General Information of Natural Product (ID: NP0688)
  Natural Product Name
Manool
  Synonyms
Manool; 596-85-0; (+)-manool; UNII-AT5PJ0PV00; AT5PJ0PV00; NSC165961; (13R)-manool; CHEMBL4162501; SCHEMBL12658773; CHEBI:76945; HY-N1039A; ZINC15657750; CCG-208417; labda-8(17),14-dien-13(R)-ol; (13R)-labda-8(27),14-dien-13-ol; (13R)-Labda-8(20),14-dien-13-ol; CS-0132370; Labda-8 (20),14-dien-13-ol, (13R)-; 596M850; SR-05000002258; SR-05000002258-2; Q15726184; (5S,9S,10S,13R)-labda-8(17),14-dien-13-ol; (3R)-3-methyl-5-[(1R,4aR,8aR)-5,5,8a-trimethyl-2-methylidenedecahydronaphthalen-1-yl]pent-1-en-3-ol; (3R)-3-methyl-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl]pent-1-en-3-ol; (3R)-5-[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decalin-1-yl]-3-methyl-pent-1-en-3-ol; (R)-3-methyl-5-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylenedecahydronaphthalen-1-yl)pent-1-en-3-ol; 1-Naphthalenepropanol, .alpha.-ethenyldecahydro-.alpha.,5,5,8a-tetramethyl-2-methylene-, (4aS)-
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  Formula C20H34O
  Weight 290.5
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17-,19-,20+/m0/s1
  InChI Key CECREIRZLPLYDM-QGZVKYPTSA-N
  Isomeric SMILES C[C@]12CCCC([C@@H]1CCC(=C)[C@@H]2CC[C@](C)(C=C)O)(C)C
  Canonical SMILES CC1(CCCC2(C1CCC(=C)C2CCC(C)(C=C)O)C)C
  External Links PubChem ID 3034394
CAS ID 596-85-0
CHEMBL ID CHEMBL4162501
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Pulicaria dysenterica
  Factor Name: Locality Variation [1]
              Species Info Factor Info
               Experiment Detail
Aerial parts of P. dysenterica were collected during the flowering stage from two different locations in Greece in August 2002. Sample A: Katara (Perfecture Trikala). Sample B: Arahova (Perfecture Viotia).
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               Factor Function
Fifty-four components were identified representing 80.5% (sample A) and 72.6% (sample B) of the total oils. The main components in sample A were (Z)-nerolidol (11.2%), caryophyllene oxide (9.1%) and (E)-nerolidol (6.6%), while those of sample B were beta-caryophyllene (12.8%), caryophyllene oxide (12.8%) and (E)-nerolidol (6.9%).
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               Factor Part Location NP Content
 
Locality: Katara, Perfecture Trikala, Greece
Aerial parts Greece
NP Content: 3.4 %
 
Locality: Arahova, Perfecture Viotia, Greece
Aerial parts Greece
NP Content: <0.1 %
      Species Name: Salvia officinalis
  Factor Name: Altitude Variation; Month Variation [2]
              Species Info Factor Info
               Experiment Detail
Sage plant material was collected from two different localities (altitudes 110 and 400 m) in central Herzegovina near Mostar and at four different stages of development: vegetative period (leaves and stalks, January 2003), prior to flowering (leaves and stalks, April 2003), in the course of flowering (flowering tops, leaves and stalks, May 2003) and after flowering (leaves and stalks, August 2003).
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               Factor Function
The highest oil yield of the plant was after flowering (August). The oil samples obtained prior to flowering (April) and in the course of flowering (May) yielded remarkably less than those after flowering (August) and in the vegetative period (January). An unexpected high oil yield of the plant in the vegetative period (January) is probably due to lower moisture content in this stage of development. The oil yields ranged from 0.29% to 0.64% (altitude 110 m) and 0.45% to 1.07% (altitude 400 m), which reveals that altitude also has significant influence on oil yields. The oils from plant materials gathered prior to flowering (April) and in the course of flowering (May) were found to contain significantly higher percentages of alpha-humulene, manool, viridiflorol and caryophyllene, while the oils produced after flowering (August) and in vegetative period (January) have had higher percentages of alpha-thujone and camphor. Although the altitude has had an obvious influence on oil yields, it did not have significant influence on the qualitative and quantitative composition of their constituents.
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               Factor Part Location NP Content
 
Harvesting time: January + Locality: Altitude 110 m
Whole plant Bosnia and Herzegovina
NP Content: 5.6 %
 
Harvesting time: April + Locality: Altitude 110 m
Whole plant Bosnia and Herzegovina
NP Content: 10 %
 
Harvesting time: May + Locality: Altitude 110 m
Whole plant Bosnia and Herzegovina
NP Content: 13.3 %
 
Harvesting time: August + Locality: Altitude 110 m
Whole plant Bosnia and Herzegovina
NP Content: 3.7 %
 
Harvesting time: January + Locality: Altitude 400 m
Whole plant Bosnia and Herzegovina
NP Content: 3.9 %
 
Harvesting time: April + Locality: Altitude 400 m
Whole plant Bosnia and Herzegovina
NP Content: 12.9 %
 
Harvesting time: May + Locality: Altitude 400 m
Whole plant Bosnia and Herzegovina
NP Content: 10.9 %
 
Harvesting time: August + Locality: Altitude 400 m
Whole plant Bosnia and Herzegovina
NP Content: 3 %
References
1 Chemical Composition of Pulicaria dysenterica (L.) Bernh. from Greece
2 The Impact of the Locality Altitudes and Stages of Development on the Volatile Constituents of Salvia officinalis L. from Bosnia and Herzegovina