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7212-44-4,MFCD00008911
Catalog No.:AA006A56

7212-44-4 | (6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol

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25g
97% (isomers mixture)
in stock  
$8.00   $6.00
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100g
97% (isomers mixture)
in stock  
$21.00   $15.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA006A56
Chemical Name:
(6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol
CAS Number:
7212-44-4
Molecular Formula:
C15H26O
Molecular Weight:
222.3663
MDL Number:
MFCD00008911
SMILES:
C=CC(CCC=C(CCC=C(C)C)C)(O)C
FEMA Number:
2772
Properties
Properties
 
BP:
275.999 °C at 760 mmHg  
Form:
Liquid  
MP:
-75 °C  
Refractive Index:
n20/D 1.479(lit.)  
Solubility:
0.014g/l  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
269  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
16  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
7  
Undefined Atom Stereocenter Count:
1  
XLogP3:
4.6  

Downstream Synthesis Route

[1]Ruzicka[HelveticaChimicaActa,1923,vol.6,p.501]

[2]Ruzicka[HelveticaChimicaActa,1923,vol.6,p.501]

[1]Ruzicka[HelveticaChimicaActa,1923,vol.6,p.501]CurrentPatentAssignee:NAEFM-DE469555,1928,C[Fortschr.Teerfarbenfabr.Verw.Industriezweige,vol.16,p.558][Fortschr.Teerfarbenfabr.Verw.Industriezweige,vol.16,p.558]

7212-44-4   
farnesylbromide 

[1]CurrentPatentAssignee:SIGNUMBIOSCIENCES,INC.-US2009/192332,2009,A1Locationinpatent:Page/Pagecolumn4;11

[2]Isleretal.[HelveticaChimicaActa,1956,vol.39,p.897,902][HelveticaChimicaActa,1958,vol.41,p.786,788]

[3]Montavonetal.[HelveticaChimicaActa,1957,vol.40,p.1250,1253]

7212-44-4   
bisabolol 

[1]Ruzicka;Capato[HelveticaChimicaActa,1925,vol.8,p.259]

[2]DeMeireles,AugustoL.P.;Costa,MaíraDosSantos;DaSilvaRocha,KellyA.;Gusevskaya,ElenaV.[AppliedCatalysisA:General,2015,vol.502,p.271-275]

[1]Ruzicka[HelveticaChimicaActa,1923,vol.6,p.501]CurrentPatentAssignee:MNAEF-DE488348,1929,C[Fortschr.Teerfarbenfabr.Verw.Industriezweige,vol.16,p.557][Fortschr.Teerfarbenfabr.Verw.Industriezweige,vol.16,p.557]

[2]Rajaram,J.;Narula,A.P.S.;Chawla,H.P.S.;Dev,Sukh[Tetrahedron,1983,vol.39,#13,p.2315-2322]

Literature

Title: Hedycaryol synthase in complex with nerolidol reveals terpene cyclase mechanism.

Journal: Chembiochem : a European journal of chemical biology 20140124

Title: Activity of tea tree oil and nerolidol alone or in combination against Pediculus capitis (head lice) and its eggs.

Journal: Parasitology research 20121101

Title: Volatiles from apple trees infested with light brown apple moth larvae attract the parasitoid Dolichogenidia tasmanica.

Journal: Journal of agricultural and food chemistry 20120926

Title: Biosynthesis of wine aroma: transcript profiles of hydroxymethylbutenyl diphosphate reductase, geranyl diphosphate synthase, and linalool/nerolidol synthase parallel monoterpenol glycoside accumulation in Gewürztraminer grapes.

Journal: Planta 20120901

Title: Transdermal behaviors comparisons among Evodia rutaecarpa extracts with different purity of evodiamine and rutaecarpine and the effect of topical formulation in vivo.

Journal: Fitoterapia 20120701

Title: Chemical diversity of essential oils from Asteriscus graveolens (Forssk.) less.: identification of cis-8-Acetoxychrysanthenyl acetate as a new natural component.

Journal: Chemistry & biodiversity 20120401

Title: Nerolidol effects on mitochondrial and cellular energetics.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20120301

Title: Identification, functional characterization, and regulation of the enzyme responsible for floral (E)-nerolidol biosynthesis in kiwifruit (Actinidia chinensis).

Journal: Journal of experimental botany 20120301

Title: Identification and characterization of the linalool/nerolidol synthase from Streptomyces clavuligerus.

Journal: Chembiochem : a European journal of chemical biology 20111104

Title: [Analyze on chemical compositions of Dalbergia odorifera essential oils extracted by CO2-supercritical-fluid-extraction and steam distillation extraction].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20111101

Title: In vivo genotoxicity assessment of nerolidol.

Journal: Journal of applied toxicology : JAT 20111001

Title: Toxicity of Rhododendron anthopogonoides essential oil and its constituent compounds towards Sitophilus zeamais.

Journal: Molecules (Basel, Switzerland) 20110825

Title: Evaluation of the mutagenicity of sesquiterpenic compounds and their influence on the susceptibility towards antibiotics of two clinically relevant bacterial strains.

Journal: Mutation research 20110714

Title: Conversion of airborne nerolidol to DMNT emission requires additional signals in Achyranthes bidentata.

Journal: FEBS letters 20110623

Title: In vitro and in vivo activity of three sesquiterpenes against L(3) larvae of Anisakis type I.

Journal: Experimental parasitology 20110201

Title: Chemical composition of essential oils from leaves, stems, flower heads and roots of Conyza bonariensis L. from Tunisia.

Journal: Natural product research 20110101

Title: Effects of immunotoxic activity of the major essential oil of Angelica purpuraefolia Chung against Aedes aegypti L.

Journal: Immunopharmacology and immunotoxicology 20101201

Title: The effect of terpenes on percutaneous absorption of tiaprofenic acid gel.

Journal: Archives of pharmacal research 20101101

Title: The molecular basis of host plant selection in Melaleuca quinquenervia by a successful biological control agent.

Journal: Phytochemistry 20100801

Title: Inhibitory effect of terpene nerolidol on the growth of Babesia parasites.

Journal: Parasitology international 20100601

Title: Sesquiterpenes from Oplopanax horridus.

Journal: Journal of natural products 20100423

Title: Addendum to Fragrance material review on Nerolidol (isomer unspecified).

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20100101

Title: Different approaches for improving skin accumulation of topical corticosteroids.

Journal: International journal of pharmaceutics 20091001

Title: Effect of citral, eugenol, nerolidol and alpha-terpineol on the ultrastructural changes of Trichophyton mentagrophytes.

Journal: Fitoterapia 20090701

Title: [Simultaneous determination of water-soluble components and nerolidol in xiangdan injection by high performance liquid chromatography with column switching].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20081201

Title: Fragrance material review on cis-nerolidol.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20081101

Title: Fragrance material review on nerolidol (isomer unspecified).

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20081101

Title: Two nearly identical terpene synthases catalyze the formation of nerolidol and linalool in snapdragon flowers.

Journal: The Plant journal : for cell and molecular biology 20080701

Title: Biosynthesis of the earthy odorant geosmin by a bifunctional Streptomyces coelicolor enzyme.

Journal: Nature chemical biology 20071101

Title: Composition and cytotoxic activity of the leaf essential oil of Comptonia peregrina (L.) Coulter.

Journal: Phytotherapy research : PTR 20070601

Title: The effect of terpene concentrations on the skin penetration of diclofenac sodium.

Journal: International journal of pharmaceutics 20070420

Title: Antifungal effect of eugenol and nerolidol against Microsporum gypseum in a guinea pig model.

Journal: Biological & pharmaceutical bulletin 20070101

Title: Nerolidol, an antiulcer constituent from the essential oil of Baccharis dracunculifolia DC (Asteraceae).

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20070101

Title: Biosynthesis of mono- and sesquiterpenes in strawberry fruits and foliage: 2H labeling studies.

Journal: Journal of agricultural and food chemistry 20060222

Title: Identification, molecular cloning and functional characterization of an octaprenyl pyrophosphate synthase in intra-erythrocytic stages of Plasmodium falciparum.

Journal: The Biochemical journal 20051115

Title: Plant science. New gene boosts plant's defenses against pests.

Journal: Science (New York, N.Y.) 20050923

Title: Genetic engineering of terpenoid metabolism attracts bodyguards to Arabidopsis.

Journal: Science (New York, N.Y.) 20050923

Title: Bioavailability of nerodilol-based transdermal therapeutic system of nicorandil in human volunteers.

Journal: Journal of controlled release : official journal of the Controlled Release Society 20050818

Title: [Determination of nerolidol in volatile oil of Dalbergia odorifera by GC].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20050601

Title: Biomimetic synthesis of acid-sensitive (-)-caparrapi oxide and (+)-8-epicaparrapi oxide induced by artificial cyclases.

Journal: Organic letters 20050414

Title: Vanadium bromoperoxidase-catalyzed biosynthesis of halogenated marine natural products.

Journal: Journal of the American Chemical Society 20041124

Title: Gain and loss of fruit flavor compounds produced by wild and cultivated strawberry species.

Journal: The Plant cell 20041101

Title: The antibacterial effects of terpene alcohols on Staphylococcus aureus and their mode of action.

Journal: FEMS microbiology letters 20040815

Title: Differential timing of spider mite-induced direct and indirect defenses in tomato plants.

Journal: Plant physiology 20040501

Title: Characterization of nerolidol biotransformation based on indirect on-line estimation of biomass concentration and physiological state in batch cultures of Aspergillus niger.

Journal: Biotechnology progress 20040101

Title: Content and composition of the essential oil of Thymus serpyllum L. growing wild in Estonia.

Journal: Medicina (Kaunas, Lithuania) 20040101

Title: Terpenoid metabolism in wild-type and transgenic Arabidopsis plants.

Journal: The Plant cell 20031201

Title: Activity and mechanisms of action of selected biocidal agents on Gram-positive and -negative bacteria.

Journal: Journal of applied microbiology 20030101

Title: The maize gene terpene synthase 1 encodes a sesquiterpene synthase catalyzing the formation of (E)-beta-farnesene, (E)-nerolidol, and (E,E)-farnesol after herbivore damage.

Journal: Plant physiology 20021201

Title: African elephant sesquiterpenes. II. Identification and synthesis of new derivatives of 2,3-dihydrofarnesol.

Journal: Journal of natural products 20020901

Title: [Study on the chemical constituents of the volatile oil from Lysimachia trientaloides Hemsl].

Journal: Se pu = Chinese journal of chromatography 20020501

Title: Characterization of the isoprenoid chain of coenzyme Q in Plasmodium falciparum.

Journal: FEMS microbiology letters 20020122

Title: (+)-epi-Alpha-bisabolol [correction of bisbolol] is the wound-healing principle of Peperomia galioides: investigation of the in vivo wound-healing activity of related terpenoids.

Journal: Journal of natural products 20011001

Title: Spider mite-induced (3S)-(E)-nerolidol synthase activity in cucumber and lima bean. The first dedicated step in acyclic C11-homoterpene biosynthesis.

Journal: Plant physiology 19990901

Title: Nerolidol, et al. In vitro antileishmanial and cytotoxic activities of nerolidol are associated with changes in plasma membrane dynamics. Biochim Biophys Acta Biomembr. 2019 Jun 1;1861(6):1049-1056.

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Tags:7212-44-4 Molecular Formula|7212-44-4 MDL|7212-44-4 SMILES|7212-44-4 (6E)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol |Organic_Building_Blocks