2-Hydroxyphenylacetic acid (BioDeep_00000400462)

Main id: BioDeep_00000001209

Secondary id: BioDeep_00000865201

natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019


代谢物信息卡片


ortho-Hydroxyphenylacetic acid

化学式: C8H8O3 (152.0473)
中文名称: 2-羟基苯乙酸, (R)-(-)-扁桃酸
谱图信息: 最多检出来源 Homo sapiens(blood) 71.01%

分子结构信息

SMILES: C1=CC=C(C(=C1)CC(=O)O)O
InChI: InChI=1S/C8H8O3/c9-7-4-2-1-3-6(7)5-8(10)11/h1-4,9H,5H2,(H,10,11)

描述信息

COVID info from PDB, Protein Data Bank
Corona-virus
Coronavirus
SARS-CoV-2
COVID-19
SARS-CoV
COVID19
SARS2
SARS
2-Hydroxyphenylacetic acid is a potential biomarker for the food products, and found to be associated with phenylketonuria (PKU).
2-Hydroxyphenylacetic acid is a potential biomarker for the food products, and found to be associated with phenylketonuria (PKU).
D-(-)-Mandelic acid is a natural compound isolated from bitter almonds.
D-(-)-Mandelic acid is a natural compound isolated from bitter almonds.

同义名列表

6 个代谢物同义名

2-Hydroxyphenylacetic acid; D-(-)-MANDELIC ACID; ortho-Hydroxyphenylacetic acid; 2-Hydroxyphenylacetate; 2-Hydroxyphenylacetic acid; (r)-Mandelic acid



数据库引用编号

36 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

PlantCyc(0)

代谢反应

0 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

14 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 11 AFM, AKR1B1, CACNA1A, CYP2A6, CYP2E1, MARVELD1, MC1R, MITF, NIT1, POMC, TYR
Peripheral membrane protein 2 CYP1B1, CYP2E1
Endoplasmic reticulum membrane 4 CYP1A2, CYP1B1, CYP2A6, CYP2E1
Nucleus 5 CACNA1A, KAT7, MARVELD1, MITF, NIT1
cytosol 4 AKR1B1, BMF, KAT7, MITF
nucleoplasm 3 AKR1B1, KAT7, MITF
Cell membrane 7 CACNA1A, CLDN3, CLDN4, CTNS, HAVCR1, MARVELD1, MC1R
Multi-pass membrane protein 6 CACNA1A, CLDN3, CLDN4, CTNS, MARVELD1, MC1R
Synapse 1 CACNA1A
cell surface 1 HAVCR1
Golgi membrane 1 INS
lysosomal membrane 2 CTNS, MITF
mitochondrial inner membrane 1 CYP2E1
neuronal cell body 1 CACNA1A
Cytoplasm, cytosol 1 KAT7
Lysosome 2 CTNS, TYR
plasma membrane 8 BMF, CACNA1A, CLDN3, CLDN4, CTNS, HAVCR1, MARVELD1, MC1R
Membrane 7 CACNA1A, CLDN3, CTNS, CYP1B1, CYP2A6, MARVELD1, MC1R
apical plasma membrane 1 CLDN4
extracellular exosome 3 AFM, AKR1B1, CTNS
Lysosome membrane 1 MITF
extracellular space 4 AFM, AKR1B1, INS, POMC
perinuclear region of cytoplasm 1 TYR
Cell junction, tight junction 2 CLDN3, CLDN4
apicolateral plasma membrane 2 CLDN3, CLDN4
bicellular tight junction 2 CLDN3, CLDN4
mitochondrion 3 AKR1B1, CYP1B1, NIT1
protein-containing complex 2 CLDN3, MITF
intracellular membrane-bounded organelle 6 CTNS, CYP1A2, CYP1B1, CYP2A6, CYP2E1, TYR
Microsome membrane 3 CYP1A2, CYP1B1, CYP2E1
Single-pass type I membrane protein 2 HAVCR1, TYR
Secreted 3 AFM, INS, POMC
extracellular region 3 AFM, INS, POMC
mitochondrial outer membrane 1 BMF
motile cilium 1 HAVCR1
Melanosome membrane 2 CTNS, TYR
cell-cell junction 2 CLDN3, CLDN4
Golgi-associated vesicle 1 TYR
Mitochondrion inner membrane 1 CYP2E1
Cytoplasm, cytoskeleton 1 MARVELD1
secretory granule 1 POMC
lateral plasma membrane 2 CLDN3, CLDN4
Late endosome 1 CTNS
chromatin 2 KAT7, MITF
cell projection 1 CACNA1A
Chromosome 1 KAT7
cytoskeleton 1 MARVELD1
[Isoform 2]: Mitochondrion 1 NIT1
blood microparticle 1 AFM
Endomembrane system 1 CTNS
endosome lumen 1 INS
chloride channel complex 1 CLDN4
Chromosome, centromere 1 KAT7
monoatomic ion channel complex 1 CACNA1A
myosin complex 1 BMF
Melanosome 2 CTNS, TYR
basal plasma membrane 1 CLDN4
[Isoform 1]: Cytoplasm 1 NIT1
secretory granule lumen 2 INS, POMC
Golgi lumen 1 INS
endoplasmic reticulum lumen 1 INS
voltage-gated calcium channel complex 1 CACNA1A
transport vesicle 1 INS
tight junction 2 CLDN3, CLDN4
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
chromosome, centromeric region 1 KAT7
cytoplasmic microtubule 1 CYP2A6
histone acetyltransferase complex 1 KAT7
apical junction complex 1 CLDN3
[Isoform 1]: Lysosome membrane 1 CTNS
[Isoform 2]: Lysosome membrane 1 CTNS
site of DNA damage 1 KAT7
histone H3-K14 acetyltransferase complex 1 KAT7


文献列表

  • Tomonori Miura, Yusuke Kamiya, Shiori Hina, Yui Kobayashi, Norie Murayama, Makiko Shimizu, Hiroshi Yamazaki. Metabolic profiles of coumarin in human plasma extrapolated from a rat data set with a simplified physiologically based pharmacokinetic model. The Journal of toxicological sciences. 2020; 45(11):695-700. doi: 10.2131/jts.45.695. [PMID: 33132243]
  • Wataru Nabeyama, Kenji Ishihara, Hyun Seung Ban, Hiroshi Wada, Hiroyuki Nakamura. Discovery of (2-aminophenyl)methanol as a new molecular chaperone that rescues the localization of P123S mutant pendrin stably expressed in HEK293 cells. Bioorganic & medicinal chemistry. 2017 05; 25(9):2601-2608. doi: 10.1016/j.bmc.2017.03.024. [PMID: 28341401]
  • Dongli Zhang, Wenli Li, Junbo Zhang, Wanrong Tang, Chenxu Qian, Minghao Feng, Qingcui Chu, Jiannong Ye. Study on urinary metabolic profile of phenylketonuria by micellar electrokinetic capillary chromatography with dual electrochemical detection--potential clinical application in fast diagnosis of phenylketonuria. Analytica chimica acta. 2011 May; 694(1-2):61-6. doi: 10.1016/j.aca.2011.03.044. [PMID: 21565303]
  • Soumen K Manna, Andrew D Patterson, Qian Yang, Kristopher W Krausz, Henghong Li, Jeffrey R Idle, Albert J Fornace, Frank J Gonzalez. Identification of noninvasive biomarkers for alcohol-induced liver disease using urinary metabolomics and the Ppara-null mouse. Journal of proteome research. 2010 Aug; 9(8):4176-88. doi: 10.1021/pr100452b. [PMID: 20540569]
  • Santiago Angulo, Isabel García-Pérez, Cristina Legido-Quigley, Coral Barbas. The autocorrelation matrix probing biochemical relationships after metabolic fingerprinting with CE. Electrophoresis. 2009 Apr; 30(7):1221-7. doi: 10.1002/elps.200800554. [PMID: 19283696]
  • A Hargreaves, F A Taiwo, O Duggan, S H Kirk, S I Ahmad. Near-ultraviolet photolysis of beta-phenylpyruvic acid generates free radicals and results in DNA damage. Journal of photochemistry and photobiology. B, Biology. 2007 Dec; 89(2-3):110-6. doi: 10.1016/j.jphotobiol.2007.09.007. [PMID: 17977740]
  • S L Born, A M Api, R A Ford, F R Lefever, D R Hawkins. Comparative metabolism and kinetics of coumarin in mice and rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2003 Feb; 41(2):247-58. doi: 10.1016/s0278-6915(02)00227-2. [PMID: 12480300]
  • John C Connelly, Susan C Connor, Soria Monte, Nigel J C Bailey, Nathan Borgeaud, Elaine Holmes, Jeff Troke, Jeremy K Nicholson, Claire L Gavaghan. Application of directly coupled high performance liquid chromatography-NMR-mass spectometry and 1H NMR spectroscopic studies to the investigation of 2,3-benzofuran metabolism in Sprague-Dawley rats. Drug metabolism and disposition: the biological fate of chemicals. 2002 Dec; 30(12):1357-63. doi: 10.1124/dmd.30.12.1357. [PMID: 12433803]
  • R A Ford, D R Hawkins, B C Mayo, A M Api. The in vivo dermal absorption and metabolism of [4-14C] coumarin by rats and by human volunteers under simulated conditions of use in fragrances. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2001 Feb; 39(2):153-62. doi: 10.1016/s0278-6915(00)00123-x. [PMID: 11267709]
  • H Hadidi, Y Irshaid, C B Vågbø, A Brunsvik, S Cholerton, K Zahlsen, J R Idle. Variability of coumarin 7- and 3-hydroxylation in a Jordanian population is suggestive of a functional polymorphism in cytochrome P450 CYP2A6. European journal of clinical pharmacology. 1998 Jul; 54(5):437-41. doi: 10.1007/s002280050489. [PMID: 9754990]
  • I Meineke, H Desel, R Kahl, G F Kahl, U Gundert-Remy. Determination of 2-hydroxyphenylacetic acid (2HPAA) in urine after oral and parenteral administration of coumarin by gas-liquid chromatography with flame-ionization detection. Journal of pharmaceutical and biomedical analysis. 1998 Jul; 17(3):487-92. doi: 10.1016/s0731-7085(97)00224-0. [PMID: 9656160]
  • M Bayat-Sarmadi, L M Houdebine. Effect of various protein kinase inhibitors on the induction of milk protein gene expression by prolactin. Molecular and cellular endocrinology. 1993 Mar; 92(1):127-34. doi: 10.1016/0303-7207(93)90083-v. [PMID: 8472863]
  • U Langenbeck, A Behbehani, A Mench-Hoinowski. A synopsis of the unconjugated acidic transamination metabolites of phenylalanine in phenylketonuria. Journal of inherited metabolic disease. 1992; 15(1):136-44. doi: 10.1007/bf01800355. [PMID: 1583868]
  • K J Hsiao, S H Hung, S J Wu, S F Yeh. Gas chromatographic analysis of abnormal urinary organic acids in phenylketonuria. Taiwan yi xue hui za zhi. Journal of the Formosan Medical Association. 1985 Nov; 84(11):1240-50. doi: NULL. [PMID: 3868699]
  • U Langenbeck, A Behbehani, A Mench-Hoinowski, M Petersen. Absence of a significant renal threshold for two aromatic acids in phenylketonuric children over two years of age. European journal of pediatrics. 1980 Aug; 134(2):115-8. doi: 10.1007/bf01846027. [PMID: 7439195]