R4500
(−)-Riboflavin
from Eremothecium ashbyii, ≥98%
Synonym(s):
Lactoflavin, Vitamin B2, Vitamin G
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About This Item
Empirical Formula (Hill Notation):
C17H20N4O6
CAS Number:
Molecular Weight:
376.36
NACRES:
NA.79
PubChem Substance ID:
eCl@ss:
34058005
UNSPSC Code:
12352205
EC Number:
201-507-1
MDL number:
Beilstein/REAXYS Number:
97825
biological source
Eremothecium ashbyii
Quality Level
assay
≥98%
form
powder
color
yellow to orange
mp
290 °C (dec.) (lit.)
storage temp.
room temp
SMILES string
CC1=C(C)C=C(N(C[C@H](O)[C@@H]([C@H](O)CO)O)C(C2=N3)=NC(NC2=O)=O)C3=C1
InChI
1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27)/t11-,12+,14-/m0/s1
InChI key
AUNGANRZJHBGPY-SCRDCRAPSA-N
General description
Riboflavin belongs to the vitamin-B family and contains a pentose side chain ribitol.
Application
Riboflavin has been used:
- to check the role of riboflavin diet in rats
- as a supplement in HECM-6 medium (hamster embryo culture medium)
- as a supplement in the bacterial basal media
Biochem/physiol Actions
Riboflavin is a key component of the redox cofactors flavin adenine dinucleotide (FAD) and flavin mononucleotide (FMN) that are used by a wide variety of flavoprotein oxidoreductases, dehydrogenase(s), decarboxylase(s) and electron transporters. Riboflavin is involved in various cellular processes, including β oxidation in lipid metabolism, glucose metabolism, protection from cellular oxidative injury, DNA and RNA metabolism, gluconeogenesis, erythropoiesis and generation of corticosteroids. Riboflavin deficiency causes ariboflavinosis with symptoms such as sore throat, hyperemia, edema of oral and mucous membranes, cheilosis and glossitis.
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Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Related Content
The response of young and adult rats to the riboflavin supplementation.
Franca CF
Brazilian Archives of Biology and Technology, 53, 855-860 (2010)
Ana Rita da Silva Ferreira et al.
Biomolecules, 11(1) (2021-01-02)
Mucositis is a common side-effect of chemotherapy treatment, inducing alterations in the composition of the gut microbiota. Redox active compounds, such as vitamins B2 and C, have been shown to reduce inflammation and enhance the growth of anaerobic bacteria in
Catherine Burgess et al.
Applied and environmental microbiology, 70(10), 5769-5777 (2004-10-07)
This study describes the genetic analysis of the riboflavin (vitamin B(2)) biosynthetic (rib) operon in the lactic acid bacterium Lactococcus lactis subsp. cremoris strain NZ9000. Functional analysis of the genes of the L. lactis rib operon was performed by using