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623-05-2,MFCD00013688
Catalog No.:AA0033ZD

623-05-2 | 4-Hydroxybenzyl alcohol

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100mg
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$6.00   $4.00
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25g
98%
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$7.00   $5.00
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100g
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500g
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA0033ZD
Chemical Name:
4-Hydroxybenzyl alcohol
CAS Number:
623-05-2
Molecular Formula:
C7H8O2
Molecular Weight:
124.1372
MDL Number:
MFCD00013688
SMILES:
OCc1ccc(cc1)O
NSC Number:
227926
FEMA Number:
3987
Properties
Properties
 
BP:
252°C at 760 mmHg  
Form:
Solid  
MP:
110-112 °C  
Refractive Index:
1.5035 (estimate)  
Solubility:
6.7g/l soluble  
Stability:
Light Sensitive/Air Sensitive  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
75  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
0.2  

Literature

Title: The implication of mediators for enhancement of laccase oxidation of sulfonamide antibiotics.

Journal: Bioresource technology 20120601

Title: Modulation of LPS-stimulated neuroinflammation in BV-2 microglia by Gastrodia elata: 4-hydroxybenzyl alcohol is the bioactive candidate.

Journal: Journal of ethnopharmacology 20120131

Title: Novel chalcone-based fluorescent human histamine h(3) receptor ligands as pharmacological tools.

Journal: Frontiers in systems neuroscience 20120101

Title: In vitro and in vivo evaluation of the anti-angiogenic actions of 4-hydroxybenzyl alcohol.

Journal: British journal of pharmacology 20110601

Title: Reduction of oxidative stress by p-hydroxybenzyl alcohol-containing biodegradable polyoxalate nanoparticulate antioxidant.

Journal: Biomaterials 20110401

Title: Multiple multi-copper oxidase gene families in basidiomycetes - what for?

Journal: Current genomics 20110401

Title: p-Hydroxybenzyl alcohol prevents brain injury and behavioral impairment by activating Nrf2, PDI, and neurotrophic factor genes in a rat model of brain ischemia.

Journal: Molecules and cells 20110331

Title: Gastrodia Elata Bl Attenuates Cocaine-Induced Conditioned Place Preference and Convulsion, but not Behavioral Sensitization in Mice: Importance of GABA(A) Receptors.

Journal: Current neuropharmacology 20110301

Title: Effects of gastrodia elata bl on phencyclidine-induced schizophrenia-like psychosis in mice.

Journal: Current neuropharmacology 20110301

Title: 4-hydroxybenzyl alcohol ameliorates cerebral injury in rats by antioxidant action.

Journal: Neurochemical research 20110201

Title: Linking NE1545 gene expression with cell volume changes in Nitrosomonas europaea cells exposed to aromatic hydrocarbons.

Journal: Chemosphere 20110101

Title: Predicting the substrate specificity of a glycosyltransferase implicated in the production of phenolic volatiles in tomato fruit.

Journal: The FEBS journal 20110101

Title: Anti-inflammatory effects of Chinese medicinal herbs on cerebral ischemia.

Journal: Chinese medicine 20110101

Title: Chemiluminescent nanomicelles for imaging hydrogen peroxide and self-therapy in photodynamic therapy.

Journal: Journal of biomedicine & biotechnology 20110101

Title: Gastrodin inhibits expression of inducible NO synthase, cyclooxygenase-2 and proinflammatory cytokines in cultured LPS-stimulated microglia via MAPK pathways.

Journal: PloS one 20110101

Title: Isolation and characterization of novel bacterial strains exhibiting ligninolytic potential.

Journal: BMC biotechnology 20110101

Title: Small-molecule inactivation of HIV-1 NCp7 by repetitive intracellular acyl transfer.

Journal: Nature chemical biology 20101201

Title: [Constituents of Gymnadenia conopsea].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20101101

Title: Antioxidant and anti-inflammatory activities of hydroxybenzyl alcohol releasing biodegradable polyoxalate nanoparticles.

Journal: Biomacromolecules 20100809

Title: Supercritical fluid chromatography of myrosinase reaction products in ground yellow mustard seed oil.

Journal: Journal of food science 20100501

Title: Formaldehyde in the indoor environment.

Journal: Chemical reviews 20100414

Title: Structure-toxicity relationship of phenolic analogs as anti-melanoma agents: an enzyme directed prodrug approach.

Journal: Chemico-biological interactions 20100212

Title: Secondary metabolites of the phytopathogen Peronophythora litchii.

Journal: Natural product communications 20100201

Title: Neuroprotective effect of 4-hydroxybenzyl alcohol against transient focal cerebral ischemia via anti-apoptosis in rats.

Journal: Brain research 20100113

Title: Genetic transformation of lignin degrading fungi facilitated by Agrobacterium tumefaciens.

Journal: BMC biotechnology 20100101

Title: A cascade biodegradable polymer based on alternating cyclization and elimination reactions.

Journal: Journal of the American Chemical Society 20091230

Title: The hunt for natural skin whitening agents.

Journal: International journal of molecular sciences 20091201

Title: Biosynthesis of vanillin via ferulic acid in Vanilla planifolia.

Journal: Journal of agricultural and food chemistry 20091111

Title: [Simultaneous determination of four components in Gastrodia elata by RP-HPLC].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20091101

Title: Metabolites from endophytic fungus S20 of Cephalotaxus hainanensis.

Journal: Journal of Asian natural products research 20090801

Title: 4-(Hydroxy-meth-yl)phenol.

Journal: Acta crystallographica. Section E, Structure reports online 20090701

Title: Experimental stroke protection induced by 4-hydroxybenzyl alcohol is cancelled by bacitracin.

Journal: Neuroscience research 20090601

Title: A fragile metabolic network adapted for cooperation in the symbiotic bacterium Buchnera aphidicola.

Journal: BMC systems biology 20090101

Title: Bazedoxifene for the prevention of postmenopausal osteoporosis.

Journal: Therapeutics and clinical risk management 20081201

Title: Pharmacokinetics of gastrodin and its metabolite p-hydroxybenzyl alcohol in rat blood, brain and bile by microdialysis coupled to LC-MS/MS.

Journal: Journal of pharmaceutical and biomedical analysis 20081104

Title: Microfluidic synthesis and catalytic application of PVP-stabilized, approximately 1 nm gold clusters.

Journal: Langmuir : the ACS journal of surfaces and colloids 20081021

Title: Determination and pharmacokinetics of gastrodin and p-hydroxybenzylalcohol after oral administration of Gastrodia elata Bl. extract in rats by high-performance liquid chromatography-electrospray ionization mass spectrometric method.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20081001

Title: [Brain targeting of gastrodin nasal in situ gel].

Journal: Sichuan da xue xue bao. Yi xue ban = Journal of Sichuan University. Medical science edition 20080501

Title: Biotransformation and pharmacokinetics of 4-(3,4-dihydroxybenzoyloxymethyl)phenyl-O-beta-D-glucopyranoside, an antioxidant isolated from Origanum vulgare.

Journal: Journal of agricultural and food chemistry 20080423

Title: The photo-Favorskii reaction of p-hydroxyphenacyl compounds is initiated by water-assisted, adiabatic extrusion of a triplet biradical.

Journal: Journal of the American Chemical Society 20080319

Title: Effect of borneol on the distribution of gastrodin to the brain in mice via oral administration.

Journal: Journal of drug targeting 20080201

Title: Distribution and metabolism of gastrodin in rat brain.

Journal: Journal of pharmaceutical and biomedical analysis 20080122

Title: Engineering and Applications of fungal laccases for organic synthesis.

Journal: Microbial cell factories 20080101

Title: Vanillin, 4-hydroxybenzyl aldehyde and 4-hydroxybenzyl alcohol prevent hippocampal CA1 cell death following global ischemia.

Journal: Brain research 20071121

Title: Host plant-dependent metabolism of 4-hydroxybenzylglucosinolate in Pieris rapae: substrate specificity and effects of genetic modification and plant nitrile hydratase.

Journal: Insect biochemistry and molecular biology 20071101

Title: Studies on the antioxidant activities of natural vanilla extract and its constituent compounds through in vitro models.

Journal: Journal of agricultural and food chemistry 20070919

Title: Anti-angiogenic, anti-inflammatory and anti-nociceptive activity of 4-hydroxybenzyl alcohol.

Journal: The Journal of pharmacy and pharmacology 20070901

Title: [Studies on chemical constituents from root of Cynanchum atratum].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070901

Title: Inhibitory effect of p-hydroxybenzyl alcohol on tyrosinase activity and melanogenesis.

Journal: Biological & pharmaceutical bulletin 20070601

Title: Synthesis and biological evaluation of 12 allenic aromatic ethers.

Journal: Bioorganic & medicinal chemistry letters 20070515

Title: [Evaluation of the quality of Gastrodia elata Bl. by HPLC-DAD/MS].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20070401

Title: Phenolic constituents from the rhizomes of Gastrodia elata.

Journal: Natural product research 20070201

Title: Development and validation of an RP-HPLC method for quantitative determination of vanillin and related phenolic compounds in Vanilla planifolia.

Journal: Journal of separation science 20070101

Title: Chemical fingerprint analysis of rhizomes of Gymnadenia conopsea by HPLC-DAD-MSn.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20061205

Title: A new citryl glycoside from Gastrodia elata and its inhibitory activity on GABA transaminase.

Journal: Chemical & pharmaceutical bulletin 20061201

Title: Anti-inflammatory action of phenolic compounds from Gastrodia elata root.

Journal: Archives of pharmacal research 20061001

Title: [The production of gastrodin through biotransformation of p-hydroxybenzaldehyde by cell suspension culture of Datura stramonium].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20061001

Title: [Production of gastrodin through biotransformation of p-hydroxybenzaldehyde by cell suspension cultures of Datura tatula L].

Journal: Sheng wu gong cheng xue bao = Chinese journal of biotechnology 20060901

Title: Inhibition of GABA shunt enzymes' activity by 4-hydroxybenzaldehyde derivatives.

Journal: Bioorganic & medicinal chemistry letters 20060201

Title: Anxiolytic-like effects of Gastrodia elata and its phenolic constituents in mice.

Journal: Biological & pharmaceutical bulletin 20060201

Title: Bioactivation of 4-methylphenol (p-cresol) via cytochrome P450-mediated aromatic oxidation in human liver microsomes.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20051201

Title: Colorimetric evaluation of phenolic content and GC-MS characterization of phenolic composition of alimentary and cosmetic argan oil and press cake.

Journal: Journal of agricultural and food chemistry 20051116

Title: Gastrodia elata blume and an active component, p-hydroxybenzyl alcohol reduce focal ischemic brain injury through antioxidant related gene expressions.

Journal: Biological & pharmaceutical bulletin 20050601

Title: In vitro metabolism of nitric oxide-donating aspirin: the effect of positional isomerism.

Journal: The Journal of pharmacology and experimental therapeutics 20050301

Title: New phenolic glycosides from the seeds of Cucurbita moschata.

Journal: Chemical & pharmaceutical bulletin 20050201

Title: Metabolism of gallic acid and catechin by Lactobacillus hilgardii from wine.

Journal: Journal of agricultural and food chemistry 20041020

Title: Chemical constituents of the rhizomes of Coeloglossum viride var. bracteatum.

Journal: Journal of Asian natural products research 20040301

Title: [Chemical constituents from the rhizoma of Arundina graminifolia].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20040201

Title: Metabolism of benzyl alcohol via catechol ortho-pathway in methylnaphthalene-degrading Pseudomonas putida CSV86.

Journal: Applied microbiology and biotechnology 20031001

Title: Substituent effects on carbocation stability: the pK(R) for p-quinone methide.

Journal: Journal of the American Chemical Society 20030723

Title: 4-Hydroxybenzyl alcohol accumulates in flowers and developing fruits of carrot and inhibits seed formation.

Journal: Journal of plant physiology 20030601

Title: Polymer-supported reagents for methylphosphorylation and phosphorylation of carbohydrates.

Journal: Bioorganic & medicinal chemistry letters 20020722

Title: Flash photolytic generation and study of p-quinone methide in aqueous solution. An estimate of rate and equilibrium constants for heterolysis of the carbon-bromine bond in p-hydroxybenzyl bromide.

Journal: Journal of the American Chemical Society 20020605

Title: In vitro effects of hydroxybenzaldehydes from Gastrodia elata and their analogues on GABAergic neurotransmission, and a structure-activity correlation.

Journal: Planta medica 20011201

Title: Evidence of a new biotransformation pathway of p-coumaric acid into p-hydroxybenzaldehyde in Pycnoporus cinnabarinus.

Journal: Applied microbiology and biotechnology 20011201

Title: Identification of novel polyphenol oxidase inhibitors by enzymatic one-pot synthesis and deconvolution of combinatorial libraries.

Journal: Biotechnology and bioengineering 20011005

Title: Studies on the reaction of p-hydroxybenzyl alcohol and hydroxyl radicals.

Journal: Journal of chromatographic science 20010901

Title: Determination of the active ingredients in Gastrodia rhizoma by capillary electrophoresis with electrochemical detection.

Journal: The Analyst 20010901

Title: Rerouting the plant phenylpropanoid pathway by expression of a novel bacterial enoyl-CoA hydratase/lyase enzyme function.

Journal: The Plant cell 20010701

Title: Properties of diphenolase from Vanilla planifolia (Andr.) shoot primordia cultured in vitro.

Journal: Journal of agricultural and food chemistry 20010701

Title: Simultaneous determination of p-hydroxybenzaldehyde, p-hydroxybenzyl alcohol, 4-(beta-D-glucopyranosyloxy)-benzyl alcohol, and sugars in Gastrodia elata blume measured as their acetylated derivatives by GC-MS.

Journal: Journal of chromatographic science 20010601

Title: Effects of noncovalent and covalent FAD binding on the redox and catalytic properties of p-cresol methylhydroxylase.

Journal: Biochemistry 20010220

Title: A germacranolide and three hydroxybenzyl alcohol derivatives from Hieracium murorum and Crepis bocconi.

Journal: Phytochemical analysis : PCA 20010101

Title: Gastrodin and p-hydroxybenzyl alcohol facilitate memory consolidation and retrieval, but not acquisition, on the passive avoidance task in rats.

Journal: Journal of ethnopharmacology 19970301

Title: Effects of Gastrodia elata and its active constituents on scopolamine-induced amnesia in rats.

Journal: Planta medica 19960801

Title: p-Hydroxybenzyl alcohol attenuates learning deficits in the inhibitory avoidance task: involvement of serotonergic and dopaminergic systems.

Journal: The Chinese journal of physiology 19960101

Title: Lim EJ, et al. Anti-angiogenic, anti-inflammatory and anti-nociceptive activity of 4-hydroxybenzyl alcohol. J Pharm Pharmacol. 2007 Sep;59(9):1235-40.

Title: Laschke MW, et al. In vitro and in vivo evaluation of the anti-angiogenic actions of 4-hydroxybenzyl alcohol. Br J Pharmacol. 2011 Jun;163(4):835-44.

Title: Laschke MW, et al. 4-hydroxybenzyl alcohol: a novel inhibitor of tumor angiogenesis and growth. Life Sci. 2013 Jul 19;93(1):44-50.

Title: Yu SS, et al. Neuroprotective effect of 4-hydroxybenzyl alcohol against transient focal cerebral ischemia via anti-apoptosis in rats. Brain Res. 2010 Jan 13;1308:167-75.

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Tags:623-05-2 Molecular Formula|623-05-2 MDL|623-05-2 SMILES|623-05-2 4-Hydroxybenzyl alcohol