3-Hydroxy-2-oxoindole (BioDeep_00000004236)
Secondary id: BioDeep_00001872111
human metabolite
代谢物信息卡片
化学式: C8H7NO2 (149.0476762)
中文名称: 3-碘乙酸苯酯
谱图信息:
最多检出来源 Homo sapiens(plant) 14.66%
分子结构信息
SMILES: C1=CC=C2C(=C1)C(C(=O)N2)O
InChI: InChI=1S/C8H7NO2/c10-7-5-3-1-2-4-6(5)9-8(7)11/h1-4,7,10H,(H,9,11)
描述信息
3-Hydroxy-2-oxoindole is an oxidized indole derivative. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. 3-hydroxy-2-oxoindole is a naturally occurring indole metabolite found in human urine (PMID: 11722560). It is a reduced form of the more abundant naturally occurring indole metabolite known as isatin (which is derived from the gut microbial metabolism of tryptophan). 3-hydroxy-2-oxoindole is generated via the activity of the enzyme known as isatin reductase, which is found in the liver and kidney (PMID: 11722560). It exhibits modest monoamine oxidase A and B inhibitory activity.
D018377 - Neurotransmitter Agents > D018678 - Cholinergic Agents > D002800 - Cholinesterase Inhibitors
D004791 - Enzyme Inhibitors > D008996 - Monoamine Oxidase Inhibitors
同义名列表
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:28536
- KEGG: C11130
- PubChem: 6097
- HMDB: HMDB0240741
- Metlin: METLIN64535
- ChEMBL: CHEMBL2152717
- MetaCyc: CPD-6362
- chemspider: 5872
- CAS: 61-71-2
- PMhub: MS000016133
- PubChem: 13312
- 3DMET: B05517
- NIKKAJI: J4.817H
- RefMet: 3-Hydroxyindolin-2-one
- KNApSAcK: 28536
分类词条
相关代谢途径
Reactome(0)
BioCyc(3)
代谢反应
89 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(3)
- indole-3-acetate degradation:
H+ + NAD(P)H + O2 + anthranilate ⟶ CO2 + NAD(P)+ + ammonium + catechol
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indolin-2-one ⟶ 3-hydroxyindolin-2-one + H2O + an oxidized [NADPH-hemoprotein reductase]
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indolin-2-one ⟶ 3-hydroxyindolin-2-one + H2O + an oxidized [NADPH-hemoprotein reductase]
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(86)
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
2-oxoglutarate + DIBOA-Glc + O2 ⟶ CO2 + TRIBOA-β-D-glucoside + succinate
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
2-oxoglutarate + DIBOA-Glc + O2 ⟶ CO2 + TRIBOA-β-D-glucoside + succinate
- superpathway of benzoxazinoid glucosides biosynthesis:
2-oxoglutarate + DIBOA-Glc + O2 ⟶ CO2 + TRIBOA-β-D-glucoside + succinate
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
H+ + NAD(P)H + O2 + indole ⟶ H2O + NAD(P)+ + indolin-2-one
- DIBOA-glucoside biosynthesis:
H+ + NAD(P)H + O2 + indole ⟶ H2O + NAD(P)+ + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- superpathway of benzoxazinoid glucosides biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- superpathway of benzoxazinoid glucosides biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
DIBOA + UDP-α-D-glucose ⟶ DIBOA-Glc + UDP
- superpathway of benzoxazinoid glucosides biosynthesis:
DIBOA + UDP-α-D-glucose ⟶ DIBOA-Glc + UDP
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
H+ + NAD(P)H + O2 + indole ⟶ H2O + NAD(P)+ + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- superpathway of benzoxazinoid glucosides biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- superpathway of benzoxazinoid glucosides biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- superpathway of benzoxazinoid glucosides biosynthesis:
(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate ⟶ D-glyceraldehyde 3-phosphate + indole
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- superpathway of benzoxazinoid glucosides biosynthesis:
O2 + a reduced [NADPH-hemoprotein reductase] + indole ⟶ H2O + an oxidized [NADPH-hemoprotein reductase] + indolin-2-one
- DIBOA-glucoside biosynthesis:
DIBOA + UDP-α-D-glucose ⟶ DIBOA-Glc + UDP
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1 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
- James F Berry, Dana V Ferraris, Bridget Duvall, Niyada Hin, Rana Rais, Jesse Alt, Ajit G Thomas, Camilo Rojas, Kenji Hashimoto, Barbara S Slusher, Takashi Tsukamoto. Synthesis and SAR of 1-hydroxy-1H-benzo[d]imidazol-2(3H)-ones as Inhibitors of D-Amino Acid Oxidase.
ACS medicinal chemistry letters.
2012 Oct; 3(10):839-843. doi:
10.1021/ml300212a
. [PMID: 23243487] - Alberto P Macho, Alice Guidot, Patrick Barberis, Carmen R Beuzón, Stéphane Genin. A competitive index assay identifies several Ralstonia solanacearum type III effector mutant strains with reduced fitness in host plants.
Molecular plant-microbe interactions : MPMI.
2010 Sep; 23(9):1197-205. doi:
10.1094/mpmi-23-9-1197
. [PMID: 20687809] - N Usami, K Kitahara, S Ishikura, M Nagano, S Sakai, A Hara. Characterization of a major form of human isatin reductase and the reduced metabolite.
European journal of biochemistry.
2001 Nov; 268(22):5755-63. doi:
10.1046/j.0014-2956.2001.02510.x
. [PMID: 11722560]