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Bergapten

CAT: 0013-GTR19161905-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19161905-01Size:500 mg
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Description
5-Methoxypsoralen, a naturally occurring linear furocoumarin, has been successfully used in combination with ultraviolet (UV) A irradiation [psoralen plus UV (PUVA) ] to manage psoriasis and vitiligo; inhibit proliferation in the human hepatocellular carcinoma cell line. (In Vitro) :There is decreased N-acetyltransferase (NAT) activity in SC-M1 cells at concentrations of Bergapten (5-Methoxypsoralen, 5-MOP) from 0.05 mM to 25 mM, but no obvious dose-dependent effect is found between these doses (r=0.5687) . In COLO 205 cells, there is decreased NAT activity at low doses of Bergapten (0.05 mM and 0.5 mM) and increased NAT activity at a high dose (50 mM) . Bergapten induces a dosedependent effect in our experimental concentrations on COLO 205 cells (r=0.8912) ; a promotion effect at a higher dose (50 mM) and an inhibition effect at lower doses (0.05-0.5 mM), while the concentrations 5-25 mM has no significant difference compared with the control regimen. Bergapten (5-Methoxypsoralen) exerts inhibitory effects on diabetes-related osteoporosis via the regulation of the PI3K/AKT, JNK/MAPK and NF-κB signaling pathways in osteoprotegerin knockout mice. Bergapten has also been shown to significantly inhibit the production of pro-inflammatory cytokines. Bergapten exhibits the ability to significantly inhibit RANKL-RANK signaling transduction, and to suppress the activation of the PI3K/AKT, JNK/MAPK and NF-κB signaling pathways, thus protecting trabecular structure and decreasing osteoclastogenic differentiation. (In Vivo) :The metabolic activity of NAT of the rat colon is higher than that of the stomach, and Bergapten (5-Methoxypsoralen, 5-MOP) causes a decrease of AF concentration in the stomach at the 24-h time-period. The concentrations of AAF in the stomach and colon are low. Although DMSO (solvent) influenced the metabolism of AAF, compared with the control regimen, Bergapten still causes an increase in the further metabolism of AAF, and a decrease in the concentration of AAF in the stomach at 24 h, and in the colon during the 24- to 72-h time-period.
CAS Number
484-20-8
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
DMSO: 5 mg/mL (23.12 mM)
Smiles
COC1=C2C=CC (=O) OC2=CC2=C1C=CO2
Molecular Formula
C12H8O4
Molecular Weight
216.19
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Bergapten

5-Methoxypsoralen with ultraviolet A therapy can cause cancer according to an independent committee of scientific and health experts.

CAS Number484-20-8
PubChem CID2355
IUPAC Name4-methoxyfuro[3,2-g]chromen-7-one
Molecular FormulaC12H8O4
Molecular Weight216.19
XLogP2.3
Topological Polar Surface Area48.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Heavy Atom Count16
Formal Charge0
Complexity325
SMILES
COC1=C2C=CC(=O)OC2=CC3=C1C=CO3
InChI
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
InChIKey
BGEBZHIAGXMEMV-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Bergapten
CAS: 484-20-8
CID: 2355
Formula: C12H8O4
MW: 216.19
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight216.19
XLogP32.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass216.04225873
Monoisotopic Mass216.04225873
Topological Polar Surface Area48.7 Ų
Heavy Atom Count16
Formal Charge0
Complexity325
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