Details of Natural Product (NP)

General Information of Natural Product (ID: NP0095)
  Natural Product Name
1-Hexadecanol
  Synonyms
1-Hexadecanol; cetyl alcohol; Hexadecan-1-ol; 36653-82-4; HEXADECANOL; Cetanol; Palmityl alcohol; Hexadecyl alcohol; N-Hexadecanol; n-Cetyl alcohol; Cetaffine; n-1-Hexadecanol; Cetylol; Cetal; Ethal; Ethol; Cetylic alcohol; n-Hexadecyl alcohol; Loxanwachs SK; Crodacol C; Loxanol K extra; 1-Hexadecyl alcohol; Elfacos C; Loxanol K; Crodacol-CAS; Crodacol-CAT; Siponol wax-A; Atalco C; Cetalol CA; Siponol CC; Lanol C; 1-Cetanol; Hyfatol 16; Cachalot C-50; Cachalot C-51; Cachalot C-52; Alcohol C-16; Product 308; Aldol 54; Dytol F-11; Adol; Cyclal cetyl alcohol; Alfol 16; Lorol 24; Adol 52; Adol 54; Adol 52 NF; Hyfatol; palmitic alcohol; Epal 16NF; 1-Hexadecyl alc; 16-Hexadecanol; C16 alcohol; Adol 520; n-Hexadecan-1-ol; Cetylalkohol; Isocetyl alcohol; 1-Hexanedecanol; Isohexadecyl alcohol; cetylalcohol; FEMA No. 2554; SSD RP; Normal primary hexadecyl alcohol; Alcohols, C14-18; CO-1670; CO-1695; Lipocol C; UNII-936JST6JCN; Fancol CA; Cetyl alcohol NF; Crodacol C70; Rita CA; 1-Hydroxyhexadecane; Cetanol (TN); Lanette 16; Philcohol 1600; Cetyl alcohol (NF); Cetyl alcohol [NF]; Lorol C16; LorolL 24; Cachalot C-50 NF; Adol 52NF; 936JST6JCN; CHEBI:16125; NSC4194; NSC-4194; 67762-30-5; NCGC00159368-02; NCGC00159368-05; DSSTox_CID_7991; DSSTox_RID_78633; DSSTox_GSID_27991; Hexadecanol (VAN); Fatty alcohol(C16); Caswell No. 165D; FEMA Number 2554; Hexadecyl alcohol, normal; CAS-36653-82-4; HSDB 2643; NSC 4194; EINECS 253-149-0; EPA Pesticide Chemical Code 001508; Cetyl alcohol (hexadecanol); BRN 1748475; hexadecylalcohol; Cetyl alchol; AI3-00755; Hexadecanol NF; Alcohol cetylicus; Ceraphyl ICA; Crodacol C95NF; Dehydag wax 16; Eutanol G16; Crodacol C95 NF; Laurex 16; MFCD00004760; Alfol 16RD; SSD (Salt/Mix); Cetanol (JP17); Epal 16; Hyfatol 16-95; Kalcol 6098; Loxiol VPG 1743; 1-Hexadecanol, 95%; SSD RP (Salt/Mix); bmse000487; CHEMBL706; Michel XO-150-16; EC 253-149-0; Fatty alcohols(c12-16); 1-Hexadecanol, >=99%; SCHEMBL3381; 124-29-8; 4-01-00-01876 (Beilstein Handbook Reference); DTXSID4027991; AMY6070; Cetyl alcohol, analytical standard; Cetyl alcohol, puriss., 95.0%; HMS3652H05; CS-D1348; HY-B1465; ZINC8214519; EINECS 252-964-9; Tox21_111609; Tox21_300325; LMFA05000061; s4173; STL283943; AKOS005287456; Tox21_111609_1; 1-Hexadecanol, ReagentPlus(R), 99%; CCG-266894; DB09494; MCULE-9457426256; NCGC00159368-03; NCGC00159368-04; NCGC00159368-06; NCGC00254286-01; BS-16666; Cetyl alcohol, puriss., >=99.0% (GC); FT-0701357; FT-0707360; H0071; SW219201-1; Cetyl alcohol, SAJ special grade, >=98.0%; Cetyl alcohol, Selectophore(TM), >=99.0%; EN300-19351; 1-Hexadecanol, Vetec(TM) reagent grade, 94%; C00823; D00099; AB01566915_01; Q161632; SR-01000944409; SR-01000944409-1; 810F139F-C57E-4DF1-916A-A320AD0DAF4D; F0001-1047; UNII-13F4MW8Y9K component BXWNKGSJHAJOGX-UHFFFAOYSA-N; UNII-2DMT128M1S component BXWNKGSJHAJOGX-UHFFFAOYSA-N; UNII-B1K89384RJ component BXWNKGSJHAJOGX-UHFFFAOYSA-N; UNII-S4827SZE3L component BXWNKGSJHAJOGX-UHFFFAOYSA-N; UNII-U0T8J52I8B component BXWNKGSJHAJOGX-UHFFFAOYSA-N; Cetyl alcohol, European Pharmacopoeia (EP) Reference Standard; Cetyl alcohol, United States Pharmacopeia (USP) Reference Standard; Cetyl Alcohol, Pharmaceutical Secondary Standard; Certified Reference Material
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  Formula C16H34O
  Weight 242.44
  Structure Could Not Find 2D Structure
3D Structure Download 2D Structure Download
  InChI InChI=1S/C16H34O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17/h17H,2-16H2,1H3
  InChI Key BXWNKGSJHAJOGX-UHFFFAOYSA-N
  Isomeric SMILES CCCCCCCCCCCCCCCCO
  Canonical SMILES CCCCCCCCCCCCCCCCO
  External Links PubChem ID 2682
CAS ID 36653-82-4
NPASS ID NPC181516
CHEMBL ID CHEMBL706
  NP Activity Charts   Click to show/hide
  Activity Info  

 The Content Variation of Natural Product Induced by Different Factor(s)
      Species Name: Aquilaria agallocha
  Factor Name: Plant Pathogen Infection [1]
              Species Info Factor Info
               Experiment Detail
Artificial inoculation of fungal isolates: The most frequently isolated fungi from infected agarwood (e.g. Chaetomium globosum and Fusarium oxysporum) were inoculated to the healthy plants by artifi cial boring on to the plants. Inoculation was made with two different fungi alone and in their combination. Observations were made at an interval of 30 days after inoculation.
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               Factor Function
This investigation showed a marked difference in the oil compositions among the treatments with regards to their quality. Valerianol (3.0%) and tetradec-anioc acid (7.1%) contents were recorded higher in the oils of naturally infected plants than in that of healthy ones (0.1% and 6.9%, respectively). Pentadecenoic acid was totally absent in the oils of healthy, whereas it was found in a greater amount (6.8%) in the oil of naturally infected plants. In contrast, dodecanoic acid (3.1%), pentadecanoic acid (6.2%), hexadecanoic acid (31.5%) and octadecanoic acid (4.1%) were found in a higher amount in the oils of healthy plants, while the oils obtained from naturally infected plants contained lower amounts of these components (2.5%, 4.8%, 20.0% and 1.0%, respectively). The oils obtained from the inoculated plants showed almost similar distribution of the components with healthy plants.
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               Factor Part Location NP Content
 
Healthy plants
 Wood chips India
NP Content: 0.1 %
 
Artificial inoculation plants (Chaetomium globosum)
 Wood chips India
NP Content: 0.1 %
 
Artificial inoculation plants (Fusarium oxysporum)
 Wood chips India
NP Content: 0.2 %
 
Artificial inoculation plants (C. globosum and F. oxysporum)
 Wood chips India
NP Content: 0.1 %
      Species Name: Helichrysum arenarium
  Factor Name: Locality Variation; Developmental Stage Variation [2]
              Species Info Factor Info
               Experiment Detail
The plant material was collected in eastern Lithuania (July-August, 2002). Numbers of growing localities of H. arenarium with yellow (Y) and orange (O) flowers were as follows: Svencionys district (Zalavas) and Ukmerge district (Sventupe).
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               Factor Function
The 68 constituents identified comprised 73.8-90.7% of the total oil content. It was found that the principal constituents were: beta-caryophyllene (in three inflorescence and one leaf oil), delta-cadinene (in two leaf oils), octadecane (in one leaf oil) and heneicosane (in one inflorescence sample). Monoterpenes and oxygenated monoterpenes made up 4.0-13.9%, aliphatic hydrocarbons 0.4-35.3%, and sesquiterpenes 24.7-71.2% of the oils.
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               Factor Part Location NP Content
 
Inflorescence: (Flower colour: Yellow) + (Locality: Svencionys District, Eastern Lithuania)
 Inflorescence Eastern Lithuania
NP Content: 0.5 %
 
Leaf: (Flower colour: Yellow) + (Locality: Svencionys District, Eastern Lithuania)
 Leaves Eastern Lithuania
NP Content: < 0.05 %
      Species Name: Persea americana
  Factor Name: Variety Comparison; Locality Variation [3]
              Species Info Factor Info
               Experiment Detail
Experimental: Two hundred grams of healthy mature intact leaves were harvested from each of the taxa growing on their own rootstocks at the UC South Coast Research and Extension Center. flocc = P. americana var. floccosa from Mexico D-7; stey = P. americana var. steyermarkii from Mexico El Salvador 3-22-16; nubi = P. americana var. nubigena from Guatemala 45-C-1; mex = P. americena var. drymfolia from Tasco, Mexico; guat = P. americana var. guatemalensis cult. Nimlioh from Florida; bwl = P. ameticana var. americana cult. Trapp from Florida.
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               Factor Function
Analysis of oils showed the presence of over 90 components, of which 76 were identified. P. schiedeana oil was found to contain alpha-pinene (23.7%), beta-pinene (23.2%) and beta-caryophyllene as major components. The major constituents of P. americana var. floccosa and P. americana var. steyermarkii were alpha-pinene (10.9%, 7.6%), beta-pinene (20.6%, 10.4%), alpha-terpineol (9.6%, 7.9%), beta-caryophyllene (12.6%, 8.4%), viridiflorene (0.1%, 10.3%) and globulol (0.1%, 9.2%), respectively. The oils of P. americana var. nubigena and P. americana var. drymifolia contained alpha-terpineol (18.4%, 393%) and methylchavicol (12.4%, 40.2%), as major components, respectively. P. americana var. guatemalensis was found to be rich in beta-caryophyllene (38.3%), while the oils of P. americana var. americana and P. primatogena contained alpha-pinene (27.5%) and beta-pinene (40.9%), and alpha-pinene (24.6%), beta-caryophyllene (20.7%) and germacene D (10.1%).
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               Factor Part Location NP Content
 
Persea americana var. floccosa (Locality: Mexico)
 Leaves Mexico
NP Content: 0.01 %
 
Persea americana var. steyermarkii (Locality: Mexico El Salvador)
 Leaves Mexico El Salvador
NP Content: 0.1 %
      Species Name: Pimpinella tragioides
  Factor Name: Developmental Stage Variation [4]
              Species Info Factor Info
               Experiment Detail
Plant materials were collected from Chalous Road (north of Tehran province) both at the flowering stage in June and the seed stage in September 2003. The fresh plants were dried at room temperature. Dried stems/leaves (S/L) (collected during flowering stage), seeds (S) were hydrodistilled for 3 h in a Clevenger-type apparatus to produce the oils.
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               Factor Function
The major constituent in the stem/leaf oil was trans-alpha-bergamotene (77.1%), whereas the major constituent of the seed oil was pregeijerene (87.0%). Nonadecane (8.6%) were the other major constituents in the stem/leaf.
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               Factor Part Location NP Content
 
Leaf and stem: flowering stage
 Leaves and stems Iran
NP Content: 1.5 %
      Species Name: Salvia aucheri
  Factor Name: Variety Comparison [5]
              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.
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               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.
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               Factor Part Location NP Content
 
Salvia aucheri var. aucheri
 Aerial parts Karaman, Turkey
NP Content: 0.3 %
 
Salvia aucheri var. canescens
 Aerial parts Karaman, Turkey
NP Content: 0.2 %
      Species Name: Tanacetum larvatum
  Factor Name: Altitude Variation [6]
              Species Info Factor Info
               Experiment Detail
Aerial parts of T. larvatum were collected in July 2002, during the period of full flowering from two locations in Montenegro: Mt. Komovi (Sample I) and Mt. Prokletije (Sample II), altitude ca. 1900 m.
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               Factor Function
About 40 compounds were identified, representing ~89% and 96% of the total oil content in the Samples I and II, respectively. trans-Sabinyl acetate was found to be the dominant component (51.2% and 69.7%). Among the rest of compounds beta-pinene (7.7% and 4.3%) and camphor (6.3% and 4.3%) were the most abundant in both samples.
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               Factor Part Location NP Content
 
Locality: Mt.Prokletije, Montenegro, Serbia; Altitude 1900 m
 Aerial parts Serbia
NP Content: <0.1 %
      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.
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               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.
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               Factor Part Location NP Content
 
Harvesting time: February; pre-flowering stage
 Leaves Italy
NP Content: 0.3 %
 
Harvesting time: April; budding stage
 Leaves Italy
NP Content: 0.1 %
 
Harvesting time: December; vegetative stage
 Leaves Italy
NP Content: 0.5 %
      Species Name: Thymus pseudopulegioides
  Factor Name: Locality Variation [8]
              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 %
References
1 Essential Oil of Eaglewood Tree: a Product of Pathogenesis
2 Chemical Composition of the Essential Oils of Wild Helichrysum arenarium (L.) with Differently Colored Inflorescences from Eastern Lithuania
3 Essential Oils of Persea subgenus Persea (Lauraceae)
4 Essential Oil Composition of Pimpinella tragioides (Boiss.) Benth. et Hook. from Iran
5 Composition of Essential Oils from Two Varieties of Salvia aucheri Benth. Growing in Turkey
6 Chemical Composition of Tanacetum larvatum Essential Oil
7 Seasonal Variations of Teucrium flavum L. Essential Oil
8 Composition of the Essential Oil of Thymus pseudopulegioides Klokov et Des.-Shost from Turkey