Propynoic acid (BioDeep_00000003415)

 

Secondary id: BioDeep_00001868372

human metabolite Endogenous


代谢物信息卡片


Propiolic acid, monosodium salt

化学式: C3H2O2 (70.0054792)
中文名称: 丙炔酸
谱图信息: 最多检出来源 Homo sapiens(blood) 34.56%

分子结构信息

SMILES: C#CC(=O)O
InChI: InChI=1S/C3H2O2/c1-2-3(4)5/h1H,(H,4,5)

描述信息

Propynoic acid, also known as propiolic acid, is involved in propanoate metabolism and is interconverted into 2-propyn-1-al by mitochondrial aldehyde dehydrogenase. Propynoic acid is an unsaturated organic acid and it can be prepared by boiling acetylene dicarboxylic acid. It is chemically obtained by the action of alcoholic potash on dibromosuccinic acid, or its acid potassium salt with water. It forms silky crystals which melt at 6°C and boil at about 144°C with decomposition. It is soluble in water and possesses an odour resembling that of acetic acid. Exposure to sunlight converts it into trimesic acid (benzene-1,3,5-tricarboxylic acid). It undergoes bromination to give dibromoacrylic acid. With hydrogen chloride it forms chloroacrylic acid. Its ethyl ester condenses with hydrazine to form pyrazolone. Propynoic acid forms a characteristic explosive silver salt upon the addition of ammoniacal silver nitrate to its aqueous solution, and an amorphous precipitate which explodes upon warming with ammoniacal cuprous chloride. Its ethyl ester condenses with hydrazine to form pyrazolone (Wikipedia).
Propynoic acid is involved in propanoate metabolism and is interconverted between 2-propyn1-al and propynoic acid by mitochondrial aldehyde dehydrogenase. Propiolic acid is an unsaturated organic acid and it can be prepared by boiling acetylene dicarboxylic acid. It is chemically obtained by the action of alcoholic potash on dibromosuccinic acid, or its acid potassium salt with water. It forms silky crystals which melt at 6 degree centigrade, and boil at about 144 degree centigrade with decomposition. It is soluble in water and possesses an odor resembling that of acetic acid. Exposure to sunlight converts it into trimesic acid (benzene-1,3,5-tricarboxylic acid). Bromine converts it into dibromoacrylic acid, and it gives with hydrochloric acid O-chloracrylic acid. It forms a characteristic explosive silver salt on the addition of ammoniacal silver nitrate to its aqueous solution, and an amorphous precipitate which explodes on warming with ammoniacal cuprous chloride. Its ethyl ester condenses with hydrazine to form pyrazolone. [HMDB]
KEIO_ID P040

同义名列表

25 个代谢物同义名

Propiolic acid, monosodium salt; Acetylenemonocarboxylic acid; Acetylenecarboxylic acid; Acetylenemonocarboxylate; Acetylenecarboxylate; prop-2-ynoic acid; 2-Propynoic acid; Propargylic acid; Carboxyacetylene; Propiolic acidd; Acetylenic acid; Propynoic acid; Propiolic acid; Propiolsaeure; Propinic acid; Propargylate; Propinsaeure; 2-Propynoate; Acetylenate; Propiolate; Propynoate; Propinate; HC#ccooh; Propynoate; Propiolic acid



数据库引用编号

19 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

2 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(2)

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

  • Sudhakar Mokenapelli, Madhu Gutam, Naveen Vadiyaala, Jayaprakash Rao Yerrabelli, Somesh Banerjee, Partha Roy, Rama Krishna Kancha, Bharathi Reddy Kunduru, Someswar Rao Sagurthi, Prasad Rao Chitneni. Synthesis and cytotoxicity of novel 14α-O-(1,4-disubstituted-1,2,3-triazolyl) ester derivatives of andrographolide. Natural product research. 2021 Jan; 35(2):289-297. doi: 10.1080/14786419.2019.1628746. [PMID: 31219346]
  • Tara M Webster, Adam L Smith, Raghav R Reddy, Ameet J Pinto, Kim F Hayes, Lutgarde Raskin. Anaerobic microbial community response to methanogenic inhibitors 2-bromoethanesulfonate and propynoic acid. MicrobiologyOpen. 2016 08; 5(4):537-50. doi: 10.1002/mbo3.349. [PMID: 26987552]
  • Sangeeta Ray Banerjee, Mrudula Pullambhatla, Hassan Shallal, Ala Lisok, Ronnie C Mease, Martin G Pomper. A modular strategy to prepare multivalent inhibitors of prostate-specific membrane antigen (PSMA). Oncotarget. 2011 Dec; 2(12):1244-53. doi: 10.18632/oncotarget.415. [PMID: 22207391]
  • Masanori Matsuura, Yoko Saikawa, Kosei Inui, Koichi Nakae, Masayuki Igarashi, Kimiko Hashimoto, Masaya Nakata. Identification of the toxic trigger in mushroom poisoning. Nature chemical biology. 2009 Jul; 5(7):465-7. doi: 10.1038/nchembio.179. [PMID: 19465932]
  • Pierre Raboisson, Carl L Manthey, Margery Chaikin, Jennifer Lattanze, Carl Crysler, Kristi Leonard, Wenxi Pan, Bruce E Tomczuk, Juan José Marugán. Novel potent and selective alphavbeta3/alphavbeta5 integrin dual antagonists with reduced binding affinity for human serum albumin. European journal of medicinal chemistry. 2006 Jul; 41(7):847-61. doi: 10.1016/j.ejmech.2006.03.008. [PMID: 16697080]
  • Michael Klocke, Kerstin Mundt, Christine Idler, Joseph McEniry, Padraig O'Kiely, Susanne Barth. Monitoring Lactobacillus plantarum in grass silages with the aid of 16S rDNA-based quantitative real-time PCR assays. Systematic and applied microbiology. 2006 Jan; 29(1):49-58. doi: 10.1016/j.syapm.2005.06.001. [PMID: 16423656]