General Information of Natural Product (ID: NP0545)
  Natural Product Name
Carveol
  Synonyms
CARVEOL; 99-48-9; p-Mentha-6,8-dien-2-ol; p-Mentha-1,8-dien-6-ol; L-Carveol; 2-Methyl-5-(1-methylethenyl)-2-cyclohexen-1-ol; p-Mentha-1(6),8-dien-2-ol; 1-Methyl-4-isopropenyl-6-cyclohexen-2-ol; (-)-Carveol; 2-Cyclohexen-1-ol, 2-methyl-5-(1-methylethenyl)-; 5-Isopropenyl-2-methyl-2-cyclohexen-1-ol; 2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-ol; 2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-ol; 5-isopropenyl-2-methylcyclohex-2-en-1-ol; 2-Methyl-5-isopropenyl-2-cyclohexen-1-ol; NSC 68313; 2-Methyl-5-(prop-1-en-2-yl)cyclohex-2-enol; 6,8-p-Menthadien-2-ol; (-)-Carveol, mixture of isomers; CHEBI:23046; FEMA No. 2247; EINECS 202-757-4; 2-Methyl-5(1-methylethenyl)cyclohex-2-ene-1-ol; 2-Methyl-5-[1-methylethenyl]-2-cyclohexen-1-ol; CCRIS 6219; p-Mentha-6,8-dien-2-ol (VAN); BRN 1861032; laevo-carveol; a carveol; AI3-27596; MFCD00869995; p-Mentha-6, l-; CARVEOL(AXIAL); DSSTox_CID_4736; UPCMLD-DP073; Allyl 4-aminobutylcarbamate; DSSTox_RID_77515; DSSTox_GSID_24736; SCHEMBL56868; 2-06-00-00102 (Beilstein Handbook Reference); L-p-mentha-6-8-dien-2-ol; GTPL6417; CHEMBL1385229; DTXSID3024736; UPCMLD-DP073:001; FEMA 2247; Carveol(Mixture of cis and trans); NSC68313; Tox21_200175; MFCD00062993; NSC-68313; AKOS015915605; CS-W018086; HY-W017370; (-)-Carveol 97%, mixture of isomers; CAS-99-48-9; NCGC00091404-01; NCGC00091404-03; NCGC00091404-04; NCGC00257729-01; WLN: L6UTJ AQ B1 EY1 & U1; AS-66951; 1H-Imidazol-1-amine, 2-methyl-4-nitro-; DB-045454; DB-080605; FT-0603051; FT-0715464; D77822; 2-Cyclohexen-1-ol,2-methyl-5-(1-methylethenyl)-; Q2920205; 20307-86-2
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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/c1-7(2)9-5-4-8(3)10(11)6-9/h4,9-11H,1,5-6H2,2-3H3
  InChI Key BAVONGHXFVOKBV-UHFFFAOYSA-N
  Isomeric SMILES CC1=CCC(CC1O)C(=C)C
  Canonical SMILES CC1=CCC(CC1O)C(=C)C
  External Links PubChem ID 7438
CAS ID 99-48-9
NPASS ID NPC232247
CHEMBL ID CHEMBL1385229
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Mentha longifolia
  Factor Name: Locality Variation [1]
              Species Info Factor Info
               Experiment Detail
Plants were collected in the Inner plain, the Sharon plain and the kava valley.
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               Factor Function
The major constituent of all three oils was found to be 1,8-cineole (26.4-34.5%) followed by menthone (10.0-16.7%), pulegone (7.0-7.5%), and isomenthone (4.7-7.8%). Despite some differences in the component proportions, the plants of all three populations clearly belong to the same chemotype.
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               Factor Part Location NP Content
 
Locality: Sharon plain, Israel
Aerial parts Israel
NP Content: 0.3 %
 
Locality: Arava valley, Israel
Aerial parts Israel
NP Content: 0.2 %
 
Locality: Inner plain, Israel
Aerial parts Israel
NP Content: 0.2 %
      Species Name: Mentha spicata
  Factor Name: Month Variation [2]
              Species Info Factor Info
               Experiment Detail
Plant material: Leaves of M. spicata plants were collected from a wild population of Mt. Pangeon (alt. 600 m, 40° 55′ N/ 24° 12′ E). Collections were conducted every month during the growing period (April to October).
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               Factor Function
The oil content ranged from 0.1-1.8%, with the maximum values in late summer/early autumn. The essential oil obtained from the leaves was characterized by a very high content in linalool, i.e. 85.0-93.9% of the total oil (highest percentage in mid-autumn). Other oil constituents occurring in much lower amounts were germacrene D (up to 4.2%), beta-caryophyllene (up to 2.6%) and 1,8-cineole (up to 2.1%).
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               Factor Part Location NP Content
 
Harvesting time: May
Leaves Greece
NP Content: 0.1 %
 
Harvesting time: June
Leaves Greece
NP Content: 0.1 %
 
Harvesting time: August
Leaves Greece
NP Content: <0.05 %
      Species Name: Salvia officinalis
  Factor Name: Altitude Variation; Month Variation [3]
              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: May + Locality: Altitude 110 m
Whole plant Bosnia and Herzegovina
NP Content: 0.1 %
 
Harvesting time: August + Locality: Altitude 110 m
Whole plant Bosnia and Herzegovina
NP Content: 0.1 %
 
Harvesting time: May + Locality: Altitude 400 m
Whole plant Bosnia and Herzegovina
NP Content: 0.2 %
References
1 Volatile Extract of Mentha longifolia Growing in Israel. Aromatic Plants of the Holy Land and the Sinai. Part XIII
2 Seasonal Variation of Essential Oils in a Linalool-Rich Chemotype of Mentha Spicata Grown Wild in Greece
3 The Impact of the Locality Altitudes and Stages of Development on the Volatile Constituents of Salvia officinalis L. from Bosnia and Herzegovina