General Information of Natural Product (ID: NP0702)
  Natural Product Name
Carvacrol Methyl Ether
  Synonyms
Carvacrol methyl ether; 6379-73-3; Carvacryl methyl ether; Methyl carvacrol; Methyl carvacryl ether; 5-Isopropyl-2-methylanisole; 2-methoxy-1-methyl-4-(propan-2-yl)benzene; Ether, carvacryl methyl; p-Cymene, 2-methoxy-; CARVACROLMETHYLETHER; p-Cymene-2-ol methyl ether; 4-ISOPROPYL-2-METHOXY-1-METHYLBENZENE; Anisole, 5-isopropyl-2-methyl-; Benzene, 2-methoxy-1-methyl-4-(1-methylethyl)-; 2-methoxy-1-methyl-4-propan-2-ylbenzene; 2-Methoxy-4-(1-methylethyl)toluene; UNII-VG90I876VI; VG90I876VI; O-methylcarvacrol; Carvacrol Me ether; EINECS 228-959-2; 2-Methoxy-p-cymene; NSC 406512; Methyl4-iodosalicylate; AI3-03441; DSSTox_CID_27400; DSSTox_GSID_47400; SCHEMBL358026; CHEMBL464709; DTXSID0047400; ZINC1599255; Tox21_303748; GS2786; MFCD00216689; NSC406512; AKOS006241758; HY-W049970; MCULE-4216750095; NSC-406512; NCGC00357053-01; AS-75825; Carvacrol methyl ether, analytical standard; CAS-6379-73-3; CS-0102932; D76334; 379C733; Q27291819; Z54854001
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  Formula C11H16O
  Weight 164.24
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C11H16O/c1-8(2)10-6-5-9(3)11(7-10)12-4/h5-8H,1-4H3
  InChI Key YVLHTQPPMZOCOW-UHFFFAOYSA-N
  Isomeric SMILES CC1=C(C=C(C=C1)C(C)C)OC
  Canonical SMILES CC1=C(C=C(C=C1)C(C)C)OC
  External Links PubChem ID 80790
CAS ID 6379-73-3
NPASS ID NPC12870
CHEMBL ID CHEMBL464709
  NP Activity Charts   Click to show/hide

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Portenschlagiella ramosissima
  Factor Name: Developmental Stage Variation [1]
              Species Info Factor Info
               Experiment Detail
Plant material was collected in October 2003. in Herceg Novi, Montenegro. The air-dried roots (54 g), seeds (73.5 g) and aerial parts during vegetative phase (V, 150 g) and aerial parts during flowering period (F, 110 g) of P. ramosissima were submitted for 3 h to water-distillation using a Clevenger type apparatus.
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               Factor Function
In all the oils samples the main component was myristicin. In the root oil myristicin was present with 68.5%, in oil from aerial parts during vegetative phase, myristicin was present with 88.9%, while in oil from aerial parts during flowering period this component was present with 91.5%, in the seed oil myristicin was found with 61.1%. It can be seen that myristicin was the most abundant component in all oil samples that we investigated with very high percentage. But, it can also be seen that the season of plant collection influenced the oil characteristics. The highest content of myristicin was present in the oil sample isolated from plants collected during the flowering period (91.5%), than in oil isolated during the vegetative phase.
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               Factor Part Location NP Content
 
Aerial parts: vegetative stage
Aerial parts Montenegro
NP Content: 0.4 %
 
Aerial parts: flowering stage
Aerial parts Montenegro
NP Content: 0.7 %
 
Root: vegetative stage
Roots Montenegro
NP Content: 0.4 %
 
Seed: vegetative stage
Seeds Montenegro
NP Content: 0.7 %
      Species Name: Satureja cuneifolia
  Factor Name: Developmental Stage Variation [2]
              Species Info Factor Info
               Experiment Detail
Satureja cuneifolia Ten. growing wild in Middle Anatolian provinces of Turkey were collected at various growth stages: a =from Konya, collected in June, before flowering; b = from Konya, collected in July, from flowering plants; c =from Konya, collected in August, full-bloom plants.
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               Factor Function
In the oils of S. cuneifolia, 38 compounds were identified, with thymol (43.6-65.5%), carvacrol (4.7-31.2%), gamma-terpinene (trace-13.7%) and p-cymene (trace-11.5%) being dominant.
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               Factor Part Location NP Content
 
Aerial part: Before Flowering stage
Aerial parts Middle Anatolia, Turkey
NP Content: 0.3 %
 
Aerial part: Full Blooming stage
Aerial parts Middle Anatolia, Turkey
NP Content: <0.1 %
      Species Name: Satureja icarica
  Factor Name: Locality Variation [3]
              Species Info Factor Info
               Experiment Detail
The plant material was collected from different regions of Turkey. B = Canakkale: Gokceada, Ulukaya hill, August 1995; C = Canakkale: Gokceada, Doruktepe hill, August 1995; D = Canakkale: Gokceada, Kekliktepe hill, August 1995.
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               Factor Function
Carvacrol (52-56%) was found as the major component of these oils.
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               Factor Part Location NP Content
 
Locality: Doruktepe hill, Gokceada, Turkey
Aerial parts Turkey
NP Content: 1.4 %
 
Locality: Ulukaya hill, Gokceada, Turkey
Aerial parts Turkey
NP Content: 4.4 %
 
Locality: Kekliktepe hill, Gokceada, Turkey
Aerial parts Turkey
NP Content: 5.5 %
      Species Name: Satureja parnassica ssp. parnassica
  Factor Name: Month Variation [4]
              Species Info Factor Info
               Experiment Detail
The material was collected from plants cultivated at the Experimental Farm at the Institute of Biotechnology (Caxias do Sul - Rio Grande do Sul State) from November 1998 to July 1999.
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               Factor Function
Thymol was found to be the most abundant constituent (31.5-52.4%), followed by p-cymene (17.1-34.4%). Thyme possessed a higher oil yield and the oil was richer in oxygenated compounds when harvested in the spring.
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               Factor Part Location NP Content
 
Harvesting time: January
Leaves Brazil
NP Content: 0.7 %
 
Harvesting time: February
Leaves Brazil
NP Content: 0.7 %
 
Harvesting time: March
Leaves Brazil
NP Content: 0.5 %
 
Harvesting time: April
Leaves Brazil
NP Content: 0.9 %
 
Harvesting time: May
Leaves Brazil
NP Content: 0.8 %
 
Harvesting time: June
Leaves Brazil
NP Content: 0.5 %
 
Harvesting time: July
Leaves Brazil
NP Content: 0.9 %
 
Harvesting time: November
Leaves Brazil
NP Content: 1.2 %
 
Harvesting time: December
Leaves Brazil
NP Content: 0.7 %
      Species Name: Thymus pseudopulegioides
  Factor Name: Locality Variation [5]
              Species Info Factor Info
               Experiment Detail
Plant materials were collected from the following localities in north western Turkey. A = Trabzon: Caykara, Soganli dag on July 28, 1994; B = Bayburt: Caykara, Mohakambo yaylasi on July 25, 1994; C = Trabzon: Koprubasi, Vizara yaylasi on July 20, 1994.
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               Factor Function
One hundred and four compounds were identified representing 97.5-99.5% of the total components detected in thymol/carvacrol (50.14/10.67%), thymol/linalool (23.14/20.24%) and linalool/alpha-terpinyl acetate/geraniol (21.55/16.70/11.17%) rich oils.
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               Factor Part Location NP Content
 
Locality: Soganli dag, Caykara, Trabzon, Eskisehir, Turkey
Aerial parts Eskisehir, Turkey
NP Content: 2.4 %
 
Locality: Mohakambo yaylasi, Caykara, Bayburt, Eskisehir, Turkey
Aerial parts Eskisehir, Turkey
NP Content: 7.3 %
 
Locality: Vizara yaylasi, Koprubasi, Trabzon, Eskisehir, Turkey
Aerial parts Eskisehir, Turkey
NP Content: 2 %
References
1 Antimicrobial Activity of Essential Oils Isolated from Different Parts of Endemic Plant Portenschlagiella ramosissima Tutin
2 Essential Oils of Four Turkish Wild-Growing Labiatae Herbs: Salvia cryptantha Montbr. et Auch., Satureja cuneifolia Ten., Thymbra spicata L. and Thymus cilicicus Boiss. et Bal.
3 The Essential Oils of Two New Satureja Species from Turkey: Satureja pilosa and S. icarica
4 Seasonal Variation of Essential Oil Yield and Composition of Thymus vulgaris L. (Lamiaceae) from South Brazil
5 Composition of the Essential Oil of Thymus pseudopulegioides Klokov et Des.-Shost from Turkey