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Translations:Flavin mononucleotide/1/en - Revision history
2026-09-14T02:31:49Z
Revision history for this page on the wiki
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FuzzyBot: Importing a new version from external source
2024-04-10T06:19:51Z
<p>Importing a new version from external source</p>
<p><b>New page</b></p><div>{{chembox<br />
| Verifiedfields = changed<br />
| Watchedfields = changed<br />
| verifiedrevid = 461100522<br />
| ImageFile = Flavin mononucleotide v2.svg<br />
| ImageSize = 180<br />
| ImageAlt = Skeletal formula of flavin mononucleotide<br />
| ImageFile1 = Flavin mononucleotide 3D ball.png<br />
| ImageSize1 = 180<br />
| ImageAlt1 = Ball-and-stick model of the flavin mononucleotide molecule<br />
| IUPACName = 1-Deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[''g'']pteridin-10(2''H'')-yl)-<small>D</small>-ribitol 5-(dihydrogen phosphate)<br />
| SystematicName = (2''R'',3''S'',4''S'')-5-(7,8-Dimethyl-2,4-dioxo-3,4-dihydrobenzo[''g'']pteridin-10(2''H'')-yl)-2,3,4-trihydroxypentyl dihydrogen phosphate<br />
| OtherNames = {{Unbulleted list|FMN}}<br />
|Section1={{Chembox Identifiers<br />
| IUPHAR_ligand = 5185<br />
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}<br />
| ChemSpiderID = 559060<br />
| UNII_Ref = {{fdacite|correct|FDA}}<br />
| UNII = 7N464URE7E<br />
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}<br />
| StdInChI = 1S/C17H21N4O9P/c1-7-3-9-10(4-8(7)2)21(15-13(18-9)16(25)20-17(26)19-15)5-11(22)14(24)12(23)6-30-31(27,28)29/h3-4,11-12,14,22-24H,5-6H2,1-2H3,(H,20,25,26)(H2,27,28,29)/t11-,12+,14-/m0/s1<br />
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}<br />
| StdInChIKey = FVTCRASFADXXNN-SCRDCRAPSA-N<br />
| CASNo_Ref = {{cascite|correct|CAS}}<br />
| CASNo = 146-17-8<br />
| CASNo2_Ref = {{cascite|correct|CAS}}<br />
| CASNo2 = 130-40-5<br />
| CASNo2_Comment = (sodium salt)<br />
| ChEMBL_Ref = {{ebicite|changed|EBI}}<br />
| ChEMBL = 1201794<br />
| PubChem = 643976<br />
| ChEBI_Ref = {{ebicite|correct|EBI}}<br />
| ChEBI = 17621<br />
| SMILES = Cc1cc2c(cc1C)n(c-3nc(=O)[nH]c(=O)c3n2)C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O<br />
| MeSHName = Flavin+mononucleotide<br />
}}<br />
|Section2={{Chembox Properties<br />
| Formula = C<sub>17</sub>H<sub>21</sub>N<sub>4</sub>O<sub>9</sub>P<br />
| MolarMass = 456.344 g/mol<br />
| Appearance = <br />
| Density = <br />
| MeltingPt = 195 °C<br />
| BoilingPt = <br />
}}<br />
|Section3={{Chembox Hazards<br />
| MainHazards = <br />
| FlashPt = <br />
| AutoignitionPt = <br />
}}<br />
}}<br />
'''Flavin mononucleotide''' ('''FMN'''), or '''riboflavin-5′-phosphate''', is a [[biomolecule]] produced from [[riboflavin]] (vitamin B<sub>2</sub>) by the enzyme [[riboflavin kinase]] and functions as the [[prosthetic group]] of various [[oxidoreductase]]s, including [[NADH dehydrogenase]], as well as cofactor in biological blue-light photo receptors. During the catalytic cycle, a reversible interconversion of the oxidized (FMN), semiquinone (FMNH<sup>•</sup>), and reduced (FMNH<sub>2</sub>) forms occurs in the various oxidoreductases. FMN is a stronger oxidizing agent than [[Nicotinamide adenine dinucleotide|NAD]] and is particularly useful because it can take part in both one- and two-electron transfers. In its role as blue-light photo receptor, (oxidized) FMN stands out from the 'conventional' photo receptors as the signaling state and not an E/Z isomerization.</div>
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