4-Hydroxyphenylacetaldoxime (BioDeep_00000005490)
natural product
代谢物信息卡片
(4-hydroxyphenyl)acetaldehyde oxime
化学式: C8H9NO2 (151.0633)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(plant) 8.61%
分子结构信息
SMILES: C1=CC(=CC=C1CC=NO)O
InChI: InChI=1S/C8H9NO2/c10-8-3-1-7(2-4-8)5-6-9-11/h1-4,6,10-11H,5H2/b9-6+
数据库引用编号
13 个数据库交叉引用编号
- ChEBI: CHEBI:15666
- ChEBI: CHEBI:15665
- KEGG: C04350
- PubChem: 5460411
- PubChem: 152653
- MetaCyc: CPD-2205
- CAS: 23745-82-6
- PMhub: MS000018308
- PubChem: 6999
- 3DMET: B00704
- NIKKAJI: J2.750.202D
- NIKKAJI: J640.420K
- LOTUS: LTS0118648
分类词条
相关代谢途径
Reactome(0)
代谢反应
90 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(4)
- dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - taxiphyllin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(E)-4-hydroxyphenylacetaldehyde oxime ⟶ (Z)-[(4-hydroxyphenyl)acetaldehyde oxime] - glucosinolate biosynthesis from tyrosine:
PAPS + desulfosinalbin ⟶ 3',5'-ADP + H+ + sinalbin
WikiPathways(1)
- Glucosinolate biosynthesis (from aromatic amino acid):
L-Tyrosine ⟶ (E)-4-Hydroxyphenylacetaldehyde oxime
Plant Reactome(0)
INOH(0)
PlantCyc(85)
- dhurrin biosynthesis:
(E)-(4-hydroxyphenyl)acetaldehyde oxime ⟶ (Z)-[(4-hydroxyphenyl)acetaldehyde oxime] - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(4-hydroxyphenyl)acetonitrile + O2 + a reduced [NADPH-hemoprotein reductase] ⟶ (S)-4-hydroxymandelonitrile + H2O + an oxidized [NADPH-hemoprotein reductase] - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(4-hydroxyphenyl)acetonitrile + O2 + a reduced [NADPH-hemoprotein reductase] ⟶ (S)-4-hydroxymandelonitrile + H2O + an oxidized [NADPH-hemoprotein reductase] - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(Z)-[(4-hydroxyphenyl)acetaldehyde oxime] ⟶ (4-hydroxyphenyl)acetonitrile + H2O - dhurrin biosynthesis:
(S)-4-hydroxymandelonitrile + UDP-α-D-glucose ⟶ H+ + UDP + dhurrin - dhurrin biosynthesis:
(S)-4-hydroxymandelonitrile + UDP-α-D-glucose ⟶ H+ + UDP + dhurrin - taxiphyllin biosynthesis:
(E)-(4-hydroxyphenyl)acetaldehyde oxime ⟶ (Z)-[(4-hydroxyphenyl)acetaldehyde oxime] - glucosinolate biosynthesis from tyrosine:
(E)-1-(L-cystein-S-yl)-N-hydroxy-2-(4-hydroxyphenyl)ethan-1-imine + H2O ⟶ (Z)-N-hydroxy-2-(4-hydroxyphenyl)acetimidothioate + H+ + ammonium + pyruvate - glucosinolate biosynthesis from tyrosine:
(E)-1-(L-cystein-S-yl)-N-hydroxy-2-(4-hydroxyphenyl)ethan-1-imine + H2O ⟶ (Z)-N-hydroxy-2-(4-hydroxyphenyl)acetimidothioate + H+ + ammonium + pyruvate - glucosinolate biosynthesis from tyrosine:
(E)-1-(L-cystein-S-yl)-N-hydroxy-2-(4-hydroxyphenyl)ethan-1-imine + H2O ⟶ (Z)-N-hydroxy-2-(4-hydroxyphenyl)acetimidothioate + H+ + ammonium + pyruvate - glucosinolate biosynthesis from tyrosine:
(Z)-N-hydroxy-2-(4-hydroxyphenyl)acetimidothioate + UDP-α-D-glucose ⟶ UDP + desulfosinalbin - glucosinolate biosynthesis from tyrosine:
PAPS + desulfosinalbin ⟶ 3',5'-ADP + H+ + sinalbin - glucosinolate biosynthesis from tyrosine:
(E)-1-(L-cystein-S-yl)-N-hydroxy-2-(4-hydroxyphenyl)ethan-1-imine + H2O ⟶ (Z)-N-hydroxy-2-(4-hydroxyphenyl)acetimidothioate + H+ + ammonium + pyruvate - glucosinolate biosynthesis from tyrosine:
(E)-1-(L-cystein-S-yl)-N-hydroxy-2-(4-hydroxyphenyl)ethan-1-imine + H2O ⟶ (Z)-N-hydroxy-2-(4-hydroxyphenyl)acetimidothioate + H+ + ammonium + pyruvate - glucosinolate biosynthesis from tyrosine:
(E)-1-(L-cystein-S-yl)-N-hydroxy-2-(4-hydroxyphenyl)ethan-1-imine + H2O ⟶ (Z)-N-hydroxy-2-(4-hydroxyphenyl)acetimidothioate + H+ + ammonium + pyruvate - glucosinolate biosynthesis from tyrosine:
(Z)-1-(L-cystein-S-yl)-N-hydroxy-2-(4-hydroxyphenyl)ethan-1-imine + H2O ⟶ (Z)-N-hydroxy-2-(4-hydroxyphenyl)acetimidothioate + H+ + ammonium + pyruvate - glucosinolate biosynthesis from tyrosine:
(Z)-1-(L-cystein-S-yl)-N-hydroxy-2-(4-hydroxyphenyl)ethan-1-imine + H2O ⟶ (Z)-N-hydroxy-2-(4-hydroxyphenyl)acetimidothioate + H+ + ammonium + pyruvate
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
5 个相关的物种来源信息
- 2 - Bacteria: LTS0118648
- 1883 - Streptomyces: LTS0118648
- 67335 - Streptomyces nigellus: 10.7164/ANTIBIOTICS.32.91
- 67335 - Streptomyces nigellus: LTS0118648
- 2062 - Streptomycetaceae: LTS0118648
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
- Dario Vazquez-Albacete, Marco Montefiori, Stefan Kol, Mohammed Saddik Motawia, Birger Lindberg Møller, Lars Olsen, Morten H H Nørholm. The CYP79A1 catalyzed conversion of tyrosine to (E)-p-hydroxyphenylacetaldoxime unravelled using an improved method for homology modeling.
Phytochemistry.
2017 Mar; 135(?):8-17. doi:
10.1016/j.phytochem.2016.11.013. [PMID: 28088302] - Mette Clausen, Rubini M Kannangara, Carl E Olsen, Cecilia K Blomstedt, Roslyn M Gleadow, Kirsten Jørgensen, Søren Bak, Mohammed S Motawie, Birger Lindberg Møller. The bifurcation of the cyanogenic glucoside and glucosinolate biosynthetic pathways.
The Plant journal : for cell and molecular biology.
2015 Nov; 84(3):558-73. doi:
10.1111/tpj.13023. [PMID: 26361733] - M Soledade C Pedras, Sabine Montaut. Probing crucial metabolic pathways in fungal pathogens of crucifers: biotransformation of indole-3-acetaldoxime, 4-hydroxyphenylacetaldoxime, and their metabolites.
Bioorganic & medicinal chemistry.
2003 Jul; 11(14):3115-20. doi:
10.1016/s0968-0896(03)00241-4. [PMID: 12818674] - S Chen, B L Petersen, C E Olsen, A Schulz, B A Halkier. Long-distance phloem transport of glucosinolates in Arabidopsis.
Plant physiology.
2001 Sep; 127(1):194-201. doi:
10.1104/pp.127.1.194. [PMID: 11553747] - O Sibbesen, B Koch, B A Halkier, B L Møller. Cytochrome P-450TYR is a multifunctional heme-thiolate enzyme catalyzing the conversion of L-tyrosine to p-hydroxyphenylacetaldehyde oxime in the biosynthesis of the cyanogenic glucoside dhurrin in Sorghum bicolor (L.) Moench.
The Journal of biological chemistry.
1995 Feb; 270(8):3506-11. doi:
10.1074/jbc.270.8.3506. [PMID: 7876084] - C Teasdale, A M Mander, R Fifield, J W Keyser, R G Newcombe, L E Hughes. Serum beta2-microglobulin in controls and cancer patients.
Clinica chimica acta; international journal of clinical chemistry.
1977 Jul; 78(1):135-43. doi:
10.1016/0009-8981(77)90346-1. [PMID: 69507] - . .
.
. doi:
. [PMID: 2684955] - . .
.
. doi:
. [PMID: 10415119] - . .
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. doi:
. [PMID: 10759528]
