Record Information
Version1.0
Creation date2015-10-09 22:28:09 UTC
Update date2017-01-19 02:36:12 UTC
FoodComEx IDPC000088
FoodDB RecordFDB012160
Chemical Information
NameRiboflavine
DescriptionColour additive in food, nutrient supplement. Vitamin cofactor. Riboflavin, also known as vitamin B2 or additive E101, is an easily absorbed micronutrient with a key role in maintaining health in humans and animals. It is the central component of the cofactors FAD and FMN, and is therefore required by all flavoproteins. As such, vitamin B2 is required for a wide variety of cellular processes. It plays a key role in energy metabolism, and for the metabolism of fats, ketone bodies, carbohydrates, and proteins. Riboflavine is found in many foods, some of which are chinese cabbage, peppermint, cuttlefish, and unclassified food or beverage.
CAS Number83-88-5
Structure
Thumb
Synonyms
SynonymSource
(-)-Riboflavinbiospider
1-Deoxy-1-(3,4-dihydro-7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10(2H)-yl)-D-ribitolHMDB
1-Deoxy-1-(3,4-dihydro-7,8-dimethyl-2,4-dioxobenzo[g]pteridin-10(2H)-yl)-D-ribitol, 9CIdb_source
1-Deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitolChEBI
6,7-Dimethyl-9-D-ribitylisoalloxazinebiospider
6,7-Dimethyl-9-ribitylisoalloxazineHMDB
7,8-Dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)-benzo[g]pteridine-2,4(3H,10H)-dioneHMDB
7,8-Dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4(3H,10H)-dioneChEBI
7,8-Dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)isoalloxazineChEBI
7,8-Dimethyl-10-ribitylisoalloxazinebiospider
BeflavinHMDB
Beflavinebiospider
Benzo[g]pteridine riboflavin deriv.HMDB
e 101HMDB
E101db_source
Flavaxindb_source
Flavin BBbiospider
Flaxainbiospider
Food Yellow 15biospider
HyreHMDB
Isoalloxazine, 7,8-dimethyl-10-D-ribityl-biospider
Lactobenebiospider
Lactoflavinbiospider
Lactoflavinedb_source
Ovoflavinedb_source
Ribipcabiospider
Ribocrisinabiospider
Ribodermbiospider
Riboflavinbiospider
RiboflavinaChEBI
RiboflavinumChEBI
Ribosynbiospider
Ribotonebiospider
Ribovelbiospider
Russupteridine yellow IIIdb_source
San yellow bHMDB
Vitaflavinebiospider
Vitamin B2db_source
Vitamin Gdb_source
Vitasan b2HMDB
Chemical FormulaC17H20N4O6
IUPAC name7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]-2H,3H,4H,10H-benzo[g]pteridine-2,4-dione
InChI IdentifierInChI=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 KeyAUNGANRZJHBGPY-SCRDCRAPSA-N
Isomeric SMILESCC1=C(C)C=C2N(C[C@H](O)[C@H](O)[C@H](O)CO)C3=NC(=O)NC(=O)C3=NC2=C1
Average Molecular Weight376.3639
Monoisotopic Molecular Weight376.138284392
Chemical Taxonomy
Description belongs to the class of organic compounds known as flavins. Flavins are compounds containing a flavin (7,8-dimethyl-benzo[g]pteridine-2,4-dione) moiety, with a structure characterized by an isoalloaxzine tricyclic ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassPteridines and derivatives
Sub ClassAlloxazines and isoalloxazines
Direct ParentFlavins
Alternative Parents
Substituents
  • Flavin
  • Diazanaphthalene
  • Quinoxaline
  • Pyrimidone
  • Pyrazine
  • Pyrimidine
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous amide
  • Secondary alcohol
  • Lactam
  • Polyol
  • Azacycle
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-1.46HANSCH,C ET AL. (1995)
Experimental Water Solubility0.0847 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting PointMp 280° dec.DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 2 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci J10875
AKSci J40034
AKSci J92627
AKSci R437
Glentham GP0758
MetaSci HMDB0000244
Sigma-Aldrich HMDB0000244
Toronto Research Chemicals R414995