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Guaiazulene

CAS No.:
489-84-9
Catalog Number:
AG0037DZ
Molecular Formula:
C15H18
Molecular Weight:
198.3034
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
5g
95%
In Stock USA
United States
$25
- +
25g
97%
In Stock USA
United States
$57
- +
100g
97%
In Stock USA
United States
$150
- +
Product Description
Catalog Number:
AG0037DZ
Chemical Name:
Guaiazulene
CAS Number:
489-84-9
Molecular Formula:
C15H18
Molecular Weight:
198.3034
MDL Number:
MFCD00023317
IUPAC Name:
1,4-dimethyl-7-propan-2-ylazulene
InChI:
InChI=1S/C15H18/c1-10(2)13-7-5-11(3)14-8-6-12(4)15(14)9-13/h5-10H,1-4H3
InChI Key:
FWKQNCXZGNBPFD-UHFFFAOYSA-N
SMILES:
CC(c1ccc(c2c(c1)c(C)cc2)C)C
EC Number:
207-701-2
UNII:
2OZ1K9JKQC
NSC Number:
4714
Properties
Complexity:
206  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
198.141g/mol
Formal Charge:
0
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
0
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
198.309g/mol
Monoisotopic Mass:
198.141g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
0A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.8  
Literature
Title Journal
Composition of seed essential oils of Rhododendron tomentosum. Natural product communications 20120201
Anthogorgienes A-O, new guaiazulene-derived terpenoids from a Chinese gorgonian Anthogorgia species, and their antifouling and antibiotic activities. Journal of agricultural and food chemistry 20120111
Effects of guaiazulene on in vitro bovine embryo production and on mRNA transcripts related to embryo quality. Reproduction in domestic animals = Zuchthygiene 20111001
Comprehensive assessment of the photomutagenicity, photogenotoxicity and photo(cyto)toxicity of azulene. Mutation research 20110816
Cytotoxic activity of guaiazulene on gingival fibroblasts and the influence of light exposure on guaiazulene-induced cell death. Toxicology in vitro : an international journal published in association with BIBRA 20110201
One-pot four-component synthesis of pyrimidyl and pyrazolyl substituted azulenes by glyoxylation-decarbonylative alkynylation-cyclocondensation sequences. Beilstein journal of organic chemistry 20110101
Effect of Matricaria chamomilla L. flower essential oil on the growth and ultrastructure of Aspergillus niger van Tieghem. International journal of food microbiology 20100515
Benzo[cd]azulene skeleton: azulene, heptafulvene, and tropone derivatives. Organic letters 20091203
Quantification approach for assessment of sparkling wine volatiles from different soils, ripening stages, and varieties by stir bar sorptive extraction with liquid desorption. Analytica chimica acta 20090309
Enhancement of Escherichia coli and Staphylococcus aureus antibiotic susceptibility using sesquiterpenoids. Medicinal chemistry (Shariqah (United Arab Emirates)) 20081101
Study on the photostability of guaiazulene by high-performance liquid chromatography/mass spectrometry and gas chromatography/mass spectrometry. Rapid communications in mass spectrometry : RCM 20080901
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. Analytica chimica acta 20080822
Guaiazulene in health care products: determination by GC-MS and HPLC-DAD and photostability test. Journal of pharmaceutical and biomedical analysis 20080805
Comparative analysis of the oil and supercritical CO(2) extract of Artemisia arborescens L. and Helichrysum splendidum (Thunb.) Less. Natural product research 20060510
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
A convenient synthetic route to benz[cd]azulenes: versatile ligands with the potential to bind metals in an eta5, eta6, or eta7 fashion. Chemistry (Weinheim an der Bergstrasse, Germany) 20041025
Temperature dependence of the infinite dilution activity coefficient and Henry's law constant of polycyclic aromatic hydrocarbons in water. Chemosphere 20040801
Reaction of a terminal phosphinidene complex with azulenes: eta1-complexes, C--H bond insertions, and 1,4-adducts. Chemistry (Weinheim an der Bergstrasse, Germany) 20040607
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. Chemistry (Weinheim an der Bergstrasse, Germany) 20031205
Moist skin care can diminish acute radiation-induced skin toxicity. Strahlentherapie und Onkologie : Organ der Deutschen Rontgengesellschaft ... [et al] 20031001
Photomutagenicity of cosmetic ingredient chemicals azulene and guaiazulene. Mutation research 20030929
Torilin from Torilis japonica, as a new inhibitor of testosterone 5 alpha-reductase. Planta medica 20030501
Solvatochromism, halochromism, and preferential solvation of new dipolar guaiazulenyl 1,4-benzoquinone methides. Organic & biomolecular chemistry 20030421
Synthesis of new azulene derivatives and study of their effect on lipid peroxidation and lipoxygenase activity. Chemical & pharmaceutical bulletin 20020701
Synthesis and antioxidant activity of 3-substituted guaiazulene derivatives. Natural product letters 20020601
Determination of the temperature dependence of water solubilities of polycyclic aromatic hydrocarbons by a generator column-on-line solid-phase extraction-liquid chromatographic method. Chemosphere 20020601
Intraindividual comparison of two different skin care conceptions in patients undergoing radiotherapy of the head-and-neck region. Creme or powder? Strahlentherapie und Onkologie : Organ der Deutschen Rontgengesellschaft ... [et al] 20020601
[Use of garmastan in the prophylaxis and therapy of sore nipples of the breast]. Akusherstvo i ginekologiia 20010101
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