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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

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
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
The role of aromaticity in the planarity of lumiflavin.
2002 Sep 6
Structure of the transition state analog of medium-chain acyl-CoA dehydrogenase. Crystallographic and molecular orbital studies on the charge-transfer complex of medium-chain acyl-CoA dehydrogenase with 3-thiaoctanoyl-CoA.
2003 Aug
Monoamine oxidase A inhibitory potency and flavin perturbation are influenced by different aspects of pirlindole inhibitor structure.
2003 Jun 1
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
Effect of light intensity and wavelengths on photodegradation reactions of riboflavin in aqueous solution.
2006 Jan 2
Photosensitizing effect of riboflavin, lumiflavin, and lumichrome on the generation of volatiles in soy milk.
2006 Mar 22
Dodecins: a family of lumichrome binding proteins.
2006 Mar 31
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
Ultrafast vibrational spectroscopy of the flavin chromophore.
2006 Oct 19
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
Femtosecond pump-probe experiments on trapped flavin: optical control of dissociation.
2008 Feb 21
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
Effect of borate buffer on the photolysis of riboflavin in aqueous solution.
2008 Nov 13
Luminescence quenching by reversible ionization or exciplex formation/dissociation.
2008 Nov 20
Identification and functional characterization of rat riboflavin transporter 2.
2009 Apr
Photoirradiation products of flavin derivatives, and the effects of photooxidation on guanine.
2009 Apr 1
Charge redistribution in oxidized and semiquinone E. coli DNA photolyase upon photoexcitation: stark spectroscopy reveals a rationale for the position of Trp382.
2009 Apr 8
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

Substance Class Chemical
Created
by admin
on Fri Dec 15 19:09:40 UTC 2023
Edited
by admin
on Fri Dec 15 19:09:40 UTC 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 UTC 2023 , Edited by admin on Fri Dec 15 19:09:40 UTC 2023
PRIMARY
ECHA (EC/EINECS)
214-125-5
Created by admin on Fri Dec 15 19:09:40 UTC 2023 , Edited by admin on Fri Dec 15 19:09:40 UTC 2023
PRIMARY
CHEBI
43661
Created by admin on Fri Dec 15 19:09:40 UTC 2023 , Edited by admin on Fri Dec 15 19:09:40 UTC 2023
PRIMARY
EPA CompTox
DTXSID10148745
Created by admin on Fri Dec 15 19:09:40 UTC 2023 , Edited by admin on Fri Dec 15 19:09:40 UTC 2023
PRIMARY
PUBCHEM
66184
Created by admin on Fri Dec 15 19:09:40 UTC 2023 , Edited by admin on Fri Dec 15 19:09:40 UTC 2023
PRIMARY
WIKIPEDIA
Lumiflavin
Created by admin on Fri Dec 15 19:09:40 UTC 2023 , Edited by admin on Fri Dec 15 19:09:40 UTC 2023
PRIMARY
MERCK INDEX
m6929
Created by admin on Fri Dec 15 19:09:40 UTC 2023 , Edited by admin on Fri Dec 15 19:09:40 UTC 2023
PRIMARY Merck Index
DRUG BANK
DB04726
Created by admin on Fri Dec 15 19:09:40 UTC 2023 , Edited by admin on Fri Dec 15 19:09:40 UTC 2023
PRIMARY
FDA UNII
4M2669414M
Created by admin on Fri Dec 15 19:09:40 UTC 2023 , Edited by admin on Fri Dec 15 19:09:40 UTC 2023
PRIMARY
Related Record Type Details
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
PARENT -> IMPURITY
RIBOFLAVIN SODIUM PHOSPHATE IMPURITY E [EP] AMOUNT NOT SPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP