| Revision as of 11:25, 12 August 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (changes to watched fields - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref') per Chem/Drugbox validation (report errors or [[user t← Previous edit |
Latest revision as of 20:55, 30 June 2022 edit undoCitation bot (talk | contribs)Bots5,451,866 edits Add: doi-access, doi. | Use this bot. Report bugs. | Suggested by Abductive | Category:Multiple chemicals in an infobox that need indexing | #UCB_Category 841/1863 |
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{{chembox |
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{{chembox |
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| Watchedfields = changed |
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| verifiedrevid = 443913346 |
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| verifiedrevid = 444424686 |
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| ImageFileL1 = lactaldehyde.png |
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| ImageFileL1 = lactaldehyde.svg |
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| ImageSizeL1 = 110 |
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| ImageSizeL1 = 110 |
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| ImageNameL1 = Skeletal formula |
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| ImageNameL1 = Skeletal formula |
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| ImageFileR1 = Lactaldehyde-3D-balls.png |
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| ImageFileR1 = L-Lactaldehyde molecule ball.png |
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| ImageSizeR1 = 130 |
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| ImageSizeR1 = 130 |
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| ImageNameR1 = Ball-and-stick model |
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| ImageNameR1 = Ball-and-stick model of L-lactaldehyde |
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| IUPACName = 2-Hydroxypropanal |
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| IUPACName = 2-Hydroxypropanal |
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| OtherNames = Hydroxypropionaldehyde |
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| OtherNames = Hydroxypropionaldehyde |
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|Section1= {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C05999 |
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| KEGG = C05999 |
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| InChI = 1/C3H6O2/c1-3(5)2-4/h2-3,5H,1H3 |
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| InChI = 1/C3H6O2/c1-3(5)2-4/h2-3,5H,1H3 |
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| StdInChIKey = BSABBBMNWQWLLU-UHFFFAOYSA-N |
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| StdInChIKey = BSABBBMNWQWLLU-UHFFFAOYSA-N |
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| CASNo=598-35-6 |
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| CASNo=598-35-6 |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = S468FB0QE4 |
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| CASNo1=3946-09-6 |
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| CASNo1=3946-09-6 |
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| CASNo1_Ref = {{cascite|correct|CAS}} |
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| CASNo1_Ref = {{cascite|correct|CAS}} |
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| CASNo1_Comment = (''R'') |
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| CASNo1_Comment = (''R'') |
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| CASNo2=3913-64-2 |
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| CASNo2=3913-64-2 |
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| CASNo2_Ref = {{cascite|correct|CAS}} |
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| CASNo2_Ref = {{cascite|correct|CAS}} |
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| CASNo2_Comment = (''S'') |
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| CASNo2_Comment = (''S'') |
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| PubChem=855 |
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| PubChem=855 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 832 |
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| ChemSpiderID = 832 |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI_Ref = {{ebicite|correct|EBI}} |
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| ChEBI = 18419 |
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| ChEBI = 18419 |
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| SMILES = O=CC(O)C |
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| SMILES = O=CC(O)C |
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|Section2= {{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=3|H=6|O=2 |
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| C=3 | H=6 | O=2 |
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| Appearance= |
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| Appearance= |
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| Density= |
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| Density= |
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| Solubility= |
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|Section3= {{Chembox Related |
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|Section3={{Chembox Related |
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| Function = aldehydes |
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| OtherFunction_label = aldehydes |
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| OtherFunctn = ]<br /> |
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| OtherFunction = ]<br /> |
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'''Lactaldehyde''' is an intermediate in the ]. ] is converted to <small>D</small>-lactaldehyde by ] (gldA). Lactaldehyde is then oxidized to ] by ].<ref>{{cite journal |author=Huang PC, Miller ON |title=The metabolism of lactaldehyde, page 205|journal=J. Biol. Chem. |volume=231 |issue=1 |pages=201–5 |year=1958 |pmid=13538961 |doi= | url = http://www.jbc.org/content/231/1/201.full.pdf}}</ref> |
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'''Lactaldehyde''' is an intermediate in the ]. ] is converted to <small>D</small>-lactaldehyde by ] (gldA). Lactaldehyde is then oxidized to ] by ].<ref>{{cite journal|author-link1=Pien Chien Huang |author1=Huang PC|author2=Miller ON |title=The metabolism of lactaldehyde, page 205|journal=J. Biol. Chem. |volume=231 |issue=1 |pages=201–5 |year=1958 |doi=10.1016/S0021-9258(19)77298-6 |pmid=13538961 | url = http://www.jbc.org/content/231/1/201.full.pdf|doi-access=free }}</ref> |
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== Structure == |
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Lactaldehyde exists in several forms: in ] form and as cyclic ]; in solution and in crystal forms; as ] and as ]. In crystal form, three ]s occur as hemiacetal dimers with a ] ring skeleton. In equilibrium solution, negligibly small amounts of the monomer and at least one five-membered ring dimer exist.<ref>{{cite journal | doi = 10.1016/0584-8539(83)80108-1 | title = Conformational studies of <small>DL</small>-lactaldehyde by <sup>1</sup>H-NMR, Raman and i.r. spectroscopy | year = 1983 | last1 = Takahashi | first1 = H | journal = Spectrochimica Acta Part A: Molecular Spectroscopy | volume = 39 | issue = 6 | pages = 569–572}}</ref> |
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Lactaldehyde is a three-carbon atom species with a ] on the first carbon atom (making it an ]), and a ] on the second carbon atom, making it a secondary ]. The molecule is ], its stereocenter being located on the second carbon atom. |
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Lactaldehyde exists in several forms: in ] form and as cyclic ]; in solution and in crystal forms; as ] and as ]. In crystal form, three ]s occur as hemiacetal dimers with a ] ring skeleton: |
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]{{clear-left}} |
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In equilibrium solution, negligibly small amounts of the monomer and at least one five-membered ring dimer exist.<ref>{{cite journal | doi = 10.1016/0584-8539(83)80108-1 | title = Conformational studies of <small>DL</small>-lactaldehyde by <sup>1</sup>H-NMR, Raman and i.r. spectroscopy | year = 1983 | last1 = Takahashi | first1 = H | journal = Spectrochimica Acta Part A: Molecular Spectroscopy | volume = 39 | issue = 6 | pages = 569–572}}</ref> |
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==References== |
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==References== |
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