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Riboflavine 5'-(dihydrogen phosphate) (PC000291)

Record Information
Version1.0
Creation date2015-10-09 22:29:41 UTC
Update date2017-01-19 02:36:19 UTC
FoodComEx IDPC000291
FoodDB RecordFDB001984
Chemical Information
NameRiboflavine 5'-(dihydrogen phosphate)
DescriptionFlavin mononucleotide, also known as riboflavin 5'-phosphate or flanin, belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions. A flavin mononucleotide that is Flavin mononucleotide (vitamin B2) in which the primary hydroxy group has been converted to its dihydrogen phosphate ester. Flavin mononucleotide is an extremely weak basic (essentially neutral) compound (based on its pKa). Flavin mononucleotide exists in all living species, ranging from bacteria to humans. Within humans, flavin mononucleotide participates in a number of enzymatic reactions. In particular, formic acid and flavin mononucleotide can be biosynthesized from FMNH2; which is catalyzed by the enzyme lanosterol 14-alpha demethylase. In addition, formic acid and flavin mononucleotide can be biosynthesized from FMNH2; which is mediated by the enzyme lanosterol 14-alpha demethylase. In humans, flavin mononucleotide is involved in bloch pathway (cholesterol biosynthesis). Outside of the human body, Flavin mononucleotide has been detected, but not quantified in, several different foods, such as lentils, common persimmons, white cabbages, cashew nuts, and lettuces. This could make flavin mononucleotide a potential biomarker for the consumption of these foods.
CAS Number146-17-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
Bisulasedb_source
E101amanual
Flaninbiospider
Flavin mononucleotidedb_source
Flavine mononucleotidebiospider
Flavolbiospider
FMNdb_source
Lactoflavin phosphatedb_source
Monophosphoriboflavindb_source
Riboflavin 5-phosphatebiospider
Riboflavin 5'-(dihydrogen ate)ChEBI
Riboflavin 5'-(dihydrogen ic acid)Generator
Riboflavin 5'-(dihydrogen phosphate)biospider
Riboflavin 5'-ateChEBI
Riboflavin 5'-ic acidGenerator
Riboflavin 5'-monoateChEBI
Riboflavin 5'-monoic acidGenerator
Riboflavin 5'-monophosphatebiospider
Riboflavin 5'-phosphatebiospider
Riboflavin ateHMDB
Riboflavin monoateChEBI
Riboflavin monoic acidGenerator
Riboflavin mononucleotidebiospider
Riboflavin monophosphatedb_source
Riboflavin phosphatebiospider
Riboflavin-5-ateChEBI
Riboflavin-5-ic acidGenerator
Riboflavin-5'-ate naHMDB
Riboflavine 5'-(dihydrogen phosphate), 9CIdb_source
Riboflavine 5'-ateHMDB
Riboflavine 5'-monoateHMDB
Riboflavine 5'-monophosphatebiospider
Riboflavine 5'-phosphatebiospider
Riboflavine ateHMDB
Riboflavine dihydrogen ateChEBI
Riboflavine dihydrogen ic acidGenerator
Riboflavine dihydrogen phosphatebiospider
Riboflavine monoateHMDB
Riboflavine monophosphatebiospider
Riboflavine phosphatebiospider
Riboflavine-5'-ateHMDB
Vitamin b2 ateHMDB
Vitamin B2 phosphatedb_source
Chemical FormulaC17H21N4O9P
IUPAC name{[(2R,3S,4S)-5-{7,8-dimethyl-2,4-dioxo-2H,3H,4H,10H-benzo[g]pteridin-10-yl}-2,3,4-trihydroxypentyl]oxy}phosphonic acid
InChI IdentifierInChI=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
InChI KeyFVTCRASFADXXNN-SCRDCRAPSA-N
Isomeric SMILESCC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C1=NC(=O)NC(=O)C1=N2
Average Molecular Weight456.3438
Monoisotopic Molecular Weight456.104614802
Chemical Taxonomy
Description Belongs to the class of organic compounds known as flavin nucleotides. These are nucleotides containing a flavin moiety. Flavin is a compound that contains the tricyclic isoalloxazine ring system, which bears 2 oxo groups at the 2- and 4-positions.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassFlavin nucleotides
Sub ClassNot Available
Direct ParentFlavin nucleotides
Alternative Parents
Substituents
  • Flavin nucleotide
  • Flavin
  • Isoalloxazine
  • Diazanaphthalene
  • Pteridine
  • Quinoxaline
  • Monoalkyl phosphate
  • Pyrimidone
  • Pyrazine
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Benzenoid
  • Alkyl phosphate
  • Pyrimidine
  • Heteroaromatic compound
  • Vinylogous amide
  • Secondary alcohol
  • Lactam
  • Azacycle
  • Polyol
  • Organoheterocyclic compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Alcohol
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
Not Available