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Substance Name: Methoxsalen [USP:BAN:JAN]
RN: 298-81-7
UNII: U4VJ29L7BQ
InChIKey: QXKHYNVANLEOEG-UHFFFAOYSA-N

Note

  • 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 Formula

  • C12-H8-O4

Molecular Weight

  • 216.1912
 

Classification Codes

Classification Codes

  • Cross-Linking Reagents
  • Dermatologic Agents
  • Drug / Therapeutic Agent
  • Indicators and Reagents
  • Mutation Data
  • Photosensitizing Agents
  • Pigmentation Agent
  • Radiation-Sensitizing Agents
  • Reproductive Effect
  • Tumor Data

Superlist Classification Codes

  • Known to be a Carcinogen
  • Overall Carcinogenic Evaluation: Group 1

Names and Synonyms

Name of Substance

  • 8-Methoxypsoralen
  • Methoxsalen
  • Methoxsalen [USP:BAN:JAN]

MeSH Heading

  • Methoxsalen

Synonyms

  • 5-19-06-00015 (Beilstein Handbook Reference)
  • 5-Benzofuranacrylic acid, 6-hydroxy-7-methoxy-, delta-lactone
  • 6-Hydroxy-7-methoxy-5-benzofuranacrylic acid delta-lactone
  • 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-methoxy-
  • 8-Methoxy-(furano-3'.2':6.7-coumarin)
  • 8-Methoxy-2',3',6,7-furocoumarin
  • 8-Methoxy-4',5',6,7-furocoumarin
  • 8-Methoxypsoralen
  • 8-Methoxypsoralene
  • 8-MOP
  • 9-Methoxy-7H-furo(3,2-g)(1)benzopyran-7-one
  • 9-Methoxypsoralen
  • Ammodin
  • Ammoidin
  • BRN 0196453
  • CCRIS 2083
  • EINECS 206-066-9
  • Geroxalen
  • HSDB 2505
  • Meladinin
  • Meladinin (VAN)
  • Meladinine
  • Meladoxen
  • Meloxine
  • Methoxa-Dome
  • Methoxsalen
  • NCI-C55903
  • New-meladinin
  • NSC 45923
  • Oxsoralen
  • Oxsoralen Lotion
  • Oxsoralen Ultra
  • Oxsoralen-Ultra
  • Oxypsoralen
  • Psoralon-MOP
  • Puvalen
  • Puvamet
  • UNII-U4VJ29L7BQ
  • Uvadex
  • Xanthotoxin
  • Xanthotoxine

Systematic Names

  • 7H-Furo(3,2-g)(1)benzopyran-7-one, 9-methoxy-
  • 8-Methoxypsoralen
  • 9-Methoxyfuro(3,2-g)chromen-7-one

Superlist Names

  • 8-Methoxypsoralen
  • 8-Methoxypsoralen with ultraviolet A therapy
  • Methoxsalen plus ultraviolet radiation

Registry Numbers

CAS Registry Number

  • 298-81-7

FDA UNII

  • U4VJ29L7BQ

Other Registry Number

  • 12692-94-3

System Generated Number

  • 0000298817

Structure Descriptors

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

InChIKey

QXKHYNVANLEOEG-UHFFFAOYSA-N

Smiles

COc1c2OC(=O)C=Cc2cc3ccoc13

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 505mg/kg (505mg/kg)   "Psoralens in Cosmetics and Dermatology, Proceedings of the International Symposium, Paris, 1981," Cahn, J., et al., eds., Paris, Pergamon Press France, 1981Vol. -, Pg. 303, 1981.
mouse LD50 intraperitoneal 250mg/kg (250mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Drug and Chemical Toxicology. Vol. 2, Pg. 309, 1979.
mouse LD50 oral 423mg/kg (423mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: ATAXIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Drug and Chemical Toxicology. Vol. 2, Pg. 309, 1979.
mouse LD50 subcutaneous 860mg/kg (860mg/kg)   Drugs in Japan Vol. 6, Pg. 837, 1982.
rat LD50 intraperitoneal 158mg/kg (158mg/kg)   Drug and Chemical Toxicology. Vol. 2, Pg. 309, 1979.
rat LD50 oral 791mg/kg (791mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Drug and Chemical Toxicology. Vol. 2, Pg. 309, 1979.
rat LD50 subcutaneous 1880mg/kg (1880mg/kg)   Drugs in Japan Vol. -, Pg. 1372, 1995.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 148 deg C   EXP
log P (octanol-water) 2.140 (none)   EST
Water Solubility 47.6 mg/L 30 EXP
Atmospheric OH Rate Constant 1.06E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.