methoxsalen indications/contra

Stem definitionDrug idCAS RN
30 298-81-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • 8-MOP
  • methoxsalene
  • 8-Methoxypsoralen
  • 8-Methoxypsoralene
  • deltapsoralen
  • meladinin
  • meladinine
  • meladoxen
  • meloxine
  • methoxsalen
  • oxsoralen
  • xanthotoxin
  • xanthotoxine
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.
  • Molecular weight: 216.19
  • Formula: C12H8O4
  • CLOGP: 2.31
  • LIPINSKI: 0
  • HAC: 4
  • HDO: 0
  • TPSA: 48.67
  • ALOGS: -3.12
  • ROTB: 1

Drug dosage:

DoseUnitRoute
10 mg O

Approvals:

DateAgencyCompanyOrphan
Dec. 3, 1954 FDA VALEANT PHARM INTL

FDA Adverse Event Reporting System

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MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Off label use 45.71 32.31 14 77 53963 3331805

Pharmacologic Action:

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SourceCodeDescription
ATC D05AD02 DERMATOLOGICALS
ANTIPSORIATICS
ANTIPSORIATICS FOR TOPICAL USE
Psoralens for topical use
ATC D05BA02 DERMATOLOGICALS
ANTIPSORIATICS
ANTIPSORIATICS FOR SYSTEMIC USE
Psoralens for systemic use
CHEBI has role CHEBI:50177 dermatologic drug
CHEBI has role CHEBI:35610 antineoplastic agent
CHEBI has role CHEBI:47868 photosensitizing agent
CHEBI has role CHEBI:50684 cross-linking reagent
FDA MoA N0000010217 Photoabsorption
FDA EPC N0000175984 Photoactivated Radical Generator
FDA PE N0000009801 Photosensitizing Activity
FDA EPC N0000175879 Psoralen
FDA Chemical/Ingredient N0000007909 Psoralens
MeSH PA D003432 Cross-Linking Reagents
MeSH PA D003879 Dermatologic Agents
MeSH PA D007202 Indicators and Reagents
MeSH PA D017319 Photosensitizing Agents
MeSH PA D011838 Radiation-Sensitizing Agents

Drug Use (View source of the data)

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DiseaseRelationSNOMED_IDDOID
Vitiligo indication 56727007 DOID:12306
Primary cutaneous T-cell lymphoma indication 400122007
Severe Recalcitrant Psoriasis indication
Albinism contraindication 15890002
Aphakia contraindication 24010005
Xeroderma pigmentosum contraindication 44600005 DOID:0050427
Erythropoietic protoporphyria contraindication 51022005 DOID:13270
Systemic lupus erythematosus contraindication 55464009 DOID:9074
Variegate porphyria contraindication 58275005 DOID:4346
Porphyria cutanea tarda contraindication 61860000 DOID:3132
Photosensitivity contraindication 90128006
Bilateral cataracts contraindication 95722004
Hydroa vacciniforme contraindication 200837006
Disease of liver contraindication 235856003 DOID:409
Basal cell carcinoma of skin contraindication 254701007 DOID:2513
Pregnancy, function contraindication 289908002
Malignant melanoma contraindication 372244006 DOID:1909
Squamous cell carcinoma contraindication 402815007 DOID:1749
Breastfeeding (mother) contraindication 413712001
Porphyria contraindication 418470004 DOID:13268
Lichen planus off-label use 4776004 DOID:9201
Alopecia areata off-label use 68225006 DOID:986
Mycosis fungoides off-label use 118618005 DOID:8691

Acid dissociation constants calculated using MoKa v3.0.0

None

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Cytochrome P450 1A2 Enzyme IC50 7.40 DRUG MATRIX
Amine oxidase [flavin-containing] A Enzyme IC50 4.07 CHEMBL
Acetylcholinesterase Enzyme IC50 6.12 CHEMBL
DNA DNA CROSS-LINKING AGENT DRUG LABEL DRUG LABEL

External reference:

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IDSource
DB00553 DRUGBANK_ID
C0740123 UMLSCUI
D00139 KEGG_DRUG
CHEMBL416 ChEMBL_ID
4114 PUBCHEM_CID
4018889 VANDF
44317 MMSL
6854 RXNORM
400526000 SNOMEDCT_US
41062004 SNOMEDCT_US
5080 MMSL
d01434 MMSL
N0000007393 NDFRT
N0000147183 NDFRT
002018 NDDF
CHEBI:18358 CHEBI
D008730 MESH_DESCRIPTOR_UI
U4VJ29L7BQ UNII
8MO PDB_CHEM_ID

Pharmaceutical products:

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ProductCategoryIngredientsNDCFormQuantityRoute MarketingLabel
Oxsoralen-Ultra HUMAN PRESCRIPTION DRUG LABEL 1 0187-0650 CAPSULE, LIQUID FILLED 10 mg ORAL NDA 15 sections
Methoxsalen HUMAN PRESCRIPTION DRUG LABEL 1 45963-325 CAPSULE, LIQUID FILLED 10 mg ORAL ANDA 14 sections
UVADEX HUMAN PRESCRIPTION DRUG LABEL 1 64067-216 INJECTION, SOLUTION 20 ug EXTRACORPOREAL NDA 15 sections
Methoxsalen HUMAN PRESCRIPTION DRUG LABEL 1 64380-752 CAPSULE, LIQUID FILLED 10 mg ORAL ANDA 23 sections
Methoxsalen HUMAN PRESCRIPTION DRUG LABEL 1 68682-065 CAPSULE, LIQUID FILLED 10 mg ORAL NDA authorized generic 15 sections