Aconitate [cis or trans] (BioDeep_00000001309)

 

Secondary id: BioDeep_00000229692, BioDeep_00000400438, BioDeep_00000875156

natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite


代谢物信息卡片


(1Z)-prop-1-ene-1,2,3-tricarboxylic acid

化学式: C6H6O6 (174.0164376)
中文名称: 乌头酸, 顺式-乌头酸, 顺乌头酸, 顺式乌头酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.48%

Reviewed

Last reviewed on 2024-09-13.

Cite this Page

Aconitate [cis or trans]. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/aconitate_[cis_or_trans] (retrieved 2024-09-17) (BioDeep RN: BioDeep_00000001309). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: C(=C(\CC(=O)O)/C(=O)O)/C(=O)O
InChI: InChI=1S/C6H6O6/c7-4(8)1-3(6(11)12)2-5(9)10/h1H,2H2,(H,7,8)(H,9,10)(H,11,12)

描述信息

cis-Aconitic acid is an intermediate in the tricarboxylic acid cycle produced by the dehydration of citric acid. The enzyme aconitase (aconitate hydratase; EC 4.2.1.3) catalyses the stereo-specific isomerization of citrate to isocitrate via cis-aconitate in the tricarboxylic acid cycle.

Present in apple fruits, maple syrup and passion fruit juice

cis-Aconitic acid, also known as (Z)-aconitic acid, plays several important biological roles:

Intermediate in the Citric Acid Cycle: cis-Aconitic acid is an intermediate in the tricarboxylic acid (TCA) cycle, also known as the Krebs cycle or citric acid cycle. It is formed from citrate by the enzyme aconitase and is rapidly converted into isocitrate, another key intermediate in the cycle. The TCA cycle is central to cellular respiration, generating energy-rich molecules like NADH and FADH2.
Regulation of Aconitase Activity: The conversion of citrate to cis-aconitate and then to isocitrate by aconitase is an important regulatory step in the TCA cycle. This conversion helps in maintaining the balance of the cycle and is influenced by factors like the energy status of the cell.
Role in Cholesterol Synthesis: cis-Aconitic acid is also involved in the synthesis of cholesterol. It serves as a precursor for the synthesis of mevalonate, a key intermediate in the cholesterol biosynthesis pathway.
Potential Involvement in Disease: Altered metabolism or accumulation of cis-aconitic acid has been associated with certain diseases, including neurodegenerative disorders and cancer. Its role in these conditions is an area of ongoing research.
Plant Growth and Development: In plants, cis-aconitic acid has been found to play a role in growth and development, including seed germination and leaf senescence.
In summary, cis-aconitic acid is a crucial intermediate in the TCA cycle, impacting energy production and various metabolic pathways in cells. Its role extends to cholesterol synthesis and potentially to various disease processes, highlighting its importance in cellular metabolism and physiology.

cis-Aconitic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=585-84-2 (retrieved 2024-07-01) (CAS RN: 585-84-2). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
(Z)-Aconitic acid (cis-Aconitic acid) is the cis-isomer of Aconitic acid. (Z)-Aconitic acid (cis-Aconitic acid) is an intermediate in the tricarboxylic acid cycle produced by the dehydration of citric acid.
(Z)-Aconitic acid (cis-Aconitic acid) is the cis-isomer of Aconitic acid. (Z)-Aconitic acid (cis-Aconitic acid) is an intermediate in the tricarboxylic acid cycle produced by the dehydration of citric acid.

同义名列表

39 个代谢物同义名

(1Z)-prop-1-ene-1,2,3-tricarboxylic acid; (1Z)-1-Propene-1,2,3-tricarboxylic acid; (Z)-1-Propene-1,2,3-tricarboxylic acid; cis-1-Propene-1,2,3-tricarboxylic acid; (1Z)-1-Propene-1,2,3-tricarboxylate; 1-cis-2,3-Propenetricarboxylic acid; cis-1-Propene-1,2,3-tricarboxylate; (Z)-1-Propene-1,2,3-tricarboxylate; 1-Propene-1,2,3-tricarboxylic acid; 1-cis-2,3-Propenetricarboxylate; 1-Propene-1,2,3-tricarboxylate; Acid, carboxyglutaconic; Carboxyglutaconic acid; cis-Oxaloacetic acid; cis-Aconitic acid; (Z)-Aconitic Acid; cis-Oxaloacetate; Acid, pyrocitric; Acid, citridinic; Pyrocitric acid; Citridinic acid; Acid, achilleic; cis-Aconic acid; Acid, equisetic; Equisetic acid; Acid, aconitic; Achilleic acid; Acid, citridic; Acid, acontic; Citridic acid; (Z)-Aconitate; Aconitic acid; cis-Aconitate; Acid, adonic; Acontic acid; cis-Aconate; Adonic acid; Aconitate; cis-Aconitic acid



数据库引用编号

44 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

73 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(2)

WikiPathways(1)

Plant Reactome(0)

INOH(5)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(65)

PharmGKB(0)

67 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

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  • Nguyen Trong Dan, Hoang Duc Quang, Vuong Van Truong, Do Huu Nghi, Nguyen Manh Cuong, To Dao Cuong, Tran Quoc Toan, Long Giang Bach, Nguyen Huu Thuan Anh, Nguyen Thi Mai, Ngo Thi Lan, Luu Van Chinh, Pham Minh Quan. Design, synthesis, structure, in vitro cytotoxic activity evaluation and docking studies on target enzyme GSK-3β of new indirubin-3'-oxime derivatives. Scientific reports. 2020 07; 10(1):11429. doi: 10.1038/s41598-020-68134-8. [PMID: 32651416]
  • Na Yoon Kim, Yong-Chul Kim, Yoon Gyoon Kim. Development of UHPLC-MS/MS Method for Indirubin-3'-Oxime Derivative as a Novel FLT3 Inhibitor and Pharmacokinetic Study in Rats. Molecules (Basel, Switzerland). 2020 Apr; 25(9):. doi: 10.3390/molecules25092039. [PMID: 32349415]
  • Yasuhito Nobushi, Hiroaki Saito, Shinichi Miyairi, Taketo Uchiyama, Yukinaga Kishikawa. Inhibitory Effects of Indirubin-3'-oxime Derivatives on Lipid Accumulation in 3T3-L1 Cells. Biological & pharmaceutical bulletin. 2020; 43(3):503-508. doi: 10.1248/bpb.b19-00910. [PMID: 32115509]
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