S-methylcysteine sulfoxide (BioDeep_00000018202)

 

Secondary id: BioDeep_00000615664

human metabolite Endogenous


代谢物信息卡片


2-Amino-3-methanesulphinylpropanoic acid

化学式: C4H9NO3S (151.0303124)
中文名称: S-甲基-L-半胱氨酸亚砜
谱图信息: 最多检出来源 () 0%

Reviewed

Last reviewed on 2024-09-14.

Cite this Page

S-methylcysteine sulfoxide. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/s-methylcysteine_sulfoxide (retrieved 2024-11-22) (BioDeep RN: BioDeep_00000018202). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CS(=O)CC(C(=O)O)N
InChI: InChI=1S/C4H9NO3S/c1-9(8)2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)

描述信息

(s)c(s)s-s-methylcysteine sulfoxide, also known as methiin, (dl-ala)-isomer or kale anemia factor, is a member of the class of compounds known as alpha amino acids. Alpha amino acids are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon) (s)c(s)s-s-methylcysteine sulfoxide is soluble (in water) and a moderately acidic compound (based on its pKa). (s)c(s)s-s-methylcysteine sulfoxide can be found in brassicas, garden onion, and onion-family vegetables, which makes (s)c(s)s-s-methylcysteine sulfoxide a potential biomarker for the consumption of these food products.
(S)C(S)S-S-Methylcysteine sulfoxide is found in brassicas. (S)C(S)S-S-Methylcysteine sulfoxide is a constituent of onion (Allium cepa), other Allium species and Brassica species. Potential nutriceutical

同义名列表

16 个代谢物同义名

2-Amino-3-methanesulphinylpropanoic acid; 2-amino-3-methanesulfinylpropanoic acid; 2-Amino-3-methanesulphinylpropanoate; (S)C(S)S-S-Methylcysteine sulphoxide; 2-Amino-3-methanesulfinylpropanoate; (S)C(S)S-S-Methylcysteine sulfoxide; S-Methyl-L-cysteinesulfoxide; S-Methylcysteine sulphoxide; Methiin, (L-ala)-(R)-isomer; Methiin, (L-ala)-(S)-isomer; S-Methylcysteine sulfoxide; Methiin, (DL-ala)-isomer; Methiin, (L-ala)-isomer; MethyIIn, pyrolyzate; Kale anemia factor; Methiin



数据库引用编号

10 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

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。



文献列表

  • Annalisa Chiavaroli, Fabrizio Masciulli, Cinzia Ingallina, Luisa Mannina, Maria Loreta Libero, Simonetta Cristina Di Simone, Alessandra Acquaviva, Nilofar, Lucia Recinella, Sheila Leone, Luigi Brunetti, Simone Carradori, Luca Cantò, Giustino Orlando, Gokhan Zengin, Abdullah Ibrahim Uba, Ugur Cakilcioğlu, Muzaffer Mukemre, Omer Elkiran, Maura Di Vito, Luigi Menghini, Claudio Ferrante. Comprehensive metabolite and biological profile of "Sulmona Red Garlic" ecotype's aerial bulbils. Food research international (Ottawa, Ont.). 2024 Jan; 175(?):113654. doi: 10.1016/j.foodres.2023.113654. [PMID: 38129017]
  • Lee Kellingray, Gwénaëlle Le Gall, Joanne F Doleman, Arjan Narbad, Richard F Mithen. Effects of in vitro metabolism of a broccoli leachate, glucosinolates and S-methylcysteine sulphoxide on the human faecal microbiome. European journal of nutrition. 2021 Jun; 60(4):2141-2154. doi: 10.1007/s00394-020-02405-y. [PMID: 33067661]
  • Yuya Nakayama, Hsin-Jung Ho, Miki Yamagishi, Hiroyuki Ikemoto, Michio Komai, Hitoshi Shirakawa. Cysteine Sulfoxides Enhance Steroid Hormone Production via Activation of the Protein Kinase A Pathway in Testis-Derived I-10 Tumor Cells. Molecules (Basel, Switzerland). 2020 Oct; 25(20):. doi: 10.3390/molecules25204694. [PMID: 33066465]
  • Tharsini Sivapalan, Antonietta Melchini, Jack Coode-Bate, Paul W Needs, Richard F Mithen, Shikha Saha. An LC-MS/MS Method to Measure S-Methyl-l-Cysteine and S-Methyl-l-Cysteine Sulfoxide in Human Specimens Using Isotope Labelled Internal Standards. Molecules (Basel, Switzerland). 2019 Jul; 24(13):. doi: 10.3390/molecules24132427. [PMID: 31269651]
  • Noelia Castillejo, Ginés Benito Martínez-Hernández, Antonio José Lozano-Guerrero, Juan Luis Pedreño-Molina, Perla A Gómez, Encarna Aguayo, Francisco Artés, Francisco Artés-Hernández. Microwave heating modelling of a green smoothie: Effects on glucoraphanin, sulforaphane and S-methyl cysteine sulfoxide changes during storage. Journal of the science of food and agriculture. 2018 Mar; 98(5):1863-1872. doi: 10.1002/jsfa.8665. [PMID: 28885683]
  • Nathalie Bernaert, Marc De Loose, Erik Van Bockstaele, Bart Van Droogenbroeck. Antioxidant changes during domestic food processing of the white shaft and green leaves of leek (Allium ampeloprasum var. porrum). Journal of the science of food and agriculture. 2014 Apr; 94(6):1168-74. doi: 10.1002/jsfa.6389. [PMID: 24105673]
  • Nathalie Bernaert, Dorrit Wouters, Luc De Vuyst, Domien De Paepe, Hervé De Clercq, Erik Van Bockstaele, Marc De Loose, Bart Van Droogenbroeck. Antioxidant changes of leek (Allium ampeloprasum var. porrum) during spontaneous fermentation of the white shaft and green leaves. Journal of the science of food and agriculture. 2013 Jul; 93(9):2146-53. doi: 10.1002/jsfa.6020. [PMID: 23408379]
  • Nathalie Bernaert, Lien Goetghebeur, Hervé De Clercq, Marc De Loose, Els Daeseleire, Els Van Pamel, Erik Van Bockstaele, Bart Van Droogenbroeck. Influence of cultivar and harvest time on the amounts of isoalliin and methiin in leek (Allium ampeloprasum var. porrum). Journal of agricultural and food chemistry. 2012 Nov; 60(44):10910-9. doi: 10.1021/jf302132a. [PMID: 23020262]
  • William M B Edmands, Olaf P Beckonert, Cinzia Stella, Alison Campbell, Brian G Lake, John C Lindon, Elaine Holmes, Nigel J Gooderham. Identification of human urinary biomarkers of cruciferous vegetable consumption by metabonomic profiling. Journal of proteome research. 2011 Oct; 10(10):4513-21. doi: 10.1021/pr200326k. [PMID: 21770373]
  • Roman Kubec, Eva Dadáková. Chromatographic methods for determination of S-substituted cysteine derivatives--a comparative study. Journal of chromatography. A. 2009 Oct; 1216(41):6957-63. doi: 10.1016/j.chroma.2009.08.032. [PMID: 19733357]
  • Eun Jin Lee, Kil Sun Yoo, John Jifon, Bhimanagouda S Patil. Characterization of shortday onion cultivars of 3 pungency levels with flavor precursor, free amino acid, sulfur, and sugar contents. Journal of food science. 2009 Aug; 74(6):C475-80. doi: 10.1111/j.1750-3841.2009.01243.x. [PMID: 19723185]
  • Sejeong Kook, Gun-Hee Kim, Kiheon Choi. The antidiabetic effect of onion and garlic in experimental diabetic rats: meta-analysis. Journal of medicinal food. 2009 Jun; 12(3):552-60. doi: 10.1089/jmf.2008.1071. [PMID: 19627203]
  • Kumud Kumari, K T Augusti. Lipid lowering effect of S-methyl cysteine sulfoxide from Allium cepa Linn in high cholesterol diet fed rats. Journal of ethnopharmacology. 2007 Feb; 109(3):367-71. doi: 10.1016/j.jep.2006.07.045. [PMID: 16987625]
  • Meriel G Jones, Jill Hughes, Angela Tregova, Jonothan Milne, A Brian Tomsett, Hamish A Collin. Biosynthesis of the flavour precursors of onion and garlic. Journal of experimental botany. 2004 Aug; 55(404):1903-18. doi: 10.1093/jxb/erh138. [PMID: 15234988]
  • David E Kopsell, Dean A Kopsell, William M Randle, Timothy W Coolong, Carl E Sams, Joanne Curran-Celentano. Kale carotenoids remain stable while flavor compounds respond to changes in sulfur fertility. Journal of agricultural and food chemistry. 2003 Aug; 51(18):5319-25. doi: 10.1021/jf034098n. [PMID: 12926877]
  • R H Waring, R M Harris, G B Steventon, S C Mitchell. Degradation to sulphate of S-methyl-L-cysteine sulphoxide and S-carboxymethyl-L-cysteine sulphoxide in man. Drug metabolism and drug interactions. 2003; 19(4):241-55. doi: 10.1515/dmdi.2003.19.4.241. [PMID: 14768973]
  • Kumud Kumari, K T Augusti. Antidiabetic and antioxidant effects of S-methyl cysteine sulfoxide isolated from onions (Allium cepa Linn) as compared to standard drugs in alloxan diabetic rats. Indian journal of experimental biology. 2002 Sep; 40(9):1005-9. doi: . [PMID: 12587728]
  • Michael Keusgen, Hartwig Schulz, Janina Glodek, Ingo Krest, Hans Krüger, Nadine Herchert, Joachim Keller. Characterization of some Allium hybrids by aroma precursors, aroma profiles, and alliinase activity. Journal of agricultural and food chemistry. 2002 May; 50(10):2884-90. doi: 10.1021/jf011331d. [PMID: 11982415]
  • W Komatsu, Y Miura, K Yagasaki. Suppression of hypercholesterolemia in hepatoma-bearing rats by cabbage extract and its component, S-methyl-L-cysteine sulfoxide. Lipids. 1998 May; 33(5):499-503. doi: 10.1007/s11745-998-0233-7. [PMID: 9625597]
  • G S Stoewsand. Bioactive organosulfur phytochemicals in Brassica oleracea vegetables--a review. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1995 Jun; 33(6):537-43. doi: 10.1016/0278-6915(95)00017-v. [PMID: 7797181]
  • K Kumari, B C Mathew, K T Augusti. Antidiabetic and hypolipidemic effects of S-methyl cysteine sulfoxide isolated from Allium cepa Linn. Indian journal of biochemistry & biophysics. 1995 Feb; 32(1):49-54. doi: . [PMID: 7665195]
  • A Schmid, H Schmid. [Rapeseed poisoning of wild herbivores]. Tierarztliche Praxis. 1992 Jun; 20(3):321-5. doi: . [PMID: 1379748]
  • T N Barry, T R Manley. Responses to oral methionine supplementation in sheep fed on kale (Brassica oleracea) diets containing S-methyl-L-cysteine sulphoxide. The British journal of nutrition. 1985 Nov; 54(3):753-61. doi: 10.1079/bjn19850161. [PMID: 3870695]
  • D L Gustine. Determination of S-methyl cysteine sulfoxide in Brassica extracts by high-performance liquid chromatography. Journal of chromatography. 1985 Feb; 319(3):450-3. doi: 10.1016/s0021-9673(01)90589-8. [PMID: 3998004]
  • J E Bradshaw, R Borzucki. The effect of harvest date on the DOMD, crude protein, SMCO and SCN contents of the lamina, petiole and stem of fodder kale. Journal of the science of food and agriculture. 1983 Mar; 34(3):227-32. doi: 10.1002/jsfa.2740340305. [PMID: 6865339]
  • R H Smith. Kale poisoning: the brassica anaemia factor. The Veterinary record. 1980 Jul; 107(1):12-5. doi: 10.1136/vr.107.1.12. [PMID: 7434535]