Chelidonic_acid (BioDeep_00000017725)

Main id: BioDeep_00000001105

 

human metabolite PANOMIX_OTCML-2023 blood metabolite


代谢物信息卡片


InChI=1/C7H4O6/c8-3-1-4(6(9)10)13-5(2-3)7(11)12/h1-2H,(H,9,10)(H,11,12)

化学式: C7H4O6 (184.0008)
中文名称: 白屈菜酸
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=C(OC(=CC1=O)C(=O)O)C(=O)O
InChI: InChI=1S/C7H4O6/c8-3-1-4(6(9)10)13-5(2-3)7(11)12/h1-2H,(H,9,10)(H,11,12)

描述信息

Chelidonic acid is a carbonyl compound and a member of pyrans.
Chelidonic acid is a natural product found in Zea mays, Leucojum aestivum, and other organisms with data available.
See also: Chelidonium majus flowering top (part of).
Chelidonic acid is a component of Chelidonium majus L., used as an antimicrobial. Chelidonic acid also shows anti-inflammatory activity. Chelidonic acid has potential to inhibit IL-6 production by blocking NF-κB and caspase-1[1]. Chelidonic acid is a glutamate decarboxylase inhibitor, with a Ki of 1.2 μM[2].
Chelidonic acid is a component of Chelidonium majus L., used as an antimicrobial. Chelidonic acid also shows anti-inflammatory activity. Chelidonic acid has potential to inhibit IL-6 production by blocking NF-κB and caspase-1[1]. Chelidonic acid is a glutamate decarboxylase inhibitor, with a Ki of 1.2 μM[2].

同义名列表

37 个代谢物同义名

InChI=1/C7H4O6/c8-3-1-4(6(9)10)13-5(2-3)7(11)12/h1-2H,(H,9,10)(H,11,12); Chelidonic acid, purum, anhydrous, >=98.0\\% (T); 5-18-08-00646 (Beilstein Handbook Reference); 4H-Pyran-2,6-dicarboxylic acid, 4-oxo-; 4-Oxo-1,4-pyran-2,6-dicarboxylic acid; .gamma.-Pyrone-2,6-dicarboxylic acid; Chelidonic acid, analytical standard; 4-OXO-4H-PYRAN-2,6-DICARBOXYLIC ACID; 4-Oxo-4H-pyran-2,6-dicarboxylicacid; gamma-Pyrone-2,6-dicarboxylic acid; Compound XI* (Cherry and Hageman); 4-oxo-pyran-2,6-dicarboxylic acid; 4-oxopyran-2,6-dicarboxylic acid; Chelidonic acid (not validated); y-Pyrone-2,6-dicarboxylic acid; 4-Oxo-1,6-dicarboxylic acid; PBAYDYUZOSNJGU-UHFFFAOYSA-; 2,6-Dicarboxyl-4-pyrone; 2,6-dicarboxy-4-pyrone; Chelidonic acid, 98\\%; WLN: T6O DVJ BVQ FVQ; CHELIDONIC ACID [MI]; 4H-Pyran-2, 4-oxo-; Chelidonic acid; UNII-T33U4W5K6O; TimTec1_001281; Jervasic acid; chelidonsaure; Jervaic acid; Compound XI*; T33U4W5K6O; Jerva acid; AI3-19253; C7H4O6; HLD; Chelidonic acid; Chelidonic acid



数据库引用编号

14 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)

7 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
Cytoplasm 6 ALB, BDNF, CASP1, HIF1A, PRKAA2, PTGS2
Golgi apparatus, trans-Golgi network membrane 1 AP4M1
Peripheral membrane protein 2 AP4M1, PTGS2
Endoplasmic reticulum membrane 1 PTGS2
Nucleus 3 ALB, HIF1A, PRKAA2
cytosol 5 ALB, AP4M1, CASP1, HIF1A, PRKAA2
dendrite 2 BDNF, PRKAA2
nuclear body 1 HIF1A
trans-Golgi network 1 AP4M1
centrosome 1 ALB
nucleoplasm 3 CD2, HIF1A, PRKAA2
RNA polymerase II transcription regulator complex 1 HIF1A
Cell membrane 3 CASP1, CD2, TNF
cell surface 2 CD2, TNF
Golgi apparatus 4 ALB, AP4M1, CD2, PRKAA2
Golgi membrane 1 INS
lysosomal membrane 1 GAA
neuronal cell body 2 PRKAA2, TNF
synaptic vesicle 1 BDNF
Lysosome 1 GAA
plasma membrane 6 CASP1, CD2, GAA, IFNLR1, IGHE, TNF
Membrane 4 BDNF, GAA, IFNLR1, PRKAA2
axon 2 BDNF, PRKAA2
caveola 1 PTGS2
extracellular exosome 4 ALB, AP4M1, BMP3, GAA
Lysosome membrane 1 GAA
endoplasmic reticulum 2 ALB, PTGS2
extracellular space 9 ALB, BDNF, BMP3, CXCL8, IGHE, IL4, IL6, INS, TNF
lysosomal lumen 1 GAA
perinuclear region of cytoplasm 1 BDNF
protein-containing complex 5 ALB, CASP1, CD2, HIF1A, PTGS2
intracellular membrane-bounded organelle 1 GAA
Microsome membrane 1 PTGS2
Single-pass type I membrane protein 3 CD2, IFNLR1, IGHE
Secreted 8 ALB, BDNF, BMP3, CXCL8, GAA, IL4, IL6, INS
extracellular region 11 ALB, BDNF, BMP3, CD2, CXCL8, GAA, IGHE, IL4, IL6, INS, TNF
cytoplasmic side of plasma membrane 1 CD2
anchoring junction 1 ALB
motile cilium 1 HIF1A
external side of plasma membrane 2 CD2, TNF
cytoplasmic vesicle 1 AP4M1
nucleolus 1 CASP1
axon cytoplasm 1 HIF1A
clathrin adaptor complex 1 AP4M1
Early endosome 1 AP4M1
cell-cell junction 1 CD2
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 1 TNF
microtubule 1 CASP1
nuclear speck 2 HIF1A, PRKAA2
NLRP3 inflammasome complex 1 CASP1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 1 PTGS2
ciliary basal body 1 ALB
chromatin 1 HIF1A
IgE immunoglobulin complex 1 IGHE
phagocytic cup 1 TNF
centriole 1 ALB
Golgi apparatus, trans-Golgi network 1 AP4M1
spindle pole 1 ALB
blood microparticle 1 ALB
[Isoform 2]: Cell membrane 1 IGHE
Endomembrane system 1 AP4M1
endosome lumen 2 AP4M1, INS
tertiary granule membrane 1 GAA
cytoplasmic stress granule 1 PRKAA2
Nucleus speckle 1 HIF1A
euchromatin 1 HIF1A
AP-4 adaptor complex 1 AP4M1
trans-Golgi network membrane 1 AP4M1
secretory granule lumen 1 INS
Golgi lumen 1 INS
endoplasmic reticulum lumen 5 ALB, BDNF, IL6, INS, PTGS2
platelet alpha granule lumen 1 ALB
transport vesicle 1 INS
azurophil granule membrane 1 GAA
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
AIM2 inflammasome complex 1 CASP1
ficolin-1-rich granule membrane 1 GAA
canonical inflammasome complex 1 CASP1
nucleotide-activated protein kinase complex 1 PRKAA2
[Isoform 3]: Cell membrane 1 IGHE
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
[Isoform 1]: Secreted 1 IGHE
IgE B cell receptor complex 1 IGHE
immunoglobulin complex, circulating 1 IGHE
interleukin-6 receptor complex 1 IL6
autolysosome lumen 1 GAA
[Neurotrophic factor BDNF precursor form]: Secreted 1 BDNF
IPAF inflammasome complex 1 CASP1
NLRP1 inflammasome complex 1 CASP1
protease inhibitor complex 1 CASP1
ciliary transition fiber 1 ALB
interleukin-28 receptor complex 1 IFNLR1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Shraddha I Khairnar, Yogesh A Kulkarni, S Murugesan, Kavita Singh. Effects of Acute and Repeated Dose Toxicity Profiling of Chelidonic Acid in Rats: in Silico and in Vivo Evidence. Chemistry & biodiversity. 2023 Dec; 20(12):e202301241. doi: 10.1002/cbdv.202301241. [PMID: 37983725]
  • Elena Avdeeva, Elvira Shults, Tatyana Rybalova, Yaroslav Reshetov, Ekaterina Porokhova, Irina Sukhodolo, Larisa Litvinova, Valeria Shupletsova, Olga Khaziakhmatova, Igor Khlusov, Artem Guryev, Mikhail Belousov. Chelidonic Acid and Its Derivatives from Saussurea Controversa: Isolation, Structural Elucidation and Influence on the Osteogenic Differentiation of Multipotent Mesenchymal Stromal Cells In Vitro. Biomolecules. 2019 05; 9(5):. doi: 10.3390/biom9050189. [PMID: 31100934]
  • Dhirendra Kumar Singh, Kavita Gulati, Arunabha Ray. Effects of chelidonic acid, a secondary plant metabolite, on mast cell degranulation and adaptive immunity in rats. International immunopharmacology. 2016 Nov; 40(?):229-234. doi: 10.1016/j.intimp.2016.08.009. [PMID: 27620504]
  • Dae-Seung Kim, Su-Jin Kim, Min-Cheol Kim, Yong-Deok Jeon, Jae-young Um, Seung-Heon Hong. The therapeutic effect of chelidonic acid on ulcerative colitis. Biological & pharmaceutical bulletin. 2012; 35(5):666-71. doi: 10.1248/bpb.35.666. [PMID: 22687399]
  • Shen Z-W, U Fisinger, A Poulev, W Eisenreich, I Werner, E Pleiner, A Bacher, M H Zenk. Tracer studies with 13C-labeled carbohydrates in cultured plant cells. Retrobiosynthetic analysis of chelidonic acid biosynthesis. Phytochemistry. 2001 May; 57(1):33-42. doi: 10.1016/s0031-9422(00)00496-9. [PMID: 11336258]
  • E RAMSTAD. [Occurrence and distribution of chelidonic acid in various plant families]. Pharmaceutica acta Helvetiae. 1953 Mar; 28(2-3):45-57. doi: ". [PMID: 13073343]