Details of Natural Product (NP)

General Information of Natural Product (ID: NP0129)
  Natural Product Name
1-Octanol
  Synonyms
1-octanol; Octan-1-ol; octanol; 111-87-5; N-octanol; Octyl alcohol; Capryl alcohol; caprylic alcohol; n-Octyl alcohol; Heptyl carbinol; 1-Hydroxyoctane; Primary octyl alcohol; Alcohol C-8; n-Octan-1-ol; Octilin; Alfol 8; Sipol L8; Lorol 20; Dytol M-83; n-Caprylic alcohol; 1-Octyl alcohol; n-Heptyl carbinol; EPAL 8; octyl-alcohol; N-octyl-alcohol; Octyl alcohol, normal-primary; Lorol C 8-98; n-Capryl alcohol; NSC 9823; 1-Oktanol; Alcohol C8; 68603-15-6; Prim-n-octyl alcohol; UNII-NV1779205D; Emery 3322; Emery 3324; MFCD00002988; CHEBI:16188; NV1779205D; Alcohols, C6-12; DSSTox_CID_1940; C8 alcohol; DSSTox_RID_76416; DSSTox_GSID_21940; Fatty alcohol(C8); Octyl alcohol, primary; Caswell No. 611A; Octyl alcohol (natural); FEMA Number 2800; CAS-111-87-5; OC9; FEMA No. 2800; CCRIS 9099; HSDB 700; Octanol (all isomers); EINECS 203-917-6; EPA Pesticide Chemical Code 079037; octylalcohol; AI3-02169; 2-Capryl alcohol; Alcohol, C8; Lorol C8; Octanol-(1); Alcohols,C6-12; 2-Octanol ~99%; bmse000970; bmse000980; EC 203-917-6; Octan-2-ol 98+ %; SCHEMBL8822; Octyl alcohol normal-primary; WLN: Q8; MLS001055318; CHEMBL26215; 1-Octanol, analytical standard; GTPL4278; DTXSID7021940; BDBM22606; 1-Octanol, anhydrous, >=99%; NSC9823; HMS3039O07; 1-Octanol, for HPLC, >=99%; NSC-9823; ZINC1532735; 1-Octanol, ACS reagent, >=99%; 1-Octanol, ReagentPlus(R), 99%; Tox21_201373; Tox21_300096; c0045; LMFA05000130; STL264193; 1-Octanol, >=98%, FCC, FG; 1-Octanol, natural, >=98%, FCC; AKOS000120100; DB12452; HY-W032013; MCULE-2656577895; NCGC00091003-01; NCGC00091003-02; NCGC00091003-03; NCGC00091003-04; NCGC00091003-05; NCGC00254099-01; NCGC00258924-01; BP-21329; LS-13539; SMR000673567; 1-Octanol, puriss., >=99.5% (GC); 1-Octanol, SAJ first grade, >=75.0%; 1-Octanol, JIS special grade, >=98.0%; 1-Octanol, Vetec(TM) reagent grade, 98%; CS-0076037; FT-0608179; O0036; O0212; C00756; 1-Octanol, ACS spectrophotometric grade, >=99%; Q161666; J-002650; F0001-0248; Z1262253001; 958E4752-AAC3-4F72-A0BF-02D95F9E8071; UNII-13F4MW8Y9K component KBPLFHHGFOOTCA-UHFFFAOYSA-N; UNII-6X61I5U3A4 component KBPLFHHGFOOTCA-UHFFFAOYSA-N
Click to Show/Hide
  Formula C8H18O
  Weight 130.229
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C8H18O/c1-2-3-4-5-6-7-8-9/h9H,2-8H2,1H3
  InChI Key KBPLFHHGFOOTCA-UHFFFAOYSA-N
  Isomeric SMILES CCCCCCCCO
  Canonical SMILES CCCCCCCCO
  External Links PubChem ID 957
CAS ID 111-87-5
NPASS ID NPC163556
HIT ID C0259
CHEMBL ID CHEMBL26215
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Citrus sinensis (Hongjiang)
  Factor Name: Variety Comparison [1]
              Species Info Factor Info
               Experiment Detail
Four kinds of fresh sweet oranges were obtained in the same season, November 2000, in Guangzhou. Citrus sinensis var. Hongjiang (called 'hong jiang chen' in Chinese) and C. sinensis Osbeck var. Anliu (called 'luo gang chen') were obtained at an orchard in Luo gang in Guangzhou (25 km from the center of Guangzhou). Citrus sinensis var. Sihui (called 'sihui ju') was harvested at the Shigou Experimental Farm in Sihui City in Guangdong Province (75 km far away from Guangzhou). Citrus sinensis var. Washington navel (called 'qi chen') which was produced in Jiangxi Province (200 km from Guangzhou; bordering Guangdong Province), was purchased at the wholesale market in Guangzhou. All oranges were kept in a cold room until prepared a few days later.
Click to Show/Hide
               Factor Function
The peel oil compositions of four kinds of sweet oranges in China, Citrus sinensis Osbeck var. Hongjian, C. sinensis Osbeck var. Anliu, C. sinensis Osbeck var. Sihui and C. sinensis Osbeck var. Washington navel, were investigated by GC and GC/MS. The essential oils were extracted by cold-pressing method. Forty-two to 53 compounds were quantitatively determined for each variety. Their percentages, respectively, were: > 97.3%, > 98.4%, > 97.5% and > 98.0% in hydrocarbons; > 1.5%, > 0.7%, > 0.8% and > 0.9% in total aldehydes; 0.8%, 0.5%, 0.5% and 0.5% in alcohols. Either cis-or trans-limonene oxide was detected in small amounts in each of the four samples, with Hongjiang containing both limonene oxides. delta-3-Carene was commonly quantified at a level of 0.1% in all the samples. The content of aliphatic aldehydes, including octanal, nonanal, decanal and dodecanal, exceeded that of terpene aldehydes, such as neral and geranial in Hongjiang (0.9%) and Washington navel (0.6%), whereas the aliphatic aldehydes in Anliu and Sihui were present to a lesser degree than the terpene aldehydes. Either alpha- or beta-sinensal was detected in trace amounts in each of the four samples. Linalool was the major alcohol in all the samples. Nootkatone was not detected.
Click to Show/Hide
               Factor Part Location NP Content
 
Citrus sinensis var. Anliu
 Fruits China
NP Content: < 0.005 %
 
Citrus sinensis var. Hongjiang
 Fruits China
NP Content: > 0.005; < 0.05 %
 
Citrus sinensis var. Sihui
 Fruits China
NP Content: > 0.005; < 0.05 %
 
Citrus sinensis var. Washington navel
 Fruits China
NP Content: > 0.005; < 0.05 %
      Species Name: Ducrosia anethifolia
  Factor Name: Locality Variation [2]
              Species Info Factor Info
               Experiment Detail
The aerial parts of Ducrosia anethifolia (DC.) Boiss. were collected in the wild from Mehdi Abad (Kerman province, in southern Iran) at the flowering stage in June 2006. The material was dried at room temperature.
Click to Show/Hide
               Factor Function
The 63 components of this interesting plant were identified in the oil of D. anethifolia, representing 94.0% of the oil. alpha-Pinene (11.6%), terpinolene(3.2%) and (z)-beta-ocimene (2.8%) were the main hydrocarbon components present in the oil, while decanal (54.0%), cis-chrysanthenyl acetate(3.2%) and decanoic acid (1.3%) were the major oxygen-containing constituents.
Click to Show/Hide
               Factor Part Location NP Content
 
Locality: Larestan, Iran
 Aerial parts Iran
NP Content: 0.5 %
 
Locality: Karaj, Iran
 Aerial parts Iran
NP Content: 0.3 %
 
Locality: Kerman, Iran
 Aerial parts Iran
NP Content: 0.2 %
      Species Name: Ducrosia assadii
  Factor Name: Locality Variation [3]
              Species Info Factor Info
               Experiment Detail
The aerial parts of D. assadii Alava. were collected in the wild from Lalehzar (Kerman Province, in southern Iran) at the flowering stage, in July 2007. The material was dried at room temperature and used for distillation. Distillation: A direct-fired field distillation unit containing a distillation tank (capacity: 1,000 L), a condensation column and receiver, all made of stainless steel, and which can process 30-50 kg of dried aerial parts from the plants/batch, was installed at an altitude of 2600 m (boiling point: 87 ℃). Dried aerial parts from the plants (40 kg) were charged into the distillation unit along with 500 L fresh water and the unit was heated by steam. The system was kept open to atmospheric pressure until the temperature reached to 70 ℃, when the air present in the unit was replaced by the vapor. After complete removal of air from the unit, the air vent was closed and the whole unit was operated as a closed system under pressure to distill the oil. The pressure, temperature and rate of distillation were controlled manually. The process was completed after the collection of 500 L of water distillate. The oil collected in the receiver and dried over anhydrous Na2SO4. Extraction of Ducrosia Second Oil From Ducrosia Water by Redistillation: The seprated distillate water collected in the receiver was redistilled in a 1,000 L still to yield more Doucrosia oil (this oil is known as secondary essential oil, second oil, cooked oil or indirect oil).
Click to Show/Hide
               Factor Function
Fifty components were identified in a second oil of D. assadii from Lalehzar with decanal (35.2%), nonadecane (12%) and citronellyl acetate (11.6%) as the main constituents. The oil from Dehbakrii also contained decanal (36.4%) as the main component of an oil recovered from the distillate water. The results showed that the amount of decanal is remarkably high in the oils of D. assadii.
Click to Show/Hide
               Factor Part Location NP Content
 
Locality: Lalehzar, Kerman Province, southern Iran
 Aerial parts Iran
NP Content: 0.3 %
      Species Name: Mentha longifolia
  Factor Name: Locality Variation [4]
              Species Info Factor Info
               Experiment Detail
Plants were collected in the Inner plain, the Sharon plain and the kava valley.
Click to Show/Hide
               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.
Click to Show/Hide
               Factor Part Location NP Content
 
Locality: Sharon plain, Israel
 Aerial parts Israel
NP Content: 0.2 %
 
Locality: Arava valley, Israel
 Aerial parts Israel
NP Content: 0.1 %
 
Locality: Inner plain, Israel
 Aerial parts Israel
NP Content: 0.1 %
      Species Name: Ocimum basilicum L
  Factor Name: Chemotype Comparison [5]
              Species Info Factor Info
               Experiment Detail
The study was conducted in North-Central Anatolia under semi arid conditions. Seeds of 18 basil landraces (O. basilicum L.) were collected from local farms and home gardens in Turkey. To examine essential oil composition of the basil landraces without environmental influences, the plants were grown under identical (same environmental and soil conditions) conditions. Seeds were sown on a medium (1:1:1 washed sand, horse manure and field soil) in greenhouse conditions on March 25, 2003. Seedlings were grown until the 3-5 leaf stage. The seedlings were transplanted into pilots in the Gaziosmanpasxa University Experimental Research Station on May 15, 2003. The plants were harvested at the full blooming stage and dried at 35 ℃ for essential oil isolation.
Click to Show/Hide
               Factor Function
Variation of essential oils in the landraces was subjected to cluster analysis, and seven different chemotypes were identified. They were (1) linalool, (2) methyl cinnamate, (3) methyl cinnamate/linalool, (4) methyl eugenol, (5) citral, (6) methyl chavicol (estragol), and (7) methyl chavicol/citral. Methyl chavicol with high citral contents (methyl chavicol/citral) can be considered as a 'new chemotype' in the Turkish basils.
Click to Show/Hide
               Factor Part Location NP Content
 
Chemotype (linalool-rich type)
 Leaves Turkey
NP Content: 0.1 %
 
Chemotype (methyl (E)-cinnamate-rich type)
 Leaves Turkey
NP Content: 0.1 %
 
Chemotype (methyl (E)-cinnamate-rich and linalool-rich type)
 Leaves Turkey
NP Content: 0.1 %
 
Chemotype (methyl chavicol and citral-rich type)
 Leaves Turkey
NP Content: 0.2 %
      Species Name: Salvia aucheri
  Factor Name: Variety Comparison [6]
              Species Info Factor Info
               Experiment Detail
S. aucheri var. aucheri was collected in Karaman: Ermenek to Mutt Road on July 19,1995; Salvia aucheri var. canescens was collected in Karaman: Ermenek, Tekecati Valley on July 19,1995.
Click to Show/Hide
               Factor Function
Eighty components were characterized in the Salvia aucheri var. aucheri oil, with camphor (21.1%), 1, 8-cineole (20.3%), borneol (7.8%), spathulenol (6.3%) and camphene (5.3%) as major constituents. 1, 8-Cineole (25.2%), camphor (17.9%), borneol (10.6%), alpha-pinene (5.4%) and camphene (5.3%) were identified as major constituents among the 88 components characterized in the oil of Salvia aucheri var. canescens.
Click to Show/Hide
               Factor Part Location NP Content
 
Salvia aucheri var. aucheri
 Aerial parts Karaman, Turkey
NP Content: 0.1 %
 
Salvia aucheri var. canescens
 Aerial parts Karaman, Turkey
NP Content: <0.01 %
      Species Name: Teucrium flavum
  Factor Name: Month Variation; Developmental Stage Variation [7]
              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.
Click to Show/Hide
               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.
Click to Show/Hide
               Factor Part Location NP Content
 
Harvesting time: April; budding stage
 Leaves Italy
NP Content: <0.01 %
      Species Name: Thymus leucostomus
  Factor Name: Altitude Variation [8]
              Species Info Factor Info
               Experiment Detail
Herbal parts were collected from A = Eskisehir: Suluagac village in Turkey, altitude 1100 m, in July 1990 and B = Corum: Osmancik, Berk village in Turkey, altitude 580-600 m, on 22 June 1993.
Click to Show/Hide
               Factor Function
One chemotype (Suluagac village, Eskisehir, Turkey) contained carvacrol (21.59%), p-cymene (17.80%) and thymol (14.10%); and the other chemotype (Berk village, Corum, Turkey) contained alpha-terpinyl acetate (23.80%), borneol (12.85%), linalool (13.67%) and thymol (11.31%) as major constituents.
Click to Show/Hide
               Factor Part Location NP Content
 
Locality: Suluagac village, Eskisehir, Turkey; Altitude 1100 m
 Herbal parts Turkey
NP Content: 0.11 %
 
Locality: Berk village, Corum, Turkey; Altitude 580-600 m
 Herbal parts Turkey
NP Content: 0.11 %
      Species Name: Thymus striatus
  Factor Name: Locality Variation [9]
              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
Click to Show/Hide
               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.
Click to Show/Hide
               Factor Part Location NP Content
 
Locality: Karadere, Kirklareli, Turkey
 Aerial parts Kirklareli, Turkey
NP Content: 0.1 %
 
Locality: Karahamza Village, Kirklareli, Turkey
 Aerial parts Kirklareli, Turkey
NP Content: 0.1 %
 
Locality: Evciler Village, Kirklareli, Turkey
 Aerial parts Kirklareli, Turkey
NP Content: 0.1 %
References
1 Volatile Constituents of the Peel Oils of Several Sweet Oranges in China
2 Chemical Composition of the Essential Oil of Ducrosia anethifolia (DC.) Boiss. from Kerman Province in Iran
3 Chemical Composition of the Essential Oil of Ducrosia assadii Alava. from Kerman Province in Iran
4 Volatile Extract of Mentha longifolia Growing in Israel. Aromatic Plants of the Holy Land and the Sinai. Part XIII
5 Variability in essential oil composition of Turkish basils (Ocimum basilicum L.)
6 Composition of Essential Oils from Two Varieties of Salvia aucheri Benth. Growing in Turkey
7 Seasonal Variations of Teucrium flavum L. Essential Oil
8 Essential Oil of Thymus leucostomus Hausskn. et Velen. var. leucostomus
9 Essential Oils of Thymus striatus Vahl var. interruptus Jalas from Turkey