3,4-Dihydroxymandelic acid (BioDeep_00000400356)

Main id: BioDeep_00000003079

 

natural product PANOMIX_OTCML-2023 BioNovoGene_Lab2019 Volatile Flavor Compounds


代谢物信息卡片


dl-3,4-dihydroxymandelic acid

化学式: C8H8O5 (184.0371718)
中文名称: DL-3,4-二羟基扁桃酸, DL-3,4-二羟基杏仁酸, 3,4-二羟基扁桃酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.34%

分子结构信息

SMILES: C1=CC(=C(C=C1C(C(=O)O)O)O)O
InChI: InChI=1S/C8H8O5/c9-5-2-1-4(3-6(5)10)7(11)8(12)13/h1-3,7,9-11H,(H,12,13)

描述信息

D000890 - Anti-Infective Agents > D000892 - Anti-Infective Agents, Urinary > D008333 - Mandelic Acids
A catechol that is the 3,4-dihydroxy derivative of mandelic acid; a metabolite of L-dopa.
3,4-Dihydroxymandelic acid is a metabolite of norepinephrine.

同义名列表

6 个代谢物同义名

dl-3,4-dihydroxymandelic acid; 3,4-Dihydroxymandelic acid; "3,4 DIHYDROXYMANDELATE"; 3,4-Dihydroxymandelate; 3,4-Dihydroxymandelic acid; 3,4-Dihydroxymandelic acid



数据库引用编号

35 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(0)

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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)

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

  • Nitesh Sule, Sasi Pasupuleti, Nandita Kohli, Rani Menon, Lawrence J Dangott, Michael D Manson, Arul Jayaraman. The Norepinephrine Metabolite 3,4-Dihydroxymandelic Acid Is Produced by the Commensal Microbiota and Promotes Chemotaxis and Virulence Gene Expression in Enterohemorrhagic Escherichia coli. Infection and immunity. 2017 10; 85(10):. doi: 10.1128/iai.00431-17. [PMID: 28717028]
  • Vanajothi Ramar, Srinivasan Pappu. Exploring the inhibitory potential of bioactive compound from Luffa acutangula against NF-κB-A molecular docking and dynamics approach. Computational biology and chemistry. 2016 06; 62(?):29-35. doi: 10.1016/j.compbiolchem.2016.03.006. [PMID: 27061144]
  • Andrea E Schwaninger, Markus R Meyer, Josef Zapp, Hans H Maurer. Sulfation of the 3,4-methylenedioxymethamphetamine (MDMA) metabolites 3,4-dihydroxymethamphetamine (DHMA) and 4-hydroxy-3-methoxymethamphetamine (HMMA) and their capability to inhibit human sulfotransferases. Toxicology letters. 2011 Apr; 202(2):120-8. doi: 10.1016/j.toxlet.2011.01.026. [PMID: 21295122]
  • Kenji Ishihara, Naruo Katsutani, Toyohiko Aoki. A metabonomics study of the hepatotoxicants galactosamine, methylene dianiline and clofibrate in rats. Basic & clinical pharmacology & toxicology. 2006 Sep; 99(3):251-60. doi: 10.1111/j.1742-7843.2006.pto_455.x. [PMID: 16930299]
  • Jakob Peter Ley, Karin Engelhart, Jürgen Bernhardt, Heinz-Jürgen Bertram. 3,4-Dihydroxymandelic acid, a noradrenalin metabolite with powerful antioxidative potential. Journal of agricultural and food chemistry. 2002 Oct; 50(21):5897-902. doi: 10.1021/jf025667e. [PMID: 12358456]
  • Wen-Xin Dong, Xiang-Lian Ni. Norepinephrine metabolism in neuron: dissociation between 3,4-dihydroxyphenylglycol and 3,4-dihydroxymandelic acid pathways. Acta pharmacologica Sinica. 2002 Jan; 23(1):59-65. doi: . [PMID: 11860739]
  • H Kusuhara, T Sekine, N Utsunomiya-Tate, M Tsuda, R Kojima, S H Cha, Y Sugiyama, Y Kanai, H Endou. Molecular cloning and characterization of a new multispecific organic anion transporter from rat brain. The Journal of biological chemistry. 1999 May; 274(19):13675-80. doi: 10.1074/jbc.274.19.13675. [PMID: 10224140]
  • J T Guimarães, M Q Paiva, D Moura, S Guimarães. Influence of maturation and ageing on the biotransformation of noradrenaline in the rat. Journal of neural transmission. Supplementum. 1998; 52(?):225-32. doi: 10.1007/978-3-7091-6499-0_21. [PMID: 9580421]
  • M Kawamura, I J Kopin, P F Kador, S Sato, O Tjurmina, G Eisenhofer. Effects of aldehyde/aldose reductase inhibition on neuronal metabolism of norepinephrine. Journal of the autonomic nervous system. 1997 Oct; 66(3):145-8. doi: 10.1016/s0165-1838(97)00086-6. [PMID: 9406118]
  • S J Ley, A E Waterman, A Livingston. Measurement of mechanical thresholds, plasma cortisol and catecholamines in control and lame cattle: a preliminary study. Research in veterinary science. 1996 Sep; 61(2):172-3. doi: 10.1016/s0034-5288(96)90096-x. [PMID: 8880991]
  • W X Dong, J Schneider, P Lacolley, A M Brisac, M Safar, J L Cuche. Neuronal metabolism of catecholamines: plasma DHPG, DOMA and DOPAC. Journal of the autonomic nervous system. 1993 Aug; 44(2-3):109-17. doi: 10.1016/0165-1838(93)90023-n. [PMID: 8227950]
  • T Lenz, E Werle, G Strobel, H Weicker. O-Methylated and sulfoconjugated catecholamines: differential activities at human platelet alpha 2-adrenoceptors. Canadian journal of physiology and pharmacology. 1991 Jul; 69(7):929-37. doi: 10.1139/y91-141. [PMID: 1683267]
  • E Schömig, J Babin-Ebell, M Gliese, H Russ. Extraneuronal inactivation of noradrenaline in tissue culture. Journal of neural transmission. Supplementum. 1991; 34(?):43-9. doi: 10.1007/978-3-7091-9175-0_6. [PMID: 1817163]
  • A J McCance, J C Forfar. Plasma [3H]noradrenaline kinetics in man: is separation of alumina extracts by high performance liquid chromatography necessary?. Clinical science (London, England : 1979). 1988 Feb; 74(2):151-4. doi: 10.1042/cs0740151. [PMID: 3338259]
  • B M Eriksson, B A Persson. Liquid chromatographic method for the determination of 3,4-dihydroxyphenylethylene glycol and 3,4-dihydroxymandelic acid in plasma. Journal of chromatography. 1987 Jan; 386(?):1-9. doi: 10.1016/s0021-9673(01)94578-9. [PMID: 3104378]
  • L G Howes, A MacGilchrist, C Hawksby, D Sumner, J L Reid. An improved approach for the determination of plasma [3H]noradrenaline kinetics using high-performance liquid chromatography. Clinical science (London, England : 1979). 1986 Aug; 71(2):211-5. doi: 10.1042/cs0710211. [PMID: 3720197]
  • M Mizukoshi, T Hano, M Kuchii, I Nishio, Y Masuyama. Plasma noradrenaline and its deaminated metabolites in essential hypertension and pheochromocytoma. Japanese circulation journal. 1985 Sep; 49(9):1035-42. doi: 10.1253/jcj.49.1035. [PMID: 4068201]
  • S Ito, T Kato, K Maruta, K Jimbow, K Fujita. 'Total' acidic metabolites of catecholamines in urine as determined by hydrolysis with hydriodic acid and liquid chromatography: application to patients with neuroblastoma and melanoma. Clinical chemistry. 1985 Jul; 31(7):1185-8. doi: 10.1093/clinchem/31.7.1185. [PMID: 4006189]
  • H R Petty, J W Francis. Novel fluorescence method to visualize antibody-dependent hydrogen peroxide-associated "killing" of liposomes by phagocytes. Biophysical journal. 1985 May; 47(5):731-4. doi: 10.1016/s0006-3495(85)83971-0. [PMID: 4016192]
  • N D Vlachakis, E Kogosov, S Yoneda, N Alexander, R F Maronde. Plasma levels of free and total catecholamines and two deaminated metabolites in man--rapid deconjugation by heat in acid. Clinica chimica acta; international journal of clinical chemistry. 1984 Feb; 137(2):199-209. doi: 10.1016/0009-8981(84)90180-3. [PMID: 6705233]
  • T Nishihata, H Takahagi, M Yamamoto, H Tomida, J H Rytting, T Higuchi. Enhanced rectal absorption of cefmetazole and cefoxitin in the presence of epinephrine metabolites in rats and a high-performance liquid chromatographic assay for cephamycin antibiotics. Journal of pharmaceutical sciences. 1984 Jan; 73(1):109-12. doi: 10.1002/jps.2600730129. [PMID: 6582265]
  • J L Izzo, D Greulich. Radioenzymatic assay for plasma dihydroxyphenylglycol (DHPG), dihydroxymandelic acid (DOMA) and dihydroxyphenylacetic acid (DOPAC). Life sciences. 1983 Aug; 33(5):483-8. doi: 10.1016/0024-3205(83)90798-1. [PMID: 6877032]
  • N D Vlachakis, C Lampano, N Alexander, R F Maronde. Catecholamines and their major metabolites in plasma and cerebrospinal fluid of man. Brain research. 1981 Dec; 229(1):67-74. doi: 10.1016/0006-8993(81)90746-0. [PMID: 7306812]
  • M Nagel-Hiemke, H J Schümann. A sensitive radioenzymatic assay for dihydroxymandelic acid, dihydroxypenylglycol and dihydroxyphenylacetic acid. Journal of biochemical and biophysical methods. 1981 Jun; 4(5-6):261-70. doi: 10.1016/0165-022x(81)90066-x. [PMID: 7019296]
  • Y WADA, N WATANABE. URINARY EXCRETION OF 3,4-DIHYDROXYMANDELIC ACID (DOMA) IN PATIENTS WITH HYPERTENSION AND WITH HYPERTHYROIDISM. The Tohoku journal of experimental medicine. 1964 Nov; 84(?):161-5. doi: 10.1620/tjem.84.161. [PMID: 14235825]
  • V DEQUATTRO, D WYBENGA, VON STUDNITZ, S BRUNJES. DETERMINATION OF URINARY 3,4-DIHYDROXYMANDELIC ACID. The Journal of laboratory and clinical medicine. 1964 May; 63(?):864-78. doi: NULL. [PMID: 14158069]
  • Y WADA. QUANTITATIVE DETERMINATION OF 3,4-DIHYDROXYMANDELIC ACID (DOMA) IN HUMAN URINE. The Tohoku journal of experimental medicine. 1963 May; 79(?):389-400. doi: 10.1620/tjem.79.389. [PMID: 14043397]