Home Aldehydes 5707-55-1
5707-55-1,MFCD19707262
Catalog No.:AA00EEE8

5707-55-1 | 2-(3,4-Dihydroxyphenyl)acetaldehyde

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5mg
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10mg
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$126.00   $88.00
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25mg
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50mg
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00EEE8
Chemical Name:
2-(3,4-Dihydroxyphenyl)acetaldehyde
CAS Number:
5707-55-1
Molecular Formula:
C8H8O3
Molecular Weight:
152.1473
MDL Number:
MFCD19707262
SMILES:
O=CCc1ccc(c(c1)O)O
Properties
Properties
 
Storage:
-20 ℃;Inert atmosphere;  

Computed Properties
 
Complexity:
135  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
2  
XLogP3:
0.4  

Literature

Title: PCB95 and PCB153 change dopamine levels and turn-over in PC12 cells.

Journal: Toxicology 20180201

Title: Co-morbidity and self medication in schizophrenia: involvement of endogenous morphine signaling mechanisms.

Journal: Current drug targets 20121001

Title: Catechol and aldehyde moieties of 3,4-dihydroxyphenylacetaldehyde contribute to tyrosine hydroxylase inhibition and neurotoxicity.

Journal: Brain research 20120920

Title: Expression and purification of recombinant human tyrosine hydroxylase as a fusion protein in Escherichia coli.

Journal: Protein expression and purification 20120801

Title: Neurodegeneration and motor dysfunction in mice lacking cytosolic and mitochondrial aldehyde dehydrogenases: implications for Parkinson's disease.

Journal: PloS one 20120101

Title: Inflammatory Pathways in Parkinson's Disease; A BNE Microarray Study.

Journal: Parkinson's disease 20120101

Title: Dopamine induced neurodegeneration in a PINK1 model of Parkinson's disease.

Journal: PloS one 20120101

Title: Schisandrin B as a hormetic agent for preventing age-related neurodegenerative diseases.

Journal: Oxidative medicine and cellular longevity 20120101

Title: Functional significance of aldehyde dehydrogenase ALDH1A1 to the nigrostriatal dopamine system.

Journal: Brain research 20110823

Title: Inhibition and covalent modification of tyrosine hydroxylase by 3,4-dihydroxyphenylacetaldehyde, a toxic dopamine metabolite.

Journal: Neurotoxicology 20110801

Title: Oxidation of 3,4-dihydroxyphenylacetaldehyde, a toxic dopaminergic metabolite, to a semiquinone radical and an ortho-quinone.

Journal: The Journal of biological chemistry 20110729

Title: Dopamine-derived biological reactive intermediates and protein modifications: Implications for Parkinson's disease.

Journal: Chemico-biological interactions 20110630

Title: Oxidative stress in schizophrenia.

Journal: Current neuropharmacology 20110601

Title: Disulfiram modulated ROS-MAPK and NFκB pathways and targeted breast cancer cells with cancer stem cell-like properties.

Journal: British journal of cancer 20110510

Title: Catechols in post-mortem brain of patients with Parkinson disease.

Journal: European journal of neurology 20110501

Title: Natural toxin implicated as triggering Parkinson's disease.

Journal: Pakistan journal of biological sciences : PJBS 20110201

Title: From L-dopa to dihydroxyphenylacetaldehyde: a toxic biochemical pathway plays a vital physiological function in insects.

Journal: PloS one 20110101

Title: The biochemical and cellular basis for nutraceutical strategies to attenuate neurodegeneration in Parkinson's disease.

Journal: International journal of molecular sciences 20110101

Title: The evolution of dopamine systems in chordates.

Journal: Frontiers in neuroanatomy 20110101

Title: Widespread increases in malondialdehyde immunoreactivity in dopamine-rich and dopamine-poor regions of rat brain following multiple, high doses of methamphetamine.

Journal: Frontiers in systems neuroscience 20110101

Title: Dopamine and α-synuclein dysfunction in Smad3 null mice.

Journal: Molecular neurodegeneration 20110101

Title: [Reactive oxygen species and 3,4-dihydroxyphenylacetaldehyde in pathogenesis of Parkinson disease].

Journal: Przeglad lekarski 20110101

Title: Cellular and mitochondrial effects of alcohol consumption.

Journal: International journal of environmental research and public health 20101201

Title: Relative inhibitory potency of molinate and metabolites with aldehyde dehydrogenase 2: implications for the mechanism of enzyme inhibition.

Journal: Chemical research in toxicology 20101115

Title: Mitochondrial aldehyde dehydrogenase and cardiac diseases.

Journal: Cardiovascular research 20101001

Title: Inhibition of aldehyde dehydrogenase-2 suppresses cocaine seeking by generating THP, a cocaine use-dependent inhibitor of dopamine synthesis.

Journal: Nature medicine 20100901

Title: Neurotoxic effects of tetrahydroisoquinolines and underlying mechanisms.

Journal: Experimental neurobiology 20100901

Title: Catechol-O-methyltransferase: potential relationship to idiopathic hypertension.

Journal: Archives of medical science : AMS 20100630

Title: Contamination of the norepinephrine prodrug droxidopa by dihydroxyphenylacetaldehyde.

Journal: Clinical chemistry 20100501

Title: Complete genome sequence and lifestyle of black-pigmented Corynebacterium aurimucosum ATCC 700975 (formerly C. nigricans CN-1) isolated from a vaginal swab of a woman with spontaneous abortion.

Journal: BMC genomics 20100101

Title: Selective neuronal vulnerability to oxidative stress in the brain.

Journal: Frontiers in aging neuroscience 20100101

Title: Potential redox-sensitive Akt activation by dopamine activates Bad and promotes cell death in melanocytes.

Journal: Oxidative medicine and cellular longevity 20100101

Title: Vulnerability of mesostriatal dopaminergic neurons in Parkinson's disease.

Journal: Frontiers in neuroanatomy 20100101

Title: The neurotoxicity of DOPAL: behavioral and stereological evidence for its role in Parkinson disease pathogenesis.

Journal: PloS one 20100101

Title: Nitrative and oxidative stress in toxicology and disease.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20091101

Title: Multiple roles of the active site lysine of Dopa decarboxylase.

Journal: Archives of biochemistry and biophysics 20090815

Title: Protein reactivity of 3,4-dihydroxyphenylacetaldehyde, a toxic dopamine metabolite, is dependent on both the aldehyde and the catechol.

Journal: Chemical research in toxicology 20090701

Title: Products of oxidative stress inhibit aldehyde oxidation and reduction pathways in dopamine catabolism yielding elevated levels of a reactive intermediate.

Journal: Chemical research in toxicology 20090501

Title: Dopamine release in the nucleus accumbens (shell) of two lines of rats selectively bred to prefer or avoid ethanol.

Journal: European journal of pharmacology 20071114

Title: Lipid peroxidation products inhibit dopamine catabolism yielding aberrant levels of a reactive intermediate.

Journal: Chemical research in toxicology 20071001

Title: A new chromone, 11-hydroxy-sec-O-glucosylhamaudol from Ostericum koreanum.

Journal: Chemical & pharmaceutical bulletin 20070701

Title: Neurotoxicity and metabolism of the catecholamine-derived 3,4-dihydroxyphenylacetaldehyde and 3,4-dihydroxyphenylglycolaldehyde: the role of aldehyde dehydrogenase.

Journal: Pharmacological reviews 20070601

Title: Functional analysis of norcoclaurine synthase in Coptis japonica.

Journal: The Journal of biological chemistry 20070302

Title: Aspects of cuticular sclerotization in the locust, Scistocerca gregaria, and the beetle, Tenebrio molitor.

Journal: Insect biochemistry and molecular biology 20070301

Title: Possible interaction between MAOA and DRD2 genes associated with antisocial alcoholism among Han Chinese men in Taiwan.

Journal: Progress in neuro-psychopharmacology & biological psychiatry 20070130

Title: Inhibition of the oxidative metabolism of 3,4-dihydroxyphenylacetaldehyde, a reactive intermediate of dopamine metabolism, by 4-hydroxy-2-nonenal.

Journal: Neurotoxicology 20070101

Title: Interaction of alpha-synuclein and dopamine metabolites in the pathogenesis of Parkinson's disease: a case for the selective vulnerability of the substantia nigra.

Journal: Acta neuropathologica 20060801

Title: [Assessment of the in vitro and in vivo toxicity of 3,4-dihydroxyphenylacetaldehyde (DOPAL)].

Journal: Annales pharmaceutiques francaises 20040901

Title: Toxicity of a treatment associating dopamine and disulfiram for catecholaminergic neuroblastoma SH-SY5Y cells: relationships with 3,4-dihydroxyphenylacetaldehyde formation.

Journal: Neurotoxicology 20040301

Title: Semi-chronic increase in striatal level of 3,4-dihydroxyphenylacetaldehyde does not result in alteration of nigrostriatal dopaminergic neurones.

Journal: Journal of neuroscience research 20040201

Title: Neurotoxicity of MAO metabolites of catecholamine neurotransmitters: role in neurodegenerative diseases.

Journal: Neurotoxicology 20040101

Title: 3,4-Dihydroxyphenylacetaldehyde is the toxic dopamine metabolite in vivo: implications for Parkinson's disease pathogenesis.

Journal: Brain research 20031107

Title: Convenient syntheses of biogenic aldehydes, 3,4-dihydroxyphenylacetaldehyde and 3,4-dihydroxyphenylglycolaldehyde.

Journal: Bioorganic chemistry 20030401

Title: 3,4-dihydroxyphenylacetaldehyde: a potential target for neuroprotective therapy in Parkinson's disease.

Journal: Current drug targets. CNS and neurological disorders 20030401

Title: Oxidative metabolite of dopamine, 3,4-dihydroxyphenylacetaldehyde, induces dopamine release from PC12 cells by a Ca2+-independent mechanism.

Journal: Brain research 20020322

Title: Novel aspects of dopamine oxidative metabolism (confounding outcomes take place of certainties).

Journal: Pharmacology & toxicology 20011101

Title: 3,4-Dihydroxyphenylacetaldehyde and hydrogen peroxide generate a hydroxyl radical: possible role in Parkinson's disease pathogenesis.

Journal: Brain research. Molecular brain research 20010910

Title: Parkinson's disease--redox mechanisms.

Journal: Current medicinal chemistry 20010601

Title: Selective dopaminergic vulnerability: 3,4-dihydroxyphenylacetaldehyde targets mitochondria.

Journal: Free radical biology & medicine 20010415

Title: Biogenic aldehyde(s) derived from the action of monoamine oxidase may mediate the antidipsotropic effect of daidzin.

Journal: Chemico-biological interactions 20010130

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Tags:5707-55-1 Molecular Formula|5707-55-1 MDL|5707-55-1 SMILES|5707-55-1 2-(3,4-Dihydroxyphenyl)acetaldehyde