Details of Natural Product (NP)

General Information of Natural Product (ID: NP0291)
  Natural Product Name
4-Isopropylbenzyl Alcohol
  Synonyms
4-isopropylbenzyl alcohol; Cumic alcohol; 536-60-7; Cuminol; cuminyl alcohol; (4-Isopropylphenyl)methanol; cuminic alcohol; Cumyl alcohol; p-Cymen-7-ol; CUMIN ALCOHOL; p-Isopropylbenzyl alcohol; p-cumic alcohol; Benzenemethanol, 4-(1-methylethyl)-; 4-(1-Methylethyl)benzenemethanol; Benzyl alcohol, p-isopropyl-; para-cymen-7-ol; [4-(Propan-2-Yl)Phenyl]Methanol; NSC 15672; p-cymene-7-ol; p-Cumin-7-ol; UNII-V261W8XR62; (4-propan-2-ylphenyl)methanol; p-ISOPROPYL BENZYL ALCOHOL; 4-(1-methylethyl)-benzenemethanol; 4-(1-methylethyl)benzene methanol; 4-ISOPROPYLBENZENEMETHANOL; P-Mentha-1,3,5-trien-7-ol; V261W8XR62; MFCD00004663; DSSTox_CID_1626; DSSTox_RID_76242; DSSTox_GSID_21626; Cuminylalcohol; CAS-536-60-7; FEMA No. 2933; EINECS 208-640-4; BRN 0636665; AI3-20440; p-Cymen-7-ol, 8CI; 4-isopropyl-benzyl alcohol; p-Isopropyl-Benzyl alcohol; 4-Isopropyl benzyl alcohol; bmse000599; Cuminol ( p-cymen-7-ol); SCHEMBL113930; (4-Isopropylphenyl)methanol #; WLN: Q1R DY1&1; CHEMBL3183500; DTXSID0021626; 4-Isopropylbenzyl alcohol, 97%; CHEBI:27628; FEMA 2933; OIGWAXDAPKFNCQ-UHFFFAOYSA-; HMS1789P06; ZINC968247; HY-N7069; NSC15672; Tox21_202025; Tox21_302797; c0376; NSC-15672; s5090; AKOS000121600; CCG-266208; CS-W018138; 4-(1-Methylethyl)benzenemethanol, 9CI; 4-Isopropylbenzyl alcohol, >=97%, FG; NCGC00249151-01; NCGC00256602-01; NCGC00259574-01; AS-59256; FT-0618835; FT-0624114; I0272; C06576; D97386; Q1143803
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  Formula C10H14O
  Weight 150.22
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-6,8,11H,7H2,1-2H3
  InChI Key OIGWAXDAPKFNCQ-UHFFFAOYSA-N
  Isomeric SMILES CC(C)C1=CC=C(C=C1)CO
  Canonical SMILES CC(C)C1=CC=C(C=C1)CO
  External Links PubChem ID 325
CAS ID 536-60-7
NPASS ID NPC93843
CHEMBL ID CHEMBL3183500
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Baccharis spartioides
  Factor Name: Altitude Variation [1]
              Species Info Factor Info
               Experiment Detail
Aerial parts of endemic pichana were harvested in December 1996 at different localities of northern Patagonia. Origin: Planicie Banderita, Dept. Confluencia, Province of NeuquCn. Habitat: altitude, 327 m; average temperature in the station, 21.8 ℃; annual precipitation, 125 mm; sandy soils. Aerial parts (5 kg, 2 kg of dried material;humidity, 11%) from four well developed plants at the fullflowering stage (December, 1996). Sample 2 : Origin: RincBn de 10s; Sauces, Dept. of Pehuenclies, Province of Neuqukn. Habitat: altitude, 750 m; average temperature in the station, 20.9 ℃; annual precipitation, 147 mm; sandy and gritty salty soils. Aerial parts (5 kg, 1.85 kg of dried material, humidity, 10%), from two well developed plants at the full flowering stage, and after several days copious rains (December, 1996). Sample 3: Origin: Coronel GBmez, Dept. General Roca, Province of Rio Negro. Habitat: altitude, 242 m; average temperature in the station, 22.5 ℃; annual precipitation, 179 mm; sandy and stony soils. Aerial parts (4.5 kg, 1.3 kg of dried material, humidity, 9%), from 12 young plants at the beginning flowering stage (December, 1996).
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               Factor Function
Fifty-four components, representing approximately 84.6-97.4% of the oil samples, were identified. The samples consisted mainly of hydrocarbons and oxygenated monoterpenes. The major constituents were limonene (28.7-56.7%), 6R-7R-bisabolone (3.2-9.1%), sabinene (0.1-11.0%) and citronellal (2.4-5.2%). Significant differences among the content of the three samples could be the result of changes in the climatic conditions (sample 2: Rincon de los Sauces, Province of Neuquen, after strong rains) or by translocations in different parts of the plant (sample 3: Coronel Gomez, Province of Rio Negro, more leaves and less stems).
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               Factor Part Location NP Content
 
Locality: Planicie Banderita, Province of Neuquen; Altitude 327 m
 Aerial parts Patagonia, Argentina
NP Content: 0.1 %
 
Locality: Rincon de los Sauces, Province of Neuquen; Altitude 750 m
 Aerial parts Patagonia, Argentina
NP Content: 0.1 %
 
Locality: Coronel Gomez, Province of Rio Negro; Altitude 242 m
 Aerial parts Patagonia, Argentina
NP Content: 0.3 %
      Species Name: Lavandula latifolia
  Factor Name: Developmental Stage Variation [2]
              Species Info Factor Info
               Experiment Detail
Plant material: Samples of L. latifolia were collected in August 1998 during the full flowering period (L/La) and in October 1998 during the fruiting period (L/Lb) from three different spike lavender populations located into the Cazorla, Segura y Las Villas Natural Park (Jaen province, Spain). The plant material from each population consisted of the twigs of several single plants. L/La (Location: 'Garganta de Hornos', Altitude (m): 950, Harvesting date: August 14, 1998, Phenological stage: Flowering); L/Lb (Location: 'Garganta de Hornos', Altitude (m): 950, Harvesting date: October 15, 1998, Phenological stage: Fruiting).
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               Factor Function
The small amounts of linalool needed to match the standard can be reached in a natural way (from full flowering to fruiting) which means it is important to choose the most convenient time of harvest in the studied area.
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               Factor Part Location NP Content
 
Whole plant: Flowering stage
 Whole plant Spain
NP Content: <0.1 %
 
Whole plant:Fruiting stage
 Whole plant Spain
NP Content: <0.1 %
      Species Name: Salvia euphratica
  Factor Name: Variety Comparison [3]
              Species Info Factor Info
               Experiment Detail
Aerial parts of both varieties(Salvia euphratica Montbret et Aucher ex Benth. var. euphratica and Salvia euphratica Montbret et Aucher ex Benth. var. leiocalycina) were collected in Malatya, Turkey in June 1999.
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               Factor Function
Ninety-five compounds in var. euphratica and 94 compounds in var. leiocalycina were characterized representing 93% and 95% of the total components detected, respectively, with 1,8-cineole (13.8% and 15.2%) and myrtenyl acetate (15.9% and 13.9%) as main constituents.
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               Factor Part Location NP Content
 
Salvia euphratica var. euphratica
 Flowering aerial parts Turkey
NP Content: 0.6 %
 
Salvia euphratica var. leiocalycina
 Flowering aerial parts Turkey
NP Content: 1.1 %
      Species Name: Satureja cuneifolia
  Factor Name: Developmental Stage Variation [4]
              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: <0.1 %
 
Aerial part: Full Blooming stage
 Aerial parts Middle Anatolia, Turkey
NP Content: 0.2 %
 
Aerial part: Flowering stage
 Aerial parts Middle Anatolia, Turkey
NP Content: 0.3 %
      Species Name: Satureja icarica
  Factor Name: Locality Variation [5]
              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: <0.1 %
 
Locality: Ulukaya hill, Gokceada, Turkey
 Aerial parts Turkey
NP Content: <0.1 %
 
Locality: Kekliktepe hill, Gokceada, Turkey
 Aerial parts Turkey
NP Content: <0.1 %
      Species Name: Tanacetum cadmeum ssp. orientale
  Factor Name: Locality Variation [6]
              Species Info Factor Info
               Experiment Detail
Plant materials were collected during the flowering period in July 2002 from the Dumluca Mountain in the vicinity of Divrigi village of Sivas city at 1900 m altitude and Saksagan Gorge in Saimbeyli village of Adana city at 1900 m altitude.
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               Factor Function
The flower, stem and root oils of T. cadmeum ssp. orientale collected from the Adana location were characterized with alpha-thujone (25%, 5.2%), cis-linalool oxide (6.8%, 12.8%), trans-chrysanthenyl acetate (5.8%, 8.5%) for flower and stem oils, and beta-eudesmol (10.3%, 6.2%, 13.8%); in addition, stem oil contained 1,8-cineole (6.6%) and root oil contained hexadecanoic acid (6.0%), spathulenol (5.8%) and beta-muurolol (5.3%). The flower and stem oils of T. cadmeum ssp. orientale collected from the Sivas location were characterized with camphor (25.9%, 14.8%), borneol (15.4%, 25.8%) and alpha-thujone (7.8%, 5.5%); in addition, stem oil contained 1,8-cineole (7.4%) and root oil contained nonacosane (16.2%), spathulenol (6.8%) and hexadecanoic acid (5.8%).
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               Factor Part Location NP Content
 
Flower: (Locality: Adana, Turkey)
 Flowers Adana, Turkey
NP Content: 0.1 %
 
Stem: (Locality: Adana, Turkey)
 Stems Adana, Turkey
NP Content: 0.1 %
      Species Name: Thymus pseudopulegioides
  Factor Name: Locality Variation [7]
              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: <0.1 %
      Species Name: Thymus striatus
  Factor Name: Locality Variation [8]
              Species Info Factor Info
               Experiment Detail
Aerial parts of the plant were collected from four localities: A = Kirklareli: Karadere in May 1991; B = Kirklareli: Karahamza Village in May 1990; C = Kirklareli: Evciler Village on 13 June 1993; D = Kirklareli: Korukoy on 25 May 1994
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               Factor Function
The four oils obtained from plants collected in different localities of the same region gave quite different compositions as follows: A: thymol (10.5%), 1,8-cineole (9.96%), p-cymene (9.48%), carvacrol (5.28%); B: beta-caryophyllene (29.50%), carvacrol(20.59%); C: thymol (34.7%), beta-caryophyllene (12.74%), carvacrol (5.24%); D: beta-caryophyllene (56.48%), germacrene D (11.12%), carvacrol (4.85%). Since the identities of the plant materials were checked repeatedly, any misidentification is ruled out. Except for A and C, all the other materials showed beta-caryophyllene as the major constituent. Carvacrol (20.59%) was present in good amount in the oil of B. In A, however, high percentages of 1,8-cineole (10%) and p-cymene (9.5%) were significant. This oil contained only a trace amount of beta-caryophyllene. Four isomeric caryophyllene alcohols were detected in the oil B. The results clearly indicate that the oil of T. striatus var. interruptus has no consistency and we can safely suggest that there are at least three chemotypes, namely thymol/1,8-cineole/p-cymene-type; thymol/beta-caryophyllene-type; and beta-caryophyllene-type, of this species.
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               Factor Part Location NP Content
 
Locality: Karadere, Kirklareli, Turkey
 Aerial parts Kirklareli, Turkey
NP Content: 0.3 %
References
1 Composition of the Essential Oil of Pichana [Baccharis spartioides (Hook, et Arn.) Remy (Compositae)] from Different Populations of the Patagonia, Argentina
2 Chemical Composition and Seasonal Variations of Spike Lavender Oil from Southern Spain
3 The Essential Oils of Two Varieties of Salvia euphratica Montbret et Aucher ex Benth. var. euphratica and var. leiocalycina (Rech. fil.) Hedge from Turkey
4 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.
5 The Essential Oils of Two New Satureja Species from Turkey: Satureja pilosa and S. icarica
6 The Variation in the Essential Oil Composition of Tanacetum cadmeum (Boiss.) Heywood ssp. orientale Grierson from Turkey
7 Composition of the Essential Oil of Thymus pseudopulegioides Klokov et Des.-Shost from Turkey
8 Essential Oils of Thymus striatus Vahl var. interruptus Jalas from Turkey