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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H21N4O9P
Molecular Weight 456.3438
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RIBOFLAVIN 5'-PHOSPHATE

SMILES

CC1=CC2=C(C=C1C)N(C[C@H](O)[C@H](O)[C@H](O)COP(O)(O)=O)C3=NC(=O)NC(=O)C3=N2

InChI

InChIKey=FVTCRASFADXXNN-SCRDCRAPSA-N
InChI=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

HIDE SMILES / InChI

Molecular Formula C17H21N4O9P
Molecular Weight 456.3438
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Flavin mononucleotide, or riboflavin-5′-phosphate, is a biomolecule produced from riboflavin by the enzyme riboflavin kinase and functions as prosthetic group of various oxidoreductases including NADH dehydrogenase as well as cofactor in biological blue-light photo receptors. Riboflavin (Vitamin B 2) (as riboflavin 5-phosphate sodium) is an ingredient of the FDA approved composition Infuvite Adult, indicated as a daily multivitamin maintenance supplement for adults and children aged 11 and older receiving parenteral nutrition. Infuvite Adult is also indicated in other situations where administration by the intravenous route is required. Such situations include surgery, extensive burns, fractures and other trauma, severe infectious diseases, and comatose states, which may provoke a “stress” situation with profound alterations in the body’s metabolic demands and consequent tissue depletion of nutrients. Flavin mononucleotide is also a component of Cytoflavin, used for the treatment of consequences of cerebral infarction, for the treatment of atherosclerosis, encephalopathy, neurasthenia. Cytoflavin is marketed in Russian Federation.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
55.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Infuvite Adult
Primary
Cytoflavin
Primary
Cytoflavin

Cmax

ValueDoseCo-administeredAnalytePopulation
1209.4 nM
11.6 mg single, intravenous
RIBOFLAVIN plasma
Homo sapiens
206.7 nM
40 mg single, oral
RIBOFLAVIN plasma
Homo sapiens
308.2 nM
60 mg single, oral
RIBOFLAVIN plasma
Homo sapiens
217.7 nM
20 mg single, oral
RIBOFLAVIN plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
532.1 nM × h
11.6 mg single, intravenous
RIBOFLAVIN plasma
Homo sapiens
886.4 nM × h
40 mg single, oral
RIBOFLAVIN plasma
Homo sapiens
981.6 nM × h
60 mg single, oral
RIBOFLAVIN plasma
Homo sapiens
883.9 nM × h
20 mg single, oral
RIBOFLAVIN plasma
Homo sapiens

Sourcing

PubMed

Sample Use Guides

In Vivo Use Guide
The starting dose of Infuvite Adult is one 10 mL daily dose that is prepared by transferring the content of vial 1 into the content of vial 2 to provide 10 single doses. One 10 mL dose is then added directly to the intravenous fluid. Patients with multiple vitamin deficiencies or with increased vitamin requirements may need multiple daily dosages as indicated. Each 5 mL of Vial 1* contains 3.6 mg of Riboflavin (Vitamin B 2) (as riboflavin 5-phosphate sodium)
Route of Administration: Intravenous
In Vitro Use Guide
Flavin mononucleotide inhibited Cryptosporidium hominis TS-DHFR with IC50 55 uM
Substance Class Chemical
Record UNII
7N464URE7E
Record Status Validated (UNII)
Record Version