General Information of Natural Product (ID: NP0651)
  Natural Product Name
Epi-Longipinanol
  Synonyms
epi-Longipinanol; Q67879863
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  Formula C15H26O
  Weight 222.37
  Structure Could Not Find 2D Structure
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  InChI InChI=1S/C15H26O/c1-9-10-6-8-15(4,16)13-11(9)5-7-14(2,3)12(10)13/h9-13,16H,5-8H2,1-4H3/t9-,10?,11?,12?,13-,15-/m0/s1
  InChI Key WHIUDXGNUHDGLA-AYMWDHPDSA-N
  Isomeric SMILES C[C@@H]1C2CCC(C3[C@H]2[C@@](CCC13)(C)O)(C)C
  Canonical SMILES CC1C2CCC(C3C1CCC(C23)(C)O)(C)C
  External Links PubChem ID 91746617

 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: 1.3 %
 
Sliced fresh Leaves: (Locality: Lavras, Brazil)
Leaves Brazil
NP Content: 2.4 %
 
Whole dried Leaves: (Locality: Lavras, Brazil)
Leaves Brazil
NP Content: 2.7 %
 
Sliced dried Leaves: (Locality: Lavras, Brazil)
Leaves Brazil
NP Content: 1.8 %
 
Whole fresh Stems: (Locality: Lavras, Brazil)
Stems Brazil
NP Content: 0.1 %
 
Whole dried Stems: (Locality: Lavras, Brazil)
Stems Brazil
NP Content: 3 %
 
Sliced dried Stems: (Locality: Lavras, Brazil)
Stems Brazil
NP Content: 5.8 %
 
Whole dried Leaves: (Locality: Tiradentes, Brazil)
Leaves Brazil
NP Content: 17 %
 
Sliced dried Leaves: (Locality: Tiradentes, Brazil)
Leaves Brazil
NP Content: 13.6 %
 
Whole dried Stems: (Locality: Tiradentes, Brazil)
Stems Brazil
NP Content: 20.1 %
 
Sliced dried Stems: (Locality: Tiradentes, Brazil)
Stems Brazil
NP Content: 14.2 %
      Species Name: Lychnophora pinaster
  Factor Name: Seasonal Variation [2]
              Species Info Factor Info
               Experiment Detail
Plants from Horto de Plantas Medicinais of Universidade Federal de Lavras (UFLA) were cultivated in the form of a randomized block with six replications in an experimental field at Setor de Horticultura, UFLA, in Lavras city (S 21° 14′, W 44° 59′, 920 m). Samples were collected four times at 3-month intervals from March to December 2004.
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               Factor Function
There was a significant difference for oil contents in the different seasons. The lowest oil content was obtained in the summer (about 50% inferior to the other seasons). Methyl (E)-cinnamate was obtained as the major compound (86-90%) of the 14 identified components.
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               Factor Part Location NP Content
 
Harvesting time: Spring
Aerial parts Brazil
NP Content: 0.5 %
References
1 Composition and Chemical Variability in the Essential Oil of Hyptis marrubioides Epl.
2 Seasonal Variation in Essential Oils of Lychnophora pinaster Mart.