275727
5-Methoxypsoralen
99%
Synonym(s):
4-Methoxyfuro[3,2-g]benzopyrane-7-one, Bergapten, Geralen, Heraclin, Majudin
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About This Item
Empirical Formula (Hill Notation):
C12H8O4
CAS Number:
Molecular Weight:
216.19
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
207-604-5
Beilstein/REAXYS Number:
19560
MDL number:
Quality Segment
assay
99%
mp
190-193 °C (lit.)
SMILES string
COc1c2C=CC(=O)Oc2cc3occc13
InChI
1S/C12H8O4/c1-14-12-7-2-3-11(13)16-10(7)6-9-8(12)4-5-15-9/h2-6H,1H3
InChI key
BGEBZHIAGXMEMV-UHFFFAOYSA-N
General description
5-Methoxypsoralen (Bergapten) is a high-purity furanocoumarin derivative utilized primarily as a reference standard and photo-reactive probe in advanced biochemical research. At 99% purity, this compound is optimized for studying the mechanisms of photo-activation and nucleic acid intercalation. Its well-defined chemical profile makes it a foundational tool for laboratories investigating the interactions between small molecules, ultraviolet radiation, and cellular pathways.
Application
5-Methoxypsoralen has been studied for its use in oral photochemotherapy in the treatment of psoriasis and other skin diseases.
Features and Benefits
- Analytical Grade Purity: A minimum assay of 99% ensures high reproducibility and minimizes interference in sensitive analytical assays or high-throughput screening.
- Photo-Reactive Versatility: Serves as a critical reagent for experimental models involving light-induced biological responses, including studies on DNA cross-linking and enzymatic inhibition.
- Characterized Standards: Supported by rigorous quality control protocols (HPLC/NMR), providing researchers with the precision required for kinetic and structural studies.
- Analytical Standardization & Green Chemistry: Serves as a high-purity (99%) reference standard for calibrating HPLC/MS equipment and validating more sustainable extraction methodologies, such as Supercritical Fluid Extraction (SFE).
- Enzyme Kinetics & Signaling: Utilized as a biochemical probe to study acetylcholinesterase (AChE) inhibition and the modulation of cytokine signaling pathways (specifically TNF- and IL-6) in cellular models.
- Photo-Reactive Material Science: Investigated for the development of light-activated nanocarriers and photo-responsive polymers for precision-targeted molecular delivery research.
- In Vitro Metabolic Modeling: Employed in laboratory assays to investigate the chemical pathways of adipogenesis and the regulation of lipid accumulation within experimental cell lines.
- Molecular Interaction Studies: Used to analyze the kinetics of nucleic acid intercalation and the structural dynamics of covalent bonding in furanocoumarin-DNA research.
- Biocatalysis Research: Applied as a substrate in studies involving enzyme-catalyzed transformations to explore more eco-friendly chemical synthesis routes.
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signalword
Warning
hcodes
Hazard Classifications
Carc. 2 - Muta. 2 - Skin Sens. 1
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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