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Revision as of 18:24, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,084 edits Saving copy of the {{chembox}} taken from revid 426422969 of page 5,10-Methenyltetrahydrofolate for the Chem/Drugbox validation project (updated: 'CASNo').  Latest revision as of 10:11, 31 December 2024 edit YuniToumei (talk | contribs)Extended confirmed users1,943 edits add hatnote: distinguish from 5,10-Methylenetetrahydrofolate based on similar names 
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{{distinguish|5,10-Methylenetetrahydrofolate}}
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{chembox {{chembox
| Verifiedfields = changed
| Watchedfields = changed | Watchedfields = changed
| verifiedrevid = 408391878 | verifiedrevid = 477223671
|ImageFile=5,10-Methenyltetrahydrofolate.svg | ImageFile=5,10-Methenyltetrahydrofolate.svg
|ImageSize= | ImageSize=260
| ImageAlt = Skeletal formula of 5,10-methenyltetrahydrofolate
|IUPACName= ''N''-pteridin-10-ium-8-yl)benzoyl]-<small>L</small>-glutamic acid
| ImageFile1 = 5,10-Methenyltetrahydrofolate-cation-3D-spacefill.png
|OtherNames= 5,10-CH=THF
| ImageSize1 = 250
|Section1= {{Chembox Identifiers
| ImageAlt1 = Space-filling model of the 5,10-methenyltetrahydrofolate cation
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| IUPACName= ''N''-pteridin-10-ium-8-yl)benzoyl]-<small>L</small>-glutamic acid
| OtherNames= 5,10-CH=THF
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 133 | ChemSpiderID = 133
| InChI = 1/C20H21N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/p+1 | InChI = 1/C20H21N7O6/c21-20-24-16-15(18(31)25-20)27-9-26(8-12(27)7-22-16)11-3-1-10(2-4-11)17(30)23-13(19(32)33)5-6-14(28)29/h1-4,9,12-13H,5-8H2,(H6-,21,22,23,24,25,28,29,30,31,32,33)/p+1
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = MEANFMOQMXYMCT-UHFFFAOYSA-O | StdInChIKey = MEANFMOQMXYMCT-UHFFFAOYSA-O
| CASNo_Ref = {{cascite|changed|??}}
| CASNo = <!-- blanked - oldvalue: 7444-29-3 -->
| CASNo=7444-29-3
| PubChem=644350 | PubChem=644350
| SMILES = O=C(O)C(NC(=O)c1ccc(cc1)N4/C=3/C2=C(/N\C(=N/C2=O)N)NCC3C4)CCC(=O)O | SMILES = O=C(O)C(NC(=O)c1ccc(cc1)N4/C=3/C2=C(/N\C(=N/C2=O)N)NCC3C4)CCC(=O)O
| MeSHName=5,10-methenyltetrahydrofolate
| MeSHName=5,10-methenyltetrahydrofolate
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| Formula=C<sub>20</sub>H<sub>213</sub>N<sub>7</sub>O<sub>6</sub> | Formula=C<sub>20</sub>H<sub>21</sub>N<sub>7</sub>O<sub>6</sub>
| MolarMass=455.42 g/mol | MolarMass=455.42 g/mol
| Appearance= | Appearance=
| Density= | Density=
| MeltingPt= | MeltingPt=
| BoilingPt= | BoilingPt=
| Solubility= | Solubility=
}} }}
|Section3= {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards=
| FlashPt= | FlashPt=
| AutoignitionPt =
| Autoignition=
}} }}
}} }}
'''5,10-Methenyltetrahydrofolate''' ('''5,10-CH=THF''') is a form of ] that is an intermediate in ]. 5,10-CH=THF is a ] that accepts and donates methenyl (CH=) groups.

It is produced from ] by either a ], or a ].<ref>{{cite journal |author=Fowler B |title=The folate cycle and disease in humans |journal=Kidney Int. Suppl. |volume=78 |pages=S221–9 |date=February 2001 |pmid=11169015 |doi=10.1046/j.1523-1755.2001.07851.x}}</ref> It can also be produced as an intermediate in ] catabolism, by ], from ].

5,10-CH=THF is a substrate for ], which converts it into ].

== Interactive pathway map ==
{{FluoropyrimidineActivity WP1601|highlight=5,10-Methenyltetrahydrofolate}}

==References==
{{reflist}}

{{DEFAULTSORT:Methenyltetrahydrofolate, 5,10-}}
]
]
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