Leucodopachrome (BioDeep_00000005884)
Secondary id: BioDeep_00001869231
human metabolite Endogenous
代谢物信息卡片
化学式: C9H9NO4 (195.0531554)
中文名称:
谱图信息:
最多检出来源 Viridiplantae(plant) 0.04%
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
12 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
数据库引用编号
16 个数据库交叉引用编号
- ChEBI: CHEBI:60872
- KEGG: C05604
- PubChem: 5119010
- PubChem: 161255
- HMDB: HMDB0004067
- Metlin: METLIN58201
- MetaCyc: CPD-8652
- KNApSAcK: C00051835
- foodb: FDB023297
- chemspider: 141655
- CAS: 18766-67-1
- PMhub: MS000018792
- PubChem: 7927
- 3DMET: B01875
- NIKKAJI: J260.088I
- RefMet: Leucodopachrome
分类词条
相关代谢途径
BioCyc(0)
代谢反应
79 个相关的代谢反应过程信息。
Reactome(3)
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Melanin biosynthesis:
Dopachrome ⟶ DHI + carbon dioxide
WikiPathways(2)
- Dopamine metabolism:
Dopamine ⟶ 3-Methoxytyramine
- Dopamine metabolism:
Dopamine ⟶ 3-Methoxytyramine
Plant Reactome(0)
INOH(0)
PlantCyc(49)
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- betacyanin biosynthesis:
H+ + betalamate + leucodopachrome ⟶ H2O + betanidin
- L-dopa and L-dopachrome biosynthesis:
dopaquinone ⟶ H+ + leucodopachrome
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- betacyanin biosynthesis:
H+ + betalamate + leucodopachrome ⟶ H2O + betanidin
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- betacyanin biosynthesis:
UDP-α-D-glucose + leucodopachrome ⟶ H+ + UDP + cyclo-dopa 5-O-glucoside
- superpathway of betalain biosynthesis:
UDP-α-D-glucose + leucodopachrome ⟶ H+ + UDP + cyclo-dopa 5-O-glucoside
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- betacyanin biosynthesis:
H+ + betalamate + leucodopachrome ⟶ H2O + betanidin
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- betacyanin biosynthesis:
H+ + betalamate + leucodopachrome ⟶ H2O + betanidin
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- betacyanin biosynthesis:
H+ + betalamate + leucodopachrome ⟶ H2O + betanidin
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
- L-dopa and L-dopachrome biosynthesis:
O2 + tyr ⟶ H2O + dopaquinone
COVID-19 Disease Map(0)
PathBank(24)
- Tyrosine Metabolism:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Alkaptonuria:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Hawkinsinuria:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Disulfiram Action Pathway:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Tyrosinemia, Transient, of the Newborn:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Dopamine beta-Hydroxylase Deficiency:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Monoamine Oxidase-A Deficiency (MAO-A):
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Tyrosine Metabolism:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Alkaptonuria:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Hawkinsinuria:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Tyrosinemia Type I:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Tyrosinemia, Transient, of the Newborn:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Dopamine beta-Hydroxylase Deficiency:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Monoamine Oxidase-A Deficiency (MAO-A):
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Tyrosinemia Type I:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Alkaptonuria:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Hawkinsinuria:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Tyrosinemia Type I:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Tyrosinemia, Transient, of the Newborn:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Dopamine beta-Hydroxylase Deficiency:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Monoamine Oxidase-A Deficiency (MAO-A):
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Tyrosine Metabolism:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Tyrosine Metabolism:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
- Tyrosine Metabolism:
Homovanillin + NADP + Water ⟶ NADPH + p-Hydroxyphenylacetic acid
PharmGKB(0)
9 个相关的物种来源信息
- 9606 Homo sapiens: 10.1007/S11306-016-1051-4
- 6669 Daphnia pulex: 10.1038/SREP25125
- 67255 Streptomyces achromogenes: 10.1021/BI00662A019
- 3562 Spinacia oleracea: 10.1371/JOURNAL.PONE.0203656
- 9606 Homo sapiens: 10.1007/S11306-016-1051-4
- 6669 Daphnia pulex: 10.1038/SREP25125
- 67255 Streptomyces achromogenes: 10.1021/BI00662A019
- 3562 Spinacia oleracea: 10.1371/JOURNAL.PONE.0203656
- 9606 Homo sapiens: -
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。