| Revision as of 11:27, 12 May 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref', 'KEGG_Ref') per Chem/Drugbox validation (← Previous edit |
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{{Chembox |
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{{Chembox |
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| Name = GM2 |
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| verifiedrevid = 380706916 |
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| Verifiedfields = changed |
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| verifiedrevid = 458296360 |
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| ImageFile = GM2 ganglioside.png |
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| ImageFile = GM2 ganglioside.png |
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| ImageSize = 250px |
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| ImageSize = 250px |
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| ImageAlt = |
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| ImageAlt = |
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| IUPACName = (2''S'',3''R'',4''E'')-3-Hydroxy-2-octadecanamidooctadec-4-en-1-yl (5-acetamido-3,5-dideoxy-<small>D</small>-''glycero''-α-<small>D</small>-''galacto''-non-2-ulopyranosylonic acid)-(2→3)--β-<small>D</small>-galactopyranosyl-(1→4)-β-<small>D</small>-glucopyranoside |
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| IUPACName = ''N''-oxynonadecan-2-yl]octadecanamide |
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| SystematicName = (2''S'',4''S'',5''R'',6''R'')-5-Acetamido-2-{oxy}-6-{oxy}oxan-3-yl]oxy}-5-hydroxy-2-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-6-oxane-2-carboxylate |
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| IUPACName_hidden=yes |
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| OtherNames = Ganglioside GM2; Tay-Sachs ganglioside |
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| OtherNames = Ganglioside GM2; Tay–Sachs ganglioside;<br/>β-<small>D</small>-GalNAc-(1→4)--β-<small>D</small>-Gal-(1→4)-β-<small>D</small>-Glc-(1↔1)-''N''-octadecanoylsphingosine |
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| Section1 = {{Chembox Identifiers |
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| Section1 = {{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 19600-01-2 |
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| PubChem = 445946 |
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| CASNo = 19600-01-2 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| SMILES = OC1(O)(O)(O)(OC((O)CCCCCCCCCCCCCCCC)NC(CCCCCCCCCCCCCCCCC)=O)O1}} |
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| UNII = X8HRQ6G9HF |
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| PubChem = 71308211 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 26286730 |
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| SMILES = CCCCCCCCCCCCCCCCCC(=O)N(CO1((((O1)CO)O2((((O2)CO)O3((((O3)CO)O)O)NC(=O)C)OC4(C(((O4)((CO)O)O)NC(=O)C)O)C(=O)O)O)O)O)(/C=C/CCCCCCCCCCCCC)O |
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| InChI = 1/C68H123N3O26/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-51(81)71-44(45(78)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)40-90-65-58(86)57(85)60(49(38-74)93-65)95-66-59(87)63(61(50(39-75)94-66)96-64-53(70-43(4)77)56(84)55(83)48(37-73)92-64)91-41-68(67(88)89)35-46(79)52(69-42(3)76)62(97-68)54(82)47(80)36-72/h31,33,44-50,52-66,72-75,78-80,82-87H,5-30,32,34-41H2,1-4H3,(H,69,76)(H,70,77)(H,71,81)(H,88,89)/b33-31+/t44-,45+,46-,47+,48+,49+,50+,52+,53+,54+,55-,56+,57+,58+,59+,60+,61-,62+,63+,64-,65-,66-,68-/m1/s1 |
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| InChIKey = USMMPBVNWHAJBE-YMEOXFOQBT |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C68H123N3O26/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-51(81)71-44(45(78)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)40-90-65-58(86)57(85)60(49(38-74)93-65)95-66-59(87)63(61(50(39-75)94-66)96-64-53(70-43(4)77)56(84)55(83)48(37-73)92-64)91-41-68(67(88)89)35-46(79)52(69-42(3)76)62(97-68)54(82)47(80)36-72/h31,33,44-50,52-66,72-75,78-80,82-87H,5-30,32,34-41H2,1-4H3,(H,69,76)(H,70,77)(H,71,81)(H,88,89)/b33-31+/t44-,45+,46-,47+,48+,49+,50+,52+,53+,54+,55-,56+,57+,58+,59+,60+,61-,62+,63+,64-,65-,66-,68-/m1/s1 |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = USMMPBVNWHAJBE-YMEOXFOQSA-N |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| ChEBI = 60327 |
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}} |
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| Section2 = {{Chembox Properties |
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| Section2 = {{Chembox Properties |
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| C=43|H=85|N=1|O=8 |
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| C=67|H=121|N=3|O=26 |
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| Appearance = |
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| Appearance = |
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| Density = |
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| Density = |
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| MeltingPt = |
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| BoilingPt = |
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| Solubility = }} |
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| Solubility = |
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}} |
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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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| AutoignitionPt = |
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| Autoignition = }} |
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}} |
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}} |
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}} |
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'''GM2''' is a type of ]. It is associated with ] such as ].<ref name="pmid18425478">{{cite journal |author=Guetta E, Peleg L |title=Rapid Detection of Fetal Mendalian Disorders: Tay-Sachs Disease |journal=] |volume=444 |issue= |pages=147–59 |year=2008 |pmid=18425478 |doi=10.1007/978-1-59745-066-9_11}}</ref> |
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In ], '''GM2''' is a type of ]. G refers to ], the M is for monosialic (as in it has one ]), and 2 refers to the fact that it was the second monosialic ganglioside discovered. It is associated with ] such as ].<ref name="pmid18425478">{{cite book |vauthors=Guetta E, Peleg L |title=Rapid Detection of Fetal Mendalian Disorders: Tay–Sachs Disease |series=Methods in Molecular Biology |volume=444 |pages=147–59 |year=2008 |pmid=18425478 |doi=10.1007/978-1-59745-066-9_11|isbn=978-1-58829-803-4 }}</ref> |
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==See also== |
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==See also== |
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<gallery> |
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<gallery> |
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Image:Sphingolipidoses.svg|Sphingolipidoses |
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Image:Sphingolipidoses.svg|Sphingolipidoses |
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Image:Structure of GM1, GM2, GM3.png|Structures of GM1, GM2, GM3 gangliosides |
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</gallery> |
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</gallery> |
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* {{MeshName|Ganglioside+GM2}} |
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* {{MeshName|Ganglioside+GM2}} |
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{{biochem-stub}} |
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{{Sphingolipids}} |
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{{Sphingolipids}} |
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