| Revision as of 12:06, 6 December 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 444076450 of page Pyridoxal for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 16:40, 30 September 2024 edit Marbletan (talk | contribs)Extended confirmed users5,350 editsmNo edit summary |
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{{Hatnote|Not to be confused with pyridoxol, which is ].}} |
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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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| Verifiedfields = changed |
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| verifiedrevid = 444074633 |
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| Watchedfields = changed |
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| Name = Pyridoxal |
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| verifiedrevid = 464377081 |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| Name = Pyridoxal |
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| ImageFile_Ref = {{chemboximage|correct|??}} |
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| ImageFile = Pyridoxal.png |
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| ImageFile = Pyridoxal.png |
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| ImageSize = 185px |
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| ImageSize = 185px |
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| ImageName = Skeletal formula of pyridoxal |
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| ImageName = Skeletal formula of pyridoxal |
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| ImageCaption = Idealised ] |
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| ImageFile1 = Pyridoxal-3D-balls.png |
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| ImageFile1 = Pyridoxal-from-xtal-3D-bs-17.png |
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| ImageName1 = Ball-and-stick model of pyridoxal |
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| ImageName1 = Ball-and-stick model of pyridoxal |
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| IUPACName =3-hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde |
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| ImageCaption1 = ] based on the ].<ref name="BIHKEI01">{{cite journal | url = https://www.ccdc.cam.ac.uk/structures/Search?Ccdcid=1110663&DatabaseToSearch=Published | title = CSD Entry: BIHKEI01 | website = ]: Access Structures | year = 1985 | publisher = ] | access-date = 2023-11-04 | archive-date = 2023-11-04 | archive-url = https://web.archive.org/web/20231104214416/https://www.ccdc.cam.ac.uk/structures/Search?Ccdcid=1110663&DatabaseToSearch=Published | url-status = live }}</ref><ref>{{ cite journal | first1 = C. L. | last1 = MacLaurin | first2 = M. F. | last2 = Richardson | title = Pyridoxal, C<sub>8</sub>H<sub>9</sub>NO<sub>3</sub>, and pyridoxamine dihydrate, C<sub>8</sub>H<sub>12</sub>N<sub>2</sub>O<sub>2</sub>.2H<sub>2</sub>O | journal = ] | year = 1985 | volume = 41 | issue = 2 | pages = 261–263 | doi = 10.1107/S0108270185003547 | bibcode = 1985AcCrC..41..261M }}</ref> Note that the acidic ] group has donated a proton to the basic ] group to form a ], and the ] has reacted with the ] group to form a ]. |
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| Section1 = {{Chembox Identifiers |
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| PIN =3-Hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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|Section1={{Chembox Identifiers |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 3THM379K8A |
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| UNII = 3THM379K8A |
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| UNII1_Ref = {{fdacite|correct|FDA}} |
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| UNII1 = 1416KF0QBC |
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| UNII1_Comment = (hydrochloride) |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL_Ref = {{ebicite|correct|EBI}} |
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| ChEMBL = 102970 |
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| ChEMBL = 102970 |
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| StdInChIKey = RADKZDMFGJYCBB-UHFFFAOYSA-N |
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| StdInChIKey = RADKZDMFGJYCBB-UHFFFAOYSA-N |
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| CASNo = 66-72-8 |
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| CASNo = 66-72-8 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo2_Ref = {{cascite|correct|CAS}} |
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| CASOther = <br/>65-22-5 (hydrochloride) <!-- Also CAS verified --> |
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| PubChem = 1050 |
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| CASNo2 = 65-22-5 |
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| CASNo2_Comment = (hydrochloride) <!-- Also CAS verified --> |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| PubChem = 1050 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 1021 |
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| ChemSpiderID = 1021 |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| DrugBank = DB00147 |
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| DrugBank = DB00147 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 17310 |
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| ChEBI = 17310 |
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| SMILES = O=Cc1c(cnc(c1O)C)CO |
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| SMILES = O=Cc1c(O)c(C)ncc1CO |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula = C<sub>8</sub>H<sub>9</sub>NO<sub>3</sub> |
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| Formula = C<sub>8</sub>H<sub>9</sub>NO<sub>3</sub> |
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| MolarMass = 167.16 g/mol |
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| MolarMass = 167.16 g/mol |
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| MeltingPt = 165 °C (decomp.) |
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| MeltingPtC = 165 |
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| MeltingPt_notes = (decomposes) |
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| Section3 = {{Chembox Related |
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|Section3={{Chembox Related |
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| Function = arylformaldehydes |
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| OtherFunction_label = arylformaldehydes |
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| OtherFunctn = ]<br /> |
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| OtherFunction = ]<br /> |
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'''Pyridoxal''' (PL)<ref>{{Cite web |title=Vitamin B-6 |url=https://iupac.qmul.ac.uk/misc/B6.html |access-date=2024-09-26 |website=iupac.qmul.ac.uk}}</ref> is one form of ]. |
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Some medically relevant bacteria, such as those in the genera '']'' and '']'', require pyridoxal for growth. This nutritional requirement can lead to the culture phenomenon of satellite growth. In ''in vitro'' culture, these pyridoxal-dependent bacteria may only grow in areas surrounding colonies of bacteria from other genera ("satellitism") that are capable of producing pyridoxal. |
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Pyridoxal is involved in what is believed to be the most ancient reaction of aerobic metabolism on Earth, about 2.9 billion years ago, a forerunner of the ].<ref>"Protein Domain Structure Uncovers the Origin of Aerobic Metabolism and the Rise of Planetary Oxygen", Gustavo Caetano-Anolles et al., published in '''Structure'''; paper available from University of Illinois News Bureau, 2012.</ref> |
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== See also == |
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* ] |
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== References == |
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{{reflist}} |
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