Basic information
- CAS
130-40-5- Standard SMILES
Cc1cc2nc3c(=O)[nH]c(=O)nc-3n(CC(O)C(O)C(O)COP(=O)(O)O)c2cc1C- InChIKey
FVTCRASFADXXNN-UHFFFAOYSA-N- Molecular formula
- C17H21N4O9P
- Average molar mass
- 456.3 g/mol
- Monoisotopic mass
- 456.10461526
Overview
Flavin Mononucleotide is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Names & identifiers
- Preferred name
- Riboflavin monophosphate
- IUPAC
- [5-(7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10-yl)-2,3,4-trihydroxypentyl] dihydrogen phosphate
- English name
- Riboflavin 5'-Monophosphate Sodium Salt
- Molecular formula
- C17H21N4O9P.Na
- Molecular weight
- 479.33
Names & synonyms
Riboflavin monophosphateDTXSID8027428226193-20-4RefChem:1098097DTXCID10225762Riboflavine 5'-(dihydrogen phosphate)Riboflavine 5'-phosphateRIBOFLAVIN 5-PHOSPHATE SODIUMRiboflavin, 5'-(dihydrogenphosphate)-BRN 00680861-Deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-5-O-phosphonopentitolbmse000257
Show more names
RIBOFLAVIN SODIUM PHOSPHATEFLAVIN MONONUCLEOTIDERIBOFLAVIN-5-PHOSPHATERIBOFLAVIN 5'-PHOSPHATE SODIUMRiboSODIUM RIBOFLAVIN PHOSPHATERiboflavin Phosphate Sodium Salt(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-2,3,4-trihydroxypentyl dihydrogen phosphateTenofovir Impurity 155Vitamin B2 Sodium Phosphate
SCHEMBL1532396DTXSID30859285FVTCRASFADXXNN-UHFFFAOYSA-NNSC77360NSC-77360NCGC00159494-03NS00014334[5-(7,8-dimethyl-2,4-dioxo-benzo[g]pteridin-10-yl)-2,3,4-trihydroxy-pentyl] dihydrogen phosphate
Properties
Computed structural properties
- XLogP
- -2.6
- Topological polar surface area
- 202 Ų
- Hydrogen bond donors
- 6
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 7
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 843
Experimental & physicochemical properties
DrugsPharmaceuticals
Physicochemical properties
- Melting point
- 300 °C · >300°C
- alpha
- 20 · [α]D20 +38～+43° (c=1.5, dil. HCl) (Calculated on dehydrous basis)
- FEMA
- 2976 · 2976 | QUININE HYDROCHLORIDE
- refractive index
- 41 ° · 41 ° (C=1.5, 5mol/L HCl)
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: soluble50mg/mL, clear, orange
- form
- powder
- color
- Yellow to Dark Orange
- biological source
- synthetic
- optical activity
- 20 · [α]20/D +37 to +42°, c = 1.5 in 5 M HCl(lit.)
- Water Solubility
- almost transparency
- ε(extinction coefficient)
- 12.5 at · 12.5 at 445nm at 1mM
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory InformationRiboflavin 5-phosphate sodium: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- F
- 3-8-10
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29362300
- risk_code
- 36/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-24/25-37/39-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P271-P280
Chemistry & industry
Applications
DescriptionRiboflavin-5-phosphate sodium (sodium FMN,130-40-5) consist mainly monosodium salt of Riboflavin 5-phophate (FMN), the 5-monophosphate ester of riboflavin. Riboflavin-5-phosphate sodium is produced by direct reaction of riboflavin with a phosphorylating agent such as phosphorous oxychloride in an organic solvent. Riboflavin 5-phophate (FMN) is essential as a coenzyme in various enzymic reactions in the body and is therefore used in the form of its salts, especially in the form of sodium FMN, as additive to drugs and human and animal food. Sodium FMN is also used as starting material for flavin adenine dinucleotide which is employed for treating vitamin B2 deficiency. It is used as a yellow food color additive (E106). Riboflavin 5-phosphate sodium is fairly stable in air but is hygroscopic and sensitive to heat and light. The product may be stored for 33 months from the date of manufacture in the unopened original container and at a temperature below 15 °C.
UsesRiboflavin 5′-monophosphate sodium salt hydrate has been used:as a component of assay buffer to determine the luminescence of L. lactis cellsas a component of the reaction mixture in nitric oxide synthase (NOS) enzymatic activity assayin the high performance liquid chromatography (HPLC) analysis of Flavin mononucleotide (FMN) cyclase productsin luciferase assay with firefly luciferase
UsesOne of the bioactive forms of Riboflavin. Nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, leafy vegetables. Richest natural source is yeast. Minute amounts present in all plant and animal cells. Vitamin (enzyme cofactor).
Usesantibacterial. Riboflavin 5′-monophosphate sodium salt was used as water-soluble model drug in a combined conventional inkjet printing technology with flexographic printing for the fabrication of drug delivery systems.It may be employed as initiator for the photo-initiated polymerization of acrylamide.It may be employed in chronoamperometric assay for vanadium ions. Riboflavin 5′-monophosphate is also known as flavin mononucleotide (FMN). FMN is a water-soluble micronutrient. It is enzymatically produced from riboflavin (RF).Riboflavin 5′-monophosphate is one of the constituent of enzyme cofactor flavin-adenine dinucleotide.
General DescriptionRiboflavin 5'-Monophosphate Sodium Salt Hydrate (Vitamin B2 Salt) may serve as both a carbon source and reducing agent for synthesising luminescent carbon dots and carbon-encapsulated metal (Au, Pt, Pd) particles. Simultaneous hydrothermal heating of B2salt and metal salt solutions yields water-soluble carbon dots in the supernatant and carbon-coated metal particles in the precipitate. The resulting carbon dots exhibit dual nitrogen and phosphorus doping, enhancing their luminescent properties, while the metal-loaded carbon particles hold significant potential for catalytic applications.
Related reactions
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Compound notes
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