Trimethylselenonium (BioDeep_00000012458)
Secondary id: BioDeep_00000624710, BioDeep_00001869198
human metabolite Endogenous
代谢物信息卡片
Trimethylselenonium nitrate, (75)se-labeled
化学式: C3H9Se+ (124.9869)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 52.62%
分子结构信息
SMILES: C[Se+](C)C
InChI: InChI=1S/C3H9Se/c1-4(2)3/h1-3H3/q+1
描述信息
Trimethylselenonium belongs to the family of Aliphatic Acyclic Compounds. These are organic compounds that is aliphatic (non-aromatic) and does not contain a ring.
同义名列表
数据库引用编号
11 个数据库交叉引用编号
- ChEBI: CHEBI:77058
- KEGG: C18872
- PubChem: 91580
- HMDB: HMDB0042052
- DrugBank: DBMET01463
- foodb: FDB111694
- chemspider: 82691
- CAS: 25930-79-4
- PMhub: MS000026777
- PubChem: 124489544
- RefMet: Trimethylselenonium
分类词条
相关代谢途径
Reactome(4)
BioCyc(0)
PlantCyc(0)
代谢反应
4 个相关的代谢反应过程信息。
Reactome(4)
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA - Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA - Selenoamino acid metabolism:
H2O + SeMet ⟶ 2OBUTA + MeSeH + ammonia - Methylation of MeSeH for excretion:
MeSeH + SAM ⟶ Me2Se + SAH
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
1 个相关的物种来源信息
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。
| 亚细胞结构定位 | 关联基因列表 |
|---|
文献列表
- Yasunori Fukumoto, Hirotaka Yamada, Kemmu Matsuhashi, Wakaba Okada, Yu-Ki Tanaka, Noriyuki Suzuki, Yasumitsu Ogra. Production of a Urinary Selenium Metabolite, Trimethylselenonium, by Thiopurine S-Methyltransferase and Indolethylamine N-Methyltransferase.
Chemical research in toxicology.
2020 09; 33(9):2467-2474. doi:
10.1021/acs.chemrestox.0c00254. [PMID: 32786394] - Kazuaki Takahashi, Noriyuki Suzuki, Yasumitsu Ogra. Effect of administration route and dose on metabolism of nine bioselenocompounds.
Journal of trace elements in medicine and biology : organ of the Society for Minerals and Trace Elements (GMS).
2018 Sep; 49(?):113-118. doi:
10.1016/j.jtemb.2018.05.007. [PMID: 29895359] - Thomas Jäger, Hans Drexler, Thomas Göen. Human metabolism and renal excretion of selenium compounds after oral ingestion of sodium selenite and selenized yeast dependent on the trimethylselenium ion (TMSe) status.
Archives of toxicology.
2016 May; 90(5):1069-80. doi:
10.1007/s00204-015-1548-z. [PMID: 26082308] - Bassam Lajin, Kevin A Francesconi. The Association between the Urinary Excretion of Trimethylselenonium and Trimethylsulfonium in Humans.
PloS one.
2016; 11(11):e0167013. doi:
10.1371/journal.pone.0167013. [PMID: 27870899] - Thomas Jäger, Hans Drexler, Thomas Göen. Human metabolism and renal excretion of selenium compounds after oral ingestion of sodium selenate dependent on trimethylselenium ion (TMSe) status.
Archives of toxicology.
2016 Jan; 90(1):149-58. doi:
10.1007/s00204-014-1380-x. [PMID: 25270623] - Doris Kuehnelt, Karin Engström, Helena Skröder, Sabine Kokarnig, Carina Schlebusch, Maria Kippler, Ayman Alhamdow, Barbro Nermell, Kevin Francesconi, Karin Broberg, Marie Vahter. Selenium metabolism to the trimethylselenonium ion (TMSe) varies markedly because of polymorphisms in the indolethylamine N-methyltransferase gene.
The American journal of clinical nutrition.
2015 Dec; 102(6):1406-15. doi:
10.3945/ajcn.115.114157. [PMID: 26537946] - A Terol, F Ardini, A Basso, M Grotti. Determination of selenium urinary metabolites by high temperature liquid chromatography-inductively coupled plasma mass spectrometry.
Journal of chromatography. A.
2015 Feb; 1380(?):112-9. doi:
10.1016/j.chroma.2014.12.071. [PMID: 25582485] - Matthew I Jackson, Kristoffer Lunøe, Charlotte Gabel-Jensen, Bente Gammelgaard, Gerald F Combs. Metabolism of selenite to selenosugar and trimethylselenonium in vivo: tissue dependency and requirement for S-adenosylmethionine-dependent methylation.
The Journal of nutritional biochemistry.
2013 Dec; 24(12):2023-30. doi:
10.1016/j.jnutbio.2013.04.007. [PMID: 24139672] - Yasumitsu Ogra, Ayane Katayama, Yurie Ogihara, Ayako Yawata, Yasumi Anan. Analysis of animal and plant selenometabolites in roots of a selenium accumulator, Brassica rapa var. peruviridis, by speciation.
Metallomics : integrated biometal science.
2013 May; 5(5):429-36. doi:
10.1039/c2mt20187a. [PMID: 23348393] - Yuki Ohta, Yayoi Kobayashi, Sakae Konishi, Seishiro Hirano. Speciation analysis of selenium metabolites in urine and breath by HPLC- and GC-inductively coupled plasma-MS after administration of selenomethionine and methylselenocysteine to rats.
Chemical research in toxicology.
2009 Nov; 22(11):1795-801. doi:
10.1021/tx900202m. [PMID: 19715347] - Dijana Juresa, Maja Blanusa, Kevin A Francesconi, Norbert Kienzl, Doris Kuehnelt. Biological availability of selenosugars in rats.
Chemico-biological interactions.
2007 Jul; 168(3):203-10. doi:
10.1016/j.cbi.2007.04.009. [PMID: 17532309] - Doris Kuehnelt, Dijana Juresa, Kevin A Francesconi, Marwan Fakih, Mary E Reid. Selenium metabolites in urine of cancer patients receiving L-selenomethionine at high doses.
Toxicology and applied pharmacology.
2007 Apr; 220(2):211-5. doi:
10.1016/j.taap.2007.01.005. [PMID: 17320129] - Dijana Juresa, Doris Kuehnelt, Kevin A Francesconi. Consequences of vapor enhancement on selenium speciation analysis by HPLC/ICPMS.
Analytical chemistry.
2006 Dec; 78(24):8569-74. doi:
10.1021/ac061496r. [PMID: 17165855] - Doris Kuehnelt, Dijana Juresa, Norbert Kienzl, Kevin A Francesconi. Marked individual variability in the levels of trimethylselenonium ion in human urine determined by HPLC/ICPMS and HPLC/vapor generation/ICPMS.
Analytical and bioanalytical chemistry.
2006 Dec; 386(7-8):2207-12. doi:
10.1007/s00216-006-0848-9. [PMID: 17061074] - Kazuo T Suzuki, Chiaki Doi, Noriyuki Suzuki. Metabolism of 76Se-methylselenocysteine compared with that of 77Se-selenomethionine and 82Se-selenite.
Toxicology and applied pharmacology.
2006 Dec; 217(2):185-95. doi:
10.1016/j.taap.2006.09.006. [PMID: 17056079] - Kazuo T Suzuki, Layla Somekawa, Kazuki Kurasaki, Noriyuki Suzuki. Simultaneous tracing of 76Se-selenite and 77Se-selenomethionine by absolute labeling and speciation.
Toxicology and applied pharmacology.
2006 Nov; 217(1):43-50. doi:
10.1016/j.taap.2006.07.006. [PMID: 16956638] - Kazuo T Suzuki, Yuki Ohta, Noriyuki Suzuki. Availability and metabolism of 77Se-methylseleninic acid compared simultaneously with those of three related selenocompounds.
Toxicology and applied pharmacology.
2006 Nov; 217(1):51-62. doi:
10.1016/j.taap.2006.07.005. [PMID: 16962623] - Patricia Grinberg, Rodrigo Araújo Gonçalves, Reinaldo Calixto de Campos. The determination of total Se in urine and serum by graphite furnace atomic absorption spectrometry using Ir as permanent modifier and in situ oxidation for complete trimethylselenonium recovery.
Analytical and bioanalytical chemistry.
2005 Dec; 383(7-8):1044-51. doi:
10.1007/s00216-005-0014-9. [PMID: 16267645] - Doris Kuehnelt, Norbert Kienzl, Pedro Traar, Nam Hoang Le, Kevin A Francesconi, Takafumi Ochi. Selenium metabolites in human urine after ingestion of selenite, L-selenomethionine, or DL-selenomethionine: a quantitative case study by HPLC/ICPMS.
Analytical and bioanalytical chemistry.
2005 Sep; 383(2):235-46. doi:
10.1007/s00216-005-0007-8. [PMID: 16132136] - Kazuo T Suzuki, Kazuki Kurasaki, Natsuko Okazaki, Yasumitsu Ogra. Selenosugar and trimethylselenonium among urinary Se metabolites: dose- and age-related changes.
Toxicology and applied pharmacology.
2005 Aug; 206(1):1-8. doi:
10.1016/j.taap.2004.10.018. [PMID: 15963339] - Kazimierz Wrobel, Katarzyna Wrobel, Sasi S Kannamkumarath, Joseph A Caruso. Identification of selenium species in urine by ion-pairing HPLC-ICP-MS using laboratory-synthesized standards.
Analytical and bioanalytical chemistry.
2003 Oct; 377(4):670-4. doi:
10.1007/s00216-003-2147-z. [PMID: 12937882] - Jian Zheng, Yasuyuki Shibata, Atsushi Tanaka. Study of the stability of selenium compounds in human urine and determination by mixed ion-pair reversed-phase chromatography with ICP-MS detection.
Analytical and bioanalytical chemistry.
2002 Sep; 374(2):348-53. doi:
10.1007/s00216-002-1425-5. [PMID: 12324860] - Y Zhang, W T Frankenberger. Effect of moisture and casein on demethylation of trimethylselenonium in soil.
The Science of the total environment.
2000 Aug; 257(2-3):111-9. doi:
10.1016/s0048-9697(00)00501-5. [PMID: 10989921] - M Janghorbani, Y Xia, P Ha, P D Whanger, J A Butler, J W Olesik, L Daniels. Quantitative significance of measuring trimethylselenonium in urine for assessing chronically high intakes of selenium in human subjects.
The British journal of nutrition.
1999 Oct; 82(4):291-7. doi:
10.1017/s000711459900149x. [PMID: 10655978] - M F Robinson, C D Thomson, C P Jenkinson, G Luzhen, P D Whanger. Long-term supplementation with selenate and selenomethionine: urinary excretion by New Zealand women.
The British journal of nutrition.
1997 Apr; 77(4):551-63. doi:
10.1079/bjn19970056. [PMID: 9155505] - M Itoh, K T Suzuki. Effects of dose on the methylation of selenium to monomethylselenol and trimethylselenonium ion in rats.
Archives of toxicology.
1997; 71(7):461-6. doi:
10.1007/s002040050412. [PMID: 9209693] - T Hasegawa, M Mihara, K Nakamuro, Y Sayato. Mechanisms of selenium methylation and toxicity in mice treated with selenocystine.
Archives of toxicology.
1996; 71(1-2):31-8. doi:
10.1007/s002040050355. [PMID: 9010583] - R Hasunuma, M Tsuda, T Ogawa, Y Kawanishi. Selenium metabolite levels in human urine after dosing selenium in different chemical forms.
Bulletin of environmental contamination and toxicology.
1993 Nov; 51(5):756-63. doi:
10.1007/bf00201655. [PMID: 8241631] - M Stýblo, J Parízek. Renal retention of selenium after administration of trimethylselenide.
Journal of trace elements and electrolytes in health and disease.
1993 Jun; 7(2):101-3. doi:
NULL. [PMID: 8219744] - R Hasunuma, T Ogawa, Y Kawanishi. Analysis of selenium metabolites in human urine using ion exchange chromatography.
Bulletin of environmental contamination and toxicology.
1993 Jan; 50(1):19-23. doi:
10.1007/bf00196535. [PMID: 8418933] - J Parízek, J Kalousková, L Pavlík, M Stýblo. Sex-linked, androgen-dependent differences in renal retention of trimethylselenonium ions.
Biological trace element research.
1992 Sep; 34(3):257-63. doi:
10.1007/bf02783681. [PMID: 1384616] - M Janghorbani, S Rockway, C S Mooers, E M Roberts, B T Ting, M D Sitrin. Effect of chronic selenite supplementation on selenium excretion and organ accumulation in rats.
The Journal of nutrition.
1990 Mar; 120(3):274-9. doi:
10.1093/jn/120.3.274. [PMID: 2319345] - G Yang, S Yin, R Zhou, L Gu, B Yan, Y Liu, Y Liu. Studies of safe maximal daily dietary Se-intake in a seleniferous area in China. Part II: Relation between Se-intake and the manifestation of clinical signs and certain biochemical alterations in blood and urine.
Journal of trace elements and electrolytes in health and disease.
1989 Sep; 3(3):123-30. doi:
NULL. [PMID: 2535331] - N Oyamada. [The behavior of metabolites, methylated selenium, in mouse after oral administration of sodium selenite].
Nihon eiseigaku zasshi. Japanese journal of hygiene.
1988 Aug; 43(3):754-62. doi:
10.1265/jjh.43.754. [PMID: 3249415] - X F Sun, B T Ting, M Janghorbani. Excretion of trimethylselenonium ion in human urine.
Analytical biochemistry.
1987 Dec; 167(2):304-11. doi:
10.1016/0003-2697(87)90169-2. [PMID: 3442325] - S Vadhanavikit, R J Kraus, H E Ganther. Metabolism of selenocyanate in the rat.
Archives of biochemistry and biophysics.
1987 Oct; 258(1):1-6. doi:
10.1016/0003-9861(87)90315-8. [PMID: 3662536] - S H Zeisel, A L Ellis, X F Sun, E A Pomfret, B T Ting, M Janghorbani. Dose-response relations in urinary excretion of trimethylselenonium in the rat.
The Journal of nutrition.
1987 Sep; 117(9):1609-14. doi:
10.1093/jn/117.9.1609. [PMID: 3655939] - A J Blotcky, G T Hansen, N Borkar, A Ebrahim, E P Rack. Simultaneous determination of selenite and trimethylselenonium ions in urine by anion exchange chromatography and molecular neutron activation analysis.
Analytical chemistry.
1987 Sep; 59(17):2063-6. doi:
10.1021/ac00144a012. [PMID: 3674425] - J L Hoffman, K P McConnell. Periodate-oxidized adenosine inhibits the formation of dimethylselenide and trimethylselenonium ion in mice treated with selenite.
Archives of biochemistry and biophysics.
1987 May; 254(2):534-40. doi:
10.1016/0003-9861(87)90134-2. [PMID: 3579317] - H E Ganther, R J Kraus, S J Foster. Trimethylselenonium ion.
Methods in enzymology.
1987; 143(?):195-201. doi:
10.1016/0076-6879(87)43037-1. [PMID: 3309552] - S J Foster, R J Kraus, H E Ganther. The metabolism of selenomethionine, Se-methylselenocysteine, their selenonium derivatives, and trimethylselenonium in the rat.
Archives of biochemistry and biophysics.
1986 Nov; 251(1):77-86. doi:
10.1016/0003-9861(86)90053-6. [PMID: 3789747] - A J Blotcky, G T Hansen, L R Opelanio-Buencamino, E P Rack. Determination of trimethylselenonium ion in urine by ion-exchange chromatography and molecular neutron activation analysis.
Analytical chemistry.
1985 Aug; 57(9):1937-41. doi:
10.1021/ac00286a033. [PMID: 4037348] - R J Kraus, S J Foster, H E Ganther. Analysis of trimethylselenonium ion in urine by high-performance liquid chromatography.
Analytical biochemistry.
1985 Jun; 147(2):432-6. doi:
10.1016/0003-2697(85)90293-3. [PMID: 4014687] - A T Nahapetian, V R Young, M Janghorbani. Measurement of trimethylselenonium ion in human urine.
Analytical biochemistry.
1984 Jul; 140(1):56-62. doi:
10.1016/0003-2697(84)90132-5. [PMID: 6486416] - A T Nahapetian, M Janghorbani, V R Young. Urinary trimethylselenonium excretion by the rat: effect of level and source of selenium-75.
The Journal of nutrition.
1983 Feb; 113(2):401-11. doi:
10.1093/jn/113.2.401. [PMID: 6822911] - N Oyamada, M Ishizaki. [Determination of trimethylselenonium ions in human urine by graphite furnace atomic absorption spectrometry].
Sangyo igaku. Japanese journal of industrial health.
1982 May; 24(3):320-1. doi:
10.1539/joh1959.24.320. [PMID: 7143803] - I Ostádalová, A Babický, J Kopoldová. Ontogenic changes in selenite metabolism in rats.
Archives of toxicology.
1982 Mar; 49(3-4):247-52. doi:
10.1007/bf00347872. [PMID: 7092563]
