Home Other Building Blocks 104-54-1
104-54-1,MFCD00002921
Catalog No.:AA003OU3

104-54-1 | Cinnamyl alcohol

Pack Size
Purity
Availability
Price(USD)
Quantity
  
25g
95%
in stock  
$15.00   $11.00
- +
100g
95%
in stock  
$23.00   $16.00
- +
500g
95%
in stock  
$27.00   $19.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA003OU3
Chemical Name:
Cinnamyl alcohol
CAS Number:
104-54-1
Molecular Formula:
C9H10O
Molecular Weight:
134.1751
MDL Number:
MFCD00002921
SMILES:
OCC=Cc1ccccc1
FEMA Number:
2294
Properties
Properties
 
BP:
258°C at 760 mmHg  
Form:
Solid  
MP:
30-33 °C(lit.)  
Refractive Index:
1.5819  
Solubility:
H2O: soluble  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
101  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
2  
XLogP3:
1.9  

Literature

Title: An in vitro skin sensitization assay termed EpiSensA for broad sets of chemicals including lipophilic chemicals and pre/pro-haptens.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20170401

Title: SENS-IS, a 3D reconstituted epidermis based model for quantifying chemical sensitization potency: Reproducibility and predictivity results from an inter-laboratory study.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20160401

Title: Dual regulation of skin sensitizer-induced HMOX1 expression by Bach1 and Nrf2: Comparison to regulation of the AKR1C2-ARE element in the KeratinoSens cell line.

Journal: Toxicology and applied pharmacology 20151101

Title: Chemical allergens stimulate human epidermal keratinocytes to produce lymphangiogenic vascular endothelial growth factor.

Journal: Toxicology and applied pharmacology 20150301

Title: Development of a new in vitro skin sensitization assay (Epidermal Sensitization Assay; EpiSensA) using reconstructed human epidermis.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20131201

Title: NCTC 2544 and IL-18 production: a tool for the identification of contact allergens.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20130401

Title: Development of an in vitro dendritic cell-based test for skin sensitizer identification.

Journal: Chemical research in toxicology 20130318

Title: Differentiation of skin sensitizers from irritant chemicals by interleukin-1α and macrophage inflammatory protein-2 in murine keratinocytes.

Journal: Toxicology letters 20130110

Title: Xanthine oxidase inhibitory activity of constituents of Cinnamomum cassia twigs.

Journal: Bioorganic & medicinal chemistry letters 20120715

Title: Proteogenomic evidence for β-oxidation of plant-derived 3-phenylpropanoids in 'Aromatoleum aromaticum' EbN1.

Journal: Proteomics 20120501

Title: B cell increases and ex vivo IL-2 production as secondary endpoints for the detection of sensitizers in non-radioisotopic local lymph node assay using flow cytometry.

Journal: Toxicology letters 20120325

Title: An in vitro test to screen skin sensitizers using a stable THP-1-derived IL-8 reporter cell line, THP-G8.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20111201

Title: [UPLC simultaneous determination of five active components in Cinnamomi Ramulus].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20111201

Title: Palladium-catalyzed stereoconvergent formylation of (E/Z)-β-bromo-β-fluorostyrenes: straightforward access to (Z)-α-fluorocinnamic aldehydes and (Z)-β-fluorocinnamic alcohols.

Journal: The Journal of organic chemistry 20111007

Title: Cloning, expression, functional validation and modeling of cinnamyl alcohol dehydrogenase isolated from xylem of Leucaena leucocephala.

Journal: Protein expression and purification 20111001

Title: Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines.

Journal: Bioorganic & medicinal chemistry letters 20110715

Title: Discovery of S1P agonists with a dihydronaphthalene scaffold.

Journal: Bioorganic & medicinal chemistry letters 20110701

Title: Variation in highbush blueberry floral volatile profiles as a function of pollination status, cultivar, time of day and flower part: implications for flower visitation by bees.

Journal: Annals of botany 20110601

Title: Enantioselective dichlorination of allylic alcohols.

Journal: Journal of the American Chemical Society 20110601

Title: The intra- and inter-laboratory reproducibility and predictivity of the KeratinoSens assay to predict skin sensitizers in vitro: results of a ring-study in five laboratories.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20110401

Title: Contribution of cinnamic acid analogues in rosmarinic acid to inhibition of snake venom induced hemorrhage.

Journal: Bioorganic & medicinal chemistry 20110401

Title: Use of the human monocytic leukemia THP-1 cell line and co-incubation with microsomes to identify and differentiate hapten and prohapten sensitizers.

Journal: Toxicology 20110227

Title: Synthesis and structure-activity relationship studies of cytotoxic cinnamic alcohol derivatives.

Journal: Natural product research 20110201

Title: Effects of cinnamaldehyde on the glucose transport activity of GLUT1.

Journal: Biochimie 20110201

Title: Patch testing for food-associated allergies in orofacial granulomatosis.

Journal: Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology 20110101

Title: Cinnamyl alcohols and methyl esters of fatty acids from Wedelia prostrata callus cultures.

Journal: Natural product research 20110101

Title: Sunscreen allergy due to cinnamyl alcohol in a ketoprofen-sensitized patient.

Journal: European journal of dermatology : EJD 20110101

Title: Characterization of two isozymes of coniferyl alcohol dehydrogenase from Streptomyces sp. NL15-2K.

Journal: Bioscience, biotechnology, and biochemistry 20110101

Title: Quantification of flavoring constituents in cinnamon: high variation of coumarin in cassia bark from the German retail market and in authentic samples from indonesia.

Journal: Journal of agricultural and food chemistry 20101013

Title: Keratinocyte gene expression profiles discriminate sensitizing and irritating compounds.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20100901

Title: High-resolution transcriptional profiling of chemical-stimulated dendritic cells identifies immunogenic contact allergens, but not prohaptens.

Journal: Skin pharmacology and physiology 20100101

Title: Systemic contact dermatitis presenting as lichen planus of the lip.

Journal: Dermatitis : contact, atopic, occupational, drug 20100101

Title: Study of the metabolism of estragole in humans consuming fennel tea.

Journal: Chemical research in toxicology 20091201

Title: Oxidation of alcohols using a manganese (II) complex based on a pentakis benzimidazole amide ligand.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20091001

Title: Effect of aqueous environment in chemical reactivity of monolignols. A New Fukui Function Study.

Journal: Journal of molecular graphics & modelling 20090901

Title: Cofactor recycling for selective enzymatic biotransformation of cinnamaldehyde to cinnamyl alcohol.

Journal: Bioscience, biotechnology, and biochemistry 20090501

Title: Identification of the constituents of balsam of peru in tomatoes.

Journal: Dermatitis : contact, atopic, occupational, drug 20090101

Title: Production of cinnamyl glycosides in compact callus aggregate cultures of Rhodiola rosea through biotransformation of cinnamyl alcohol.

Journal: Methods in molecular biology (Clifton, N.J.) 20090101

Title: Aldehydic components of cinnamon bark extract suppresses RANKL-induced osteoclastogenesis through NFATc1 downregulation.

Journal: Bioorganic & medicinal chemistry 20081015

Title: Nematicidal activity of plant essential oils and components from coriander (Coriandrum sativum), Oriental sweetgum (Liquidambar orientalis), and valerian (Valeriana wallichii) essential oils against pine wood nematode (Bursaphelenchus xylophilus).

Journal: Journal of agricultural and food chemistry 20080827

Title: [Design and in vitro evaluation of self-microemulsifying drug delivery systems for piroxicam].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20080401

Title: Evaluation of the chemical reactivity in lignin precursors using the Fukui function.

Journal: Journal of molecular modeling 20080201

Title: [Structure-activity relationship of phenylallyl compounds inhibiting PGE2 release in mouse cerebral microvascular endothelial cells induced by IL-1beta].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20070701

Title: Toxicological studies of two compounds isolated from Loranthus globosus Roxb.

Journal: Pakistan journal of biological sciences : PJBS 20070615

Title: Efficient metal-catalyzed direct benzylation and allylic alkylation of 2,4-pentanediones.

Journal: Organic letters 20070301

Title: Noxious compounds activate TRPA1 ion channels through covalent modification of cysteines.

Journal: Nature 20070201

Title: High-activity, single-site mesoporous Pd/Al2O3 catalysts for selective aerobic oxidation of allylic alcohols.

Journal: Angewandte Chemie (International ed. in English) 20070101

Title: A toxicologic and dermatologic assessment of related esters and alcohols of cinnamic acid and cinnamyl alcohol when used as fragrance ingredients.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20070101

Title: Primary sensitization to cinnamyl chloride in an operator of a pharmaceutical company.

Journal: Contact dermatitis 20061201

Title: Comparison of estimated daily intakes of flavouring substances with no-observed-effect levels.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20060601

Title: Simultaneous sensitivity to fragrances.

Journal: The British journal of dermatology 20060501

Title: Epoxidation of the methamphetamine pyrolysis product, trans-phenylpropene, to trans-phenylpropylene oxide by CYP enzymes and stereoselective glutathione adduct formation.

Journal: Toxicology and applied pharmacology 20060301

Title: Synthesis of multiply 13C-labeled furofuran lignans using 13C-labeled cinnamyl alcohols as building blocks.

Journal: Steroids 20060301

Title: Effect of 3-Phenyl-2-Propene-1-ol on PGE2 release from rat cerebral microvascular endothelial cells stimulated by IL-1beta.

Journal: The American journal of Chinese medicine 20060101

Title: Fragrance contact dermatitis in Korea: a joint study.

Journal: Contact dermatitis 20051201

Title: Tetramethylammonium hydroxide (TMAH) thermochemolysis of lignin: behavior of 4-O-etherified cinnamyl alcohols and aldehydes.

Journal: Journal of agricultural and food chemistry 20051116

Title: Molecular and pharmacological analysis of an octopamine receptor from American cockroach and fruit fly in response to plant essential oils.

Journal: Archives of insect biochemistry and physiology 20050701

Title: Photodegradation of substituted stilbene compounds: what colors aging paper yellow?

Journal: The journal of physical chemistry. A 20050630

Title: Synthesis of aza-, oxa-, and thiabicyclo[3.1.0]hexane heterocycles from a common synthetic intermediate.

Journal: Organic letters 20050623

Title: A toxicologic and dermatologic assessment of cinnamyl alcohol, cinnamaldehyde and cinnamic acid when used as fragrance ingredients.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20050601

Title: Fragrance material review on cinnamyl alcohol.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20050601

Title: Authentication and quantitative analysis on the chemical profile of cassia bark (cortex cinnamomi) by high-pressure liquid chromatography.

Journal: Journal of agricultural and food chemistry 20050406

Title: Behavior of monolignol glucosides in angiosperms.

Journal: Journal of agricultural and food chemistry 20041215

Title: LC/MS/MS identification of glycosides produced by biotransformation of cinnamyl alcohol in Rhodiola rosea compact callus aggregates.

Journal: Biomedical chromatography : BMC 20041001

Title: Simultaneous determination of phenylglycidol enantiomers and cinnamyl alcohol in asymmetric epoxidation processes by chiral liquid chromatography.

Journal: Journal of chromatography. A 20040813

Title: Chiral capillary electrophoresis applied to the determination of phenylglycidol enantiomers obtained from cinnamyl alcohol by asymmetric epoxidation using new titanium(IV) alkoxide compounds as catalysts.

Journal: Electrophoresis 20040801

Title: Protein binding and metabolism influence the relative skin sensitization potential of cinnamic compounds.

Journal: Chemical research in toxicology 20040301

Title: Enantioselective catalytic allylation of carbonyl groups by umpolung of pi-allyl palladium complexes.

Journal: Angewandte Chemie (International ed. in English) 20040206

Title: The FEMA GRAS assessment of cinnamyl derivatives used as flavor ingredients.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20040201

Title: Optimization of a chemical attractant for Epicometis (Tropinota) hirta Poda.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20040101

Title: Purification and characterization of cinnamyl alcohol-NADPH-dehydrogenase from the leaf tissues of a basin mangrove Lumnitzera racemosa Willd.

Journal: Indian journal of biochemistry & biophysics 20040101

Title: Mechanism studies on the CSI reaction with allyl ethers by varying p-substituent.

Journal: Archives of pharmacal research 20030901

Title: Cytokine-regulatory activity and therapeutic efficacy of cinnamyl derivatives in endotoxin shock.

Journal: European journal of pharmacology 20030808

Title: Cinnamic compound metabolism in human skin and the role metabolism may play in determining relative sensitisation potency.

Journal: Journal of dermatological science 20030201

Title: Synthesis and biological evaluation of novel 2-(1H-imidazol-4-yl)cyclopropane carboxylic acids: key intermediates for H3 histamine receptor ligands.

Journal: Bioorganic & medicinal chemistry letters 20021216

Title: Inhibitory activity of Cinnamomum cassia bark-derived component against rat lens aldose reductase.

Journal: Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques 20020101

Title: Insecticidal activity of essential oils: octopaminergic sites of action.

Journal: Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20011101

Title: Oxidation of cinnamyl alcohols and aldehydes by a basic peroxidase from lignifying Zinnia elegans hypocotyls.

Journal: Phytochemistry 20010801

Title: High-performance liquid chromatography method for the quantification of non-radiolabelled cinnamic compounds in analytes derived from human skin absorption and metabolism experiments.

Journal: Journal of chromatography. B, Biomedical sciences and applications 20010715

Title: Characterization of T cell responses to fragrances.

Journal: Toxicology and applied pharmacology 20010501

Title: Human skin absorption and metabolism of the contact allergens, cinnamic aldehyde, and cinnamic alcohol.

Journal: Toxicology and applied pharmacology 20001101

Title: Hwang DI, et al. Cinnamyl Alcohol, the Bioactive Component of Chestnut Flower Absolute, Inhibits Adipocyte Differentiation in 3T3-L1 Cells by Downregulating Adipogenic Transcription Factors. Am J Chin Med. 2017;45(4):833-846.

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:104-54-1 Molecular Formula|104-54-1 MDL|104-54-1 SMILES|104-54-1 Cinnamyl alcohol |Organic_Building_Blocks