bufotenin (BioDeep_00001868113)

Main id: BioDeep_00000001441

 


代谢物信息卡片


Bufotenine

化学式: C12H16N2O (204.1263)
中文名称: N,N-二甲腦激胺
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CN(C)CCC1=CNC2=C1C=C(C=C2)O
InChI: InChI=1S/C12H16N2O/c1-14(2)6-5-9-8-13-12-4-3-10(15)7-11(9)12/h3-4,7-8,13,15H,5-6H2,1-2H3

描述信息

A tertiary amine that consists of N,N-dimethyltryptamine bearing an additional hydroxy substituent at position 5.
D018377 - Neurotransmitter Agents > D018490 - Serotonin Agents > D012702 - Serotonin Antagonists
D002491 - Central Nervous System Agents > D011619 - Psychotropic Drugs > D006213 - Hallucinogens
D009676 - Noxae > D011042 - Poisons > D014688 - Venoms

同义名列表

4 个代谢物同义名

Bufotenine; bufotenin; Bufotenine; Bufotenine



数据库引用编号

13 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)

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 9 ANXA5, AOC3, BCL2, CASP3, CYP2D6, HTR4, INMT, MYD88, TLR4
Peripheral membrane protein 1 ANXA5
Endosome membrane 3 HTR4, MYD88, TLR4
Endoplasmic reticulum membrane 3 BCL2, CYP2D6, PLN
Mitochondrion membrane 2 MAOA, PLN
Nucleus 3 BCL2, CASP3, MYD88
cytosol 6 ANXA5, BCL2, CASP3, INMT, MAOA, MYD88
dendrite 5 HTR1B, HTR1D, HTR2A, HTR2C, HTR4
mitochondrial membrane 1 PLN
nucleoplasm 1 CASP3
Cell membrane 9 AOC3, HTR1B, HTR1D, HTR2A, HTR2C, HTR3A, HTR4, TLR4, TNF
Cytoplasmic side 1 MAOA
Cleavage furrow 1 HTR3A
Cell projection, axon 1 HTR2A
Multi-pass membrane protein 6 HTR1B, HTR1D, HTR2A, HTR2C, HTR3A, HTR4
Synapse 4 HTR1D, HTR2C, HTR3A, HTR4
cell surface 4 AOC3, MYD88, TLR4, TNF
dendritic shaft 1 HTR2A
glutamatergic synapse 3 CASP3, HTR2A, HTR4
Golgi apparatus 1 AOC3
lysosomal membrane 1 CP
mitochondrial inner membrane 1 BCS1L
neuronal cell body 3 CASP3, HTR2A, TNF
postsynapse 2 HTR3A, HTR4
presynaptic membrane 2 HTR1B, HTR2A
sarcolemma 1 ANXA5
Presynapse 1 HTR2A
endosome 1 HTR4
plasma membrane 12 AOC3, CP, HTR1B, HTR1D, HTR2A, HTR2C, HTR3A, HTR4, MYD88, TLR4, TNF, TPSG1
Membrane 11 ANXA5, AOC3, BCL2, BCS1L, CYP2D6, HTR3A, HTR4, MAOA, PLN, TLR4, TPSG1
axon 1 HTR2A
caveola 1 HTR2A
extracellular exosome 2 ANXA5, CP
endoplasmic reticulum 5 AOC3, BCL2, CYP2D6, HTR1B, PLN
extracellular space 3 CP, TNF, TPSG1
perinuclear region of cytoplasm 2 PLN, TLR4
mitochondrion 5 BCL2, BCS1L, CYP2D6, MAOA, PLN
protein-containing complex 2 BCL2, MYD88
intracellular membrane-bounded organelle 1 CYP2D6
Microsome membrane 1 CYP2D6
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 TLR4
Secreted 1 CP
extracellular region 3 ANXA5, CP, TNF
Mitochondrion outer membrane 2 BCL2, MAOA
Single-pass membrane protein 6 BCL2, BCS1L, CYP2D6, MAOA, PLN, TPSG1
mitochondrial outer membrane 2 BCL2, MAOA
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 3 ANXA5, TLR4, TNF
cytoplasmic vesicle 1 HTR2A
Early endosome 2 AOC3, TLR4
recycling endosome 1 TNF
Single-pass type II membrane protein 2 AOC3, TNF
postsynaptic membrane 2 HTR2A, HTR3A
Mitochondrion inner membrane 1 BCS1L
Membrane raft 1 TNF
pore complex 1 BCL2
focal adhesion 1 ANXA5
sarcoplasmic reticulum 1 PLN
collagen-containing extracellular matrix 1 ANXA5
Postsynaptic cell membrane 1 HTR3A
Cell projection, ruffle 1 TLR4
ruffle 1 TLR4
receptor complex 1 TLR4
Zymogen granule membrane 1 ANXA5
neuron projection 1 HTR3A
phagocytic cup 2 TLR4, TNF
blood microparticle 1 CP
serotonin-activated cation-selective channel complex 1 HTR3A
transmembrane transporter complex 1 HTR3A
microvillus 1 AOC3
Membrane, caveola 1 HTR2A
cell body fiber 1 HTR2A
Cell projection, dendrite 1 HTR2A
myelin sheath 1 BCL2
lipopolysaccharide receptor complex 1 TLR4
endoplasmic reticulum lumen 1 CP
Sarcoplasmic reticulum membrane 1 PLN
Single-pass type IV membrane protein 1 MAOA
neurofilament 1 HTR2A
calyx of Held 1 HTR1B
vesicle membrane 1 ANXA5
respiratory chain complex III 1 BCS1L
extrinsic component of cytoplasmic side of plasma membrane 1 MYD88
death-inducing signaling complex 1 CASP3
extrinsic component of plasma membrane 1 MYD88
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
endothelial microparticle 1 ANXA5
BAD-BCL-2 complex 1 BCL2
calcium ion-transporting ATPase complex 1 PLN
G protein-coupled serotonin receptor complex 3 HTR1B, HTR2A, HTR2C
serotonergic synapse 1 HTR1B
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Gustavo Almeida E Silva, Vinícius Galvão Wakui, Lucília Kato, Cássia A Marquezin. Spectroscopic behavior of bufotenine and bufotenine N-oxide: Solvent and pH effects and interaction with biomembrane models. Biochimica et biophysica acta. Biomembranes. 2024 Apr; 1866(4):184304. doi: 10.1016/j.bbamem.2024.184304. [PMID: 38408695]
  • Lei-Qi Liu, Jing-Ze Chen, Wu-Sheng Fu, Cui-Ying Tang. [Determination of amanita peptide and tryptamine toxins in wild mushrooms by high performance liquid chromatography-tandem mass spectrometry]. Se pu = Chinese journal of chromatography. 2023 Nov; 41(11):976-985. doi: 10.3724/sp.j.1123.2023.07013. [PMID: 37968816]
  • Fateme Zohairi, Himanshu Khandelia, Ali Asghar Hakami Zanjani. Interaction of psychedelic tryptamine derivatives with a lipid bilayer. Chemistry and physics of lipids. 2023 Mar; 251(?):105279. doi: 10.1016/j.chemphyslip.2023.105279. [PMID: 36627076]
  • Merline Delices, Jessica de Araujo Isaias Muller, Karuppusamy Arunachalam, Domingos Tabajara de Oliveira Martins. Anadenanthera colubrina (Vell) Brenan: Ethnobotanical, phytochemical, pharmacological and toxicological aspects. Journal of ethnopharmacology. 2023 Jan; 300(?):115745. doi: 10.1016/j.jep.2022.115745. [PMID: 36162548]
  • Lili Shen, Xiang Lv, Xin Yang, Shuangbing Deng, Lina Liu, Jing Zhou, Yuyu Zhu, Hongyue Ma. Bufotenines-loaded liposome exerts anti-inflammatory, analgesic effects and reduce gastrointestinal toxicity through altering lipid and bufotenines metabolism. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2022 Sep; 153(?):113492. doi: 10.1016/j.biopha.2022.113492. [PMID: 36076586]
  • Camila Mosca Barboza, Daniel Carvalho Pimenta, Hugo Vigerelli, Andréa de Cássia Rodrigues da Silva, Jaíne Gonçalves Garcia, Raphaela Mello Zamudio, Juliana Galera Castilho, Jarbas Alves Montanha, Paulo Michel Roehe, Helena Beatriz de Carvalho Ruthner Batista. In vitro effects of bufotenine against RNA and DNA viruses. Brazilian journal of microbiology : [publication of the Brazilian Society for Microbiology]. 2021 Dec; 52(4):2475-2482. doi: 10.1007/s42770-021-00612-1. [PMID: 34562234]
  • Jiaojiao Wang, Dihui Xu, Lili Shen, Jing Zhou, Xiang Lv, Hongyue Ma, Nianguang Li, Qinan Wu, Jinao Duan. Anti-inflammatory and analgesic actions of bufotenine through inhibiting lipid metabolism pathway. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2021 Aug; 140(?):111749. doi: 10.1016/j.biopha.2021.111749. [PMID: 34058437]
  • Mark J Henderson, Kathleen A Trychta, Shyh-Ming Yang, Susanne Bäck, Adam Yasgar, Emily S Wires, Carina Danchik, Xiaokang Yan, Hideaki Yano, Lei Shi, Kuo-Jen Wu, Amy Q Wang, Dingyin Tao, Gergely Zahoránszky-Kőhalmi, Xin Hu, Xin Xu, David Maloney, Alexey V Zakharov, Ganesha Rai, Fumihiko Urano, Mikko Airavaara, Oksana Gavrilova, Ajit Jadhav, Yun Wang, Anton Simeonov, Brandon K Harvey. A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome. Cell reports. 2021 04; 35(4):109040. doi: 10.1016/j.celrep.2021.109040. [PMID: 33910017]
  • Tobie D Lee, Olivia W Lee, Kyle R Brimacombe, Lu Chen, Rajarshi Guha, Sabrina Lusvarghi, Bethilehem G Tebase, Carleen Klumpp-Thomas, Robert W Robey, Suresh V Ambudkar, Min Shen, Michael M Gottesman, Matthew D Hall. A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Molecular pharmacology. 2019 11; 96(5):629-640. doi: 10.1124/mol.119.115964. [PMID: 31515284]
  • Marco Aurélio Vinhosa Bastos, Paulo Roberto Haidamus de Oliveira Bastos, Maria Lucília Dos Santos, Décio Iandoli, Renata Boschi Portella, Giancarlo Lucchetti. Comparing the Detection of Endogenous Psychedelics in Individuals With and Without Alleged Mediumistic Experiences. Explore (New York, N.Y.). 2018 11; 14(6):448-452. doi: 10.1016/j.explore.2018.04.013. [PMID: 30241696]
  • Hugo Vigerelli, Juliana Mozer Sciani, Maria Andrea Camarano Eula, Luciana Almeida Sato, Marta M Antoniazzi, Carlos Jared, Daniel C Pimenta. Biological Effects and Biodistribution of Bufotenine on Mice. BioMed research international. 2018; 2018(?):1032638. doi: 10.1155/2018/1032638. [PMID: 29955598]
  • Wendy J L Lim, Angeline T W Yap, Merula Mangudi, Charmaine Y Hu, Cheryl Y Y Yeo, Z W Eyo, Sarah X W Chia, K B Chan. Gambir, 'Gambir Sarawak' and toad venom. Drug testing and analysis. 2017 Mar; 9(3):491-499. doi: 10.1002/dta.2034. [PMID: 27367276]
  • M M F Queiroz, G Marti, E F Queiroz, L Marcourt, I Castro-Gamboa, V S Bolzani, J-L Wolfender. LC-MS/MS quantitative determination of Tetrapterys mucronata alkaloids, a plant occasionally used in ayahuasca preparation. Phytochemical analysis : PCA. 2015 May; 26(3):183-8. doi: 10.1002/pca.2548. [PMID: 25620461]
  • Marcos Marçal Ferreira Queiroz, Emerson Ferreira Queiroz, Maria Luiza Zeraik, Samad Nejad Ebrahimi, Laurence Marcourt, Muriel Cuendet, Ian Castro-Gamboa, Matthias Hamburger, Vanderlan da Silva Bolzani, Jean-Luc Wolfender. Chemical composition of the bark of Tetrapterys mucronata and identification of acetylcholinesterase inhibitory constituents. Journal of natural products. 2014 Mar; 77(3):650-6. doi: 10.1021/np401003p. [PMID: 24521095]
  • Rafaela Martin, Jennifer Schürenkamp, Angela Gasse, Heidi Pfeiffer, Helga Köhler. Determination of psilocin, bufotenine, LSD and its metabolites in serum, plasma and urine by SPE-LC-MS/MS. International journal of legal medicine. 2013 May; 127(3):593-601. doi: 10.1007/s00414-012-0796-1. [PMID: 23183899]
  • Steven A Barker, Ethan H McIlhenny, Rick Strassman. A critical review of reports of endogenous psychedelic N, N-dimethyltryptamines in humans: 1955-2010. Drug testing and analysis. 2012 Jul; 4(7-8):617-35. doi: 10.1002/dta.422. [PMID: 22371425]
  • J C Winter, D J Amorosi, Kenner C Rice, Kejun Cheng, Ai-Ming Yu. Stimulus control by 5-methoxy-N,N-dimethyltryptamine in wild-type and CYP2D6-humanized mice. Pharmacology, biochemistry, and behavior. 2011 Sep; 99(3):311-5. doi: 10.1016/j.pbb.2011.05.015. [PMID: 21624387]
  • Enzo Emanuele, Roberto Colombo, Valentina Martinelli, Natascia Brondino, Mara Marini, Marianna Boso, Francesco Barale, Pierluigi Politi. Elevated urine levels of bufotenine in patients with autistic spectrum disorders and schizophrenia. Neuro endocrinology letters. 2010; 31(1):117-21. doi: . [PMID: 20150873]
  • Chris Kostakis, Roger W Byard. Sudden death associated with intravenous injection of toad extract. Forensic science international. 2009 Jul; 188(1-3):e1-5. doi: 10.1016/j.forsciint.2009.02.006. [PMID: 19303230]
  • Maria del Mar Ramirez Fernandez, Marleen Laloup, Michelle Wood, Gert De Boeck, Manuel Lopez-Rivadulla, Pierre Wallemacq, Nele Samyn. Liquid chromatography-tandem mass spectrometry method for the simultaneous analysis of multiple hallucinogens, chlorpheniramine, ketamine, ritalinic acid, and metabolites, in urine. Journal of analytical toxicology. 2007 Oct; 31(8):497-504. doi: 10.1093/jat/31.8.497. [PMID: 17988464]
  • F Respondek, A Lallemand, V Julliand, Y Bonnaire. Urinary excretion of dietary contaminants in horses. Equine veterinary journal. Supplement. 2006 Aug; ?(36):664-7. doi: 10.1111/j.2042-3306.2006.tb05623.x. [PMID: 17402502]
  • Eili Sponheim, Anne Margrethe Myhre, Karl Ludvig Reichelt, Odd O Aalen. [Urine peptide patterns in children with milder types of autism]. Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke. 2006 May; 126(11):1475-7. doi: NULL. [PMID: 16732341]
  • Shi-Jin Qu, Quan-Wen Liu, Chang-Heng Tan, Shan-Hao Jiang, Da-Yuan Zhu. New indole N-oxide alkaloids from Evodia fargesii. Planta medica. 2006 Feb; 72(3):264-6. doi: 10.1055/s-2005-873195. [PMID: 16534733]
  • William D Schmitz, Derek J Denhart, Allison B Brenner, Jonathan L Ditta, Ronald J Mattson, Gail K Mattson, Thaddeus F Molski, John E Macor. Homotryptamines as potent and selective serotonin reuptake inhibitors (SSRIs). Bioorganic & medicinal chemistry letters. 2005 Mar; 15(6):1619-21. doi: 10.1016/j.bmcl.2005.01.059. [PMID: 15745809]
  • J Kärkkäinen, T Forsström, J Tornaeus, K Wähälä, P Kiuru, A Honkanen, U H Stenman, U Turpeinen, A Hesso. Potentially hallucinogenic 5-hydroxytryptamine receptor ligands bufotenine and dimethyltryptamine in blood and tissues. Scandinavian journal of clinical and laboratory investigation. 2005; 65(3):189-99. doi: 10.1080/00365510510013604. [PMID: 16095048]
  • P Sandroni. Aphrodisiacs past and present: a historical review. Clinical autonomic research : official journal of the Clinical Autonomic Research Society. 2001 Oct; 11(5):303-7. doi: 10.1007/bf02332975. [PMID: 11758796]
  • T Forsström, J Tuominen, J Karkkäinen. Determination of potentially hallucinogenic N-dimethylated indoleamines in human urine by HPLC/ESI-MS-MS. Scandinavian journal of clinical and laboratory investigation. 2001; 61(7):547-56. doi: 10.1080/003655101753218319. [PMID: 11763413]
  • K Vishwanathan, M G Bartlett, J T Stewart. Determination of antimigraine compounds rizatriptan, zolmitriptan, naratriptan and sumatriptan in human serum by liquid chromatography/electrospray tandem mass spectrometry. Rapid communications in mass spectrometry : RCM. 2000; 14(3):168-72. doi: 10.1002/(sici)1097-0231(20000215)14:3<168::aid-rcm861>3.0.co;2-9. [PMID: 10637423]
  • J R Brubacher, D Lachmanen, P R Ravikumar, R S Hoffman. Efficacy of digoxin specific Fab fragments (Digibind) in the treatment of toad venom poisoning. Toxicon : official journal of the International Society on Toxinology. 1999 Jun; 37(6):931-42. doi: 10.1016/s0041-0101(98)00224-4. [PMID: 10340832]
  • A B Pomilio, A A Vitale, J Ciprian-Ollivier, M Cetkovich-Bakmas, R Gómez, G Vázquez. Ayahoasca: an experimental psychosis that mirrors the transmethylation hypothesis of schizophrenia. Journal of ethnopharmacology. 1999 Apr; 65(1):29-51. doi: 10.1016/s0378-8741(98)00163-9. [PMID: 10350367]
  • J Ciprian-Ollivier, M G Cetkovich-Bakmas. Altered consciousness states and endogenous psychoses: a common molecular pathway?. Schizophrenia research. 1997 Dec; 28(2-3):257-65. doi: 10.1016/s0920-9964(97)00116-3. [PMID: 9468359]
  • J E Leysen, W Gommeren, L Heylen, W H Luyten, I Van de Weyer, P Vanhoenacker, G Haegeman, A Schotte, P Van Gompel, R Wouters, A S Lesage. Alniditan, a new 5-hydroxytryptamine1D agonist and migraine-abortive agent: ligand-binding properties of human 5-hydroxytryptamine1D alpha, human 5-hydroxytryptamine1D beta, and calf 5-hydroxytryptamine1D receptors investigated with [3H]5-hydroxytryptamine and [3H]alniditan. Molecular pharmacology. 1996 Dec; 50(6):1567-80. doi: . [PMID: 8967979]
  • N Takeda, R Ikeda, K Ohba, M Kondo. Bufotenine reconsidered as a diagnostic indicator of psychiatric disorders. Neuroreport. 1995 Nov; 6(17):2378-80. doi: 10.1097/00001756-199511270-00024. [PMID: 8747157]
  • J Kärkkäinen, M Räisänen, M O Huttunen, E Kallio, H Naukkarinen, M Virkkunen. Urinary excretion of bufotenin (N,N-dimethyl-5-hydroxytryptamine) is increased in suspicious violent offenders: a confirmatory study. Psychiatry research. 1995 Sep; 58(2):145-52. doi: 10.1016/0165-1781(95)02747-k. [PMID: 8570766]
  • R W Fuller, H D Snoddy, K W Perry. Tissue distribution, metabolism and effects of bufotenine administered to rats. Neuropharmacology. 1995 Jul; 34(7):799-804. doi: 10.1016/0028-3908(95)00049-c. [PMID: 8532147]
  • N Takeda. Serotonin-degradative pathways in the toad (Bufo bufo japonicus) brain: clues to the pharmacological analysis of human psychiatric disorders. Comparative biochemistry and physiology. Pharmacology, toxicology and endocrinology. 1994 Feb; 107(2):275-81. doi: 10.1016/1367-8280(94)90051-5. [PMID: 7749594]
  • J Kärkkäinen, M Räisänen. Nialamide, an MAO inhibitor, increases urinary excretion of endogenously produced bufotenin in man. Biological psychiatry. 1992 Dec; 32(11):1042-8. doi: 10.1016/0006-3223(92)90066-9. [PMID: 1467384]
  • J Kärkkäinen, M Räisänen, H Naukkarinen, J Spoov, R Rimon. Urinary excretion of free bufotenin by psychiatric patients. Biological psychiatry. 1988 Aug; 24(4):441-6. doi: 10.1016/0006-3223(88)90182-5. [PMID: 3408760]
  • B R Sitaram, L Lockett, M McLeish, Y Hayasaka, G L Blackman, W R McLeod. Gas chromatographic-mass spectroscopic characterisation of the psychotomimetic indolealkylamines and their in vivo metabolites. Journal of chromatography. 1987 Nov; 422(?):13-23. doi: 10.1016/0378-4347(87)80435-8. [PMID: 3481368]
  • W R McLeod, B R Sitaram. Bufotenine reconsidered. Acta psychiatrica Scandinavica. 1985 Nov; 72(5):447-50. doi: 10.1111/j.1600-0447.1985.tb02638.x. [PMID: 4091027]
  • F Artigas, M J Sarrias, E Martínez, E Gelpí. Serotonin in body fluids: characterization of human plasmatic and cerebrospinal fluid pools by means of a new HPLC method. Life sciences. 1985 Aug; 37(5):441-7. doi: 10.1016/0024-3205(85)90406-0. [PMID: 3160903]
  • P A de Smet. A multidisciplinary overview of intoxicating snuff rituals in the western hemisphere. Journal of ethnopharmacology. 1985 Mar; 13(1):3-49. doi: 10.1016/0378-8741(85)90060-1. [PMID: 3887041]
  • M J Räisänen, M Virkkunen, M O Huttunen, B Furman, J Kärkkäinen. Increased urinary excretion of bufotenin by violent offenders with paranoid symptoms and family violence. Lancet (London, England). 1984 Sep; 2(8404):700-1. doi: 10.1016/s0140-6736(84)91263-7. [PMID: 6147728]
  • M J Räisänen. The presence of free and conjugated bufotenin in normal human urine. Life sciences. 1984 May; 34(21):2041-5. doi: 10.1016/0024-3205(84)90368-0. [PMID: 6374347]
  • M M Vigdorchik, K F Turchin, T A Gus'kova, L M Iakubovich, L S Krasavina. [Identification of N,N-dimethyl-O-(beta-D-glucopyranuronosyl)-5- hydroxytryptamine as a bufotenine metabolite in the rabbit]. Bioorganicheskaia khimiia. 1984 Feb; 10(2):260-4. doi: NULL. [PMID: 6091679]
  • B R Sitaram, G L Blackman, W R McLeod, G N Vaughan. The ion-pair extraction, purification, and liquid chromatographic analysis of indolealkylamines in human urine. Analytical biochemistry. 1983 Jan; 128(1):11-20. doi: 10.1016/0003-2697(83)90337-8. [PMID: 6573860]
  • M Räisänen, J Kärkkäinen. Mass fragmentographic quantification of urinary N,N-dimethyltryptamine and bufotenine. Journal of chromatography. 1979 Apr; 162(4):579-84. doi: 10.1016/s0378-4347(00)81837-x. [PMID: 118980]
  • M F Balandrin, A D Kinghorn, S J Smolenski, R H Dobberstein. Reversed-phase high-pressure liquid chromatography of some tryptamine derivatives. Journal of chromatography. 1978 Sep; 157(?):365-70. doi: 10.1016/s0021-9673(00)92354-9. [PMID: 279544]
  • L J Riceberg, H V Vunakis. Determination of N,N-dimethylindolealkylamines in plasma, blood and urine extracts by radioimmunoassay and high pressure liquid chromatography. The Journal of pharmacology and experimental therapeutics. 1978 Jul; 206(1):158-66. doi: NULL. [PMID: 275476]
  • H Matsumoto, I Pietruszewska. [Urinary excretion of bufotenin, N,N-dimethyltryptamine and 3,4-dimethoxyphenylethylamine and the clinical picture of mental disorders]. Psychiatria polska. 1978 Mar; 12(2):189-97. doi: NULL. [PMID: 275869]
  • E R Ritvo. Biochemical studies of children with the syndromes of autism, childhood schizophrenia and related developmental disabilities: a review. Journal of child psychology and psychiatry, and allied disciplines. 1977 Sep; 18(4):373-9. doi: 10.1111/j.1469-7610.1977.tb00449.x. [PMID: 914908]
  • A Bidziński, P K Willmann, S Puzyński. [Psychomimetic compounds in the urine of schizophrenics. Part II. N,N-dimethylserotonin (bufotenine)]. Psychiatria polska. 1977 May; 11(3):295-301. doi: . [PMID: 897015]
  • A C Cottrell, M F Mcleod, W R Mcleod. A bufotenin-like substance in the urine of schizophrenics. The American journal of psychiatry. 1977 Mar; 134(3):322-2. doi: 10.1176/ajp.134.3.322. [PMID: 265142]
  • L Huszka, D H Zabek, J W Doust. Urinary excretion of n,n-dimethylated tryptamines in chronic schizophrenia. A review of the present status of the hypothesis. Canadian Psychiatric Association journal. 1976 Dec; 21(8):541-6. doi: 10.1177/070674377602100808. [PMID: 1071579]
  • E Sanders-Bush, J A Oates, M T Bush. Metabolism of bufotenine-2'-14C in human volunteers. Life sciences. 1976 Nov; 19(9):1407-11. doi: 10.1016/0024-3205(76)90441-0. [PMID: 994734]
  • H Rosengarten, A J Friedhoff. A review of recent studies of the biosynthesis and excretion of hallucinogens formed by methylation of neurotransmitters or related substances. Schizophrenia bulletin. 1976; 2(1):90-105. doi: 10.1093/schbul/2.1.90. [PMID: 779022]
  • W T Carpenter, E B Fink, N Narasimhachari, H E Himwich. A test of the transmethylation hypothesis in acute schizophrenic patients. The American journal of psychiatry. 1975 Oct; 132(10):1067-71. doi: 10.1176/ajp.132.10.1067. [PMID: 1058643]
  • H E Himwich. Summary of symposium. Biological psychiatry. 1975 Aug; 10(4):453-8. doi: NULL. [PMID: 240450]
  • N Narasimhachari, H E Himwich. Biochemical studies in early infantile autism. Biological psychiatry. 1975 Aug; 10(4):425-32. doi: . [PMID: 1058040]
  • R D Guthrie, R J Wyatt. Biochemistry and schizophrenia III. A review of childhood psychosis. Schizophrenia bulletin. 1975; ?(12):18-32. doi: 10.1093/schbul/1.12.18. [PMID: 1101373]
  • T A Ban. Negative findings with nicotinic acid in the treatment of schizophrenias. International pharmacopsychiatry. 1974; 9(3):172-87. doi: 10.1159/000468130. [PMID: 4430570]
  • R M Nalbandian. [Biochemical aspects of psychic disorders]. Voprosy biokhimii mozga. 1972; 7(0):221-32. doi: NULL. [PMID: 4607707]
  • E Fischer, H Spatz, T Fledel. Bufotenin like substances in form of glucuronide in schizophrenic and normal urines. Psychosomatics. 1971 Jul; 12(4):278-80. doi: 10.1016/s0033-3182(71)71520-5. [PMID: 5172934]
  • E FISCHER, B HELLER. [THE EFFECT OF A MONOAMINE OXIDASE INHIBITOR ON THE ELIMINATION OF BUFOTENIN AND ON THE SYMPTOMS OF CHRONIC NON-PRODUCTIVE SCHIZOPHRENIA]. Annales medico-psychologiques. 1965 Apr; 123(?):614-22. doi: NULL. [PMID: 14296667]
  • H GROSS, F FRANZEN. [ON THE DETERMINATION OF HOMOLOGOUS AMINES IN BIOLOGICAL SUBSTRATES. I. CONTRIBUTIONS TO THE DETERMINATION OF BUFOTENIN IN HUMAN BLOOD AND URINE]. Biochemische Zeitschrift. 1964 Sep; 340(?):403-12. doi: . [PMID: 14317971]
  • G G BRUNE, H H HOHL, H E HIMWICH. URINARY EXCRETION OF BUFOTENIN-LIKE SUBSTANCE IN PSYCHOTIC PATIENTS. Journal of neuropsychiatry. 1963 Oct; 4(?):14-7. doi: . [PMID: 14089786]
  • E FISCHER, T A FERNANDEZ LAGRAVERE, A J VAZQUEZ, A O DI STEFANO. A bufotenin-like substance in the urine of schizophrenics. The Journal of nervous and mental disease. 1961 Nov; 133(?):441-4. doi: 10.1097/00005053-196111000-00009. [PMID: 13893116]
  • E FISCHER, T A FERNANDEZ, L LISKOWSKI, A J VAZQUEZ. [Determination of bufotenin appearing in the urine of schizophrenics. (Preliminary note)]. Prensa medica argentina. 1960 Dec; 47(?):3188-9. doi: NULL. [PMID: 13699820]