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Namespace Prefixes

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Statements

Subject Item
n2:DB04571
rdf:type
n3:Drug
n3:description
Trioxsalen (trimethylpsoralen, trioxysalen or trisoralen) is a furanocoumarin and a psoralen derivative. It is obtained from several plants, mainly Psoralea corylifolia. Like other psoralens it causes photosensitization of the skin. It is administered either topically or orally in conjunction with UV-A (the least damaging form of ultraviolet light) for phototherapy treatment of vitiligo[1] and hand eczema.[2] After photoactivation it creates interstrand cross-links in DNA, which can cause programmed cell death unless repaired by cellular mechanisms. In research it can be conjugated to dyes for confocal microscopy and used to visualize sites of DNA damage.[3] The compound is also being explored for development of antisense oligonucleotides that can be cross-linked specifically to a mutant mRNA sequence without affecting normal transcripts differing at even a single base pair.
n3:generalReferences
# van Coevorden AM, Kamphof WG, van Sonderen E, Bruynzeel DP, Coenraads PJ: Comparison of oral psoralen-UV-A with a portable tanning unit at home vs hospital-administered bath psoralen-UV-A in patients with chronic hand eczema: an open-label randomized controlled trial of efficacy. Arch Dermatol. 2004 Dec;140(12):1463-6. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/15611423 # Thazhathveetil AK, Liu ST, Indig FE, Seidman MM: Psoralen conjugates for visualization of genomic interstrand cross-links localized by laser photoactivation. Bioconjug Chem. 2007 Mar-Apr;18(2):431-7. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/17373769 # Higuchi M, Yamayoshi A, Kobori A, Yamaoka T, Murakami A: Synthesis and properties of photo-reactive antisense oligonucleotides containing 2'-O-psoralen-conjugated adenosine. Nucleic Acids Symp Ser (Oxf). 2005;(49):331-2. "Pubmed":http://www.ncbi.nlm.nih.gov/pubmed/17150768
n3:group
approved
n3:indication
Trioxsalen is a pigmenting photosensitizing agent used in conjunction with ultraviolet light in the treatment of vitiligo.
owl:sameAs
n6:DB04571 n20:DB04571
dcterms:title
Trioxsalen
adms:identifier
n8:PA164747186 n9:Trioxsalen n11:DB04571 n14:C09314 n15:D01034
n3:mechanismOfAction
After photoactivation it creates interstrand cross-links in DNA, which can cause programmed cell death.
n3:synonym
Trioxsalen trioxysalen trimethylpsoralen Trioxysalenum 6-Hydroxy-beta,2,7-trimethyl-5-benzofuranacrylic acid, delta-lactone Trioxysalene 2',4,8-Trimethylpsoralen trisoralen 4,8,5'-Trimethylpsoralen Trioxisaleno 4,5',8-Trimethylpsoralen
n3:foodInteraction
avoid eating limes, figs, parsley, parsnips, mustard, carrots, and celery while you are being treated with trioxsalen
n16:hasConcept
n17:M0022009
foaf:page
n19:trioxsalen.html
n3:IUPAC-Name
n4:271B3F67-363D-11E5-9242-09173F13E4C5
n3:InChI
n4:271B3F6D-363D-11E5-9242-09173F13E4C5
n3:Molecular-Formula
n4:271B3F6C-363D-11E5-9242-09173F13E4C5
n3:Molecular-Weight
n4:271B3F69-363D-11E5-9242-09173F13E4C5
n3:Monoisotopic-Weight
n4:271B3F6A-363D-11E5-9242-09173F13E4C5
n3:SMILES
n4:271B3F6B-363D-11E5-9242-09173F13E4C5
n3:Water-Solubility
n4:271B3F65-363D-11E5-9242-09173F13E4C5
n3:logP
n4:271B3F66-363D-11E5-9242-09173F13E4C5 n4:271B3F63-363D-11E5-9242-09173F13E4C5
n3:logS
n4:271B3F64-363D-11E5-9242-09173F13E4C5
n12:hasATCCode
n13:D05AD01 n13:D05BA01
n3:H-Bond-Acceptor-Count
n4:271B3F73-363D-11E5-9242-09173F13E4C5
n3:H-Bond-Donor-Count
n4:271B3F74-363D-11E5-9242-09173F13E4C5
n3:InChIKey
n4:271B3F6E-363D-11E5-9242-09173F13E4C5
n3:Polar-Surface-Area--PSA-
n4:271B3F6F-363D-11E5-9242-09173F13E4C5
n3:Polarizability
n4:271B3F71-363D-11E5-9242-09173F13E4C5
n3:Refractivity
n4:271B3F70-363D-11E5-9242-09173F13E4C5
n3:Rotatable-Bond-Count
n4:271B3F72-363D-11E5-9242-09173F13E4C5
n3:casRegistryNumber
3902-71-4
n3:category
n3:Bioavailability
n4:271B3F78-363D-11E5-9242-09173F13E4C5
n3:Ghose-Filter
n4:271B3F7A-363D-11E5-9242-09173F13E4C5
n3:MDDR-Like-Rule
n4:271B3F7B-363D-11E5-9242-09173F13E4C5
n3:Melting-Point
n4:271B3F7C-363D-11E5-9242-09173F13E4C5
n3:Number-of-Rings
n4:271B3F77-363D-11E5-9242-09173F13E4C5
n3:Physiological-Charge
n4:271B3F76-363D-11E5-9242-09173F13E4C5
n3:Rule-of-Five
n4:271B3F79-363D-11E5-9242-09173F13E4C5
n3:Traditional-IUPAC-Name
n4:271B3F68-363D-11E5-9242-09173F13E4C5
n3:pKa--strongest-basic-
n4:271B3F75-363D-11E5-9242-09173F13E4C5