Misplaced Pages

:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and 3-Methoxytyramine: Difference between pages - Misplaced Pages

Article snapshot taken from[REDACTED] with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
(Difference between pages)
Page 1
Page 2
Content deleted Content addedVisualWikitext
Revision as of 17:56, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,084 edits Saving copy of the {{chembox}} taken from revid 421695036 of page 3-Methoxytyramine for the Chem/Drugbox validation project (updated: 'CASNo').  Latest revision as of 04:43, 11 January 2025 edit Citation bot (talk | contribs)Bots5,459,780 edits Altered journal. Add: bibcode, doi-access. | Use this bot. Report bugs. | Suggested by Jay8g | #UCB_toolbar 
Line 1: Line 1:
{{cs1 config|name-list-style=vanc}}
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{chembox {{chembox
| Verifiedfields = changed
⚫ | verifiedrevid = 399313079
| Watchedfields = changed
⚫ |ImageFile = 3-Methoxytyramine.svg
⚫ | verifiedrevid = 477219415
⚫ |ImageSize = 200px
⚫ | ImageFile = 3-Methoxytyramine.svg
⚫ |IUPACName = 4-(2-aminoethyl)-2-methoxyphenol
| ImageClass = skin-invert
|OtherNames =
⚫ | ImageSize = 200px
⚫ |Section1 = {{Chembox Identifiers
| ImageAlt = Skeletal formula of 3-methoxytyramine
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ImageFile1 = 3-Methoxytyramine 3D ball.png
⚫ | ChemSpiderID = 61670
| ImageAlt1 = Ball-and-stick model of the 3-methoxytyramine molecule
⚫ | InChI = 1/C9H13NO2/c1-6-7(4-5-10)2-3-8(11)9(6)12/h2-3,11-12H,4-5,10H2,1H3
⚫ | PIN = 4-(2-Aminoethyl)-2-methoxyphenol
| InChIKey = NSEVRAZZUOXAHQ-UHFFFAOYAQ
| OtherNames = 3-''O''-Methyldopamine
⚫ | SMILES1 = Oc1c(c(ccc1O)CCN)C
⚫ |Section1={{Chembox Identifiers
⚫ | StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| IUPHAR_ligand = 6642
⚫ | StdInChI = 1S/C9H13NO2/c1-6-7(4-5-10)2-3-8(11)9(6)12/h2-3,11-12H,4-5,10H2,1H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
⚫ | ChemSpiderID = 1606
⚫ | StdInChIKey = NSEVRAZZUOXAHQ-UHFFFAOYSA-N
| ChEBI = 1582
| CASNo = <!-- blanked - oldvalue: 554-52-9 -->
⚫ | 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|correct|CAS}}
| CASNo = 554-52-9
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = JCH2767EDP
| PubChem = 1669 | PubChem = 1669
| SMILES = CC1=C(C=CC(=C1O)O)CCN
| MeSHName = 3-methoxytyramine | MeSHName = 3-methoxytyramine
}} }}
|Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Formula = C<sub>9</sub>H<sub>13</sub>NO<sub>2</sub> | Formula = C<sub>9</sub>H<sub>13</sub>NO<sub>2</sub>
| MolarMass = 167.21 g/mol | MolarMass = 167.21 g/mol
Line 30: Line 40:
| Solubility = | Solubility =
}} }}
|Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
| Autoignition = | AutoignitionPt =
}} }}
}} }}

'''3-Methoxytyramine''' ('''3-MT'''), also known as '''3-methoxy-4-hydroxyphenethylamine''', is a human ] and the major ] of the ] ].<ref name="Human trace amines and hTAARs October 2016 review">{{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 | pages = 439–449 | date = October 2016 | pmid = 27424325 | doi = 10.1016/j.biopha.2016.07.002 }}</ref><ref name="Miller2011" /> It is formed by the introduction of a ] to dopamine by the ] ] (COMT). 3-MT can be further metabolized by the enzyme ] (MAO) to form ] (HVA), which is then typically excreted in the urine.

== Occurrence ==
3-Methoxytyramine occurs naturally in the ] cactus (genus ''Opuntia''),<ref>{{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 |chapter-url=https://books.google.com/books?id=_j8ueEmakD0C&pg=PA271 |isbn=978-3-8261-0077-2}} Retrieved on June 12, 2009 through ].</ref> and is in general widespread throughout the ].<ref>{{cite journal | author = Smith T. A. | year = 1977 | title = Phenethylamine and related compounds in plants | journal = Phytochemistry | volume = 16 | issue = 1 | pages = 9–18 | doi=10.1016/0031-9422(77)83004-5| bibcode = 1977PChem..16....9S }}</ref> It has also been found in ] tumors on ''Nicotiana'' sp.<ref>{{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 | journal = Biochem. J. | volume = 221 | issue = 3| pages = 891–5 | doi=10.1042/bj2210891| pmc = 1144120 | pmid=6477503}}</ref>

In humans, 3-methoxytyramine is a ] that occurs as a ] of ].<ref name="Human trace amines and hTAARs October 2016 review" />
{{Catecholamine and trace amine biosynthesis|align=left}}{{clear left}}

==Biological activity==
Originally thought to be physiologically inactive, 3-MT was subsequently found to act as an ] of the rodent and human ].<ref name="Human trace amines and hTAARs October 2016 review" /><ref name="pmid20976142">{{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 | bibcode = 2010PLoSO...513452S |display-authors=etal| doi-access = free }}</ref><ref name="Miller2011">{{cite journal | vauthors = Miller GM | title = The emerging role of trace amine-associated receptor 1 in the functional regulation of monoamine transporters and dopaminergic activity | journal = Journal of Neurochemistry | volume = 116 | issue = 2 | pages = 164–176 | date = January 2011 | pmid = 21073468 | pmc = 3005101 | doi = 10.1111/j.1471-4159.2010.07109.x | quote = The data support the hypothesis that TAAR1 inhibits locomotor activity via a down-modulation of dopamine neurotransmission (Lindemann et al. 2008) and that the overruling effect of blocking TAAR1 is a net increase in the firing rate of DA neurons (Bradaia et al. 2009). However, a more recent study by Sotnikova et al. (2010) reports that the major extracellular metabolite of dopamine, 3-methoxytyramine, which is an agonist at rat TAAR1 (Bunzow et al. 2001), can induce mild hyperactivity in normal mice and a complex set of abnormal involuntary movements in normal mice acutely depleted of dopamine, and that these effects were attenuated in TAAR1 knockout mice. These data suggest that TAAR1 activation may stimulate locomotor activity. Collectively, the data illustrate a complexity of TAAR1 neurobiology that is still not fully understood. }}</ref> 3-MT can induce weak ] in mice and this effect is partially attenuated in TAAR1 ].<ref name="Miller2011" /><ref name="SotnikovaBeaulieuEspinoza2010">{{cite journal | vauthors = Sotnikova TD, Beaulieu JM, Espinoza S, Masri B, Zhang X, Salahpour A, Barak LS, Caron MG, Gainetdinov RR | title = The dopamine metabolite 3-methoxytyramine is a neuromodulator | journal = PLOS ONE | volume = 5 | issue = 10 | pages = e13452 | date = October 2010 | pmid = 20976142 | pmc = 2956650 | doi = 10.1371/journal.pone.0013452 | doi-access = free | bibcode = 2010PLoSO...513452S | url = }}</ref>

== See also ==
* ]
* ]

== References ==
{{reflist|30em}}

{{Neurotransmitter metabolism intermediates}}
{{TAAR ligands}}
{{Phenethylamines}}

{{DEFAULTSORT:Methoxytyramine, 3-}}
]
]
]
]
]
]
Misplaced Pages:WikiProject Chemicals/Chembox validation/VerifiedDataSandbox and 3-Methoxytyramine: Difference between pages Add topic