| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:29:11 UTC |
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| Update date | 2017-01-19 02:36:16 UTC |
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| FoodComEx ID | PC000202 |
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| FoodDB Record | FDB022678 |
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| Chemical Information |
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| Name | 6-Hydroxydopamine |
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| Description | 6-Hydroxydopamine is a naturally occurring amine in human urine. 5-Hydroxydopamine concentration in urine of DOPA treated Parkinson's patients was significantly higher than inpatients not treated or normal controls. (PMID 8255370)
6-hydroxydopamine has been found to induce the accumulation of unfolded proteins and then activate the unfolded protein response (UPR) in human neuroblastoma SH-SY5Y cells. (PMID 12486162)
A neurotransmitter analogue that depletes noradrenergic stores in nerve endings and induces a reduction of dopamine levels in the brain. Its mechanism of action is related to the production of cytolytic free-radicals. [HMDB] |
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| CAS Number | 1199-18-4 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 2,4,5-trihydroxyphenethylamine | hmdb | | 5-(2-aminoethyl)-1,2,4-benzenetriol | hmdb | | 6-hydroxy-Dopamine | hmdb | | 6-Hydroxydopamine | hmdb | | 6-OHDA | ChEBI | | Hydroxydopamine | ChEBI | | Oxidopamina | ChEBI | | Oxidopamine | ChEBI | | Oxidopaminum | ChEBI | | Topamine | hmdb |
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| Chemical Formula | C8H11NO3 |
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| IUPAC name | 5-(2-aminoethyl)benzene-1,2,4-triol |
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| InChI Identifier | InChI=1S/C8H11NO3/c9-2-1-5-3-7(11)8(12)4-6(5)10/h3-4,10-12H,1-2,9H2 |
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| InChI Key | DIVDFFZHCJEHGG-UHFFFAOYSA-N |
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| Isomeric SMILES | NCCC1=C(O)C=C(O)C(O)=C1 |
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| Average Molecular Weight | 169.1778 |
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| Monoisotopic Molecular Weight | 169.073893223 |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as catecholamines and derivatives. Catecholamines and derivatives are compounds containing 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution. |
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| Kingdom | Organic compounds |
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| Super Class | Benzenoids |
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| Class | Phenols |
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| Sub Class | Benzenediols |
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| Direct Parent | Catecholamines and derivatives |
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| Alternative Parents | |
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| Substituents | - Catecholamine
- Hydroxyquinol derivative
- Phenethylamine
- 2-arylethylamine
- Aralkylamine
- 1-hydroxy-2-unsubstituted benzenoid
- Monocyclic benzene moiety
- Polyol
- Amine
- Hydrocarbon derivative
- Primary amine
- Organic oxygen compound
- Organooxygen compound
- Organonitrogen compound
- Primary aliphatic amine
- Organic nitrogen compound
- Organopnictogen compound
- Aromatic homomonocyclic compound
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| Molecular Framework | Aromatic homomonocyclic compounds |
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| External Descriptors | |
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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Not Available | |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | Production upon request, up to 10 mg |
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| Delivery Time | Not Available |
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| Storage Form | solid |
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| Storage Conditions | -80°C |
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| Stability | Not Available |
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| Purity | Not Available |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Commercial Vendors |
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| Not Available |
