General Information of Natural Product (ID: NP0652)
  Natural Product Name
Italicene Epoxide
  Synonyms
Italicene epoxide; Q67880153; (1aR,1bS,2aS,5S,5aS,7aS)-2,2,5,7a-Tetramethyldecahydrocyclopenta[2',3']cyclobuta[1',2':3,4]benzo[1,2-b]oxirene; Cyclopenta[2',3']cyclobuta[1',2':3,4]benz[1,2-b]oxirene, decahydro-2,2,5,7a-tetramethyl-, (1a.alpha.,1b.beta.,2a.alpha.,5.alpha.,5aS*,7a.alpha.)-; Cyclopenta[2',3']cyclobuta[1',2':3,4]benz[1,2-b]oxirene, decahydro-2,2,5,7a-tetramethyl-, (1aR,1bS,2aS,5S,5aS,7aS)-rel-
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  Formula C15H24O
  Weight 220.35
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C15H24O/c1-9-5-6-10-13(2,3)11-12-14(4,16-12)7-8-15(9,10)11/h9-12H,5-8H2,1-4H3
  InChI Key MSWITNNAHMCECB-UHFFFAOYSA-N
  Isomeric SMILES CC1CCC2C13CCC4(C(C3C2(C)C)O4)C
  Canonical SMILES CC1CCC2C13CCC4(C(C3C2(C)C)O4)C
  External Links PubChem ID 91704566

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Hyptis marrubioides
  Factor Name: Locality Variation [1]
              Species Info Factor Info
               Experiment Detail
Hyptis marrubioides were collected in March 2003 at the mature vegetative stage from their natural habitat; 20 randomised individual plants at the same age representing the local population were collected as homogenous samples from each locality: (A) Lavras (21° 14′ S/44° 59′ W), at an altitude of 919 m; (B) Tiradentes (21° 6′ S/44° 10 m W), 927 m.
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               Factor Function
The results were submitted to Principal Component and Cluster analysis which allowed three groups of oils to be distinguished with respect to sampling site and post-harvested process: cluster I (fresh leaves and fresh or dried stems from Lavras site) with high percentage of caryophylla-4(14),8(15)-dien-5beta-ol (16.7%) and eudesma-4(15),7-dien-1beta-ol (12.8%); cluster II (dried leaves and stems from Tiradentes site) with epi-longipinanol (16.2%) rich oil, and cluster III (dried leaves from Lavras) containing a high content of beta-caryophyllene (17.4%) and alpha-copaene (10.1%). Canonical discriminant analysis showed that is possible to accurately predict 100% well-classification in the original clusters using beta-caryophyllene, epi-longipinanol and caryophylla-4(14),8(15)-dien-5beta-ol as predictor variables. The whole or sliced plant materials resulted in similar chemical composition.
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               Factor Part Location NP Content
 
Whole fresh Leaves: (Locality: Lavras, Brazil)
Leaves Brazil
NP Content: 8.8 %
 
Sliced fresh Leaves: (Locality: Lavras, Brazil)
Leaves Brazil
NP Content: 7.5 %
 
Whole dried Leaves: (Locality: Lavras, Brazil)
Leaves Brazil
NP Content: 3.9 %
 
Sliced dried Leaves: (Locality: Lavras, Brazil)
Leaves Brazil
NP Content: 4.9 %
 
Whole fresh Stems: (Locality: Lavras, Brazil)
Stems Brazil
NP Content: 9.1 %
 
Whole dried Stems: (Locality: Lavras, Brazil)
Stems Brazil
NP Content: 5 %
 
Sliced dried Stems: (Locality: Lavras, Brazil)
Stems Brazil
NP Content: 5.4 %
 
Whole dried Leaves: (Locality: Tiradentes, Brazil)
Leaves Brazil
NP Content: 3.8 %
 
Sliced dried Leaves: (Locality: Tiradentes, Brazil)
Leaves Brazil
NP Content: 3.2 %
 
Whole dried Stems: (Locality: Tiradentes, Brazil)
Stems Brazil
NP Content: 4.5 %
 
Sliced dried Stems: (Locality: Tiradentes, Brazil)
Stems Brazil
NP Content: 4.8 %
References
1 Composition and Chemical Variability in the Essential Oil of Hyptis marrubioides Epl.