1-Methylhistamine (BioDeep_00000003010)
Secondary id: BioDeep_00000398679
natural product human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite Volatile Flavor Compounds
代谢物信息卡片
化学式: C6H11N3 (125.0952926)
中文名称: 2-(1-甲基-1H-咪唑-4-基)乙-1-胺
谱图信息:
最多检出来源 Homo sapiens(blood) 0.13%
Last reviewed on 2024-09-13.
Cite this Page
1-Methylhistamine. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China.
https://query.biodeep.cn/s/1-methylhistamine (retrieved
2024-11-24) (BioDeep RN: BioDeep_00000003010). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
分子结构信息
SMILES: CN1C=C(N=C1)CCN
InChI: InChI=1/C6H11N3/c1-9-4-6(2-3-7)8-5-9/h4-5H,2-3,7H2,1H3
描述信息
1-Methylhistamine, also known as H137, belongs to the class of organic compounds known as 2-arylethylamines. These are primary amines that have the general formula RCCNH2, where R is an organic group. 1-Methylhistamine exists in all living organisms, ranging from bacteria to humans. Within humans, 1-methylhistamine participates in a number of enzymatic reactions. In particular, S-adenosylhomocysteine and 1-methylhistamine can be biosynthesized from S-adenosylmethionine and histamine; which is mediated by the enzyme histamine N-methyltransferase. In addition, 1-methylhistamine can be converted into methylimidazole acetaldehyde through its interaction with the enzyme amine oxidase [flavin-containing] a. In humans, 1-methylhistamine is involved in histidine metabolism. 1-Methylhistamine is a potentially toxic compound.
1-Methylhistamine is a histamine metabolite. It is a product of histamine 1-methyltransferase [EC 2.1.1.8] in the pathway histidine metabolism (KEGG). [HMDB]
Acquisition and generation of the data is financially supported in part by CREST/JST.
D004791 - Enzyme Inhibitors
同义名列表
32 个代谢物同义名
2-(1-methyl-1H-imidazol-4-yl)ethan-1-amine; 2-(1-Methyl-1H-imidazol-4-yl)ethylamine; 2-(1-Methyl-1H-imidazol-4-yl)ethanamine; 4-(1-Aminoethyl)-1-methyl-1H-imidazole; 1-Methyl-4-(beta-aminoethyl)imidazole; tele-Methylhistamine dihydrochloride; 4-(2-Aminoethyl)-1-methyl-imidazole; 1-Methyl-4-(2-aminoethyl)imidazole; 1-Methyl-4-(b-aminoethyl)imidazole; 4-(2-Aminoethyl)-1-methylimidazole; 1-Methyl-1H-imidazole-4-ethanamine; 1-Methylhistamine dihydrochloride; N-Telle-methylhistamine; N-tele-Methylhistamine; N-tele Methylhistamine; N( 1)-Methylhistamine; Ntau-methylhistamine; tele-Methylhistamine; N(1)-Methylhistamine; N(T)-Methylhistamine; 1-Methyl-4-histamine; 1,4-Methylhistamine; N1-Methylhistamine; NT-Methylhistamine; Nτ-methylhistamine; N-Methylhistamine; 3-Methylhistamine; 1-Methylhistamine; Methylhistamine; H137; N-Methylhistamine; 1-Methylhistamine
数据库引用编号
23 个数据库交叉引用编号
- ChEBI: CHEBI:29009
- KEGG: C05127
- PubChem: 3614
- HMDB: HMDB0000898
- Metlin: METLIN5854
- ChEMBL: CHEMBL507
- Wikipedia: Methylhistamine
- MetaCyc: N-METHYL-HISTAMINE
- foodb: FDB022306
- chemspider: 3488
- CAS: 501-75-7
- MoNA: PS013802
- MoNA: PS013803
- MoNA: PS013801
- MoNA: PR100078
- PMhub: MS000007710
- PubChem: 7548
- 3DMET: B00753
- NIKKAJI: J86.801I
- RefMet: 1-Methylhistamine
- RefMet: Methylhistamine
- KNApSAcK: 29009
- LOTUS: LTS0263159
分类词条
相关代谢途径
Reactome(4)
BioCyc(0)
PlantCyc(0)
代谢反应
17 个相关的代谢反应过程信息。
Reactome(8)
- Histidine, lysine, phenylalanine, tyrosine, proline and tryptophan catabolism:
L-Trp + Oxygen ⟶ NFK
- Metabolism:
1-3-oxo-THA-CoA + CoA-SH ⟶ DHA-CoA + propionyl CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Histidine, lysine, phenylalanine, tyrosine, proline and tryptophan catabolism:
L-Trp + Oxygen ⟶ NFK
- Histidine catabolism:
CARN + SAM ⟶ Anserine + SAH
- Metabolism:
3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-one-CoA + CoA-SH ⟶ choloyl-CoA + propionyl CoA
- Amino acid and derivative metabolism:
2MACA-CoA + CoA ⟶ Ac-CoA + PROP-CoA
- Histidine catabolism:
ATP + L-His + b-Ala ⟶ ADP + CARN + Pi
BioCyc(0)
Plant Reactome(0)
INOH(1)
- Histidine degradation ( Histidine degradation ):
H2O + L-Carnosine ⟶ L-Histidine + beta-Alanine
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(7)
- Histidine Metabolism:
-Alanine + Adenosine triphosphate + L-Histidine ⟶ Adenosine diphosphate + Carnosine + Phosphate
- Histidinemia:
-Alanine + Adenosine triphosphate + L-Histidine ⟶ Adenosine diphosphate + Carnosine + Phosphate
- Histidine Metabolism:
Carnosine + Water ⟶ -Alanine + L-Histidine
- Histidinemia:
Carnosine + Water ⟶ -Alanine + L-Histidine
- Histidine Metabolism:
Carnosine + Water ⟶ -Alanine + L-Histidine
- Histidine Metabolism:
Carnosine + Water ⟶ -Alanine + L-Histidine
- Histidinemia:
Carnosine + Water ⟶ -Alanine + L-Histidine
PharmGKB(0)
21 个相关的物种来源信息
- 654 - Aeromonas veronii: 10.3389/FCIMB.2020.00044
- 68534 - Casimiroa: LTS0263159
- 68535 - Casimiroa edulis: 10.1016/S0378-8741(98)00101-9
- 68535 - Casimiroa edulis: LTS0263159
- 7711 - Chordata: LTS0263159
- 3039 - Euglena gracilis: 10.3389/FBIOE.2021.662655
- 2759 - Eukaryota: LTS0263159
- 9606 - Homo sapiens: -
- 9606 - Homo sapiens: 10.1007/S11306-016-1051-4
- 3398 - Magnoliopsida: LTS0263159
- 40674 - Mammalia: LTS0263159
- 33208 - Metazoa: LTS0263159
- 10066 - Muridae: LTS0263159
- 10088 - Mus: LTS0263159
- 10090 - Mus musculus: LTS0263159
- 10090 - Mus musculus: NA
- 23513 - Rutaceae: LTS0263159
- 35493 - Streptophyta: LTS0263159
- 58023 - Tracheophyta: LTS0263159
- 33090 - Viridiplantae: LTS0263159
- 29760 - Vitis vinifera: 10.1016/J.DIB.2020.106469
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
- 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] - Martin Raithel, Alexander Hagel, Heinz Albrecht, Yurdaguel Zopf, Andreas Naegel, Hanns-Wolf Baenkler, Fred Buchwald, Hans-Wolfgang Schultis, Juergen Kressel, Eckhart Georg Hahn, Peter Konturek. Excretion of urinary histamine and N-tele methylhistamine in patients with gastrointestinal food allergy compared to non-allergic controls during an unrestricted diet and a hypoallergenic diet.
BMC gastroenterology.
2015 Apr; 15(?):41. doi:
10.1186/s12876-015-0268-4
. [PMID: 25888445] - Walid Beghdadi, Adeline Porcherie, Bradley S Schneider, Séverine Morisset, David Dubayle, Roger Peronet, Michel Dy, Jacques Louis, Jean-Michel Arrang, Salaheddine Mécheri. Histamine H(3) receptor-mediated signaling protects mice from cerebral malaria.
PloS one.
2009 Jun; 4(6):e6004. doi:
10.1371/journal.pone.0006004
. [PMID: 19547708] - Craig G Ruaux, Jeannie M Wright, Jörg M Steiner, David A Williams. Gas chromatography-mass spectrometry assay for determination of Ntau-methylhistamine concentration in canine urine specimens and fecal extracts.
American journal of veterinary research.
2009 Feb; 70(2):167-71. doi:
10.2460/ajvr.70.2.167
. [PMID: 19231946] - Peter C Konturek, Helmut Rienecker, Eckhart Georg Hahn, Martin Raithel. Helicobacter pylori as a protective factor against food allergy.
Medical science monitor : international medical journal of experimental and clinical research.
2008 Sep; 14(9):CR452-8. doi:
. [PMID: 18758415]
- X Ligneau, D Perrin, L Landais, J-C Camelin, T P G Calmels, I Berrebi-Bertrand, J-M Lecomte, R Parmentier, C Anaclet, J-S Lin, V Bertaina-Anglade, C Drieu la Rochelle, F d'Aniello, A Rouleau, F Gbahou, J-M Arrang, C R Ganellin, H Stark, W Schunack, J-C Schwartz. BF2.649 [1-{3-[3-(4-Chlorophenyl)propoxy]propyl}piperidine, hydrochloride], a nonimidazole inverse agonist/antagonist at the human histamine H3 receptor: Preclinical pharmacology.
The Journal of pharmacology and experimental therapeutics.
2007 Jan; 320(1):365-75. doi:
10.1124/jpet.106.111039
. [PMID: 17005916] - Masahito Ogasawara, Kohei Yamauchi, Yoh-Ichi Satoh, Ryoichi Yamaji, Kenichi Inui, Johan W Jonker, Alfred H Schinkel, Kazutaka Maeyama. Recent advances in molecular pharmacology of the histamine systems: organic cation transporters as a histamine transporter and histamine metabolism.
Journal of pharmacological sciences.
2006 May; 101(1):24-30. doi:
10.1254/jphs.fmj06001x6
. [PMID: 16648665] - Florence Gbahou, Ludwig Vincent, Marie Humbert-Claude, Joel Tardivel-Lacombe, Claude Chabret, Jean-Michel Arrang. Compared pharmacology of human histamine H3 and H4 receptors: structure-activity relationships of histamine derivatives.
British journal of pharmacology.
2006 Apr; 147(7):744-54. doi:
10.1038/sj.bjp.0706666
. [PMID: 16432504] - Ihsan Ergün, M Cenk Akbostanci, Başol Canbakan, Bilge Koçer, Arzu Ensari, Gökhan Nergizoglu, Kenan Keven. Minimal change nephrotic syndrome with stiff-person syndrome: is there a link?.
American journal of kidney diseases : the official journal of the National Kidney Foundation.
2005 Jul; 46(1):e11-4. doi:
10.1053/j.ajkd.2005.03.009
. [PMID: 15983949] - J D Brannan, M Gulliksson, S D Anderson, N Chew, M Kumlin. Evidence of mast cell activation and leukotriene release after mannitol inhalation.
The European respiratory journal.
2003 Sep; 22(3):491-6. doi:
10.1183/09031936.03.00113403
. [PMID: 14516140] - Violina Lozeva, Juhani Tarhanen, Martti Attila, Pekka T Männistö, Leena Tuomisto. Brain histamine and histamine H3 receptors following repeated L-histidine administration in rats.
Life sciences.
2003 Aug; 73(12):1491-503. doi:
10.1016/s0024-3205(03)00478-8
. [PMID: 12865089] - S Winterkamp, M Weidenhiller, V Wilken, N Donhauser, H W Schultis, F Buchwald, E G Hahn, M Raithel. Standardised evaluation of urinary excretion of N-tele-methylhistamine in different periods of age in a healthy population.
Inflammation research : official journal of the European Histamine Research Society ... [et al.].
2003 Apr; 52 Suppl 1(?):S57-8. doi:
10.1007/s000110300054
. [PMID: 12755411] - Bradley O Elmore, John A Bollinger, David M Dooley. Human kidney diamine oxidase: heterologous expression, purification, and characterization.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry.
2002 Jun; 7(6):565-79. doi:
10.1007/s00775-001-0331-1
. [PMID: 12072962] - W A Fogel, W Andrzejewski, K Sasiak, G Granerus, B Lonnqvist, L Tuomisto, J Tarhanen. Can urinary N-tele methylimidazoleacetic acid (t-MeImAA) serve as a marker of histaminergic activity in hepatic encephalopathy (HE)?.
Inflammation research : official journal of the European Histamine Research Society ... [et al.].
2002 Apr; 51 Suppl 1(?):S63-4. doi:
10.1007/pl00022450
. [PMID: 12013413] - C L Toftegaard, U Knigge, A Kjaer, T Watanabe, L Friis-Hansen, J Warberg. Effect of interleukin 1beta on the HPA axis in H1-receptor knockout mice.
Neuroimmunomodulation.
2002 200; 10(6):344-50. doi:
10.1159/000071475
. [PMID: 12907841] - H Mita, S Endoh, M Kudoh, Y Kawagishi, M Kobayashi, M Taniguchi, K Akiyama. Possible involvement of mast-cell activation in aspirin provocation of aspirin-induced asthma.
Allergy.
2001 Nov; 56(11):1061-7. doi:
10.1111/j.1398-9995.2001.00913.x
. [PMID: 11703219] - D P Skoner, D A Gentile, P Fireman, K Cordoro, W J Doyle. Urinary histamine metabolite elevations during experimental influenza infection.
Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology.
2001 Oct; 87(4):303-6. doi:
10.1016/s1081-1206(10)62244-2
. [PMID: 11686422] - F Nishiwaki, K Kuroda, Y Inoue, G Endo. Determination of histamine, 1-methylhistamine and N-methylhistamine by capillary electrophoresis with micelles.
Biomedical chromatography : BMC.
2000 May; 14(3):184-7. doi:
10.1002/1099-0801(200005)14:3<184::aid-bmc970>3.0.co;2-2
. [PMID: 10850623] - A Belic, I Grabnar, R Karba, A Mrhar, T Irman-Florjanc, S Primozic. Interdependence of histamine and methylhistamine kinetics: modelling and simulation approach.
Computers in biology and medicine.
1999 Nov; 29(6):361-75. doi:
10.1016/s0010-4825(99)00017-7
. [PMID: 10591171] - Y Takeuchi, M Nishibori, M Uomoto, H Iwagaki, N Nakaya, N Tanaka, K Saeki. Increase in histidine decarboxylase activity in tissues of mice bearing Colon-26 tumor cells.
Naunyn-Schmiedeberg's archives of pharmacology.
1999 Jul; 360(1):92-8. doi:
10.1007/s002109900037
. [PMID: 10463338] - V Lozeva, E Anttila, R K Tuominen, M Hippeläinen, P T Männistö, L Tuomisto. Hypothalamic histamine, growth rate, plasma prolactin and growth hormone levels in rats with long-term portacaval anastomosis.
Inflammation research : official journal of the European Histamine Research Society ... [et al.].
1999 Feb; 48(2):81-5. doi:
10.1007/s000110050417
. [PMID: 10202993] - X Ligneau, J Lin, G Vanni-Mercier, M Jouvet, J L Muir, C R Ganellin, H Stark, S Elz, W Schunack, J Schwartz. Neurochemical and behavioral effects of ciproxifan, a potent histamine H3-receptor antagonist.
The Journal of pharmacology and experimental therapeutics.
1998 Nov; 287(2):658-66. doi:
NULL
. [PMID: 9808693] - T Irman-Florjanc. Effects of tele-methylhistamine and metoprine on plasma levels of histamine and on its elimination from cat plasma.
Inflammation research : official journal of the European Histamine Research Society ... [et al.].
1997 Mar; 46 Suppl 1(?):S89-90. doi:
. [PMID: 9098780]
- G D Prell, J P Green, A M Elkashef, J K Khandelwal, M Linnoila, R J Wyatt, W B Lawson, A C Jaeger, C A Kaufmann, D G Kirch. The relationship between urine excretion and biogenic amines and their metabolites in cerebrospinal fluid of schizophrenic patients.
Schizophrenia research.
1996 May; 19(2-3):171-6. doi:
10.1016/0920-9964(96)88524-0
. [PMID: 8789915] - T Irman-Florjanc. Effects of an anaesthetic on plasma levels of histamine and tele-methylhistamine in the cat.
Pflugers Archiv : European journal of physiology.
1996; 431(6 Suppl 2):R221-2. doi:
10.1007/bf02346348
. [PMID: 8739344] - T Irman-Florjanc. Increased plasma tele-methylhistamine levels in the rat: effects on plasma and tissue histamine and its elimination.
Inflammation research : official journal of the European Histamine Research Society ... [et al.].
1995 Apr; 44 Suppl 1(?):S88-9. doi:
10.1007/bf01674410
. [PMID: 8521018] - A Oohara, H Yoshimatsu, M Kurokawa, R Oishi, K Saeki, T Sakata. Neuronal glucoprivation enhances hypothalamic histamine turnover in rats.
Journal of neurochemistry.
1994 Aug; 63(2):677-82. doi:
10.1046/j.1471-4159.1994.63020677.x
. [PMID: 8035192] - T Irman-Florjanc, F Erjavec. Histamine and tele-methylhistamine in cat plasma after intravenous injection of histamine.
Agents and actions.
1994 Jun; 41 Spec No(?):C129-30. doi:
10.1007/bf02007797
. [PMID: 7976798] - M Garbarg, H Pollard, M D Trung Tuong, J C Schwartz, C Gros. Sensitive radioimmunoassays for histamine and tele-methylhistamine in the brain.
Journal of neurochemistry.
1989 Dec; 53(6):1724-30. doi:
10.1111/j.1471-4159.1989.tb09237.x
. [PMID: 2809587] - G D Prell, J K Khandelwal, P A LeWitt, J P Green. Rostral-caudal concentration gradients of histamine metabolites in human cerebrospinal fluid.
Agents and actions.
1989 Mar; 26(3-4):267-72. doi:
10.1007/bf01967289
. [PMID: 2735222] - R Oishi, Y Itoh, M Nishibori, K Saeki. Feeding-related circadian variation in tele-methylhistamine levels of mouse and rat brains.
Journal of neurochemistry.
1987 Aug; 49(2):541-7. doi:
10.1111/j.1471-4159.1987.tb02898.x
. [PMID: 3598584] - K Muirhead, P Bender, N Hanna, G Poste. Binding of histamine and histamine analogs to lymphocyte subsets analyzed by flow cytometry.
Journal of immunology (Baltimore, Md. : 1950).
1985 Dec; 135(6):4120-8. doi:
NULL
. [PMID: 2415600] - J H Olafsson, G Granerus, L Lindholm, G Roupe. Suppression of T lymphocyte mitogen response in patients with mastocytosis.
International archives of allergy and applied immunology.
1985; 77(4):423-9. doi:
10.1159/000233820
. [PMID: 3874830] - W L Gitomer, K F Tipton. The role of cytoplasmic aldehyde dehydrogenase in the metabolism of N-tele-methylhistamine.
Pharmacology, biochemistry, and behavior.
1983; 18 Suppl 1(?):113-6. doi:
10.1016/0091-3057(83)90156-9
. [PMID: 6634826] - J K Khandelwal, L B Hough, A M Morrishow, J P Green. Measurement of tele-methylhistamine and histamine in human cerebrospinal fluid, urine, and plasma.
Agents and actions.
1982 Dec; 12(5-6):583-90. doi:
10.1007/bf01965064
. [PMID: 7164933] - M A Gagne, A Wollin, H Navert, G Pinard. Anomaly of histamine methylation in endogenous depression.
Progress in neuro-psychopharmacology & biological psychiatry.
1982; 6(4-6):483-6. doi:
10.1016/s0278-5846(82)80134-6
. [PMID: 6891815]