Djenkolic_acid (BioDeep_00000000684)

 

Secondary id: BioDeep_00000178457, BioDeep_00000898927

PANOMIX_OTCML-2023 Toxin Volatile Flavor Compounds


代谢物信息卡片


(2R)-2-amino-3-[[(2R)-2-amino-2-carboxyethyl]sulfanylmethylsulfanyl]propanoic acid

化学式: C7H14N2O4S2 (254.0394964)
中文名称: 3,3-(亞甲二硫)雙丙胺酸, 3,3'-(亞甲二硫)雙丙胺酸
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 7.03%

分子结构信息

SMILES: C(C(C(=O)O)N)SCSCC(C(=O)O)N
InChI: InChI=1S/C7H14N2O4S2/c8-4(6(10)11)1-14-3-15-2-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)

描述信息

L-djenkolic acid is a dithioacetal consisting of two molecules of L-cysteine joined via their sulfanyl groups to methylene. It has a role as a plant metabolite and a toxin. It is a dithioacetal, a L-cysteine derivative and a non-proteinogenic L-alpha-amino acid.
Djenkolic acid is a plant toxin found in the beans of the South-East Asian legumes jengkol (Archidendron jiringa). It is nephrotoxic to humans. (L1236)
A dithioacetal consisting of two molecules of L-cysteine joined via their sulfanyl groups to methylene.
Djenkolic acid is a sulfur-containing non-protein amino acid naturally found in the djenkol beans of the Southeast Asian plant Archidendron jiringa. Djenkolic Acid often causes renal injury, including hypersensitivity to or a direct toxic effect of a djenkol bean metabolite, resulting in acute kidney injury and/or urinary tract obstruction by djenkolic acid crystals, sludge, and/or possible ureteral spasms[1].

同义名列表

25 个代谢物同义名

(2R)-2-amino-3-[[(2R)-2-amino-2-carboxyethyl]sulfanylmethylsulfanyl]propanoic acid; (2R,2R)-3,3-methylenebis(sulfanediyl)bis(2-aminopropanoic acid); (2R,2R)-3,3-(methylenedisulfanediyl)bis(2-aminopropanoic acid); 3,3-Methylenedithiobis(2-aminopropanoic acid); Alanine, 3,3-(methylenedithio)di-, L-; L-Cysteine thioacetal of formaldehyde; beta,beta-Methylenedithiodialanine; Alanine, 3,3-(methylenedithio)di-; 3,3-(Methylenedithio)dialanine; djenkolic acid, hydrochloride; L-Cysteine, S,S-methylenebis-; S,S-methylene-bis-L-cysteine; s,s-methylenebis-l-cysteine; S,S-methylenebis(cysteine); S,S-Methylenedi-L-cysteine; S,S-Methylenebiscysteine; DJENKOLIC ACID [MI]; L-Djenkolic acid; UNII-3QHC9R0YFZ; Djenkolic acid; L-Djenkolate; Djenkolate; 3QHC9R0YFZ; NSC76076; L-Djenkolic acid



数据库引用编号

17 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

  • Berin A Boughton, Priyanka Reddy, Martin P Boland, Ute Roessner, Peter Yates. Non-protein amino acids in Australian acacia seed: implications for food security and recommended processing methods to reduce djenkolic acid. Food chemistry. 2015 Jul; 179(?):109-15. doi: 10.1016/j.foodchem.2015.01.072. [PMID: 25722145]
  • Radhiah Shukri, Suhaila Mohamed, Noordin Mohamed Mustapha, Azizah Abdul Hamid. Evaluating the toxic and beneficial effects of jering beans (Archidendron jiringa) in normal and diabetic rats. Journal of the science of food and agriculture. 2011 Nov; 91(14):2697-706. doi: 10.1002/jsfa.4516. [PMID: 21744354]
  • Michael Dalgaard Mikkelsen, Peter Naur, Barbara Ann Halkier. Arabidopsis mutants in the C-S lyase of glucosinolate biosynthesis establish a critical role for indole-3-acetaldoxime in auxin homeostasis. The Plant journal : for cell and molecular biology. 2004 Mar; 37(5):770-7. doi: 10.1111/j.1365-313x.2004.02002.x. [PMID: 14871316]
  • Nancy Lane, Jeffrey D Weidenhamer, John T Romeo. Zapoteca formosa: sulfur chemistry and phytotoxicity. Journal of chemical ecology. 2004 Feb; 30(2):425-37. doi: 10.1023/b:joec.0000017986.49513.f7. [PMID: 15112733]
  • Emi Nakano, Mike P Williamson, Nick H Williams, Hilary J Powers. Copper-mediated LDL oxidation by homocysteine and related compounds depends largely on copper ligation. Biochimica et biophysica acta. 2004 Jan; 1688(1):33-42. doi: 10.1016/j.bbadis.2003.10.005. [PMID: 14732479]
  • J Piluk, P G Hartel, B L Haines, D E Giannasi. Association of carbon disulfide with plants in the family Fabaceae. Journal of chemical ecology. 2001 Jul; 27(7):1525-34. doi: 10.1023/a:1010381629591. [PMID: 11504042]
  • M Kuwada, K Katayama. An improved method for the determination of gamma-carboxyglutamic acid in human urine by high-performance liquid chromatography. Journal of chromatography. 1984 Jun; 308(?):398-401. doi: 10.1016/s0021-9673(01)87575-0. [PMID: 6746834]
  • S Areekul. Djenkol bean, djenkolic acid and djenkolism. Journal of the Medical Association of Thailand = Chotmaihet thangphaet. 1979 Oct; 62(10):530-1. doi: NULL. [PMID: 501259]