Details of Natural Product (NP)

General Information of Natural Product (ID: NP0391)
  Natural Product Name
Verbenol
  Synonyms
VERBENOL; 4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-ol; Berbenol; 473-67-6; 2-Pinen-4-ol; d-Verbenol; (E)-verbenol; Pinen-4-ol; 4,6,6-Trimethylbicyclo(3.1.1)hept-3-en-2-ol; 2-Pinen-4-ol (8CI); PINEN-4-O1; 4-Hydroxy-2,6,6-trimethylbicyclo(3.1.1)hept-2-ene; NSC44159; Bicyclo(3.1.1)hept-3-en-2-ol, 4,6,6-trimethyl- (9CI); (-)-Verbenol; (-)-cis-Verbenol; Bicyclo(3.1.1)hept-3-en-2-ol, 4,6,6-trimethyl-; S-(-)-cis-Verbenol; (-)-(Z)-Verbenol; FEMA No. 3594; (1S)-(+)-Cis-verbenol; 4,6,6-trimethyl-bicyclo[3.1.1]hept-3-en-2-ol; 4,6,6-Trimethyl-Bicyclo(3.1.1)hept-3-en-2-ol; EINECS 207-470-8; Verbenols; 1820-09-3; (+)-Verbenol; 4,7,7-TRIMETHYLBICYCLO[3.1.1]HEPT-3-EN-2-OL; NCIOpen2_000769; 5416-53-5; SCHEMBL247526; DTXSID2042511; FEMA 3594; NSC6833; (1S-(1.alpha.,2.beta.,5.alpha.))-4,6,6-Trimethylbicyclo(3.1.1)hept-3-en-2-ol; CHEBI:167399; Verbenzol,(1S)-(+)-cis(RG); NSC-6833; NSC74539; MFCD00001340; NSC-44159; NSC-74539; NSC408848; AKOS024365333; MCULE-2216758301; NSC-408848; DB-044683; FT-0637761; FT-0694070; FT-0699813; FT-0699814; 2,6,6-Trimethylbicyclo[3.1.1]hept-2-en-4-ol; 4,6,6-Trimethyl-bicyclo[3,1,1]hept-3-en-2-ol; J-525158; Q2514085; 4,6,6-Trimethylbicyclo[3.1.1]hept-3-en-2-ol, 9CI
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  Formula C10H16O
  Weight 152.23
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H16O/c1-6-4-9(11)8-5-7(6)10(8,2)3/h4,7-9,11H,5H2,1-3H3
  InChI Key WONIGEXYPVIKFS-UHFFFAOYSA-N
  Isomeric SMILES CC1=CC(C2CC1C2(C)C)O
  Canonical SMILES CC1=CC(C2CC1C2(C)C)O
  External Links PubChem ID 61126
CAS ID 473-67-6

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Artemisia absinthium
  Factor Name: Chemotype Comparison [1]
              Species Info Factor Info
               Experiment Detail
Ten different plants of wormwood were collected in March 1997 from each one of the following four wild populations in the Spanish Pyrenees: Tallo de Aulet (prov. Huesca) and Pont de Suert, Sort and Farga de Moles (prov. Lleida). In three of the four populations studied, there was another chemotype, with 25-65% of cis-epoxyocimene and 15-50% of chrysanthenyl acetate. This chemotype, called chemotype B, was less frequent in the Pyrenees than the chemotype A, appearing only in 17% of the samples (two samples in TallO de Aulet and in Pont de Suert and three samples in Farga de Moles).
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               Factor Function
Two chemotypes were detected; a cis-epoxyocimene type (with more than 50% of this compound) which was predominant in all the populations, and a cis-epoxyocimene + chrysanthenyl acetate type (with 25-65% of cis-epoxyocimene and 15-50% of chrysanthenyl acetate). The distribution of these chemotypes had no relation with the altitude of the samples.
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               Factor Part Location NP Content
 
Chemotype (cis-epoxyocimene + chrysanthenyl acetate type)
 Leaves Spain
NP Content: <0.03 %
      Species Name: Ocimum basilicum
  Factor Name: Drought Stress Treatment [2]
              Species Info Factor Info
               Experiment Detail
Seeds of Ocimum basilicum cv. keskenylevelu provided from Hungary, were used in this study. Potted seedlings of Ocimum basilicum were subjected to study the effect of different irrigation rigimes on the essential oil content and composition at experimental farm of college of agriculture, Tarbiat Modarres, University, located in Tehran. (1215 m above sea level, latitude 35° 43′ north, altitude 51° 8′ east). The seeds were sown in spring of 2001 in pots. The irrigation regimes to induce of water stress were: 100%, 85%, 70% and 55% of field capacity. This percentage of field capacity kept constant in the soil by daily weighting of pots. The soil was sandy-loam with 22.6% of field capacity. The harvest of whole plants was performed at the beginning of the flowering stage.
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               Factor Function
The essential oil content of herb increased from 1.12 to 1.26% as plant water deficit increased (till 70% of field capacity). The number of component of the oil of Ocimum basilicum increased as water stress increase. Amount of the main constituents of the oil such as linalool, methyl chavicol, 1,8-cineole and trans alpha-bergamotene significantly affected by water stress.
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               Factor Part Location NP Content
 
55% Field Irrigation
 Whole plant Mali
NP Content: 0.5 %
      Species Name: Rosamarinus officinalis
  Factor Name: Month Variation; Developmental Stage Variation [3]
              Species Info Factor Info
               Experiment Detail
The plants from Shawieh were harvested four times in 1998 on different separate plants: at full flowering (March), after flowering (May) and at late flowering season (November). And in 1999 at full flowering (March).
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               Factor Function
The oil samples were found to be rich in alpha-pinene (18.8-38.5%) and 1,8-cineole (19.1-25.1%). The Lebanese oils had particularly high levels of alpha-terpineol (2.9-11.2%) and geraniol (1.8-9.3%). The maximum alpha-pinene content is related to flowering period. Although the results obtained did not indicate a large variation of oil composition in relation to harvest time (flowering and after flowering), some reproducible differences were noticeable.
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               Factor Part Location NP Content
 
Whole plant: flowering stage + Harvesting time: March-1998
 Whole plant Shaweih, Lebanon
NP Content: 0.4 %
 
Whole plant: after flowering stage + Harvesting time: May-1998
 Whole plant Shaweih, Lebanon
NP Content: 0.4 %
 
Whole plant: late flowering stage + Harvesting time: November-1998
 Whole plant Shaweih, Lebanon
NP Content: 0.2 %
 
Flower: flowering stage + Harvesting time: March-1999
 Flowers Shaweih, Lebanon
NP Content: 0.2 %
 
Leaves: flowering stage + Harvesting time: March-1999
 Leaves Shaweih, Lebanon
NP Content: 0.2 %
      Species Name: Teucrium flavum
  Factor Name: Month Variation; Developmental Stage Variation [4]
              Species Info Factor Info
               Experiment Detail
The aerial parts of T. flavum were collected in different periods from December to July 2006, from plants growing along the Ionic coast of Sicily (Italy). LF 1-LF 2-LF 3: represent the composition of leaf oils of plant samples collected in December (vegetative stage), February (pre-flowering stage) and April (budding stage) respectively; FL: flower oil; FR: fruit oil.
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               Factor Function
Some components, in all investigated plant parts, remained more or less constant during all the different phases of the plant cycle life. Worthy of note, considering the leaf oils, was that beta-pinene, limonene and germacrene D increased in the pre-flowering stage, while a series of esters and alpha-copaene, beta-caryophyllene, viridiflorol, Tmuurolol and phytol increased in the budding stage (LF3); the vegetative stage oil is generally characterized by a rich chemical composition and some constituents such as isoamyl hexanoate, alpha-humulene, bicyclogermacrene, beta-bisabolene and alpha-bisabolol reached their highest levels in this oil. In the flower oil, linalool and 1-octen-3-yl acetate were the main components compared to the amounts found in the other oils. Fruit oil composition was relatively oil poor, with beta-bisabolene, caryophyllene oxide, cadin-4-en-1-ol and phytone as the major constituents.
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               Factor Part Location NP Content
 
Harvesting time: April; budding stage
 Leaves Italy
NP Content: <0.01 %
References
1 Essential Oil of Artemisia absinthium L. from the Spanish Pyrenees
2 Essential oil content and composition of sweet basil (Ocimum basilicum) at different irrigation regimes
3 Chemical Composition of Lebanese Rosemary (Rosmarinus officinalis L.) Essential Oil as a Function of the Geographical Region and the Harvest Time
4 Seasonal Variations of Teucrium flavum L. Essential Oil