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Lumichrome (Standard)

CAT: 0804-HY-115385R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-115385R-01Size:5 mg
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Description
Lumichrome (Standard) is the analytical standard of Lumichrome. This product is intended for research and analytical applications. Lumichrome, a photodegradation product of Riboflavin, is an endogenous compound in humans. Lumichrome inhibits human lung cancer cell growth and induces apoptosis via a p53-dependent mechanism. Lumichrom is the inhibitor for AKT/β-catenin signaling pathway. Lumichrom is the inhibitor for AKT/β-catenin signaling pathway[1][2].
CAS Number
1086-80-2
UNSPSC
12352005
Target
Akt; Apoptosis; ERK; MDM-2/p53; NF-κB; Nuclear Factor of activated T Cells (NFAT) ; p38 MAPK; Reference Standards; β-catenin
Related Pathways
Apoptosis; Immunology/Inflammation; MAPK/ERK Pathway; NF-κB; Others; PI3K/Akt/mTOR; Stem Cell/Wnt
Field of Research
Cancer; Metabolic Disease
Smiles
O=C(N1)NC2=NC3=CC(C)=C(C)C=C3N=C2C1=O
Molecular Formula
C12H10N4O2
Molecular Weight
242.24
References & Citations
[1]Bergh VJ, et al. Influence of formulation on photoinactivation of bacteria by lumichrome. Pharmazie. 2015;70 (9) :574-580. |[2]Chantarawong W, et al. Lumichrome Inhibits Human Lung Cancer Cell Growth and Induces Apoptosis via a p53-Dependent Mechanism. Nutr Cancer. 2019;71 (8) :1390-1402. |[3]Liu C, et al., Lumichrome inhibits osteoclastogenesis and bone resorption through suppressing RANKL-induced NFAT activation and calcium signaling. J Cell Physiol. 2018 Nov;233 (11) :8971-8983.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Lumichrome

Lumichrome is a compound showing blue fluorescence, formed by a photolysis of riboflavin in acid or neutral solution. It has a role as a plant metabolite. It is functionally related to an alloxazine. It is a tautomer of a 7,8-dimethylisoalloxazine.

CAS Number1086-80-2
PubChem CID5326566
IUPAC Name7,8-dimethyl-1H-benzo[g]pteridine-2,4-dione
Molecular FormulaC12H10N4O2
Molecular Weight242.23
XLogP1.1
Topological Polar Surface Area84
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Heavy Atom Count18
Formal Charge0
Complexity386
SMILES
CC1=CC2=C(C=C1C)N=C3C(=N2)C(=O)NC(=O)N3
InChI
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)
InChIKey
ZJTJUVIJVLLGSP-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Lumichrome
CAS: 1086-80-2
CID: 5326566
Formula: C12H10N4O2
MW: 242.23
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight242.23
XLogP31.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count0
Exact Mass242.08037557
Monoisotopic Mass242.08037557
Topological Polar Surface Area84 Ų
Heavy Atom Count18
Formal Charge0
Complexity386
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes