4'-Phosphopantothenoylcysteine (BioDeep_00000005491)
Secondary id: BioDeep_00001869444
human metabolite Endogenous
代谢物信息卡片
化学式: C12H23N2O9PS (402.0861838)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(natural_products) 0.21%
分子结构信息
SMILES: CC(C)(COP(=O)(O)O)C(C(=O)NCCC(=O)NC(CS)C(=O)O)O
InChI: InChI=1S/C12H23N2O9PS/c1-12(2,6-23-24(20,21)22)9(16)10(17)13-4-3-8(15)14-7(5-25)11(18)19/h7,9,16,25H,3-6H2,1-2H3,(H,13,17)(H,14,15)(H,18,19)(H2,20,21,22)/t7-,9-/m0/s1
描述信息
4-Phosphopantothenoylcysteine, also known as pantothenoylcysteine 4-phosphate, belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond. 4-Phosphopantothenoylcysteine is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, 4-phosphopantothenoylcysteine participates in a number of enzymatic reactions. In particular, cytidine monophosphate and 4-phosphopantothenoylcysteine can be biosynthesized from cytidine triphosphate, D-4-phosphopantothenate, and L-cysteine through the action of the enzyme phosphopantothenate--cysteine ligase. 4-Phosphopantothenoylcysteine (PPC) is an intermediate in the biosynthetic machinery (pathway) that converts pantothenate (vitamin B5) into coenzyme A (CoA). The enzyme phosphopantothenoylcysteine decarboxylase catalyzes the decarboxylation of PPC into 4-phosphopantetheine. Coenzyme A is the principal acyl carrier and is required for many synthetic and degradative reactions in intermediary metabolism, and is an essential cofactor in all living systems (PMID: 15450493, 16371361, 14501115).
4-Phosphopantothenoylcysteine (PPC) is an intermediate in the biosynthetic machinery (pathway) that converts pantothenate (vitamin B5) into coenzyme A (CoA). The enzyme Phosphopantothenoylcysteine decarboxylase catalyzes the decarboxylation of PPC to 4-phosphopantetheine. Coenzyme A is the principal acyl carrier and is required for many synthetic and degradative reactions in intermediary metabolism, and is an essential cofactor in all living systems. (PMID: 15450493, 16371361, 14501115) [HMDB]
同义名列表
19 个代谢物同义名
(2R)-2-{3-[(2R)-2-hydroxy-3-methyl-3-[(phosphonooxy)methyl]butanamido]propanamido}-3-sulfanylpropanoic acid; (R)-N-[N-[2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-beta-alanyl]-L-cysteine; N-[(2R)-2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-beta-alanyl-L-cysteine; (R)-N-[N-[2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-b-alanyl]-L-cysteine; N-[(2R)-2-Hydroxy-3,3-dimethyl-1-oxo-4-(phosphonooxy)butyl]-β-alanyl-L-cysteine; N-((R)-4-Phosphopantothenoyl)-L-cysteine; N-[(R)-4-phosphopantothenoyl]-L-cysteine; N-[(R)-4-Phosphopantothenoyl]-L-cysteine; (R)-4-Phospho-N-pantothenoyl-L-cysteine; (R)-4-Phosphopantothenoyl-L-cysteine; Pantothenoylcysteine 4’-phosphate; 4’-Phosphopantothenoyl-L-cysteine; 4-Phospho-N-pantothenoylcysteine; Pantothenoylcysteine 4-phosphate; 4-Phosphopantothenoyl-L-cysteine; Pantothenylcysteine 4-phosphate; 4’-Phosphopantothenoylcysteine; 4-Phosphopantothenoylcysteine; 4-p-N-Pantothenoylcysteine
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:15769
- KEGG: C04352
- PubChem: 440304
- PubChem: 132
- HMDB: HMDB0001117
- Metlin: METLIN58022
- MetaCyc: R-4-PHOSPHOPANTOTHENOYL-L-CYSTEINE
- KNApSAcK: C00019633
- foodb: FDB022432
- chemspider: 389278
- CAS: 7196-09-0
- PMhub: MS000018309
- PubChem: 7001
- PDB-CCD: 9Z3
- 3DMET: B01735
- NIKKAJI: J1.572.366A
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
27 个相关的代谢反应过程信息。
Reactome(15)
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of vitamins and cofactors:
H2O + Oxygen + PXL ⟶ H2O2 + PDXate
- Metabolism of water-soluble vitamins and cofactors:
H2O + Oxygen + PXL ⟶ H2O2 + PDXate
- Vitamin B5 (pantothenate) metabolism:
ATP + L-Cys + PPanK ⟶ AMP + PPC + PPi
- Coenzyme A biosynthesis:
ATP + L-Cys + PPanK ⟶ AMP + PPC + PPi
- Metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Metabolism of vitamins and cofactors:
H2O + Oxygen + PXL ⟶ H2O2 + PDXate
- Metabolism of water-soluble vitamins and cofactors:
H2O + Oxygen + PXL ⟶ H2O2 + PDXate
- Vitamin B5 (pantothenate) metabolism:
ATP + L-Cys + PPanK ⟶ AMP + PPC + PPi
- Coenzyme A biosynthesis:
ATP + L-Cys + PPanK ⟶ AMP + PPC + PPi
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Metabolism of vitamins and cofactors:
H2O + Oxygen + PXL ⟶ H2O2 + PDXate
- Metabolism of water-soluble vitamins and cofactors:
H2O + Oxygen + PXL ⟶ H2O2 + PDXate
- Vitamin B5 (pantothenate) metabolism:
ATP + L-Cys + PPanK ⟶ AMP + PPC + PPi
- Coenzyme A biosynthesis:
ATP + L-Cys + PPanK ⟶ AMP + PPC + PPi
BioCyc(2)
- coenzyme A biosynthesis:
H+ + R-4'-phosphopantothenoyl-L-cysteine ⟶ 4'-phosphopantetheine + CO2
- coenzyme A biosynthesis:
H+ + R-4'-phosphopantothenoyl-L-cysteine ⟶ 4'-phosphopantetheine + CO2
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(10)
- Pantothenate and CoA Biosynthesis:
Dephospho-CoA + Water ⟶ Adenosine monophosphate + Pantetheine 4'-phosphate
- Pantothenate and CoA Biosynthesis:
Dephospho-CoA + Water ⟶ Adenosine monophosphate + Pantetheine 4'-phosphate
- Pantothenate and CoA Biosynthesis:
Dephospho-CoA + Water ⟶ Adenosine monophosphate + Pantetheine 4'-phosphate
- Pantothenate and CoA Biosynthesis:
Dephospho-CoA + Water ⟶ Adenosine monophosphate + Pantetheine 4'-phosphate
- Pantothenate and CoA Biosynthesis:
Dephospho-CoA + Water ⟶ Adenosine monophosphate + Pantetheine 4'-phosphate
- Pantothenate and CoA Biosynthesis:
Dephospho-CoA + Water ⟶ Adenosine monophosphate + Pantetheine 4'-phosphate
- Pantothenate and CoA Biosynthesis:
-Ketoisovaleric acid + 5,10-Methylene-THF + Water ⟶ 2-dehydropantoate + Tetrahydrofolic acid
- beta-Alanine Metabolism:
(R)-pantoate + -Alanine + Adenosine triphosphate ⟶ Adenosine monophosphate + Hydrogen Ion + Pantothenic acid + Pyrophosphate
- Pantothenate and CoA Biosynthesis:
-Ketoisovaleric acid + 5,10-Methylene-THF + Water ⟶ 2-dehydropantoate + Tetrahydrofolic acid
- Pantothenate and CoA Biosynthesis:
-Ketoisovaleric acid + 5,10-Methylene-THF + Water ⟶ 2-dehydropantoate + Tetrahydrofolic acid
PharmGKB(0)
2 个相关的物种来源信息
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
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
- T Kupke, P Hernandez-Acosta, S Steinbacher, F A Culianez-Macia. Arabidopsis thaliana flavoprotein AtHAL3a catalyzes the decarboxylation of 4'-Phosphopantothenoylcysteine to 4'-phosphopantetheine, a key step in coenzyme A biosynthesis.
The Journal of biological chemistry.
2001 Jun; 276(22):19190-6. doi:
10.1074/jbc.m100776200
. [PMID: 11279129]