| 词条 | 3-Methoxytyramine |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477219415 | ImageFile = 3-Methoxytyramine.svg | ImageSize = 200px | ImageAlt = Skeletal formula of 3-methoxytyramine | ImageFile1 = 3-Methoxytyramine 3D ball.png | ImageAlt1 = Ball-and-stick model of the 3-methoxytyramine molecule | IUPACName = 4-(2-aminoethyl)-2-methoxyphenol | OtherNames = 3-O-methyldopamine |Section1={{Chembox Identifiers | IUPHAR_ligand = 6642 | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID = 1606 | InChI = 1/C9H13NO2/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,11H,4-5,10H2,1H3 | InChIKey = DIVQKHQLANKJQO-UHFFFAOYAB | SMILES1 = COc1cc(ccc1O)CCN | StdInChI_Ref = {{stdinchicite|changed|chemspider}} | StdInChI = 1S/C9H13NO2/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,11H,4-5,10H2,1H3 | StdInChIKey_Ref = {{stdinchicite|changed|chemspider}} | StdInChIKey = DIVQKHQLANKJQO-UHFFFAOYSA-N | CASNo_Ref = {{cascite|changed|??}} | CASNo = 554-52-9 | PubChem = 1669 | MeSHName = 3-methoxytyramine |Section2={{Chembox Properties | Formula = C9H13NO2 | MolarMass = 167.21 g/mol | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt = }} 3-Methoxytyramine (3-MT), also known as 3-methoxy-4-hydroxyphenethylamine, is a human trace amine that occurs as a metabolite of the neurotransmitter dopamine.[1] It is formed by the introduction of a methyl group to dopamine by the enzyme catechol-O-methyl transferase (COMT). 3-MT can be further metabolized by the enzyme monoamine oxidase (MAO) to form homovanillic acid (HVA), which is then typically excreted in the urine. Originally thought to be physiologically inactive, 3-MT has recently been shown to act as an agonist of human TAAR1.[1][2] Occurrence3-Methoxytyramine occurs naturally in the prickly pear cactus (genus Opuntia),[3] and is in general widespread throughout the Cactaceae.[4] It has also been found in crown gall tumors on Nicotiana sp.[5] In humans, 3-methoxytyramine is a trace amine that occurs as a metabolite of dopamine.[1] {{Catecholamine and trace amine biosynthesis|align=left}}{{clear left}}See also
References1. ^1 2 {{cite journal | vauthors = Khan MZ, Nawaz W | title = The emerging roles of human trace amines and human trace amine-associated receptors (hTAARs) in central nervous system | journal = Biomed. Pharmacother. | volume = 83 | issue = | pages = 439–449 | date = October 2016 | pmid = 27424325 | doi = 10.1016/j.biopha.2016.07.002 | quote = }} {{Neurotransmitter metabolism intermediates}}{{TAAR ligands}}{{Phenethylamines}}{{DEFAULTSORT:Methoxytyramine, 3-}}2. ^{{cite journal | vauthors = Sotnikova TD, Beaulieu JM, Espinoza S | title = The dopamine metabolite 3-methoxytyramine is a neuromodulator | journal = PLOS ONE | volume = 5 | issue = 10 | pages = e13452 | year = 2010 | pmid = 20976142 | pmc = 2956650 | doi = 10.1371/journal.pone.0013452 | url = http://dx.plos.org/10.1371/journal.pone.0013452|display-authors=etal}} 3. ^{{cite book |last=Neuwinger |first=Hans Dieter |title=African ethnobotany: poisons and drugs: chemistry, pharmacology, toxicology |publisher=CRC Press |year=1996 |pages=271 |chapter=Cactaceae |chapterurl=https://books.google.com/books?id=_j8ueEmakD0C&pg=PA271&lpg=PA271 |isbn=978-3-8261-0077-2}} Retrieved on June 12, 2009 through Google Book Search. 4. ^{{cite journal | author = Smith T. A. | year = 1977 | title = Phenethylamine and related compounds in plants | url = | journal = Phytochemistry | volume = 16 | issue = | pages = 9–18 | doi=10.1016/0031-9422(77)83004-5}} 5. ^{{cite journal | author = Mitchell S. D. | author2 = Firmin J. L. | author3 = Gray D. O. | year = 1984 | title = Enhanced 3-methoxytyramine levels in crown gall tumours and other undifferentiated plant tissues | url = | journal = Biochem. J. | volume = 221 | issue = | pages = 891–5 | doi=10.1042/bj2210891| pmc = 1144120}} 6 : Phenethylamines|Phenethylamine alkaloids|Phenols|TAAR1 agonists|Trace amines|Psychedelic phenethylamine carriers |
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