General Information of Natural Product (ID: NP0647)
  Natural Product Name
P-Menth-3-En-1-Ol
  Synonyms
p-Menth-3-en-1-ol; 1-Terpineol; 586-82-3; 3-Cyclohexen-1-ol, 1-methyl-4-(1-methylethyl)-; 1-Terpinenol; 3-Terpinen-1-ol; 1-methyl-4-propan-2-ylcyclohex-3-en-1-ol; 4-(Isopropyl)-1-methylcyclohex-3-en-1-ol; xi-p-Menth-3-en-1-ol; 1-Methyl-4-isopropyl-3-cyclohexen-1-ol; 4-Isopropyl-1-methyl-3-cyclohexen-1-ol; FEMA No. 3563; Terpineol-1; Terpinen-1-ol; EINECS 209-585-9; Terpin-3-en-1-ol; 4-isopropyl-1-methyl-cyclohex-3-en-1-ol; para-menth-3-en-1-ol; 1-methyl-4-(propan-2-yl)cyclohex-3-en-1-ol; 3-Cyclohexen-1-ol, 1-methyl-4-(1-methyethyl)-; SCHEMBL1245680; 1-METHYL-4-(1-METHYLETHYL)-3-CYCLOHEXEN-1-OL; DTXSID40862245; 4-Isopropyl-1-methyl-3-cyclohexen-1-ol #; Q27276701
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  Formula C10H18O
  Weight 154.25
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H18O/c1-8(2)9-4-6-10(3,11)7-5-9/h4,8,11H,5-7H2,1-3H3
  InChI Key XJWZDXFFNOMMTD-UHFFFAOYSA-N
  Isomeric SMILES CC(C)C1=CCC(CC1)(C)O
  Canonical SMILES CC(C)C1=CCC(CC1)(C)O
  External Links PubChem ID 11468
CAS ID 586-82-3

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Artemisia verlotiorum
  Factor Name: Developmental Stage Variation [1]
              Species Info Factor Info
               Experiment Detail
Plant material of A. verlotiorum was harvested near Marseille (France) in May (before blooming) and November (full flowering) 2000.
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               Factor Function
For the oil from the vegetative plants, 50 compounds, representing 99.8% of the oil were characterized. Fifty-nine compounds, representing 99.6% of the oil were identified in the oil from flowering plants. In both cases, the constituents were mainly oxygenated monoterpenes (74% and 88%). The composition of each oil showed only a few differences, as the main components were alpha-thujone (55% and 44%), 1,8-cineole (5% and 15%), beta-caryophyllene (13% and 7%) and beta-thujone (5% and 11%), in the oils of the vegetative plant and flowering plant, respectively. The proportions of the oxygenated compounds seemed to increase during flowering.
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               Factor Part Location NP Content
 
Aerial part: before blooming stage
Aerial parts Marseille, France
NP Content: 0.1 %
 
Aerial part: full flowering stage
Aerial parts Marseille, France
NP Content: 0.3 %
      Species Name: Hyptis marrubioides
  Factor Name: Locality Variation [2]
              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
 
Sliced fresh Leaves: (Locality: Lavras, Brazil)
Leaves Brazil
NP Content: <0.05 %
 
Whole dried Leaves: (Locality: Lavras, Brazil)
Leaves Brazil
NP Content: 2.2 %
 
Sliced dried Leaves: (Locality: Lavras, Brazil)
Leaves Brazil
NP Content: 1.4 %
 
Whole dried Stems: (Locality: Lavras, Brazil)
Stems Brazil
NP Content: <0.05 %
 
Whole dried Leaves: (Locality: Tiradentes, Brazil)
Leaves Brazil
NP Content: <0.05 %
 
Sliced dried Leaves: (Locality: Tiradentes, Brazil)
Leaves Brazil
NP Content: <0.05 %
 
Whole dried Stems: (Locality: Tiradentes, Brazil)
Stems Brazil
NP Content: <0.05 %
 
Sliced dried Stems: (Locality: Tiradentes, Brazil)
Stems Brazil
NP Content: <0.05 %
References
1 Chemical Variation in the Oil of Artemisia verlotiorum Lamotte of French Origin Harvested at a Vegetative Stage and During Flowering
2 Composition and Chemical Variability in the Essential Oil of Hyptis marrubioides Epl.