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Revision as of 12:40, 10 January 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 451345365 of page Tetrahydroharman for the Chem/Drugbox validation project (updated: 'ChemSpiderID', 'ChEBI', 'KEGG', 'CASNo').  Latest revision as of 00:31, 25 March 2021 edit KoIobok (talk | contribs)Extended confirmed users1,350 edits Changed category 
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{{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
| Watchedfields = changed | Verifiedfields = changed
| verifiedrevid = 470604271
| ImageFile = Tetrahydroharman.png | ImageFile = Tetrahydroharman.png
| ImageSize = 200px | ImageSize = 150
| PIN = 1-Methyl-2,3,4,9-tetrahydro-1''H''-pyridoindole
| SystematicName = 1-Methyl-1''H'',2''H'',3''H'',4''H'',9''H''-pyridoindole | PIN = 1-Methyl-2,3,4,9-tetrahydro-1''H''-pyridoindole
| SystematicName = 1-Methyl-1''H'',2''H'',3''H'',4''H'',9''H''-pyridoindole
| OtherNames = Elaeagnine<br />
Methtryptoline<br /> | OtherNames = Elaeagnine<br />Methtryptoline<br />Tetrahydroharmane
|Section1={{Chembox Identifiers
Tetrahydroharmane
| CASNo2_Ref = {{cascite|correct|??}}
| Section1 = {{Chembox Identifiers
| CASNo2 = 2254-36-6 | CASNo2 = 2254-36-6
| CASNo2_Comment = (1''R'') | CASNo2_Comment = (1''R'')
| CASNo_Ref = {{cascite|changed|??}}
| CASNo1 = 23844-21-5
| CASNo = 525-40-6
| CASNo1_Comment = (1''S'')
| CASNo1_Ref = {{cascite|correct|??}}
| CASNo = <!-- blanked - oldvalue: 525-40-6 -->
| CASOther = 2506-10-7 | CASNo1 = 23844-21-5
| CASNo1_Comment = (1''S'')
| PubChem = 442025
| CASNo3_Ref = {{cascite|changed|??}}
| PubChem2_Comment = (1''R'')
| CASNo3 = 2506-10-7
| PubChem2_Ref = {{Pubchemcite}}
| PubChem1 = 704991 | PubChem2 = 442025
| PubChem1_Comment = (1''S'') | PubChem2_Comment = (1''R'')
| PubChem1 = 704991
| PubChem1_Ref = {{Pubchemcite}}
| PubChem1_Comment = (1''S'')
| PubChem = 91522
| PubChem_Comment = () | PubChem = 91522
| PubChem_Comment = ()
| ChemSpiderID2_Ref = {{chemspidercite|correct|chemspider}}
| PubChem_Ref = {{Pubchemcite}}
| ChemSpiderID2 = 390581 | ChemSpiderID2 = 390581
| ChemSpiderID2_Comment = (1''R'') | ChemSpiderID2_Comment = (1''R'')
| ChemSpiderID1_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID2_Ref = {{Chemspidercite}}
| ChemSpiderID1 = 614612 | ChemSpiderID1 = 614612
| ChemSpiderID1_Comment = (1''S'') | ChemSpiderID1_Comment = (1''S'')
| ChemSpiderID = 82643
| ChemSpiderID1_Ref = {{Chemspidercite}}
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 91522
| EINECS = 219-711-4
| ChemSpiderID_Ref = {{Chemspidercite}}
| KEGG_Ref = {{keggcite|changed|kegg}}
| EINECS = 219-711-4
| KEGG = <!-- blanked - oldvalue: C09089 --> | KEGG = C09089
| MeSHName = Tetrahydroharmane | MeSHName = Tetrahydroharmane
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = <!-- blanked - oldvalue: 311872 -->
| ChEBI = 311872
| StdInChI = 1S/C15H13NO3/c1-19-12-8-6-11(7-9-12)10-16-14-5-3-2-4-13(14)15(17)18/h2-10H,1H3,(H,17,18)/b16-10+
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C15H13NO3/c1-19-12-8-6-11(7-9-12)10-16-14-5-3-2-4-13(14)15(17)18/h2-10H,1H3,(H,17,18)/b16-10+
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = SZIDPRXJWMIIJF-MHWRWJLKSA-N | StdInChIKey = SZIDPRXJWMIIJF-MHWRWJLKSA-N
| SMILES = CC1NCCC2=C1NC1=CC=CC=C21 | SMILES = CC1NCCC2=C1NC1=CC=CC=C21
| InChI = 1S/C12H14N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-5,8,13-14H,6-7H2,1H3 | InChI = 1S/C12H14N2/c1-8-12-10(6-7-13-8)9-4-2-3-5-11(9)14-12/h2-5,8,13-14H,6-7H2,1H3
| InChIKey = LPIJOZBIVDCQTE-UHFFFAOYSA-N | InChIKey = LPIJOZBIVDCQTE-UHFFFAOYSA-N
| 3dMet = B02674}} | 3DMet = B02744
}}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Formula = C<sub>12</sub>H<sub>14</sub>N<sub>2</sub> | Formula = C<sub>12</sub>H<sub>14</sub>N<sub>2</sub>
| MolarMass = 186.25296 g/mol | MolarMass = 186.25296 g/mol
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| BoilingPt = | BoilingPt =
| Solubility = }} | Solubility = }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPt =
| Autoignition = }} | AutoignitionPt =
}}
}} }}

'''Tetrahydroharman(e)''', also known as 1-methyl-1,2,3,4-tetrahydro-β-carboline, is a general name for one of two isomers:
# (1S)-1-methyl-2,3,4,9-tetrahydro-1H-pyridoindole
# Calligonine ((1R)-1-methyl-2,3,4,9-tetrahydro-1H-pyridoindole)

'''Calligonine''' is a major alkaloid constituent of the roots of ''Calligonum minimum'' and the bark of '']''. When taken internally, it has the effect of substantially lowering blood pressure for an extended period of time, similar to ].

==References==
* {{Dead link|date=June 2018 |bot=InternetArchiveBot |fix-attempted=no }}
*{{cite journal
| journal = Nature
| volume = 168
| pages = 517–518
| year = 1951
| doi = 10.1038/168517b0
| title = Isolation of Tetrahydroharman from ''Petalostyles labicheoides''
| last = Badger
| first = Geoffrey M.
|author2=A. F. Beecham
| issue =4273| pmid = 14875146
| bibcode = 1951Natur.168..517B
| s2cid = 4155160
}}
* {{cite book| last=Harborne | first=Jeffrey B. | authorlink1=Jeffrey Harborne |author2=Herbert Baxter |author3=Gerard Moss | year=1999 | title=Phytochemical Dictionary: A Handbook of Bioactive Compounds from Plants | publisher=CRC Press | edition=2 | isbn=0-7484-0620-4 | page= 195 |url=https://books.google.com/books?id=8oFp-clTCQ4C&pg=PA195}}
* {{cite book| last=Kar | first=Ashutosh | title=Pharmacognosy and Pharmacobiotechnology | publisher=New Age Publishers | isbn=81-224-1501-6 | page= 580 |url=https://books.google.com/books?id=PlMi4XvHCYoC&pg=PA580| year=2003}}

==See also==
*]
*]

]
]


{{Alkaloid-stub}}