Dopamine quinone (BioDeep_00000011874)
Secondary id: BioDeep_00001869215
human metabolite Endogenous blood metabolite
代谢物信息卡片
化学式: C8H9NO2 (151.0633)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(plant) 17.99%
分子结构信息
SMILES: C1=CC(=O)C(=O)C=C1CCN
InChI: InChI=1S/C8H9NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5H,3-4,9H2
描述信息
Dopamine-quinone is synthesized by oxidation of the catechol ring of dopamine. If this occurs within the neuronal cytosol, the quinone may react with cytosolic components, particularly with cysteine residues. (PMID: 12835101). Dopamine quinone is produce by the reaction between dopamine and oxygen, with water as the byproduct. The reaction is catalyzed by the tyrosinase precursor.
Dopamine-quinone is synthesized by oxidation of the catechol ring of dopamine. If this occurs within the neuronal cytosol, the quinone may react with cytosolic components, particularly with cysteine residues. (PMID: 12835101)
同义名列表
10 个代谢物同义名
Dopaminoquinone;dopamine o-quinone;DoQ;4-(2-aminoethyl)-1,2-benzoquinone;4-(2-aminoethyl)-O-benzoquinone; 4-(2-Aminoethyl)-3,5-cyclohexadiene-1,2-dione; 4-(2-aminoethyl)cyclohexa-3,5-diene-1,2-dione; 4-(2-Aminoethyl)-1,2-benzoquinone; 4-(2-Aminoethyl)-O-benzoquinone; Dopamine O-quinone; Dopamine quinone; Dopaminoquinone; DoQ; Dopamine quinone
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:74684
- KEGG: C17755
- PubChem: 162602
- HMDB: HMDB0012219
- Metlin: METLIN64470
- MetaCyc: CPD-8851
- foodb: FDB028863
- chemspider: 142759
- CAS: 50673-96-6
- PMhub: MS000026058
- PubChem: 96024082
- NIKKAJI: J646.351G
- RefMet: Dopamine quinone
- KNApSAcK: 74684
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
代谢反应
4 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(2)
- Dopamine metabolism:
Dopamine ⟶ 3-Methoxytyramine - Dopamine metabolism:
Dopamine ⟶ 3-Methoxytyramine
Plant Reactome(0)
INOH(0)
PlantCyc(2)
- betacyanin biosynthesis (via dopamine):
2-descarboxy-cyclo-dopa + A + H+ + betalamate ⟶ 2-descarboxy-betanidin + A(H2) + H2O - superpathway of betalain biosynthesis:
UDP-α-D-glucose + leucodopachrome ⟶ H+ + UDP + cyclo-dopa 5-O-glucoside
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
2 个相关的物种来源信息
- 6669 - Daphnia pulex: 10.1038/SREP25125
- 9606 - Homo sapiens: -
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：
- PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。
文献列表
- P Sivakumar, K B Nagashanmugam, S Priyatharshni, R Lavanya, N Prabhu, S Ponnusamy. Review on the interactions between dopamine metabolites and α-Synuclein in causing Parkinson's disease.
Neurochemistry international.
2023 01; 162(?):105461. doi:
10.1016/j.neuint.2022.105461. [PMID: 36460239] - Lisa M Landino, Zachary T Shuckrow, Alexander S Mooney, Clare O Lauderback, Kristen E Lorenzi. Photo-oxidation and Photoreduction of Catechols by Chlorophyll Metabolites and Methylene Blue.
Chemical research in toxicology.
2022 10; 35(10):1851-1862. doi:
10.1021/acs.chemrestox.2c00142. [PMID: 36044382] - M Shahbakhsh, H Saravani, Z Hashemzaei, S Narouie. Nature inspired poly (dopamine quinone -vanadyl) as new modifier for voltammetric determination of uric acid.
Mikrochimica acta.
2020 06; 187(7):411. doi:
10.1007/s00604-020-04375-8. [PMID: 32602064] - Zhi Dong Zhou, Shao Ping Xie, Wuan Ting Saw, Patrick Ghim Hoe Ho, Hongyan Wang, Zhou Lei, Zhao Yi, Eng King Tan. The Therapeutic Implications of Tea Polyphenols Against Dopamine (DA) Neuron Degeneration in Parkinson's Disease (PD).
Cells.
2019 08; 8(8):. doi:
10.3390/cells8080911. [PMID: 31426448] - Qiujun Lu, Xiaogen Chen, Dan Liu, Cuiyan Wu, Meiling Liu, Haitao Li, Youyu Zhang, Shouzhuo Yao. Synergistic electron transfer effect-based signal amplification strategy for the ultrasensitive detection of dopamine.
Talanta.
2018 May; 182(?):428-432. doi:
10.1016/j.talanta.2018.01.068. [PMID: 29501174] - Andrea E Steuer, Martina I Boxler, Lorena Stock, Thomas Kraemer. Inhibition potential of 3,4-methylenedioxymethamphetamine (MDMA) and its metabolites on the in vitro monoamine oxidase (MAO)-catalyzed deamination of the neurotransmitters serotonin and dopamine.
Toxicology letters.
2016 Jan; 243(?):48-55. doi:
10.1016/j.toxlet.2015.12.001. [PMID: 26721607] - Mika Takeshima, Maiko Murata, Natsuho Urasoe, Shinki Murakami, Ikuko Miyazaki, Masato Asanuma, Taizo Kita. Protective effects of baicalein against excess L-DOPA-induced dopamine quinone neurotoxicity.
Neurological research.
2011 Dec; 33(10):1050-6. doi:
10.1179/1743132811y.0000000032. [PMID: 22196758] - Na Wang, Yan Wang, Guohua Yu, Chonggang Yuan, Jiyan Ma. Quinoprotein adducts accumulate in the substantia nigra of aged rats and correlate with dopamine-induced toxicity in SH-SY5Y cells.
Neurochemical research.
2011 Nov; 36(11):2169-75. doi:
10.1007/s11064-011-0541-z. [PMID: 21785836] - Zhen Qi, Gary W Miller, Eberhard O Voit. Computational analysis of determinants of dopamine (DA) dysfunction in DA nerve terminals.
Synapse (New York, N.Y.).
2009 Dec; 63(12):1133-42. doi:
10.1002/syn.20686. [PMID: 19670315] - Osamu Kitamura. Detection of methamphetamine neurotoxicity in forensic autopsy cases.
Legal medicine (Tokyo, Japan).
2009 Apr; 11 Suppl 1(?):S63-5. doi:
10.1016/j.legalmed.2009.01.003. [PMID: 19269222] - Nobutaka Hattoria, Mei Wanga, Hikari Taka, Tsutomu Fujimura, Asako Yoritaka, Shin-Ichiro Kubo, Hideki Mochizuki. Toxic effects of dopamine metabolism in Parkinson's disease.
Parkinsonism & related disorders.
2009 Jan; 15 Suppl 1(?):S35-8. doi:
10.1016/s1353-8020(09)70010-0. [PMID: 19131041] - Mitsugu Akagawa, Yoshihisa Ishii, Takeshi Ishii, Takahiro Shibata, Mari Yotsu-Yamashita, Kyozo Suyama, Koji Uchida. Metal-catalyzed oxidation of protein-bound dopamine.
Biochemistry.
2006 Dec; 45(50):15120-8. doi:
10.1021/bi0614434. [PMID: 17154550] - Ikuko Miyazaki, Masato Asanuma, Francisco J Diaz-Corrales, Masaya Fukuda, Kiyoyuki Kitaichi, Ko Miyoshi, Norio Ogawa. Methamphetamine-induced dopaminergic neurotoxicity is regulated by quinone-formation-related molecules.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology.
2006 Mar; 20(3):571-3. doi:
10.1096/fj.05-4996fje. [PMID: 16403784] - R E Whitehead, J V Ferrer, J A Javitch, J B Justice. Reaction of oxidized dopamine with endogenous cysteine residues in the human dopamine transporter.
Journal of neurochemistry.
2001 Feb; 76(4):1242-51. doi:
10.1046/j.1471-4159.2001.00125.x. [PMID: 11181843] - Y Xu, A H Stokes, R Roskoski, K E Vrana. Dopamine, in the presence of tyrosinase, covalently modifies and inactivates tyrosine hydroxylase.
Journal of neuroscience research.
1998 Dec; 54(5):691-7. doi:
10.1002/(sici)1097-4547(19981201)54:5<691::aid-jnr14>3.0.co;2-f. [PMID: 9843160]
