1.0 2010-04-08 22:10:11 UTC 2019-11-26 03:06:52 UTC FDB012474 Xanthotoxin Present in celery, especies the outer leaves, and other common grocery vegetables. Implicated in photodermatitis among grocery workers. Isolated from Aegle marmelos (bael) Methoxsalen (marketed under the trade name Oxsoralen) is a drug used to treat psoriasis, eczema, vitiligo, and some cutaneous Lymphomas in conjunction with exposing the skin to sunlight. Methoxsalen modifies the way skin cells receive the UVA radiation, allegedly clearing up the disease. The dosage comes in 10mg tablets, which are taken in the amount of 30mg 75 minutes before a PUVA light treatment. The substance is also present in bergamot oil which is used in many perfumes and aromatherapy oils.; 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.; Patients with high blood pressure or a history of liver problems are at risk for inflammation and irreparable damage to both liver and skin. The eyes must be protected from UVA radiation. Side effects include nausea, headaches, dizziness, and in rare cases insomnia. When Eau de Cologne was made, it became a popular perfume. It contained bergamot oil as one of its components. Ladies wearing the perfume on places where the skin was radiated by the sun, noticed that their skin turned brownish at those spots. This is due to the phototoxic effects of methoxsalen present in the bergamot oil. The methoxsalen was removed, and most modern formulations of perfumes containing bergamot are de-methoxsalenised. Xanthotoxin is found in many foods, some of which are parsley, wild celery, dill, and angelica. 6-Hydroxy-7-methoxy-5-benzofuranacrylate delta-lactone 6-Hydroxy-7-methoxy-5-benzofuranacrylate δ-lactone 6-hydroxy-7-methoxy-5-benzofuranacrylic acid delta-lactone 6-Hydroxy-7-methoxy-5-benzofuranacrylic acid δ-lactone 7-Furocoumarin 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-methoxy- 7H-Furo[3,2-g][1]benzopyran-7-one, 9-methoxy- 8 Methoxypsoralen 8 MOP 8-Methoxy 8-Methoxy-(furano-3'.2':6.7-coumarin) 8-Methoxy-[furano-3'.2':6.7-coumarin] 8-Methoxy-2',3',6, 7-furocoumarin 8-Methoxy-2',3',6,7-furocoumarin 8-Methoxy-4',5',6,7-furocoumarin 8-Methoxy-4',5':6,7-furocoumarin 8-Methoxy-6,7-furanocoumarin 8-Methoxy(furano-3'.2':6.7-coumarin) 8-Methoxyfuranocoumarin 8-Methoxypsoralen 8-Methoxypsoralen with ultraviolet A therapy 8-Methoxypsoralene 8-MOP 8-MP 8MOP 9-(methyloxy)-7H-furo[3,2-g]chromen-7-one 9-metho xy-7H-furo(3,2-g)benzopyran-7-one 9-Methoxy-7H-furo(3,2-g)(1)benzopyran-7-one 9-Methoxy-7H-furo(3,2-g)benzopyran-7-one 9-Methoxy-7H-furo[3,2-g][1]benzopyran-7-one 9-Methoxy-7H-furo[3,2-g][1]benzopyran-7-one, 9CI, 8CI 9-Methoxy-7H-furo[3,2-g]chromen-7-one 9-Methoxyfuro(3,2-g)chromen-7-one 9-Methoxyfuro[3,2-g][1]benzopyran-7-one 9-Methoxyfuro[3,2-g]chromen-7-one 9-Methoxypsoralen Ammodin Ammoidin Boehringer ingelheim brand of methoxsalen Canderm brand of methoxsalen Chinoin brand of methoxsalen DB brand of methoxsalen Delta brand of methoxsalen Deltasoralen Dermatech brand of methoxsalen Dermox Galderma brand of methoxsalen Geroxalen ICN Brand 1 of Methoxsalen ICN Brand 2 of Methoxsalen ICN Brand 3 of Methoxsalen Meladinin Meladinin (van) Meladinina Meladinine Meladoxen Meloxine Methoxa dome Methoxa-Dome Methoxalen Methoxaten Methoxsalen Methoxsalen (JP15/USP) Methoxsalen [ban:jan] Methoxsalen canderm brand Methoxsalen chinoin brand Methoxsalen delta brand Methoxsalen dermatech brand Methoxsalen mex-america brand Methoxsalen plus ultraviolet radiation Methoxsalen sanofi-synthelabo brand Methoxsalen with ultra-violet a theraphy Methoxsalen, 8- Methoxsalen, BAN Methoxy-8-psoralen Mex america brand of methoxsalen Mex-america brand of methoxsalen New-meladinin O-methylxanthotoxol Oxoralen Oxsoralen Oxsoralen (TN) Oxsoralen lotion Oxsoralen ul tra Oxsoralen ultra Oxsoralen-ultra Oxypsoralen Proralone-mop Psoralen-mop Psoralon-mop Puvalen Puvamet Sanofi synthelabo brand of methoxsalen Sanofi-synthelabo brand of methoxsalen Ultra mop Ultramop Uvadex Xanthotoxine Xanthoxin Zanthotoxin C12H8O4 216.192 216.042258738 9-methoxy-7H-furo[3,2-g]chromen-7-one methoxsalen 298-81-7 COC1=C2OC(=O)C=CC2=CC2=C1OC=C2 InChI=1S/C12H8O4/c1-14-12-10-8(4-5-15-10)6-7-2-3-9(13)16-11(7)12/h2-6H,1H3 QXKHYNVANLEOEG-UHFFFAOYSA-N belongs to the class of organic compounds known as 8-methoxypsoralens. These are psoralens containing a methoxy group attached at the C8 position of the psoralen group. 8-methoxypsoralens Organic compounds Phenylpropanoids and polyketides Coumarins and derivatives Furanocoumarins Aromatic heteropolycyclic compounds 1-benzopyrans Alkyl aryl ethers Anisoles Benzofurans Furans Heteroaromatic compounds Hydrocarbon derivatives Lactones Organic oxides Oxacyclic compounds Pyranones and derivatives 1-benzopyran 8-methoxypsoralen Alkyl aryl ether Anisole Aromatic heteropolycyclic compound Benzenoid Benzofuran Benzopyran Ether Furan Heteroaromatic compound Hydrocarbon derivative Lactone Organic oxide Organic oxygen compound Organoheterocyclic compound Organooxygen compound Oxacycle Pyran Pyranone Furanocoumarins Polyketides an 8-methoxyfurocoumarin aromatic ether psoralens Solid logp 2.10 ALOGPS logs -3.12 ALOGPS solubility 1.64e-01 g/l ALOGPS melting_point Mp 148° logp 1.78 ChemAxon pka_strongest_basic -2.9 ChemAxon iupac 9-methoxy-7H-furo[3,2-g]chromen-7-one ChemAxon average_mass 216.192 ChemAxon mono_mass 216.042258738 ChemAxon smiles COC1=C2OC(=O)C=CC2=CC2=C1OC=C2 ChemAxon formula C12H8O4 ChemAxon inchi InChI=1S/C12H8O4/c1-14-12-10-8(4-5-15-10)6-7-2-3-9(13)16-11(7)12/h2-6H,1H3 ChemAxon inchikey QXKHYNVANLEOEG-UHFFFAOYSA-N ChemAxon polar_surface_area 48.67 ChemAxon refractivity 56.85 ChemAxon polarizability 20.98 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 2325 Specdb::EiMs 527 Specdb::MsMs 7721 Specdb::MsMs 7722 Specdb::MsMs 7723 Specdb::MsMs 14393 Specdb::MsMs 14394 Specdb::MsMs 14395 Specdb::MsMs 374288 Specdb::MsMs 374549 Specdb::MsMs 374590 Specdb::MsMs 445477 Specdb::MsMs 445483 Specdb::MsMs 445484 Specdb::MsMs 449522 Specdb::MsMs 449524 Specdb::MsMs 449525 Specdb::MsMs 449610 Specdb::MsMs 449611 Specdb::MsMs 450539 Specdb::MsMs 450780 Specdb::MsMs 451210 Specdb::MsMs 452179 Specdb::MsMs 452180 Specdb::MsMs 2227199 Specdb::MsMs 2227531 Specdb::MsMs 2227605 Specdb::CMs 5634 Specdb::CMs 32267 Specdb::CMs 32268 Specdb::CMs 100152 Specdb::CMs 100153 Specdb::CMs 170266 HMDB14693 8MO Angelica Type 1 specific Angelica keiskei 357850 Anise Type 1 specific Pimpinella anisum 271192 Caraway Type 1 specific Carum carvi 48032 Carrot Type 1 specific Daucus carota ssp. sativus 79200 0.095 0.16 0.03 mg/100 g Celery stalks Type 1 specific Apium graveolens var. dulce 117781 0.757429 0.757428578 0.757428578 mg/100 g Coriander Type 1 specific Coriandrum sativum 4047 Corn Type 1 specific Zea mays 4577 Dill Type 1 specific Anethum graveolens 40922 Fennel Type 1 specific Foeniculum vulgare 48038 0.05 0.05 0.05 mg/100 g Fig Type 1 specific Ficus carica 3494 Fruits Unknown generic Green vegetables Unknown generic Lambsquarters Type 1 specific Chenopodium album 3559 Lovage Type 1 specific Levisticum officinale 48042 0.05 0.05 0.05 mg/100 g Parsley Type 1 specific Petroselinum crispum 4043 4.969375 14.6 0.25 mg/100 g Parsnip Type 1 specific Pastinaca sativa 4041 65.65 80.0 51.3 mg/100 g Wild carrot Type 1 specific Daucus carota 4039 0.095 0.16 0.03 mg/100 g Wild celery Type 1 specific Apium graveolens 4045 0.04125 0.05 0.0325 mg/100 g bitter Anti aflatoxin 92 A substance that diminishes the rate of a chemical reaction. Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti dermatitic 225 A drug used to treat or prevent skin disorders or for the routine care of skin. Anti feedant 275 Anti histaminic 331 Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists. Anti keratotic 380 Anti mitotic 441 Anti mycotic 456 Anti pruritic 558 A drug used to treat or prevent skin disorders or for the routine care of skin. Anti scleromyxoedemic 596 A drug used to treat or prevent skin disorders or for the routine care of skin. Anti-alopecic 104 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-leucodermic 392 Anti-lymphomic 414 Anti-mutagenic 451 Anti-pityriasic 529 Anti-psoriac 562 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-spasmodic 619 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-staphylococcic 627 A substance that kills or slows the growth of bacteria. Anti-viral 689 A substance that destroys or inhibits replication of viruses. Anti-vitiligic 690 Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Antitumor promoter 673 A substance that inhibits or prevents the proliferation of neoplasms. Artemicide 707 Bufocide 747 Calcium antagonist 748 Substance that attaches to and blocks cell receptors that normally bind naturally occurring substances. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Candidicide 756 Carcinogenic 762 A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities. Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. Dermatitigenic 875 Emetic 899 Fungicide 940 A substance used to destroy fungal pests. Fungistat 942 Hepatoprotective 981 Any compound that is able to prevent damage to the liver. Herbicide 986 A substance used to destroy plant pests. Hypertrichotic 1010 Immunosuppressant 1033 An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. Insecticide 1040 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Lipolytic 1074 Lymphocytogenic 1083 Melaninogenic 1094 Mitogenic 1108 Molluscicide 1113 A substance used to destroy pests of the phylum Mollusca. Mutagenic 1125 Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Photodermatitigenic 1220 Phototoxic 1222 Phytoalexin 1223 A toxin made by a plant that acts against an organism attacking it. Piscicide 1228