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.}} |
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{{Chembox |
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{{Chembox |
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| Watchedfields = changed |
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| Verifiedfields = changed |
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| verifiedrevid = 470604271 |
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| ImageFile = Tetrahydroharman.png |
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| ImageFile = Tetrahydroharman.png |
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| ImageSize = 200px |
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| ImageSize = 150 |
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| PIN = 1-Methyl-2,3,4,9-tetrahydro-1''H''-pyridoindole |
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| SystematicName = 1-Methyl-1''H'',2''H'',3''H'',4''H'',9''H''-pyridoindole |
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| PIN = 1-Methyl-2,3,4,9-tetrahydro-1''H''-pyridoindole |
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| SystematicName = 1-Methyl-1''H'',2''H'',3''H'',4''H'',9''H''-pyridoindole |
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| OtherNames = Elaeagnine<br /> |
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Methtryptoline<br /> |
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| OtherNames = Elaeagnine<br />Methtryptoline<br />Tetrahydroharmane |
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|Section1={{Chembox Identifiers |
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Tetrahydroharmane |
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| CASNo2_Ref = {{cascite|correct|??}} |
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| Section1 = {{Chembox Identifiers |
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| CASNo2 = 2254-36-6 |
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| CASNo2 = 2254-36-6 |
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| CASNo2_Comment = (1''R'') |
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| CASNo2_Comment = (1''R'') |
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| CASNo_Ref = {{cascite|changed|??}} |
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| CASNo1 = 23844-21-5 |
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| CASNo = 525-40-6 |
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| CASNo1_Comment = (1''S'') |
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| CASNo1_Ref = {{cascite|correct|??}} |
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| CASNo = <!-- blanked - oldvalue: 525-40-6 --> |
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| CASOther = 2506-10-7 |
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| CASNo1 = 23844-21-5 |
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| CASNo1_Comment = (1''S'') |
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| PubChem = 442025 |
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| CASNo3_Ref = {{cascite|changed|??}} |
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| PubChem2_Comment = (1''R'') |
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| CASNo3 = 2506-10-7 |
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| PubChem2_Ref = {{Pubchemcite}} |
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| PubChem1 = 704991 |
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| PubChem2 = 442025 |
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| PubChem1_Comment = (1''S'') |
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| PubChem2_Comment = (1''R'') |
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| PubChem1 = 704991 |
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| PubChem1_Ref = {{Pubchemcite}} |
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| PubChem1_Comment = (1''S'') |
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| PubChem = 91522 |
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| PubChem_Comment = () |
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| PubChem = 91522 |
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| PubChem_Comment = () |
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| ChemSpiderID2_Ref = {{chemspidercite|correct|chemspider}} |
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| PubChem_Ref = {{Pubchemcite}} |
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| ChemSpiderID2 = 390581 |
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| ChemSpiderID2 = 390581 |
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| ChemSpiderID2_Comment = (1''R'') |
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| ChemSpiderID2_Comment = (1''R'') |
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| ChemSpiderID1_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID2_Ref = {{Chemspidercite}} |
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| ChemSpiderID1 = 614612 |
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| ChemSpiderID1 = 614612 |
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| ChemSpiderID1_Comment = (1''S'') |
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| ChemSpiderID1_Comment = (1''S'') |
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| ChemSpiderID = 82643 |
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| ChemSpiderID1_Ref = {{Chemspidercite}} |
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} |
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| ChemSpiderID = 91522 |
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| EINECS = 219-711-4 |
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| ChemSpiderID_Ref = {{Chemspidercite}} |
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| KEGG_Ref = {{keggcite|changed|kegg}} |
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| EINECS = 219-711-4 |
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| KEGG = <!-- blanked - oldvalue: C09089 --> |
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| KEGG = C09089 |
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| MeSHName = Tetrahydroharmane |
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| MeSHName = Tetrahydroharmane |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| ChEBI = <!-- blanked - oldvalue: 311872 --> |
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| ChEBI = 311872 |
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| 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+ |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| 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+ |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = SZIDPRXJWMIIJF-MHWRWJLKSA-N |
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| StdInChIKey = SZIDPRXJWMIIJF-MHWRWJLKSA-N |
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| SMILES = CC1NCCC2=C1NC1=CC=CC=C21 |
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| SMILES = CC1NCCC2=C1NC1=CC=CC=C21 |
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| 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 |
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| 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 |
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| InChIKey = LPIJOZBIVDCQTE-UHFFFAOYSA-N |
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| InChIKey = LPIJOZBIVDCQTE-UHFFFAOYSA-N |
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| 3dMet = B02674}} |
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| 3DMet = B02744 |
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}} |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula = C<sub>12</sub>H<sub>14</sub>N<sub>2</sub> |
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| Formula = C<sub>12</sub>H<sub>14</sub>N<sub>2</sub> |
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| MolarMass = 186.25296 g/mol |
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| MolarMass = 186.25296 g/mol |
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| BoilingPt = |
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| BoilingPt = |
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| Solubility = }} |
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| Solubility = }} |
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| Section3 = {{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards = |
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| MainHazards = |
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| FlashPt = |
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| FlashPt = |
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| Autoignition = }} |
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}} |
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}} |
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}} |
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'''Tetrahydroharman(e)''', also known as 1-methyl-1,2,3,4-tetrahydro-β-carboline, is a general name for one of two isomers: |
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# (1S)-1-methyl-2,3,4,9-tetrahydro-1H-pyridoindole |
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# Calligonine ((1R)-1-methyl-2,3,4,9-tetrahydro-1H-pyridoindole) |
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'''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 ]. |
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==References== |
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* {{Dead link|date=June 2018 |bot=InternetArchiveBot |fix-attempted=no }} |
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*{{cite journal |
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| journal = Nature |
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| volume = 168 |
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| pages = 517–518 |
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| year = 1951 |
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| doi = 10.1038/168517b0 |
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| title = Isolation of Tetrahydroharman from ''Petalostyles labicheoides'' |
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| last = Badger |
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| first = Geoffrey M. |
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|author2=A. F. Beecham |
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| issue =4273| pmid = 14875146 |
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| bibcode = 1951Natur.168..517B |
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| s2cid = 4155160 |
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}} |
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* {{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}} |
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* {{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}} |
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==See also== |
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*] |
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*] |
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] |
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] |
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{{Alkaloid-stub}} |