CHEBI:78741 - oxidopamine

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ChEBI Name oxidopamine
ChEBI ID CHEBI:78741
Definition A benzenetriol that is phenethylamine in which the hydrogens at positions 2, 4, and 5 on the phenyl ring are replaced by hydroxy groups. It occurs naturally in human urine, but is also produced as a metabolite of the drug DOPA (used for the treatment of Parkinson's disease).
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB5741946, eMolecules:474954, ZINC000012360703
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Carbon dioxide is a chemical compound with the chemical formula CO2. It is made up of molecules that each have one carbon atom covalently double bonded to two oxygen atoms. It is found in the gas state at room temperature and at normally-encountered concentrations it is odorless. As the source of carbon in the carbon cycle, atmospheric CO2 is the primary carbon source for life on Earth. In the air, carbon dioxide is transparent to visible light but absorbs infrared radiation, acting as a greenhouse gas. Carbon dioxide is soluble in water and is found in groundwater, lakes, ice caps, and seawater. It is a trace gas in Earth's atmosphere at 421 parts per million (ppm), or about 0.042% (as of May 2022) having risen from pre-industrial levels of 280 ppm or about 0.028%. Burning fossil fuels is the main cause of these increased CO2 concentrations, which are the primary cause of climate change. Its concentration in Earth's pre-industrial atmosphere since late in the Precambrian was regulated by organisms and geological features. Plants, algae and cyanobacteria use energy from sunlight to synthesize carbohydrates from carbon dioxide and water in a process called photosynthesis, which produces oxygen as a waste product. In turn, oxygen is consumed and CO2 is released as waste by all aerobic organisms when they metabolize organic compounds to produce energy by respiration. CO2 is released from organic materials when they decay or combust, such as in forest fires. When carbon dioxide dissolves in water, it forms carbonate and mainly bicarbonate (HCO−3), which causes ocean acidification as atmospheric CO2 levels increase. Carbon dioxide is 53% more dense than dry air, but is long lived and thoroughly mixes in the atmosphere. About half of excess CO2 emissions to the atmosphere are absorbed by land and ocean carbon sinks. These sinks can become saturated and are volatile, as decay and wildfires result in the CO2 being released back into the atmosphere. CO2, or the carbon it holds, is eventually sequestered (stored for the long term) in rocks and organic deposits like coal, petroleum and natural gas. Nearly all CO2 produced by humans goes into the atmosphere. Less than 1% of CO2 produced annually is put to commercial use, mostly in the fertilizer industry and in the oil and gas industry for enhanced oil recovery. Other commercial applications include food and beverage production, metal fabrication, cooling, fire suppression and stimulating plant growth in greenhouses.: 3 
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Formula C8H11NO3
Net Charge 0
Average Mass 169.17780
Monoisotopic Mass 169.07389
InChI InChI=1S/C8H11NO3/c9-2-1-5-3-7(11)8(12)4-6(5)10/h3-4,10-12H,1-2,9H2
InChIKey DIVDFFZHCJEHGG-UHFFFAOYSA-N
SMILES NCCc1cc(O)c(O)cc1O
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): neurotoxin
A poison that interferes with the functions of the nervous system.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
drug metabolite

molecular messenger

(via monoamine molecular messenger )
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ChEBI Ontology
Outgoing oxidopamine (CHEBI:78741) has functional parent dopamine (CHEBI:18243)
oxidopamine (CHEBI:78741) has role drug metabolite (CHEBI:49103)
oxidopamine (CHEBI:78741) has role human metabolite (CHEBI:77746)
oxidopamine (CHEBI:78741) has role neurotoxin (CHEBI:50910)
oxidopamine (CHEBI:78741) is a benzenetriol (CHEBI:22707)
oxidopamine (CHEBI:78741) is a catecholamine (CHEBI:33567)
oxidopamine (CHEBI:78741) is a primary amino compound (CHEBI:50994)
IUPAC Name
5-(2-aminoethyl)benzene-1,2,4-triol
INNs Sources
oxidopamina ChemIDplus
oxidopamine WHO MedNet
oxidopamine ChemIDplus
oxidopaminum ChemIDplus
Synonyms Sources
2,4,5-trihydroxyphenethylamine ChemIDplus
6-hydroxydopamine ChemIDplus
6-OHDA ChemIDplus
hydroxydopamine MetaCyc
topamine ChEBI
Manual Xrefs Databases
CPD-7666 MetaCyc
D05294 KEGG DRUG
HMDB0001537 HMDB
LSM-37081 LINCS
Oxidopamine Wikipedia
View more database links
Registry Number Type Source
2211011 Reaxys Registry Number Reaxys
Citations
Last Modified
26 February 2016