CAS 298-81-7|8-METHOXYPSORALEN|Ammoidin|methoxsalen|Xanthotoxin|Methoxsalen|9-Methoxyfuro[3,2-g][1]benzopyran-7-one|8-MOP|9-methoxy-7H-furo[3,2-g]chromen-7-one|Metoxaleno|Methoxsalen| Xanthotoxin|Dl...

8-METHOXYPSORALENAmmoidinXanthotoxinMethoxsalen9-Methoxyfuro[3,2-g][1]benzopyran-7-one8-MOPMetoxalenoMethoxsalen XanthotoxinDltasoralen8-METHOXYPSORALENE8-Methoxypsoralen甲氧沙林9-甲氧基呋喃并[3,2-g][1]苯并吡喃-7-酮花椒毒内酯花椒毒素8-甲氧基补骨脂素花椒毒素Xanthotoxin8-甲氧基补骨脂素8-Methoxypsoralen9-methoxy-2H-furo[3,2-g]chromen-2-oneOxsoralenMethoxa-Dome8-Methoxypsoralene8-Methoxy[furano-3',2':6,7-coumarin]8-Methoxy Psoralen8-MPNew-MeladininNSC 45923Oxsoralen LotionVitpsoMethoxsalene6-Hydroxy-7-methoxy-5-benzofuranacrylic Acid δ-LactoneOxsoralen-UltraPuvalenAmmodinMeladoxenUvadexPuvametGeroxalenOxypsoralen8-Methoxy-6,7-furanocoumarinMeladininMeloxineXanthotoxineDeltapsoralen9-Methoxy-7H-furo[3,2-g][1]benzopyran-7-oneMeladinine

IUPAC Traditional name

methoxsalen

IUPAC name

9-methoxy-7H-furo[3,2-g]chromen-7-one

Brand Name

ZanthotoxinProralone-MopMethoxalenMeladoxenUltramop LotionMeloxineUvadexAmmodinNew-MeladininMethoxatenOxsoralenPsoralen-MopMeladininMethoxa-DomeMeladinineOxypsoralenOxoralenPuvametXanthoxinXanthotoxinAmmoidinOxsoralen-UltraPuvalenXanthotoxineOxsoralen LotionUltra Mop

Names and Identifiers

Registration numbers

EC Number

CAS Number

Beilstein Number

MDL Number

PubChem SID

2489684516096389846506275

PubChem CID

4114

Merck Index

145988

Registration numbers

Properties

Pharmacology Properties

Gene Information

rat ... Maoa(29253)

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB00553

Drug Groups

approved

Description

A naturally occurring furocoumarin compound found in several species of plants, including Psoralea corylifolia. It is a photoactive substance that forms DNA adducts in the presence of ultraviolet A irradiation. [PubChem]

Indication

For the treatment of psoriasis and vitiligo

Pharmacology

Methoxsalen selectively inhibits the synthesis of deoxyribonucleic acid (DNA). The guanine and cytosine content correlates with the degree of Methoxsalen-induced cross-linking. At high concentrations of the drug, cellular RNA and protein synthesis are also suppressed.

Affected Organisms

Humans and other mammals

Half Life

Approximately 2 hours

Elimination

In both mice and man, methoxsalen is rapidly metabolized. Approximately 95% of the drug is excreted as a series of metabolites in the urine within 24 hours (Pathak et al. 1977).

External Links

• [Wikipedia]

• [RxList]

• [Drugs.com]

Selleck Chemicals

S1952

Research Area: Inflammation
Biological Activity:
Methoxsalen (Oxsoralen) a naturally occurring furocoumarin compound found in several species of plants, including Psoralea corylifolia, is a drug used to treat psoriasis, eczema, vitiligo and some cutaneous Lymphomas in conjunction with exposing the skin to sunlight. It is a photoactive substance that forms DNA adducts in the presence of ultraviolet an irradiation. After activation it binds preferentially to the guanine and cytosine moieties of DNA, leading to cross-linking of DNA, thus inhibiting DNA synthesis and function. [1]

MP Biomedicals

02103296

Purity: 99%

Sigma Aldrich

M3501

Biochem/physiol Actions
8-甲氧基补骨脂素 (8-MOP) 加 A 波紫外线 (UVA) 辐射可诱导单加合物形成和 DNA 链间交联，因此可用于研究 DNA 修复和重组机制。培养的正常人黑素细胞经 8-甲氧基补骨脂素处理和 A 波紫外线 (UVA) 照射后形成 8-甲氧基补骨脂素-磷脂光加成产物，经二酰甘油取代后可在无细胞体系中激活蛋白激酶 C。8-MOP 是纯化重组细胞色素 P450 的灭活剂。它还可以通过抑制 [Ca2+] 的升高，而抑制从 P 物质激活的大鼠腹膜肥大细胞的 P 物质诱导型组胺释放。
Caution
避光。
包装
1, 5 g in glass bottle

232726

Biochem/physiol Actions
8-methoxypsoralen (8-MOP) plus ultraviolet A (UVA) irradiation induces monoadducts and interstrand cross-links in DNA and therefore can be used to study DNA repair and recombination mechanisms. Cultured normal human melanocytes treated with 8-methoxypsoralen and irradiated with ultraviolet A (UVA) formed 8-methoxypsoralen-phospholipid photoadducts that could be substituted for diacylglycerol to activate protein kinase C in a cell-free system. 8-MOP is an inactivator of purified reconstituted cytochrome P450. It also inhibits substance P-induced histamine release from substance P-activated rat peritoneal mast cells by suppressing the rise in [Ca2+].

56448

Biochem/physiol Actions
8-methoxypsoralen (8-MOP) plus ultraviolet A (UVA) irradiation induces monoadducts and interstrand cross-links in DNA and therefore can be used to study DNA repair and recombination mechanisms. Cultured normal human melanocytes treated with 8-methoxypsoralen and irradiated with ultraviolet A (UVA) formed 8-methoxypsoralen-phospholipid photoadducts that could be substituted for diacylglycerol to activate protein kinase C in a cell-free system. 8-MOP is an inactivator of purified reconstituted cytochrome P450. It also inhibits substance P-induced histamine release from substance P-activated rat peritoneal mast cells by suppressing the rise in [Ca2+].

95560

Biochem/physiol Actions
8-methoxypsoralen (8-MOP) plus ultraviolet A (UVA) irradiation induces monoadducts and interstrand cross-links in DNA and therefore can be used to study DNA repair and recombination mechanisms. Cultured normal human melanocytes treated with 8-methoxypsoralen and irradiated with ultraviolet A (UVA) formed 8-methoxypsoralen-phospholipid photoadducts that could be substituted for diacylglycerol to activate protein kinase C in a cell-free system. 8-MOP is an inactivator of purified reconstituted cytochrome P450. It also inhibits substance P-induced histamine release from substance P-activated rat peritoneal mast cells by suppressing the rise in [Ca2+].
Other Notes
Properties1; Photochemical reactions of 8-methoxypsoralen with calf thymus DNA2

TRC

M260795

Naturally occurring analog of Psoralen (P839800). Use in treatment of psoriasis and mycosis fungoides.

Molecule Details

References

PubChem Literature

From Data Sources

• http://www.drugbank.ca/drugs/DB00553

• Parrish, J.A., et al.: Int. J. Dermatol., 19, 379 (1980)

• Loutfy, M.A., et al.: Anal. Profiles Drug Subs., 9, 427 (1980)

References

Bioactivity

PubChem BioAssay

Bioactivity

Molecule

ID:435