Merck
All Photos(6)

R4500

Sigma-Aldrich

(−)-Riboflavin

from Eremothecium ashbyii, ≥98%

Synonym(s):
Lactoflavin, Vitamin B2, Vitamin G
Empirical Formula (Hill Notation):
C17H20N4O6
CAS Number:
Molecular Weight:
376.36
Beilstein:
97825
EC Number:
MDL number:
eCl@ss:
34058005
PubChem Substance ID:
NACRES:
NA.79

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

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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

Packaging

5, 25, 100 g in glass bottle
500 g in poly drum
1 kg in poly drum

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

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Certificate of Origin

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