Riboflavin

Riboflavin, forby kent as vitamin B₂ is an easy absorbit coloured micronutrient wi a key role in maintainin health in humans an ainimals. It is the central component o the cofactors FAD an FMN, an is syne required bi aw flavoproteins. In that wey, vitamin B₂ is required for a wide variety o cellular processes. It plays a key role in energy metabolism, an for the metabolism o fats, ketone bodies, carbohydrates, an proteins.

Riboflavin

Spacefill model of a minor riboflavin (-10-[(2S,3S,4R)-2,3,4-trihydroxypentyl]) tautomer Sample of microcrystaline riboflavin
Names
IUPAC name 7,8-Dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione[1]
Identifiers
CAS Nummer	83-88-5 Y
3D model (JSmol)	Interactive eemage
3DMet	B01201
Beilstein Reference	97825
ChEBI	CHEBI:17015 Y
ChEMBL	ChEMBL511565 N
ChemSpider	431981 Y
DrugBank	DB00140 Y
EC Nummer	201-507-1
KEGG	D00050 N
MeSH	Riboflavin
PubChem CID	493570
UNII	TLM2976OFR Y
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 N Key: AUNGANRZJHBGPY-SCRDCRAPSA-N Y
SMILES O=C2/N=C\1/N(c3cc(c(cc3/N=C/1C(=O)N2)C)C)C[C@H](O)[C@H](O)[C@H](O)CO
Properties
Chemical formula	C17H20N4O6
Molar mass	376.37 g·mol−1
Appearance	Orange crystals
log P	0.095
Acidity (pKa)	9.888
Basicity (pKb)	4.109
Hazards
NFPA 704	1 1 0
Except whaur itherwise notit, data are gien for materials in thair staundart state (at 25 °C [77 °F], 100 kPa).
Y verify (whit is YN ?)
Infobox references

Milk, cheese, leaf vegetables, liver, kidneys, legumes, baurm, puddock-stuils, an awmonds^[2] are guid soorces o vitamin B₂, but exposure tae licht destroys riboflavin.

The name "riboflavin" comes frae "ribose" (the succar whase reduced fairm, ribitol, fairms pairt o its structur) an "flavin", the ring-moiety whilk imparts the yellae colour tae the oxidized molecule (frae Latin flavus, "yellae"). The reduced fairm, whilk occurs in metabolism alang wi the oxidised fairm, is colourless.

Riboflavin is baist kent visually as the vitamin whilk imparts the orange colour tae solit B-vitamin preparations, the yellae colour tae vitamin supplement solutions, an the orra fluorescent-yellae colour tae the urine o persons wha supplement wi heich-dose B-complex preparations (nae ither vitamin imparts ony colour tae urine).

Riboflavin can be uised as a deliberate orange-reid fuid colour additive, an is syne designatit in Europe as the E nummer E101.^[3]

References

1. PubChem 493570
2. Higdon, Jane (2007). "Riboflavin". Micronutrient Information Center. Linus Pauling Institute at Oregon State University. Retrieved 3 December 2009. Unknown parameter |coauthors= ignored (|author= suggested) (help)
3. "Current EU approved additives and their E Numbers". UK Food Standards Agency. 27 Julie 2007. Retrieved 3 December 2009. Cite has empty unkent parameter: |coauthors= (help)

Freemit airtins

• Jane Higdon, "Riboflavin", Micronutrient Information Center, Linus Pauling Institute, Oregon State Varsity
• Riboflavin bound to proteins in the PDB