Leucodopachrome (BioDeep_00000005884)

 

Secondary id: BioDeep_00001869231

human metabolite Endogenous natural product


代谢物信息卡片


(2S)-5,6-dihydroxy-2,3-dihydro-1H-indole-2-carboxylic acid

化学式: C9H9NO4 (195.0532)
中文名称:
谱图信息: 最多检出来源 Homo sapiens(plant) 17.49%

分子结构信息

SMILES: C1C(NC2=CC(=C(C=C21)O)O)C(=O)O
InChI: InChI=1S/C9H9NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h2-3,6,10-12H,1H2,(H,13,14)/t6-/m0/s1

描述信息

Leucodopachrome is an indolic intermediate in the melanogenesis pathway, the non-enzymatically product of dopaquinone through cyclization in a reaction whose operation is determined by a pH greater than 4 (melanin synthesis in human pigment cell lysates is maximal at pH 6.8). Leucodopachrome participates in redox exchange with dopaquinone to give the eumelanin precursor dopachrome plus dopa. Dopaquinone (the quinone intermediate resulting from tyrosinase-mediated oxidation of tyrosine, monophenol dihydroxyphenylalanine:oxygen oxidoreductase, EC 1.14.18.1) could be a toxic metabolite in melanin biosynthesis. (PMID: 6807981, 1445949, 413870, 11461115, 11171088, 12755639) [HMDB]. Leucodopachrome is found in many foods, some of which are chives, saffron, leek, and red beetroot.
Leucodopachrome is an indolic intermediate in the melanogenesis pathway, the non-enzymatic product of dopaquinone through cyclization in a reaction whose operation is determined by a pH greater than 4 (melanin synthesis in human pigment cell lysates is maximal at pH 6.8). Leucodopachrome participates in redox exchange with dopaquinone to give the eumelanin precursor dopachrome plus DOPA. Dopaquinone (the quinone intermediate resulting from tyrosinase-mediated oxidation of tyrosine, monophenol dihydroxyphenylalanine:oxygen oxidoreductase, EC 1.14.18.1) could be a toxic metabolite in melanin biosynthesis (PMID: 6807981, 1445949, 413870, 11461115, 11171088, 12755639).

同义名列表

13 个代谢物同义名

(2S)-5,6-dihydroxy-2,3-dihydro-1H-indole-2-carboxylic acid; 2,3-dihydro-5,6-Dihydroxyindole-2-carboxylate; (S)-5,6-Dihydroxyindoline-2-carboxylic acid; L-2-Carboxy-2,3-dihydro-5,6-dihydroxyindole; 2-Carboxy-2,3-dihydro-5,6-dihydroxyindole; 5,6-dihydroxyindoline-2-carboxylic acid; (S)-5,6-Dihydroxyindoline-2-carboxylate; (S)-2-Carboxy-5,6-dihydroxyindoline; Leucodopachrome; Leukodopachrome; Cyclo-dopa; Cyclodopa; 2-Carboxy-2,3-dihydro-5,6-dihydroxyindole



数据库引用编号

18 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(2)

BioCyc(0)

PlantCyc(2)

代谢反应

79 个相关的代谢反应过程信息。

Reactome(3)

BioCyc(1)

WikiPathways(2)

Plant Reactome(0)

INOH(0)

PlantCyc(49)

COVID-19 Disease Map(0)

PathBank(24)

PharmGKB(0)

16 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 4 NQO1, PTGS2, TH, TYR
Golgi apparatus, trans-Golgi network membrane 1 SLC24A5
Peripheral membrane protein 2 HSD17B6, PTGS2
Endoplasmic reticulum membrane 2 HSP90B1, PTGS2
Nucleus 3 HSP90B1, NQO1, TH
cytosol 4 DCT, HSP90B1, NQO1, TH
dendrite 3 NQO1, PDYN, TH
trans-Golgi network 1 SLC24A5
Cell membrane 2 SLC24A2, TNF
Cell projection, axon 1 TH
Early endosome membrane 1 HSD17B6
Multi-pass membrane protein 2 SLC24A2, SLC24A5
Synapse 2 NQO1, PDYN
cell surface 1 TNF
neuronal cell body 3 NQO1, PDYN, TNF
postsynapse 1 SLC24A2
smooth endoplasmic reticulum 2 HSP90B1, TH
synaptic vesicle 1 TH
Cytoplasm, cytosol 1 NQO1
Lysosome 1 TYR
Presynapse 1 SLC24A2
plasma membrane 4 DCT, PDYN, SLC24A2, TNF
terminal bouton 1 TH
Membrane 4 DCT, HSP90B1, NQO1, SLC24A5
axon 1 TH
caveola 1 PTGS2
extracellular exosome 1 HSP90B1
Lumenal side 1 HSD17B6
endoplasmic reticulum 3 HSD17B6, HSP90B1, PTGS2
extracellular space 2 IL6, TNF
perinuclear region of cytoplasm 3 HSP90B1, TH, TYR
mitochondrion 1 TH
protein-containing complex 2 HSP90B1, PTGS2
intracellular membrane-bounded organelle 3 DCT, HSD17B6, TYR
Microsome membrane 2 HSD17B6, PTGS2
Single-pass type I membrane protein 2 DCT, TYR
Secreted 2 IL6, PDYN
extracellular region 4 HSP90B1, IL6, PDYN, TNF
cytoplasmic side of plasma membrane 1 TH
hippocampal mossy fiber to CA3 synapse 1 PDYN
photoreceptor inner segment 1 SLC24A2
external side of plasma membrane 1 TNF
perikaryon 1 TH
cytoplasmic vesicle 1 TH
Melanosome membrane 3 DCT, TH, TYR
midbody 1 HSP90B1
Golgi-associated vesicle 1 TYR
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Cytoplasm, perinuclear region 1 TH
Membrane raft 1 TNF
focal adhesion 1 HSP90B1
collagen-containing extracellular matrix 1 HSP90B1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
neuron projection 2 PTGS2, TH
phagocytic cup 1 TNF
Melanosome 4 DCT, HSP90B1, SLC24A5, TYR
sperm plasma membrane 1 HSP90B1
trans-Golgi network membrane 1 SLC24A5
endoplasmic reticulum lumen 3 HSP90B1, IL6, PTGS2
axon terminus 1 PDYN
neuronal dense core vesicle 1 PDYN
Sarcoplasmic reticulum lumen 1 HSP90B1
endocytic vesicle lumen 1 HSP90B1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
interleukin-6 receptor complex 1 IL6
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle 1 TH
endoplasmic reticulum chaperone complex 1 HSP90B1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表