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489-84-9,MFCD00023317
Catalog No.:AA0037B7

489-84-9 | Guaiazulene

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1g
97%
in stock  
$6.00   $4.00
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5g
97%
in stock  
$19.00   $13.00
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25g
97%
in stock  
$68.00   $48.00
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100g
97%
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$236.00   $165.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0037B7
Chemical Name:
Guaiazulene
CAS Number:
489-84-9
Molecular Formula:
C15H18
Molecular Weight:
198.3034
MDL Number:
MFCD00023317
SMILES:
CC(c1ccc(c2c(c1)c(C)cc2)C)C
NSC Number:
4714
Properties
Properties
 
BP:
305.4°C at 760 mmHg  
Form:
Solid  
MP:
27-29 °C(lit.)  
Refractive Index:
1.3166 (estimate)  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
206  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
15  
Rotatable Bond Count:
1  
XLogP3:
4.8  

Literature

Title: Composition of seed essential oils of Rhododendron tomentosum.

Journal: Natural product communications 20120201

Title: Anthogorgienes A-O, new guaiazulene-derived terpenoids from a Chinese gorgonian Anthogorgia species, and their antifouling and antibiotic activities.

Journal: Journal of agricultural and food chemistry 20120111

Title: Effects of guaiazulene on in vitro bovine embryo production and on mRNA transcripts related to embryo quality.

Journal: Reproduction in domestic animals = Zuchthygiene 20111001

Title: Comprehensive assessment of the photomutagenicity, photogenotoxicity and photo(cyto)toxicity of azulene.

Journal: Mutation research 20110816

Title: Cytotoxic activity of guaiazulene on gingival fibroblasts and the influence of light exposure on guaiazulene-induced cell death.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20110201

Title: One-pot four-component synthesis of pyrimidyl and pyrazolyl substituted azulenes by glyoxylation-decarbonylative alkynylation-cyclocondensation sequences.

Journal: Beilstein journal of organic chemistry 20110101

Title: Effect of Matricaria chamomilla L. flower essential oil on the growth and ultrastructure of Aspergillus niger van Tieghem.

Journal: International journal of food microbiology 20100515

Title: Benzo[cd]azulene skeleton: azulene, heptafulvene, and tropone derivatives.

Journal: Organic letters 20091203

Title: Quantification approach for assessment of sparkling wine volatiles from different soils, ripening stages, and varieties by stir bar sorptive extraction with liquid desorption.

Journal: Analytica chimica acta 20090309

Title: Enhancement of Escherichia coli and Staphylococcus aureus antibiotic susceptibility using sesquiterpenoids.

Journal: Medicinal chemistry (Shariqah (United Arab Emirates)) 20081101

Title: Study on the photostability of guaiazulene by high-performance liquid chromatography/mass spectrometry and gas chromatography/mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20080901

Title: Optimisation of stir bar sorptive extraction and liquid desorption combined with large volume injection-gas chromatography-quadrupole mass spectrometry for the determination of volatile compounds in wines.

Journal: Analytica chimica acta 20080822

Title: Guaiazulene in health care products: determination by GC-MS and HPLC-DAD and photostability test.

Journal: Journal of pharmaceutical and biomedical analysis 20080805

Title: Comparative analysis of the oil and supercritical CO(2) extract of Artemisia arborescens L. and Helichrysum splendidum (Thunb.) Less.

Journal: Natural product research 20060510

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: A convenient synthetic route to benz[cd]azulenes: versatile ligands with the potential to bind metals in an eta5, eta6, or eta7 fashion.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20041025

Title: Temperature dependence of the infinite dilution activity coefficient and Henry's law constant of polycyclic aromatic hydrocarbons in water.

Journal: Chemosphere 20040801

Title: Reaction of a terminal phosphinidene complex with azulenes: eta1-complexes, C--H bond insertions, and 1,4-adducts.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20040607

Title: Calenzanane sesquiterpenes from the red seaweed Laurencia microcladia from the Bay of Calenzana, Elba Island: acid-catalyzed stereospecific conversion of calenzanol into indene- and guaiazulene-type sesquiterpenes.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20031205

Title: Moist skin care can diminish acute radiation-induced skin toxicity.

Journal: Strahlentherapie und Onkologie : Organ der Deutschen Rontgengesellschaft ... [et al] 20031001

Title: Photomutagenicity of cosmetic ingredient chemicals azulene and guaiazulene.

Journal: Mutation research 20030929

Title: Torilin from Torilis japonica, as a new inhibitor of testosterone 5 alpha-reductase.

Journal: Planta medica 20030501

Title: Solvatochromism, halochromism, and preferential solvation of new dipolar guaiazulenyl 1,4-benzoquinone methides.

Journal: Organic & biomolecular chemistry 20030421

Title: Synthesis of new azulene derivatives and study of their effect on lipid peroxidation and lipoxygenase activity.

Journal: Chemical & pharmaceutical bulletin 20020701

Title: Synthesis and antioxidant activity of 3-substituted guaiazulene derivatives.

Journal: Natural product letters 20020601

Title: Determination of the temperature dependence of water solubilities of polycyclic aromatic hydrocarbons by a generator column-on-line solid-phase extraction-liquid chromatographic method.

Journal: Chemosphere 20020601

Title: Intraindividual comparison of two different skin care conceptions in patients undergoing radiotherapy of the head-and-neck region. Creme or powder?

Journal: Strahlentherapie und Onkologie : Organ der Deutschen Rontgengesellschaft ... [et al] 20020601

Title: [Use of garmastan in the prophylaxis and therapy of sore nipples of the breast].

Journal: Akusherstvo i ginekologiia 20010101

Title: Kourounakis AP, et al. Antioxidant activity of guaiazulene and protection against paracetamol hepatotoxicity in rats. J Pharm Pharmacol. 1997 Sep;49(9):938-42.

Title: Togar B, et al. Guaiazulene biochemical activity and cytotoxic and genotoxic effects on rat neuron and N2a neuroblastom cells. J Intercult Ethnopharmacol. 2015 Jan-Mar;4(1):29-33.

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