426-0; NSC 73976; BRN 1850838; isopropyl toluene; 1-methyl-2-(propan-2-yl)benzene; o-Cymene, 98%; 2-Methylisopropylbenzene; O-Mentha-1,3,5-triene; 4-05-00-01057 (Beilstein Handbook Reference); DTXSID1052165; CHEBI:89263; 2-METHYL-1-ISOPROPYLBENZENE; NSC73976; ZINC1699439; MFCD00008888; NSC-73976; AKOS015840505; UN 2046; BS-52939; 1-Methyl-2-(1-methylethyl)benzene, 9CI; o-Cymene [UN2046] [Flammable liquid]; FT-0704089; T71005; 2-Isopropyltoluene 100 microg/mL in Acetonitrile; Q27161449; UNII-830CI19HHD component WWRCMNKATXZARA-UHFFFAOYSA-N
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  Formula C10H14
  Weight 134.22
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H14/c1-8(2)10-7-5-4-6-9(10)3/h4-8H,1-3H3
  InChI Key WWRCMNKATXZARA-UHFFFAOYSA-N
  Isomeric SMILES CC1=CC=CC=C1C(C)C
  Canonical SMILES CC1=CC=CC=C1C(C)C
  External Links PubChem ID 10703
CAS ID 527-84-4

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Copaifera langsdorffii Desf.
  Factor Name: Seasonal Variation [1]
              Species Info Factor Info
               Experiment Detail
Leaves were collected from in Botucatu/SP, Brazil. 'Point 1' is the Botanical Garden of UNESP classified by semideciduous seasonal forest 1 (SSF 1), 22° 53′ 10.97″ S 48° 29′ 48.92″ W and 888 m a.s.l. The same trees were observed on all points, during the seasons.
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               Factor Function
Copaiba plants from semideciduous seasonal forests show differences into the phytochemical profile obtained in dry and wet seasons, with presence of monoterpenes alpha-thujene, o-cymene, (Z)-beta-ocimene, (E)-beta-ocimene, gamma-terpinene and terpinolene in point 1 (in the wet season), while Cerrado strictu sensu did not show significant differences in chemical composition of volatile compounds (only alpha-cadinol and seychellene showed significant differences).
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               Factor Part Location NP Content
 
Harvesting time: Wet season
 Leaves Brazil
NP Content: 1.5 %
      Species Name: Cunila angustifolia
  Factor Name: Seasonal Variation [2]
              Species Info Factor Info
               Experiment Detail
The leaves of Cunila angustifolia which were collected in the Santa Catarina state, Brazil in October (2001), January (2002), April (2002) and July (2002).
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               Factor Function
The oxygenated compounds were found with high concentration (winter- 77.0%, spring- 84.1%, summer- 82.2% and autumn76.2%). Seasons with low temperature showed increasing in the concentration non-oxygenated compounds (winter- 18.6%, spring- 13.6%, summer- 10.2% and autumn- 19.2%). There is little variation in the main component (pulegone) of the oil on different seasons. The spring oil showed a high concentration this monoterpene (72.3%). The other season's oils showed increasing amounts in the concentration of isomenthone and neomenthol. Winter and autumn oils showed a significant increase in the concentration of beta- caryophyllene and bicyclogermacrene.
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               Factor Part Location NP Content
 
Harvesting time: Spring
 Leaves Brazil
NP Content: trace %
 
Harvesting time: Summer
 Leaves Brazil
NP Content: trace %
 
Harvesting time: Autumn
 Leaves Brazil
NP Content: trace %
 
Harvesting time: Winter
 Leaves Brazil
NP Content: trace %
      Species Name: Ferulago angulata
  Factor Name: Locality Variation [3]
              Species Info Factor Info
               Experiment Detail
Fresh F.angulata were leaves gathered and air dried in May, 2004 and the seeds collected in October, 2004 from both habitats (Shahoo and Nevakoh Mountains), Kermanshah Province western Iran.
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               Factor Function
The oil yield from seed was 5-fold that from leaves (3.2%/100g compared to 0.63%/100g). Cis-ocimene was the major constituent of the seed oil from both regions (64.8% and 76.11%) and a prominent constituent (>20% of the total oil) of the leaf oils of both habitats. alpha-Pinene was the next main component (7-27%) of all 4 oils. Seed oils, with one major component (cis-ocimene), differed from the leaf oils, which were composed mostly of 3 components (alpha-pinene, cis-ocimene, & germacrene D). Distinctions between the oils of the two habitats were less marked than the leaf-oil/seed-oil differences; the cis-ocimene content was higher and alpha-pinene was less in both seedand leaf-oils of the Shahoo habitats than the Nevakoh ecotype; trans-verbenol was absent from the Shahoo leaves, but reached a content of 5.8% in Nevahoh leaf-oil. Further distinctions were found in the content/presence/absence of 20-30 minor components of the oils.
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               Factor Part Location NP Content
 
Leaf: (Locality: Nevakoh Mountains, Kermanshah Province, western Iran)
 Leaves Iran
NP Content: 0.2 %
      Species Name: Pimenta pseudocaryophyllus
  Factor Name: Month Variation [4]
              Species Info Factor Info
               Experiment Detail
Samples containing leaves of three different plants identified as P. pseudocaryophyllus were collected bimonthly from January 2009 through November 2009, from the same locality in a restinga in the Ilha Comprida municipality, state of Sao Paulo, Atlantic Rain Forest, southeastern Brazil.
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               Factor Function
Seven compounds were identified and characterized, revealing a predominance of phenylpropanoids (15.4-70.9%) and variable amounts of monoterpenes (0.5-5.3%). The composition of the oil changed month by month. The best yield of oil was obtained in November, and the major component chavibetol was present in all samples (50.2-70.9%). The chavibetol content showed significant seasonal variation, with the maximum percentages of 69.1% and 70.9% measured in January and November, respectively.
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               Factor Part Location NP Content
 
Harvesting time: January
 Leaves Brazil
NP Content: 2.8 %
 
Harvesting time: October
 Leaves Brazil
NP Content: 2.5 %
      Species Name: Stachys pilifera
  Factor Name: Locality Variation [5]
              Species Info Factor Info
               Experiment Detail
Plant material and isolation procedure: Aerial parts of the plant were collected from two regions, from Kazeroon in southern Iran and Shahr-e-kord in western Iran at the time of flowering in June 2002.
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               Factor Function
The main components of the oil of S. pilifera collected from Kazeroon, in southern Iran, were spathulenol (15.8%), cis-chrysanthenol (15.3%), beta-caryophyllene (8.4%) and cis-chrysanthenyl acetate (6.9%), while for the plant collected from Shahr-e-kord, in western Iran, they were cis-chrysanthenyl acetate (21.8%), linalool (18.9%), terpinen-4-ol (11.9%) and cis-chrysanthenol (9.2%).
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               Factor Part Location NP Content
 
Locality: Kazeroon, southern Iran
 Aerial parts Iran
NP Content: 0.4 %
 
Locality: Shahr-e-kord, western Iran
 Aerial parts Iran
NP Content: 0.1 %
References
1 Dry and wet seasons set the phytochemical profile of the Copaifera langsdorffii Desf. essential oils
2 Seasonal Variation of the Essential Oil from Cunila angustifolia Benth. (Lamiaceae)
3 The constituents of essential oils of Ferulago Angulata (SCHLECHT.) BOISS at two different habitals, Nevakoh and Shahoo, Zagross mountain, western Iran
4 Seasonal Variation of the Volatile Constituents from Leaves of Pimenta pseudocaryophyllus (Gomes)
5 Constituents of the Essential Oil of Stachys pilifera Benth. from Iran