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Methoxsalen (8-Methoxypsoralen): sc-200505
Methoxsalen (8-Methoxypsoralen) (CAS 298-81-7)
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Alternate Names:
8-MOP;Xanthotoxin;Ammoidin
Application:
Methoxsalen (8-Methoxypsoralen) is a potent suicide inhibitor of cytochrome P-450
CAS Number:
298-81-7
Purity:
≥99%
Molecular Weight:
216.2
Molecular Formula:
C12H8O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Methoxsalen (8-Methoxypsoralen) is a potent tricyclic furocoumarin suicide inhibitor of CYP (cytochrome P-450). As a member of the foranocoumarins, 8-Methoxypsoralen has shown more potency than 5-MOP, 5-OH-P , DH-8-MOP and psoralen in the inhibiton of CYP2B1 (cytochrome P-450 2B1). Methoxsalen has been shown to completely inhibit the metabolism of nicotine (sc-212379) in vitro. The compound has been observed to inhibit the metabolism of theophylline (sc-202835), caffeine (sc-202514), hexobarbital and phenytoin (sc-210385).
References:
- Inhibition of nicotine metabolism by methoxysalen: Pharmacokinetic and pharmacological studies in mice. | Damaj, MI., et al. 2007. J Pharmacol Exp Ther. 320: 250-7. PMID: 17021260
- Inhibition and induction of theophylline metabolism by 8-methoxypsoralen. In vivo study in rats and humans. | Apseloff, G., et al. 1990. Drug Metab Dispos. 18: 298-303. PMID: 1974189
- Psoralens in senescing leaves ofRuta graveolens. | Zobel, AM. and Brown, SA. 1991. J Chem Ecol. 17: 1801-10. PMID: 24257921
- Identification of eight coumarins occurring with psoralen, xanthotoxin, and bergapten on leaf surfaces. | Zobel, AM., et al. 1991. J Chem Ecol. 17: 1859-70. PMID: 24257925
- Comparison of furanocoumarin concentrations of greenhouse-grownRuta chalepensis with outdoor plants later transferred to a greenhouse. | Zobel, AM. 1991. J Chem Ecol. 17: 21-7. PMID: 24258431
- Dermatitis-inducing furanocoumarins on leaf surfaces of eight species of Rutaceous and Umbelliferous plants. | Zobel, AM. and Brown, SA. 1990. J Chem Ecol. 16: 693-700. PMID: 24263585
- Glutathione S-transferase SlGSTE1 in Spodoptera litura may be associated with feeding adaptation of host plants. | Zou, X., et al. 2016. Insect Biochem Mol Biol. 70: 32-43. PMID: 26631599
- The drug methoxsalen, a suicide substrate for cytochrome P-450, decreases the metabolic activation, and prevents the hepatotoxicity, of carbon tetrachloride in mice. | Labbe, G., et al. 1987. Biochem Pharmacol. 36: 907-14. PMID: 3105541
- Methoxsalen is a potent inhibitor of the metabolism of caffeine in humans. | Mays, DC., et al. 1987. Clin Pharmacol Ther. 42: 621-6. PMID: 3690940
- Inactivation and induction of cytochrome P-450 by various psoralen derivatives in rats. | Letteron, P., et al. 1986. J Pharmacol Exp Ther. 238: 685-92. PMID: 3735138
- Inactivation of cytochrome P-450 by the drug methoxsalen. | Fouin-Fortunet, H., et al. 1986. J Pharmacol Exp Ther. 236: 237-47. PMID: 3941395
- Oral methoxsalen photochemotherapy for the treatment of psoriasis: a cooperative clinical trial. | Melski, JW., et al. 1977. J Invest Dermatol. 68: 328-35. PMID: 864273
- Mechanism-based inactivation of cytochrome P450 2B1 by 8-methoxypsoralen and several other furanocoumarins. | Koenigs, LL. and Trager, WF. 1998. Biochemistry. 37: 13184-93. PMID: 9748325