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Details

Stereochemistry ACHIRAL
Molecular Formula C12H10N4O2
Molecular Weight 242.2334
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LUMICHROME

SMILES

CC1=C(C)C=C2N=C3C(=O)NC(=O)NC3=NC2=C1

InChI

InChIKey=ZJTJUVIJVLLGSP-UHFFFAOYSA-N
InChI=1S/C12H10N4O2/c1-5-3-7-8(4-6(5)2)14-10-9(13-7)11(17)16-12(18)15-10/h3-4H,1-2H3,(H2,14,15,16,17,18)

HIDE SMILES / InChI

Molecular Formula C12H10N4O2
Molecular Weight 242.2334
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
The electronic structure of the flavin cofactor in DNA photolyase.
2001 Apr 25
Structure of human biliverdin IXbeta reductase, an early fetal bilirubin IXbeta producing enzyme.
2001 Mar
A study of simultaneous photolysis and photoaddition reactions of riboflavin in aqueous solution.
2004 Jul 19
A new indolinepeptide from Paecilomyces sp. J300.
2004 Jun
Xylem transport and shoot accumulation of lumichrome, a newly recognized rhizobial signal, alters root respiration, stomatal conductance, leaf transpiration and photosynthetic rates in legumes and cereals.
2005 Mar
Effect of phosphate buffer on photodegradation reactions of riboflavin in aqueous solution.
2005 Mar 1
Hydrogen-bonded complexes of lumichrome.
2005 Mar 10
The ferredoxin-NADP(H) reductase from Rhodobacter capsulatus: molecular structure and catalytic mechanism.
2005 Sep 6
Photosensitizing effect of riboflavin, lumiflavin, and lumichrome on the generation of volatiles in soy milk.
2006 Mar 22
Effects of riboflavin on the phototransformation of benzo[a]pyrene.
2006 May
Nod factor enhances calcium uptake by soybean.
2006 Nov-Dec
Competitive binding of small ligands to nucleobases in AP site-containing DNA duplexes.
2008
Electron ionisation and electrospray ionisation mass spectrometric study of a series of isomeric methyl-, dimethyl- and trimethylalloxazines.
2008
Effect of borate buffer on the photolysis of riboflavin in aqueous solution.
2008 Nov 13
The vitamin riboflavin and its derivative lumichrome activate the LasR bacterial quorum-sensing receptor.
2008 Sep
(1)H and (13)C NMR assignments of eight nitrogen containing compounds from Nocardia alba sp.nov (YIM 30243(T)).
2009 Apr
Photoirradiation products of flavin derivatives, and the effects of photooxidation on guanine.
2009 Apr 1
Dodecin is the key player in flavin homeostasis of archaea.
2009 May 8
Lumichrome complexation by cyclodextrins: influence of pharmaceutical excipients.
2010 Dec
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:09:38 UTC 2023
Edited
by admin
on Fri Dec 15 19:09:38 UTC 2023
Record UNII
99U1UDJ2HM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LUMICHROME
MI  
Common Name English
7,8-DIMETHYLALLOXAZINE
Common Name English
BENZO(G)PTERIDINE-2,4(1H,3H)-DIONE, 7,8-DIMETHYL-
Systematic Name English
7,8-DIMETHYLISOALLOXAZINE
Systematic Name English
RIBOFLAVIN LUMICHROME
Common Name English
LUMICHROME [MI]
Common Name English
RIBOFLAVIN IMPURITY B [EP IMPURITY]
Common Name English
NSC-96911
Code English
ALLOXAZINE, 7,8-DIMETHYL-
Systematic Name English
7,8-DIMETHYLBENZO(G)PTERIDINE-2,4-(1H,3H)-DIONE
Common Name English
Code System Code Type Description
CAS
1086-80-2
Created by admin on Fri Dec 15 19:09:38 UTC 2023 , Edited by admin on Fri Dec 15 19:09:38 UTC 2023
PRIMARY
NSC
96911
Created by admin on Fri Dec 15 19:09:38 UTC 2023 , Edited by admin on Fri Dec 15 19:09:38 UTC 2023
PRIMARY
EPA CompTox
DTXSID70148600
Created by admin on Fri Dec 15 19:09:38 UTC 2023 , Edited by admin on Fri Dec 15 19:09:38 UTC 2023
PRIMARY
CHEBI
17781
Created by admin on Fri Dec 15 19:09:38 UTC 2023 , Edited by admin on Fri Dec 15 19:09:38 UTC 2023
PRIMARY
FDA UNII
99U1UDJ2HM
Created by admin on Fri Dec 15 19:09:38 UTC 2023 , Edited by admin on Fri Dec 15 19:09:38 UTC 2023
PRIMARY
ECHA (EC/EINECS)
214-120-8
Created by admin on Fri Dec 15 19:09:38 UTC 2023 , Edited by admin on Fri Dec 15 19:09:38 UTC 2023
PRIMARY
DRUG BANK
DB04345
Created by admin on Fri Dec 15 19:09:38 UTC 2023 , Edited by admin on Fri Dec 15 19:09:38 UTC 2023
PRIMARY
MERCK INDEX
m6928
Created by admin on Fri Dec 15 19:09:38 UTC 2023 , Edited by admin on Fri Dec 15 19:09:38 UTC 2023
PRIMARY Merck Index
PUBCHEM
5326566
Created by admin on Fri Dec 15 19:09:38 UTC 2023 , Edited by admin on Fri Dec 15 19:09:38 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 B = 1.4
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP