U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C13H12N4O2
Molecular Weight 256.26
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LUMIFLAVINE

SMILES

CN1C2=NC(=O)NC(=O)C2=NC3=C1C=C(C)C(C)=C3

InChI

InChIKey=KPDQZGKJTJRBGU-UHFFFAOYSA-N
InChI=1S/C13H12N4O2/c1-6-4-8-9(5-7(6)2)17(3)11-10(14-8)12(18)16-13(19)15-11/h4-5H,1-3H3,(H,16,18,19)

HIDE SMILES / InChI
Molecular Formula C13H12N4O2
Molecular Weight 256.26
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed
Transport functions of riboflavin carriers in the rat small intestine and colon: site difference and effects of tricyclic-type drugs.
2001 Jul-Aug
Frontal gel chromatographic analysis of the interaction of a protein with self-associating ligands: aberrant saturation in the binding of flavins to bovine serum albumin.
2001 Jun
Further computational studies on the conformation of 1,5-dihydrolumiflavin.
2001 Oct
Vibration spectroscopy reveals light-induced chromophore and protein structural changes in the LOV2 domain of the plant blue-light receptor phototropin 1.
2002 Jun 11
The reaction of triplet flavin with indole. A study of the cascade of reactive intermediates using density functional theory and time resolved infrared spectroscopy.
2002 Jun 19
Purification and characterization of the monooxygenase catalyzing sulfur-atom specific oxidation of dibenzothiophene and benzothiophene from the thermophilic bacterium Paenibacillus sp. strain A11-2.
2002 Oct
The role of aromaticity in the planarity of lumiflavin.
2002 Sep 6
Monoamine oxidase A inhibitory potency and flavin perturbation are influenced by different aspects of pirlindole inhibitor structure.
2003 Jun 1
Flavin catalyzed oxidations of sulfides and amines with molecular oxygen.
2003 Mar 12
Photolysis of riboflavin in aqueous solution: a kinetic study.
2004 Aug 6
Chromatographic study of photolysis of aqueous cyanocobalamin solution in presence of vitamins B and C.
2004 Jan
Riboflavin uptake and FAD synthesis in Saccharomyces cerevisiae mitochondria: involvement of the Flx1p carrier in FAD export.
2004 Jan 2
Identification and functional characterization of riboflavin transporter in human-derived retinoblastoma cell line (Y-79): mechanisms of cellular uptake and translocation.
2005 Aug
Mechanism of riboflavin uptake by cultured human retinal pigment epithelial ARPE-19 cells: possible regulation by an intracellular Ca2+-calmodulin-mediated pathway.
2005 Jul 15
Glycerate-oxidizing activity of glycolate oxidase from leaves of Spinacia oleracea.
2006 Apr
Characteristic structure and environment in FAD cofactor of (6-4) photolyase along function revealed by resonance Raman spectroscopy.
2006 Aug 24
Photolysis of formylmethylflavin in aqueous and organic solvents.
2006 Jul
Electrochemical SNPs detection using an abasic site-containing DNA on a gold electrode.
2006 Jun 14
Dodecins: a family of lumichrome binding proteins.
2006 Mar 31
Theoretical study on charge-transfer interaction between acyl-CoA dehydrogenase and 3-thiaacyl-CoA using density functional method.
2006 May
Effects of riboflavin on the phototransformation of benzo[a]pyrene.
2006 May
Efficient cycloreversion of cis,syn-thymine photodimer by a Zn2+ -1,4,7,10-tetraazacyclododecane complex bearing a lumiflavin and tryptophan by chemical reduction and photoreduction of a lumiflavin unit.
2006 Nov
Combined quantum mechanical and molecular mechanical simulations of one- and two-electron reduction potentials of flavin cofactor in water, medium-chain acyl-CoA dehydrogenase, and cholesterol oxidase.
2007 Jul 5
Quantum mechanical study of photoinduced charge transfer in FMN binding protein.
2008 Dec 11
Electronic transition dipole moment directions of reduced anionic flavin in stretched poly(vinyl alcohol) films.
2008 Jan 10
Contributions of the 8-methyl group to the vibrational normal modes of flavin mononucleotide and its 5-methyl semiquinone radical.
2008 Jul 10
Luminescence quenching by reversible ionization or exciplex formation/dissociation.
2008 Nov 20
Identification and functional characterization of rat riboflavin transporter 2.
2009 Apr
ESR study of the singlet oxygen quenching and protective activity of Trolox on the photodecomposition of riboflavin and lumiflavin in aqueous buffer solutions.
2009 Aug
Small-molecule binding at an abasic site of DNA: strong binding of lumiflavin for improved recognition of thymine-related single nucleotide polymorphisms.
2009 Feb 5
Primary reactions of the LOV2 domain of phototropin studied with ultrafast mid-infrared spectroscopy and quantum chemistry.
2009 Jul 8
Influence of the LOV domain on low-lying excited states of flavin: a combined quantum-mechanics/molecular-mechanics investigation.
2009 Nov 26
Mechanism of N(5)-ethyl-flavinium cation formation upon electrochemical oxidation of N(5)-ethyl-4a-hydroxyflavin pseudobase.
2010 Jul 29
Effect of divalent anions on photodegradation kinetics and pathways of riboflavin in aqueous solution.
2010 May 10
Improved density functional description of the electrochemistry and structure-property descriptors of substituted flavins.
2010 Nov 25
Patents

Patents

JPH1070985A
1
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:09:40 GMT 2023
Edited
by admin
on Fri Dec 15 19:09:40 GMT 2023
Record UNII
4M2669414M
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LUMIFLAVINE
MI  
Common Name English
LUMIFLAVINE [MI]
Common Name English
BENZO(G)PTERIDINE-2,4(3H,10H)-DIONE, 7,8,10-TRIMETHYL-
Systematic Name English
RIBOFLAVIN IMPURITY A [EP IMPURITY]
Common Name English
7,8,10-TRIMETHYLISOALLOXAZINE
Common Name English
BENZO(G)PTERIDIN-2(10H)-ONE, 4-HYDROXY-7,8,10-TRIMETHYL-
Systematic Name English
7,8,10-TRIMETHYLBENZO(G)PTERIDINE-2,4(3H,10H)-DIONE
Systematic Name English
LUMILACTOFLAVIN
Common Name English
LUMIFLAVINE [USP IMPURITY]
Common Name English
RIBOFLAVIN SODIUM PHOSPHATE IMPURITY E [EP IMPURITY]
Common Name English
Code System Code Type Description
CAS
1088-56-8
Created by admin on Fri Dec 15 19:09:40 GMT 2023 , Edited by admin on Fri Dec 15 19:09:40 GMT 2023
PRIMARY
ECHA (EC/EINECS)
214-125-5
Created by admin on Fri Dec 15 19:09:40 GMT 2023 , Edited by admin on Fri Dec 15 19:09:40 GMT 2023
PRIMARY
CHEBI
43661
Created by admin on Fri Dec 15 19:09:40 GMT 2023 , Edited by admin on Fri Dec 15 19:09:40 GMT 2023
PRIMARY
EPA CompTox
DTXSID10148745
Created by admin on Fri Dec 15 19:09:40 GMT 2023 , Edited by admin on Fri Dec 15 19:09:40 GMT 2023
PRIMARY
PUBCHEM
66184
Created by admin on Fri Dec 15 19:09:40 GMT 2023 , Edited by admin on Fri Dec 15 19:09:40 GMT 2023
PRIMARY
WIKIPEDIA
Lumiflavin
Created by admin on Fri Dec 15 19:09:40 GMT 2023 , Edited by admin on Fri Dec 15 19:09:40 GMT 2023
PRIMARY
MERCK INDEX
m6929
Created by admin on Fri Dec 15 19:09:40 GMT 2023 , Edited by admin on Fri Dec 15 19:09:40 GMT 2023
PRIMARY Merck Index
DRUG BANK
DB04726
Created by admin on Fri Dec 15 19:09:40 GMT 2023 , Edited by admin on Fri Dec 15 19:09:40 GMT 2023
PRIMARY
FDA UNII
4M2669414M
Created by admin on Fri Dec 15 19:09:40 GMT 2023 , Edited by admin on Fri Dec 15 19:09:40 GMT 2023
PRIMARY
Related Record Type Details
Structure of RIBOFLAVIN
PARENT -> IMPURITY
correction factors: for the calculation of content, multiply the peak areas of the following impurity by the corresponding correction factor: impurity A = 0.7
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of RIBOFLAVIN 5'-PHOSPHATE SODIUM ANHYDROUS
PARENT -> IMPURITY
RIBOFLAVIN SODIUM PHOSPHATE IMPURITY E [EP] AMOUNT NOT SPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966