https://wiki.tiffa.net/w/index.php?action=history&feed=atom&title=Pyridoxal%2FenPyridoxal/en - Revision history2026-04-19T22:36:48ZRevision history for this page on the wikiMediaWiki 1.43.0https://wiki.tiffa.net/w/index.php?title=Pyridoxal/en&diff=136660&oldid=prevFuzzyBot: Updating to match new version of source page2024-04-10T04:02:03Z<p>Updating to match new version of source page</p>
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{{chembox<br />
| Verifiedfields = changed<br />
| Watchedfields = changed<br />
| verifiedrevid = 464377081<br />
| Name = Pyridoxal<br />
| ImageFile_Ref = {{chemboximage|correct|??}}<br />
| ImageFile = Pyridoxal.png<br />
| ImageSize = 185px<br />
| ImageName = Skeletal formula of pyridoxal<br />
| ImageCaption = Idealised [[skeletal formula]]<br />
| ImageFile1 = Pyridoxal-from-xtal-3D-bs-17.png<br />
| ImageName1 = Ball-and-stick model of pyridoxal<br />
| ImageCaption1 = [[Ball-and-stick model]] based on the [[crystal structure]]. Note that the acidic [[phenol]] group has donated a proton to the basic [[pyridine]] group to form a [[zwitterion]], and the [[hydroxymethyl group]] has reacted with the [[aldehyde]] group to form a [[hemiacetal]].<br />
| PIN =3-Hydroxy-5-(hydroxymethyl)-2-methylpyridine-4-carbaldehyde<br />
|Section1={{Chembox Identifiers<br />
| UNII_Ref = {{fdacite|correct|FDA}}<br />
| UNII = 3THM379K8A<br />
| UNII1_Ref = {{fdacite|correct|FDA}}<br />
| UNII1 = 1416KF0QBC<br />
| UNII1_Comment = (hydrochloride)<br />
<br />
| ChEMBL_Ref = {{ebicite|correct|EBI}}<br />
| ChEMBL = 102970<br />
| KEGG_Ref = {{keggcite|correct|kegg}}<br />
| KEGG = C00250<br />
| InChI = 1/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3<br />
| InChIKey = RADKZDMFGJYCBB-UHFFFAOYAP<br />
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}<br />
| StdInChI = 1S/C8H9NO3/c1-5-8(12)7(4-11)6(3-10)2-9-5/h2,4,10,12H,3H2,1H3<br />
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}<br />
| StdInChIKey = RADKZDMFGJYCBB-UHFFFAOYSA-N<br />
| CASNo = 66-72-8<br />
| CASNo_Ref = {{cascite|correct|CAS}}<br />
| CASNo2_Ref = {{cascite|correct|CAS}}<br />
| CASNo2 = 65-22-5<br />
| CASNo2_Comment = (hydrochloride) <!-- Also CAS verified --><br />
| PubChem = 1050<br />
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}<br />
| ChemSpiderID = 1021<br />
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}<br />
| DrugBank = DB00147<br />
| ChEBI_Ref = {{ebicite|correct|EBI}}<br />
| ChEBI = 17310<br />
| SMILES = O=Cc1c(O)c(C)ncc1CO<br />
}}<br />
|Section2={{Chembox Properties<br />
| Formula = C<sub>8</sub>H<sub>9</sub>NO<sub>3</sub><br />
| MolarMass = 167.16&nbsp;g/mol<br />
| MeltingPtC = 165<br />
| MeltingPt_notes = (decomposes)<br />
}}<br />
|Section3={{Chembox Related<br />
| OtherFunction_label = arylformaldehydes<br />
| OtherFunction = [[Damnacanthal]]<br /><br />
[[Gossypol]]<br />
}}<br />
}}<br />
<br />
'''Pyridoxal''' is one form of [[vitamin B6|vitamin B<sub>6</sub>]].<br />
<br />
Some medically relevant bacteria, such as those in the genera ''Granulicatella'' and ''Abiotrophia'', 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.<br />
<br />
Pyridoxal is involved in what is believed to be the most ancient reaction of aerobic metabolism on Earth, about 2.9&nbsp;billion years ago, a forerunner of the [[Great Oxidation Event]].<br />
<br />
== See also ==<br />
* [[Pyridoxal phosphate]]<br />
<br />
{{二次利用|date=20 March 2024}}<br />
[[Category:Vitamins]]<br />
[[Category:Hydroxypyridines]]<br />
[[Category:Aldehydes]]<br />
[[Category:3-Hydroxypropenals]]<br />
[[Category:Aromatic ketones]]</div>FuzzyBot