riboflavin   Click here for help

GtoPdb Ligand ID: 6578

PDB Ligand
Comment: Riboflavin (vitamin B2) is a water-soluble vitamin that is required for the biosynthesis of flavin-derived enzyme cofactors that are essential for cellular respiration. Taken as a dietary supplement to combat vitamin B2 deficiency.
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 8
Hydrogen bond donors 5
Rotatable bonds 5
Topological polar surface area 161.56
Molecular weight 376.14
XLogP 0.58
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES OCC(C(C(Cn1c2cc(C)c(cc2nc2c1nc(=O)[nH]c2=O)C)O)O)O
Isomeric SMILES OC[C@H]([C@H]([C@H](Cn1c2cc(C)c(cc2nc2c1nc(=O)[nH]c2=O)C)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
InChI Key AUNGANRZJHBGPY-SCRDCRAPSA-N
Classification Click here for help
Compound class Metabolite or derivative
WHO Essential Medicine WHO Essential Medicines List (EML) (22nd List, 2021). Access PDF version.
Click to view more information about the WHO Model Lists of Essential Medicines.
IUPAC Name Click here for help
7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione
Database Links Click here for help
CAS Registry No. 83-88-5 (source: Scifinder)
ChEBI CHEBI:17015
ChEMBL Ligand CHEMBL1534
DrugCentral Ligand 2834
GtoPdb PubChem SID 178103192
PubChem CID 493570
RCSB PDB Ligand RBF
Search Google for chemical match using the InChIKey AUNGANRZJHBGPY-SCRDCRAPSA-N
Search Google for chemicals with the same backbone AUNGANRZJHBGPY
UniChem Compound Search for chemical match using the InChIKey AUNGANRZJHBGPY-SCRDCRAPSA-N
UniChem Connectivity Search for chemical match using the InChIKey AUNGANRZJHBGPY-SCRDCRAPSA-N
Wikipedia Riboflavin