5-Indolol (BioDeep_00000269124)

Main id: BioDeep_00000017780

 

PANOMIX_OTCML-2023


代谢物信息卡片


5-Hydroxyindole

化学式: C8H7NO (133.0527612)
中文名称: 5-羟基吲哚
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1=CC2=C(C=CN2)C=C1O
InChI: InChI=1S/C8H7NO/c10-7-1-2-8-6(5-7)3-4-9-8/h1-5,9-10H

描述信息

A member of the class of hydroxyindoles that is 1H-indole in which the hydrogen at position 5 has been replaced by a hydroxy group.
5-Hydroxyindole, a hydroxylated indole, can be found in a vast array of pharmacologically active agents and natural products. 5-Hydroxyindole slows desensitization of the 5-HT3 receptor-mediated ion current in N1E-115 neuroblastoma cells[1][2].
5-Hydroxyindole, a hydroxylated indole, can be found in a vast array of pharmacologically active agents and natural products. 5-Hydroxyindole slows desensitization of the 5-HT3 receptor-mediated ion current in N1E-115 neuroblastoma cells[1][2].

同义名列表

2 个代谢物同义名

5-Hydroxyindole; 5-Indolol



数据库引用编号

7 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)

0 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

  • Fatma Moncer, Nafaâ Adhoum, Darmin Catak, Lotfi Monser. Electrochemical sensor based on MIP for highly sensitive detection of 5-hydroxyindole-3-acetic acid carcinoid cancer biomarker in human biological fluids. Analytica chimica acta. 2021 Oct; 1181(?):338925. doi: 10.1016/j.aca.2021.338925. [PMID: 34556226]
  • Barbora Waclawiková, Amber Bullock, Markus Schwalbe, Carmen Aranzamendi, Sieger A Nelemans, Gertjan van Dijk, Sahar El Aidy. Gut bacteria-derived 5-hydroxyindole is a potent stimulant of intestinal motility via its action on L-type calcium channels. PLoS biology. 2021 01; 19(1):e3001070. doi: 10.1371/journal.pbio.3001070. [PMID: 33481771]
  • Yue Zhang, Linfang Li, Ye Gao, Xinnan Wang, Lei Sun, Wei Ji, Yukihiro Ozaki. Nitrosonaphthol reaction-assisted SERS assay for selective determination of 5-hydroxyindole-3-acetic acid in human urine. Analytica chimica acta. 2020 Oct; 1134(?):34-40. doi: 10.1016/j.aca.2020.08.020. [PMID: 33059864]
  • Yohei Sakaguchi, Jun Ikenaga, Hideyuki Yoshida, Tadashi Hayama, Miki Itoyama, Kenichiro Todoroki, Osamu Imakyure, Masatoshi Yamaguchi, Hitoshi Nohta. Selective and sensitive liquid chromatographic determination method of 5-hydroxyindoles with fluorous and fluorogenic derivatization. Journal of pharmaceutical and biomedical analysis. 2015 Oct; 114(?):348-54. doi: 10.1016/j.jpba.2015.06.003. [PMID: 26112924]
  • Francisco J Vaz-Leal, María I Ramos-Fuentes, Laura Rodríguez-Santos, Isabel S Flores-Mateos, Andrés Franco-Zambrano, Luis Rojo-Moreno, Luis Beato-Fernández. Neurobiological and clinical variables associated with alcohol abuse in bulimia nervosa. European eating disorders review : the journal of the Eating Disorders Association. 2015 May; 23(3):185-92. doi: 10.1002/erv.2352. [PMID: 25766414]
  • S C van Dijk, W W de Herder, D J Kwekkeboom, M C Zillikens, R A Feelders, R H N van Schaik, M van Driel, J P T M van Leeuwen. 5-HIAA excretion is not associated with bone metabolism in carcinoid syndrome patients. Bone. 2012 Jun; 50(6):1260-5. doi: 10.1016/j.bone.2012.02.637. [PMID: 22425693]
  • Huiyong Wang, Erin J Walaszczyk, Ke Li, Yu-Wen Chung-Davidson, Weiming Li. High-performance liquid chromatography with fluorescence detection and ultra-performance liquid chromatography with electrospray tandem mass spectrometry method for the determination of indoleamine neurotransmitters and their metabolites in sea lamprey plasma. Analytica chimica acta. 2012 Apr; 721(?):147-53. doi: 10.1016/j.aca.2012.01.025. [PMID: 22405313]
  • Jyotsna Goswami, Pallavi Somkuwar, Yogesh Naik. Insulinoma and anaesthetic implications. Indian journal of anaesthesia. 2012 Mar; 56(2):117-22. doi: 10.4103/0019-5049.96301. [PMID: 22701200]
  • Yuejun Huang, Hongwu Xu, Hui Li, Hanhua Yang, Yunbin Chen, Xuechuan Shi. Pre-gestational stress reduces the ratio of 5-HIAA to 5-HT and the expression of 5-HT1A receptor and serotonin transporter in the brain of foetal rat. BMC neuroscience. 2012 Feb; 13(?):22. doi: 10.1186/1471-2202-13-22. [PMID: 22373128]
  • Pretty Mary Abraham, Korah P Kuruvilla, Jobin Mathew, Anitha Malat, Shilpa Joy, C S Paulose. Alterations in hippocampal serotonergic and INSR function in streptozotocin induced diabetic rats exposed to stress: neuroprotective role of pyridoxine and Aegle marmelose. Journal of biomedical science. 2010 Sep; 17(?):78. doi: 10.1186/1423-0127-17-78. [PMID: 20868513]
  • Guo-Qing Tian, He-Qi Lu, Sai-Shan Guo, Ling Zhang, Sha-Sha Fan. Effects of Bushen Huoxue formula on the learning and memory function and the cerebral neurotransmitters in diabetic mice. Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan. 2010 Sep; 30(3):201-5. doi: 10.1016/s0254-6272(10)60041-6. [PMID: 21053627]
  • Janet Best, H Frederik Nijhout, Michael Reed. Serotonin synthesis, release and reuptake in terminals: a mathematical model. Theoretical biology & medical modelling. 2010 Aug; 7(?):34. doi: 10.1186/1742-4682-7-34. [PMID: 20723248]
  • Baojun Shi, Wei Liu, Shao-Peng Wei, Wen-Jun Wu. Chemical composition, antibacterial and antioxidant activity of the essential oil of Bupleurum longiradiatum. Natural product communications. 2010 Jul; 5(7):1139-42. doi: ". [PMID: 20734959]
  • Walid M Al-Ghoul, Steven Abu-Shaqra, Byeong Gyu Park, Nadeem Fazal. Melatonin plays a protective role in postburn rodent gut pathophysiology. International journal of biological sciences. 2010 May; 6(3):282-93. doi: 10.7150/ijbs.6.282. [PMID: 20567497]
  • Jared W Young, Andrew K L Goey, Arpi Minassian, William Perry, Martin P Paulus, Mark A Geyer. GBR 12909 administration as a mouse model of bipolar disorder mania: mimicking quantitative assessment of manic behavior. Psychopharmacology. 2010 Feb; 208(3):443-54. doi: 10.1007/s00213-009-1744-8. [PMID: 20020109]
  • Tsukasa Sasaki, Takeshi Fukushima, Kazuhide Yamashita, Toshimasa Toyo'oka. Stereoselective effect of kynurenine enantiomers on the excretion of serotonin and its metabolite in rat urine. Chirality. 2010 Feb; 22(2):258-61. doi: 10.1002/chir.20737. [PMID: 19496137]
  • Sung Jin Bae, Jun Sik Lee, Eun Kyeong Lee, Ji Min Kim, Jehun Choi, Hyoung-Sam Heo, Byung Pal Yu, Hae Young Chung. The anti-apoptotic action of 5-hydroxyindole: protection of mitochondrial integrity. Biological & pharmaceutical bulletin. 2010; 33(4):550-5. doi: 10.1248/bpb.33.550. [PMID: 20410584]
  • Thomas W Sturgill, Michael N Hall. Activating mutations in TOR are in similar structures as oncogenic mutations in PI3KCalpha. ACS chemical biology. 2009 Dec; 4(12):999-1015. doi: 10.1021/cb900193e. [PMID: 19902965]
  • Shaik M Zakir, M Shukla, Zaka-Ur-Rab Simi, J Ahmad, Mahmood Sajid. Serum cortisol and testosterone levels in idiopathic central serous chorioretinopathy. Indian journal of ophthalmology. 2009 Nov; 57(6):419-22. doi: 10.4103/0301-4738.57143. [PMID: 19861741]
  • Dakshayani Kadiyala Babu, Alain Diaz, Thangavel Samikkannu, Kurapati V K Rao, Zainulabedin M Saiyed, Jose W Rodriguez, Madhavan P N Nair. Upregulation of serotonin transporter by alcohol in human dendritic cells: possible implication in neuroimmune deregulation. Alcoholism, clinical and experimental research. 2009 Oct; 33(10):1731-8. doi: 10.1111/j.1530-0277.2009.01010.x. [PMID: 19572987]
  • Yu-Bo Wu, Jian-Hong Wu, Zhi-Guo Shi, Yu-Qi Feng. Simultaneous determination of 5-hydroxyindoles and catechols from urine using polymer monolith microextraction coupled to high-performance liquid chromatography with fluorescence detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Jul; 877(20-21):1847-55. doi: 10.1016/j.jchromb.2009.05.006. [PMID: 19481988]
  • Renza Roncarati, Tamara Seredenina, Brian Jow, Flora Jow, Silvia Papini, Angela Kramer, Hendrick Bothmann, John Dunlop, Georg C Terstappen. Functional properties of alpha7 nicotinic acetylcholine receptors co-expressed with RIC-3 in a stable recombinant CHO-K1 cell line. Assay and drug development technologies. 2008 Apr; 6(2):181-93. doi: 10.1089/adt.2007.120. [PMID: 18471073]
  • Xiang-Qun Hu, Robert W Peoples. The 5-HT3B subunit confers spontaneous channel opening and altered ligand properties of the 5-HT3 receptor. The Journal of biological chemistry. 2008 Mar; 283(11):6826-31. doi: 10.1074/jbc.m707571200. [PMID: 18187416]
  • Martin Barann, Isabelle Linden, Stefan Witten, Bernd W Urban. Molecular actions of propofol on human 5-HT3A receptors: enhancement as well as inhibition by closely related phenol derivatives. Anesthesia and analgesia. 2008 Mar; 106(3):846-57, table of contents. doi: 10.1213/ane.0b013e318162ca7c. [PMID: 18292429]
  • Wei Xiong, Masako Hosoi, Bon-Nyeo Koo, Li Zhang. Anandamide inhibition of 5-HT3A receptors varies with receptor density and desensitization. Molecular pharmacology. 2008 Feb; 73(2):314-22. doi: 10.1124/mol.107.039149. [PMID: 17993512]
  • Jens Halvard Grønlien, Monika Håkerud, Hilde Ween, Kirsten Thorin-Hagene, Clark A Briggs, Murali Gopalakrishnan, John Malysz. Distinct profiles of alpha7 nAChR positive allosteric modulation revealed by structurally diverse chemotypes. Molecular pharmacology. 2007 Sep; 72(3):715-24. doi: 10.1124/mol.107.035410. [PMID: 17565004]
  • Ramin Faghih, Gregory A Gfesser, Murali Gopalakrishnan. Advances in the discovery of novel positive allosteric modulators of the alpha7 nicotinic acetylcholine receptor. Recent patents on CNS drug discovery. 2007 Jun; 2(2):99-106. doi: 10.2174/157488907780832751. [PMID: 18221220]
  • M M Verbeek, P B H Geurtz, M A A P Willemsen, R A Wevers. Aromatic L-amino acid decarboxylase enzyme activity in deficient patients and heterozygotes. Molecular genetics and metabolism. 2007 Apr; 90(4):363-9. doi: 10.1016/j.ymgme.2006.12.001. [PMID: 17240182]
  • Julio Rubio, Maria Caldas, Sonia Dávila, Manuel Gasco, Gustavo F Gonzales. Effect of three different cultivars of Lepidium meyenii (Maca) on learning and depression in ovariectomized mice. BMC complementary and alternative medicine. 2006 Jun; 6(?):23. doi: 10.1186/1472-6882-6-23. [PMID: 16796734]
  • Lesley D McPhail, Dominick J O McIntyre, Christian Ludwig, Philip Kestell, John R Griffiths, Lloyd R Kelland, Simon P Robinson. Rat tumor response to the vascular-disrupting agent 5,6-dimethylxanthenone-4-acetic acid as measured by dynamic contrast-enhanced magnetic resonance imaging, plasma 5-hydroxyindoleacetic acid levels, and tumor necrosis. Neoplasia (New York, N.Y.). 2006 Mar; 8(3):199-206. doi: 10.1593/neo.05739. [PMID: 16611413]
  • Shazia Dawood, Samina Bano. Brain tryptophan metabolism remained unaltered in restraint stressed rats following fluoxetine administration. Pakistan journal of pharmaceutical sciences. 2005 Jul; 18(3):49-54. doi: NULL. [PMID: 16380345]
  • Petra Platen, Marion Lebenstedt, Myriam Schneider, Andrea Boese, Martina Heer. Increased urinary excretion rates of serotonin and metabolites during bedrest. Acta astronautica. 2005 May; 56(9-12):801-8. doi: 10.1016/j.actaastro.2005.01.005. [PMID: 15838947]
  • Aaron N Hata, Terry P Lybrand, Lawrence J Marnett, Richard M Breyer. Structural determinants of arylacetic acid nonsteroidal anti-inflammatory drugs necessary for binding and activation of the prostaglandin D2 receptor CRTH2. Molecular pharmacology. 2005 Mar; 67(3):640-7. doi: 10.1124/mol.104.007971. [PMID: 15563582]
  • Shahram Bolandparvaz, Mohammad Vasei, Ali Akbar Owji, Negar Ata-Ee, Ali Amin, Yahya Daneshbod, Seyed Vahid Hosseini. Urinary 5-hydroxy indole acetic acid as a test for early diagnosis of acute appendicitis. Clinical biochemistry. 2004 Nov; 37(11):985-9. doi: 10.1016/j.clinbiochem.2004.07.003. [PMID: 15498526]
  • Yahya Ceylan, Sami Hizmetli, Yavuz Siliğ. The effects of infrared laser and medical treatments on pain and serotonin degradation products in patients with myofascial pain syndrome. A controlled trial. Rheumatology international. 2004 Sep; 24(5):260-3. doi: 10.1007/s00296-003-0348-6. [PMID: 14628149]
  • Bidisa Sengupta, Sudip Chaudhuri, Anwesha Banerjee, Pradeep K Sengupta. Characterization of serotonin in protein and membrane mimetic environments: a spectroscopic study. Chemistry & biodiversity. 2004 Jun; 1(6):868-77. doi: 10.1002/cbdv.200490069. [PMID: 17191887]
  • M T Oruc, B Kulah, O Ozozan, V Ozer, H Kulacoglu, T Turhan, F Coskun. The value of 5-hydroxy indole acetic acid measurement in spot urine in diagnosis of acute appendicitis. East African medical journal. 2004 Jan; 81(1):40-1. doi: 10.4314/eamj.v81i1.8793. [PMID: 15080514]
  • Ken Kishida, Makoto Moriwaki, Jun-ichiro Miyagawa, Kohei Okita, Takashi Kondo, Kimiko Itoh, Satoshi Umemura, Junji Kozawa, Hiromi Iwahashi, Tohru Yoshizumi, Akihisa Imagawa, Kazuya Yamagata, Takao Maruyama, Hiroyuki Toyoshima, Eiji Kurokawa, Tohru Funahashi, Yuji Matsuzawa. Successful use of 111In-pentetrotide scintigraphy for localizing ectopic adrenocorticotropin-producing bronchial carcinoid tumor in a patient with Cushing's syndrome. Internal medicine (Tokyo, Japan). 2003 Oct; 42(10):996-1005. doi: 10.2169/internalmedicine.42.996. [PMID: 14606715]
  • Dulce Papy-García, V éronique Barbier V, Marie-Claude Tournaire, Agnés Cane, Henry Brugère, Michèle Crumeyrolle-Arias, Denis Barritault. Detection and quantification of 5-hydroxyoxindole in mammalian sera and tissues by high performance liquid chromatography with multi-electrode electrochemical detection. Clinical biochemistry. 2003 May; 36(3):215-20. doi: 10.1016/s0009-9120(02)00454-x. [PMID: 12726931]
  • Lucia H Sider, Erica E T S Hucke, Jorge C Florio, Luciano F Felicio. Influence of time of day on hypothalamic monoaminergic activity in early pregnancy: effect of a previous reproductive experience. Psychoneuroendocrinology. 2003 Feb; 28(2):195-206. doi: 10.1016/s0306-4530(02)00016-1. [PMID: 12510012]
  • Manabu Nakazono, Yumiko Sho, Kiyoshi Zaitsu. Lasting chemiluminescence of 3-indoleglyoxylyl chloride and its enhancement. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. 2003 Jan; 19(1):123-7. doi: 10.2116/analsci.19.123. [PMID: 12558035]
  • B Ilkhanizadeh, A A Owji, S M Tavangar, M Vasei, S M Tabei. Spot urine 5-hydroxy indole acetic acid and acute appendicitis. Hepato-gastroenterology. 2001 May; 48(39):609-13. doi: NULL. [PMID: 11462886]
  • V Kumar, P N Singh, S K Bhattacharya. Neurochemical studies on Indian Hypericum perforatum L. Indian journal of experimental biology. 2001 Apr; 39(4):334-8. doi: ". [PMID: 11491577]
  • Y Higashi, M Asanuma, I Miyazaki, N Ogawa. Inhibition of tyrosinase reduces cell viability in catecholaminergic neuronal cells. Journal of neurochemistry. 2000 Oct; 75(4):1771-4. doi: 10.1046/j.1471-4159.2000.0751771.x. [PMID: 10987861]
  • J Ishida, M Takada, N Hitoshi, R Iizuka, M Yamaguchi. 4-Dimethylaminobenzylamine as a sensitive chemiluminescence derivatization reagent for 5-hydroxyindoles and its application to their quantification in human platelet-poor plasma. Journal of chromatography. B, Biomedical sciences and applications. 2000 Feb; 738(2):199-206. doi: 10.1016/s0378-4347(99)00503-4. [PMID: 10718637]
  • M J Gunthorpe, S C Lummis. Diltiazem causes open channel block of recombinant 5-HT3 receptors. The Journal of physiology. 1999 Sep; 519 Pt 3(?):713-22. doi: 10.1111/j.1469-7793.1999.0713n.x. [PMID: 10457085]
  • H Iizuka, T Ishige, Y Ohta, T Yajima. Simultaneous determination of 5-hydroxyindoles and catecholamines by HPLC with fluorometric precolumn derivatization. Advances in experimental medicine and biology. 1999; 467(?):821-6. doi: 10.1007/978-1-4615-4709-9_104. [PMID: 10721135]
  • D C Mathangi, V Mohan, A Namasivayam. Effect of Cassava on motor co-ordination and neurotransmitter level in the albino rat. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1999 Jan; 37(1):57-60. doi: 10.1016/s0278-6915(98)00099-4. [PMID: 10069482]
  • M Kai, H Iida, H Nohta, M K Lee, K Ohta. Fluorescence derivatizing procedure for 5-hydroxytryptamine and 5-hydroxyindoleacetic acid using 1,2-diphenylethylenediamine reagent and their sensitive liquid chromatographic determination. Journal of chromatography. B, Biomedical sciences and applications. 1998 Dec; 720(1-2):25-31. doi: 10.1016/s0378-4347(98)00420-4. [PMID: 9892063]
  • M C Meunier-Salaün, M Monnier, Y Colléaux, B Sève, Y Henry. Impact of dietary tryptophan and behavioral type on behavior, plasma cortisol, and brain metabolites of young pigs. Journal of animal science. 1991 Sep; 69(9):3689-98. doi: 10.2527/1991.6993689x. [PMID: 1718934]
  • W Shiu. Clinical study of eight cases of carcinoid tumour. The British journal of clinical practice. 1990 Nov; 44(11):467-8. doi: NULL. [PMID: 2282298]
  • E Cadenas, M G Simic, H Sies. Antioxidant activity of 5-hydroxytryptophan, 5-hydroxyindole, and DOPA against microsomal lipid peroxidation and its dependence on vitamin E. Free radical research communications. 1989; 6(1):11-7. doi: 10.3109/10715768909073423. [PMID: 2498167]
  • M A Cupo, W E Donaldson. Effect of lead and niacin on growth and serotonin metabolism in chicks. The Journal of nutrition. 1988 Jan; 118(1):107-13. doi: 10.1093/jn/118.1.107. [PMID: 3335932]
  • Y Xia. [Intraplatelet 5-hydroxytryptamine and plasma 5-hydroxyindoles in essential hypertension]. Zhonghua yi xue za zhi. 1987 May; 67(5):269-71. doi: NULL. [PMID: 3115526]
  • M L Cohen, K D Kurz, R W Fuller. Effect of meta-chlorophenylpiperazine (mCPP), a central serotonin agonist and vascular serotonin receptor antagonist, on blood pressure in SHR. Clinical and experimental hypertension. Part A, Theory and practice. 1987; 9(10):1549-65. doi: 10.3109/10641968709159002. [PMID: 3677442]
  • H Yokogoshi, T Iwata, K Ishida, A Yoshida. Effect of amino acid supplementation to low protein diet on brain and plasma levels of tryptophan and brain 5-hydroxyindoles in rats. The Journal of nutrition. 1987 Jan; 117(1):42-7. doi: 10.1093/jn/117.1.42. [PMID: 3819875]
  • J N Cashman, M A Thompson, A Bennett. Influence of ketanserin pretreatment on the haemodynamic responses to sternotomy. Anaesthesia. 1986 May; 41(5):505-10. doi: 10.1111/j.1365-2044.1986.tb13275.x. [PMID: 2942050]
  • M L Jones, T D Kimbrough, L B Weekley. Disturbances of tryptophan metabolism in mice acutely deprived of tryptophan. Annals of nutrition & metabolism. 1985; 29(4):209-15. doi: 10.1159/000176972. [PMID: 4026200]
  • C Anger, C Prys-Roberts. Plasma serotonin concentrations during and after cardiac surgery. European journal of anaesthesiology. 1984 Mar; 1(1):11-20. doi: NULL. [PMID: 6536505]
  • V A John, J P Monk, G Dorhofer. Interference of an oxprenolol metabolite with screening tests for 5-hydroxyindole in urine. Clinical chemistry. 1983 Apr; 29(4):743-4. doi: 10.1093/clinchem/29.4.743. [PMID: 6831726]
  • B A SAYLE, P A LANG, W O GREEN, W C BOSWORTH, R GREGORY. CUSHING'S SYNDROME DUE TO ISLET CELL CARCINOMA OF THE PANCREAS. REPORT OF TWO CASES: ONE WITH ELEVATED 5-HYDROXYINDOLE ACETIC ACID AND COMPLICATED BY ASPERGILLOSIS. Annals of internal medicine. 1965 Jul; 63(?):58-68. doi: 10.7326/0003-4819-63-1-58. [PMID: 14305969]
  • C R RATLIFF. Studies on a simplified method for urine 5-hydroxyindole-acetic acid (5-HIAA). The American journal of medical technology. 1962 Mar; 28(?):83-6. doi: NULL. [PMID: 14490539]
  • E KIVALO, U K RINNE, H KARINKANTA. The effect of imipramine on the 5-hydroxytryptamine content and monoamine oxidase activity of the rat brain and on the excretion of 5-hydroxyindole acetic acid. Journal of neurochemistry. 1961 Nov; 8(?):105-8. doi: 10.1111/j.1471-4159.1961.tb13531.x. [PMID: 14456582]
  • E S PERMAN. Observations on the effect of ethanol on the urinary excretion of histamine, 5-hydroxyindole acetic acid, catecholamines and 17-hydroxycorticosteroids in man. Acta physiologica Scandinavica. 1961 Jan; 51(?):62-7. doi: 10.1111/j.1748-1716.1961.tb02113.x. [PMID: 13734444]
  • M FRIEDMAN, S ST GEORGE, S O BYERS, R H ROSENMAN. Excretion of catecholamines, 17-ketosteroids, 17-hydroxycorticoids and 5-hydroxyindole in men exhibiting a particular behavior pattern (A) associated with high incidence of clinical coronary artery disease. The Journal of clinical investigation. 1960 May; 39(?):758-64. doi: 10.1172/jci104092. [PMID: 13825134]
  • H SAURAMO, P REISSELL, V BECKER. 5-Hydroxyindole acetic acid during pregnancy and puerperium, in newborn infants, and gynaecological tumours. Annales medicinae experimentalis et biologiae Fenniae. 1960; 38(?):56-8. doi: NULL. [PMID: 14441972]
  • E A NIKKILA. Urinary excretion of the serotonin metabolite 5-hydroxyindole acetic acid in neurocirculatory asthenia. Acta medica Scandinavica. 1958 Oct; 162(3):231-5. doi: NULL. [PMID: 13605600]
  • S P BESSMAN, F J BORGES. Urinary excretion of 5-hydroxyindole acetic acid, a serotonin metabolite, in hypertensive renal-vascular disease. Proceedings of the Society for Experimental Biology and Medicine. Society for Experimental Biology and Medicine (New York, N.Y.). 1956 Dec; 93(3):513-5. doi: 10.3181/00379727-93-22802. [PMID: 13389505]