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Riboflavin

CAT: 0013-GTR19161500-02Size: 1 gDry Ice: NoHazardous: No
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CAT#:0013-GTR19161500-02Size:1 g
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Description
Nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, and leafy vegetables. The richest natural source is yeast. It occurs in the free form only in the retina of the eye, in whey, and in urine; its principal forms in tissues and cells are as flavin mononucleotide and flavin-adenine dinucleotide.
CAS Number
83-88-5
Product Name Alternative
Riboflavin, Vitamin B2, Vitamin G | Lactoflavin
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
DMSO: 0.1 mg/mL (0.26 mM) ; Water; Ethanol: insoluble
Smiles
CC1=CC2=C (C=C1C) N (C3=NC (=O) NC (=O) C3=N2) C[C@@H] ([C@@H] ([C@@H] (CO) O) O) O
Molecular Formula
C17H20N4O6
Molecular Weight
376.37
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
7,8-dimethyl-10-[ (2S,3S,4R) -2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione

Chemical Information

Riboflavin

Riboflavin is D-Ribitol in which the hydroxy group at position 5 is substituted by a 7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl moiety. It is a nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, and leafy vegetables, but the richest natural source is yeast. The free form occurs only in the retina of the eye, in whey, and in urine; its principal forms in tissues and cells are as flavin mononucleotide and flavin-adenine dinucleotide. It has a role as an antioxidant, a cofactor, a photosensitizing agent, an anti-inflammatory agent, a mouse metabolite, a plant metabolite, an Escherichia coli metabolite, a food colouring, a fundamental metabolite and a human urinary metabolite. It is a vitamin B2 and a flavin. It is a conjugate acid of a riboflavin(1-).

CAS Number83-88-5
PubChem CID493570
IUPAC Name7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione
Molecular FormulaC17H20N4O6
Molecular Weight376.4
XLogP-1.5
Topological Polar Surface Area155
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Heavy Atom Count27
Formal Charge0
Complexity680
SMILES
CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](CO)O)O)O
InChI
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
InChIKey
AUNGANRZJHBGPY-SCRDCRAPSA-N
Chemical Structure
2D Structure
2D structure of Riboflavin
CAS: 83-88-5
CID: 493570
Formula: C17H20N4O6
MW: 376.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight376.4
XLogP3-1.5
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Exact Mass376.13828437
Monoisotopic Mass376.13828437
Topological Polar Surface Area155 Ų
Heavy Atom Count27
Formal Charge0
Complexity680
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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