Methoxsalen (CED0008033)

Record Information

Version

1.0

Creation Date

2009-06-08 20:21:21 UTC

Update Date

2026-05-14 16:42:01 UTC

SynCED ID

CED0008033

Secondary Accession Numbers

CHEM000734
T3D0836

Identification

Common Name

Methoxsalen

Class

Small Molecule

Description

Methoxsalen belongs to the furanocoumarins, a subclass of coumarins and derivatives within the organic compounds. It is an exogenous solid with the formula C12H8O4 and an average molecular weight of 216.19 g/mol. This plant metabolite serves as a dermatologic drug, antineoplastic agent, photosensitizing agent, and cross-linking reagent. It is used as a treatment for psoriasis (PMC3524969 ). The compound is found in 13 recorded sources, including antipsoriatics, soap detergents, perfumes within detergents and soaps, non electric simulated smoking devices, the preparation of vinegar, food preservation, fermentation processes for beer, the preparation of wort, and electrical and electronic equipment such as electrodes, discharge lamps, conductive bodies or amplifiers, and electrically stimulated smoking devices. Exposure routes include topical, oral, and extracorporeal administration. Methoxsalen interacts with five recorded protein targets: Amine oxidase [flavin-containing] A (MAOA), Acetylcholinesterase (ACHE), Cytochrome P450 3A4 (CYP3A4), Cytochrome P450 2C9 (CYP2C9), and one other protein. Regarding health effects, the compound is associated with Fanconi anemia (PMC1241709 ).

Contaminant Type

Aromatic Hydrocarbon
Cross-Linking Reagent
Drug
Ester
Ether
Food Toxin
Furocoumarin
Metabolite
Natural Compound
Organic Compound
Photosensitizing Agent
Pigmenting Agent
Plant Toxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₁₂H₈O₄

Average Molecular Mass

216.192 g/mol

Monoisotopic Mass

216.042 g/mol

CAS Registry Number

298-81-7

IUPAC Name

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

Traditional Name

methoxsalen

SMILES

COC1=C2OC(=O)C=CC2=CC2=C1OC=C2

InChI Identifier

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

InChI Key

QXKHYNVANLEOEG-UHFFFAOYSA-N

Chemical Taxonomy

Classification

Not classified

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Biological Roles

plant metabolite ?Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms
phytotoxin (PMC4674796 )?A chemical substance naturally produced by plants and poisonous to other organisms
allelochemical (PMC13411725 )?
drug (PMC7499361 )?
inhibitor (PMC2737065 , PMC5564436 )?

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Solid

Appearance

White powder.

Experimental Properties

Property	Value
Melting Point	148°C
Boiling Point	Not Available
Solubility	47.6 mg/L (at 30°C)

Predicted Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	2.1	ALOGPS
logP	1.78	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	48.67 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	56.85 m³·mol⁻¹	ChemAxon
Polarizability	20.98 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum	splash10-00ri-6940000000-921a3e8adbbde5f7a0c3	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-003b-4950000000-4e2c001531825f6dddca	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-00ri-6940000000-921a3e8adbbde5f7a0c3	Not Available	View Spectrum
GC-MS	GC-MS Spectrum	splash10-003b-4950000000-4e2c001531825f6dddca	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-000i-1920000000-98f6cfda190045d0762a	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-1590000000-f70cf2b0756e8c80c17b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0890000000-f76d6fb28854a5d7b6cd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fk9-0920000000-c2bd0b76c5aed757e904	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0090000000-cecd035cc60695427f78	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0gb9-0290000000-2e17076c991ea61ced1a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uk9-0970000000-59c3b8004baa44f8d3a5	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0190000000-cc04ec8c7265ba3a7297	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0970000000-82c4c7eefd54ad509f69	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00xs-0900000000-991b5b7dc028219e593b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0970000000-dc6cd01d5d2e5eeaae30	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0970000000-ee8aa480dca6e72a74fb	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0890000000-f76d6fb28854a5d7b6cd	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-1590000000-f70cf2b0756e8c80c17b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0fk9-0920000000-c2bd0b76c5aed757e904	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0gi0-1960000000-82bc07f73bc5b2044642	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0690000000-770dc5d0db7e86d8ba07	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00dj-0900000000-b06196cd7070da3a2e98	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0090000000-ed4db851d39c50628cea	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uxr-0490000000-6e7169196da6a70b89d6	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uxr-0490000000-56b54266cd0a8fe19a61	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0090000000-5ee7195c65024c05644e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uk9-0950000000-25f1bde54226c86e200b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0900000000-6756c79c7ed6df6e3151	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0gb9-0290000000-d91001f621e25fc3d279	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0090000000-8e0902d7aad1970cf34b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0udi-0970000000-82c4c7eefd54ad509f69	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00xs-0900000000-991b5b7dc028219e593b	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00y4-6900000000-296f60dc3a2f88aee009	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uxr-0790000000-985dc041ea6e7e342a04	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0390000000-722bb66bd3c659bf933e	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0090000000-aa9d9698d46bfe7acc72	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0v4r-0950000000-8965606a84d08390d397	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00xr-0900000000-1a2bfcbb3d6f45262065	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0v4i-0890000000-5819b66552bd5595d8a3	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uk9-0980000000-49364237a1e8efe0fc8a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0090000000-75f29761cbc3a663749f	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0190000000-411955d3585cb1bc98d8	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0gb9-0290000000-306c8e00b2f79fb394a2	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00xu-3900000000-a6867acc3eb3dd135282	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0uk9-0980000000-139030fce0ce3e7d5f17	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0gb9-0290000000-f3f3907547356f2684bf	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-014i-0090000000-e6a7b264c3397becd23a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0w90-0950000000-0a31eda71474cf7e3bef	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-00di-0910000000-31fec673195388099cc7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0090000000-4767833559e7bd183ce0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0090000000-c471bf567e8a63e00e51	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-01bi-0930000000-72a72a3eb013e045bdb0	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0290000000-c9557f276875a3bf1d2b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0390000000-ff927b8db6ef70ef822d	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00di-0910000000-d2e511be224be1b3530e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0090000000-f3b1b7cd2b3d93168c5f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0090000000-f3b1b7cd2b3d93168c5f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0900000000-897dce3d8b9816d2be6f	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0090000000-7891ec2b2bad4a52dc5c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-014i-0190000000-3dbf1c5d076dd8966615	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00xr-0950000000-84bf7e3f6064a69b406f	Not Available	View Spectrum
MS	MS Spectrum	splash10-014i-9670000000-3e0fa2e9c81c3bc1d936	Not Available	View Spectrum

Toxicity Profile

Toxicity Values

Toxicity Value	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Toxicity Rating	Reference
830.0 Log mg/kg [470:1500]	Rat	LD50	oral	predicted	Not Available	Not Available
40.0 ul/org	Mouse	LOEL	dermal	experimental	Not Available	ECOTOX - EPA ORD
40.0 ul/org	Mouse	NOEL	dermal	experimental	Not Available	ECOTOX - EPA ORD
0.06 % w/v	Mouse	LOEL	dermal	experimental	Not Available	ECOTOX - EPA ORD
0.5 % w/v	Mouse	NOEL	dermal	experimental	Not Available	ECOTOX - EPA ORD
40.0 ul/org	Mouse	LOEL	dermal	experimental	Not Available	ECOTOX - EPA ORD
40.0 ul/org	Mouse	LOEL	dermal	experimental	Not Available	ECOTOX - EPA ORD

Toxicity / Toxin Class

Not Available

Mechanism of Toxicity

Methoxsalen is a cholinesterase or acetylcholinesterase (AChE) inhibitor. A cholinesterase inhibitor (or 'anticholinesterase') suppresses the action of acetylcholinesterase. Because of its essential function, chemicals that interfere with the action of acetylcholinesterase are potent neurotoxins, causing excessive salivation and eye-watering in low doses, followed by muscle spasms and ultimately death. Nerve gases and many substances used in insecticides have been shown to act by binding a serine in the active site of acetylcholine esterase, inhibiting the enzyme completely. Acetylcholine esterase breaks down the neurotransmitter acetylcholine, which is released at nerve and muscle junctions, in order to allow the muscle or organ to relax. The result of acetylcholine esterase inhibition is that acetylcholine builds up and continues to act so that any nerve impulses are continually transmitted and muscle contractions do not stop. Among the most common acetylcholinesterase inhibitors are phosphorus-based compounds, which are designed to bind to the active site of the enzyme. The structural requirements are a phosphorus atom bearing two lipophilic groups, a leaving group (such as a halide or thiocyanate), and a terminal oxygen. The mechanism of action many furocoumarins is based on their ability to form photoadducts with DNA and other cellular components such as RNA, proteins, and several proteins found in the membrane such as phospholipases A2 and C, Ca-dependent and cAMPdependent protein-kinase and epidermal growth factor. Furocoumarins intercalate between base pairs of DNA and after ultraviolet-A irradiation, giving cycloadducts. (5).

Carcinogenicity (IARC Classification)

Methoxsalen plus UVA radiation is carcinogenic to humans (Group 1). (4)

Minimum Risk Level

Not Available

Symptoms

Harmful if swallowed. May cause sensitisation by skin contact. (5)

Treatment

If the compound has been ingested, rapid gastric lavage should be performed using 5% sodium bicarbonate. For skin contact, the skin should be washed with soap and water. If the compound has entered the eyes, they should be washed with large quantities of isotonic saline or water. In serious cases, atropine and/or pralidoxime should be administered. Anti-cholinergic drugs work to counteract the effects of excess acetylcholine and reactivate AChE. Atropine can be used as an antidote in conjunction with pralidoxime or other pyridinium oximes (such as trimedoxime or obidoxime), though the use of '-oximes' has been found to be of no benefit, or possibly harmful, in at least two meta-analyses. Atropine is a muscarinic antagonist, and thus blocks the action of acetylcholine peripherally.

Health Effects

Health Effect	Relationship	Direction	Description	Reference
melanoma	Associated With?	Not Available	A cell type cancer that has material basis in abnormally proliferating cells derives from melanocytes which are found in skin, the bowel and the eye. (DO)	PMC9820609
melanoma	Associated With?	decrease	A cell type cancer that has material basis in abnormally proliferating cells derives from melanocytes which are found in skin, the bowel and the eye. (DO)	PMC9820609
psoriasis	Not Available	Not Available	A disorder characterized by a quicker life span of skin cells causing cells to build up rapidly on the surface of the skin.	PMC3524969 , PMC12887992
Fanconi anemia	Associated With?	Not Available	Fanconi Anemia, also known as Fanconi hypoplastic anemia, Fanconi pancytopenia, and Fanconi panmyelopathy, is a rare condition that affects many parts of the body. About 90 percent of people with FA have impaired bone marrow function leading to aplastic anemia. More than half have physical abnormalities including light-colored skin or café-au-lait spots, malformed thumbs or forearms or other skeletal problems including short stature, malformed or absent kidneys or other urinary tract defects, gastrointestinal abnormalities, heart defects, small or abnormally shaped eyes, malformed ears, and hearing loss. They may also have abnormal genitalia or malformations of the reproductive system. Most males and about half affected females are infertile. Additional signs and symptoms of FA can include brain and spinal cord abnormalities. People with FA are at an increased risk of developing acute myeloid leukemia or tumors of the neck, head, skin, gastrointestinal system, or genital tract. FA is most often inherited in an autosomal recessive pattern, but in rare instances it is inherited in an X-linked recessive pattern. (NIH: GHR)	PMC1241709
vitiligo	Not Available	Not Available	A hypersensitivity reaction type II disease that causes depigmentation of patches of skin resulting from loss of function or death of melanoctyes. (DO)	PMC3524969
primary cutaneous T-cell non-Hodgkin lymphoma	Not Available	Not Available	Not Available	PMC3524969
Cutaneous Squamous Cell Carcinoma	Not Available	Not Available	Not Available	PMC13075696
Smoking Cessation	Not Available	Not Available	Not Available	PMC6171375

Exposure Sources

Source ID	Source	Sector	Reference
CEDs000010	Insecticides?Insecticides are synthetic chemicals designed to control or eliminate insect pests that threaten crops and other agricultural products.	Agriculture & land management	PubChem
CEDs000305	Antipsoriatics?Antipsoriatics are a class of synthetic chemicals used primarily to treat psoriasis and other skin disorders.	Healthcare, pharmaceuticals & veterinary products	Not Available
CEDs000505	Amplifiers?Amplifiers, commonly used in various electronic devices to enhance signal strength, can be a source of synthetic chemical contamination due to the materials and processes involved in their production and disposal.	Electrical & Electronic Equipment	PubChem
CEDs000511	Conductors Or Conductive Bodies Characterised By The Conductive Materials?Conductors, or conductive bodies, are materials that allow the flow of electrical current, typically made from metals such as copper, aluminum, or silver.	Electrical & Electronic Equipment	PubChem
CEDs000514	Discharge Lamps?Discharge lamps, including fluorescent and high-intensity discharge (HID) lamps, are commonly used for lighting applications due to their energy efficiency and brightness.	Electrical & Electronic Equipment	PubChem
CEDs000518	Electrically Stimulated Smoking Devices?Electrically stimulated smoking devices, commonly known as e-cigarettes or vape pens, utilize electrical components to heat a liquid solution, often containing nicotine, flavorings, and other additives, to produce an aerosol for inhalation.	Electrical & Electronic Equipment	PubChem
CEDs000519	Electrodes?Electrodes, used in various electrical and electronic applications, can be a source of synthetic chemical contamination due to the materials from which they are constructed and the processes involved in their manufacturing.	Electrical & Electronic Equipment	PubChem
CEDs000544	Fermentation Processes For Beer?Fermentation processes for beer involve the conversion of sugars into alcohol and carbon dioxide by yeast.	Food, food processing & cookware	PubChem
CEDs000545	Food Preservation?Food preservation often involves the use of synthetic chemicals, such as preservatives, flavor enhancers, and color additives, to extend shelf life and enhance the sensory qualities of food products.	Food, food processing & cookware	PubChem
CEDs000548	Preparation Of Vinegar?Vinegar is produced through the fermentation of ethanol by acetic acid bacteria, resulting in a solution that typically contains 4-8% acetic acid.	Food, food processing & cookware	PubChem
CEDs000550	Preparation Of Wort?The preparation of wort involves the extraction of sugars from malted grains, a crucial step in the brewing process.	Food, food processing & cookware	PubChem
CEDs000559	Non Electric Simulated Smoking Devices?Non-electric simulated smoking devices, often designed to mimic the experience of smoking without combustion, can be sources of synthetic chemical contamination due to the materials and chemicals used in their construction and operation.	Household cleaning & consumer products	PubChem
CEDs000561	Perfumes Within Detergents And Soaps?Perfumes within detergents and soaps are synthetic fragrance compounds added to enhance the sensory experience of cleaning products.	Household cleaning & consumer products	PubChem
CEDs000563	Soap Detergents?Soap detergents are synthetic surfactants designed to enhance the cleaning efficacy of water by reducing surface tension, allowing for better interaction with dirt and grease.	Household cleaning & consumer products	PubChem
CEDs000580	Manufacture Preparation Of Tobacco Products?The manufacture and preparation of tobacco products involve various processes that can result in the introduction of synthetic chemicals into the environment.	Industrial manufacturing & chemical processing	PubChem
CEDs000596	Acaricides?Acaricides are synthetic chemicals specifically designed to target and control mite populations that can damage crops and plants.	Agriculture & land management	PubChem
CEDs000600	Herbicides And Algicides?Herbicides and algicides are synthetic chemicals primarily used to control unwanted plants and algae in various environments.	Agriculture & land management	PubChem
CEDs000603	Nematocides?Nematocides are synthetic chemicals specifically designed to control nematodes, which are microscopic roundworms that can cause significant damage to crops and plants.	Agriculture & land management	PubChem
CEDs000605	Pest Repellants?Pest repellents, often formulated from synthetic chemicals, are widely used to protect crops from insect infestations and other pests.	Agriculture & land management	PubChem
CEDs000606	Plant Growth Regulators?Plant Growth Regulators (PGRs) are synthetic chemicals designed to influence the growth and development of plants.	Agriculture & land management	PubChem
CEDs000609	Aftershave?Aftershave is a grooming product typically used to soothe and protect the skin following shaving.	Personal care & cosmetics	PubChem
CEDs000610	Aftersun Products?Aftersun products are designed to soothe and hydrate the skin after sun exposure, often containing various synthetic chemicals such as emollients, preservatives, and fragrances.	Personal care & cosmetics	PubChem
CEDs000611	Anti Perspirants Or Body Deoderants?Antiperspirants and body deodorants commonly contain synthetic chemicals such as aluminum compounds, parabens, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000614	Essential Oils Or Perfumes?Essential oils and perfumes are complex mixtures of volatile compounds derived from natural or synthetic sources, commonly used for their aromatic properties.	Personal care & cosmetics	PubChem
CEDs000615	Eye Makeup Products?Eye makeup products, including mascaras, eyeliners, and eyeshadows, often contain a variety of synthetic chemicals such as pigments, preservatives, and film-forming agents.	Personal care & cosmetics	PubChem
CEDs000617	Lip Care Products?Lip care products, including lipsticks, balms, and glosses, often contain a variety of synthetic chemicals such as parabens, phthalates, and synthetic fragrances.	Personal care & cosmetics	PubChem
CEDs000618	Lip Makeup Products?Lip makeup products, such as lipsticks, lip glosses, and lip liners, often contain a variety of synthetic chemicals, including pigments, preservatives, and emollients.	Personal care & cosmetics	PubChem
CEDs000632	Apparel?Apparel production often involves the use of various synthetic chemicals, including dyes, finishing agents, and preservatives.	Textiles, leather & furnishings	PubChem
CEDs000642	Footwear?Footwear production often involves the use of various synthetic chemicals, such as adhesives, dyes, and treatments, which can contribute to environmental contamination.	Textiles, leather & furnishings	PubChem
CEDs000650	Purses Luggage Hand Bags?Purses, luggage, and handbags are often manufactured using synthetic materials such as polyvinyl chloride (PVC), polyurethane, and various types of nylon.	Textiles, leather & furnishings	PubChem
CEDs000673	Unmanned Aerial Vehicles?Unmanned Aerial Vehicles (UAVs), commonly known as drones, utilize various synthetic chemicals in their manufacturing, operation, and maintenance processes.	Aviation & Aerospace	PubChem
CEDs000678	Nitrogenous Fertilisers?Nitrogenous fertilizers are synthetic chemical compounds primarily used to enhance plant growth by supplying essential nitrogen, a crucial nutrient for photosynthesis and protein synthesis.	Agriculture & land management	PubChem
CEDs000679	Phosphatic Fertilisers?Phosphatic fertilizers are synthetic chemical products primarily composed of phosphorus, which is essential for plant growth.	Agriculture & land management	PubChem
CEDs000685	Ceramics?Ceramics can be a source of synthetic chemical contamination through various additives and processing agents used in their production.	Building & Construction	PubChem
CEDs000696	Nanotechnology?Nanotechnology involves the manipulation of materials at the molecular or atomic level, typically within the range of 1 to 100 nanometers.	Industrial manufacturing & chemical processing	PubChem
CEDs000732	Spectacle Cases?Spectacle cases can serve as a source of synthetic chemical contamination due to the materials used in their production, such as polycarbonate, PVC, and various plastics, which may leach harmful substances over time.	Healthcare, pharmaceuticals & veterinary products	PubChem
CEDs000735	Explosives?Explosives are chemical compounds or mixtures designed to undergo rapid decomposition, releasing energy in the form of gas and heat.	Defense & military infrastructure	PubChem
CEDs000739	Inks?Inks are complex mixtures composed of pigments or dyes, solvents, resins, and additives used primarily for printing and writing applications.	Paper, pulp & fiber products	PubChem
CEDs000740	Paper?Paper production involves the processing of wood fibers and the use of various chemicals, which can lead to synthetic chemical contamination.	Paper, pulp & fiber products	PubChem
CEDs000741	Pigment Pastes?Pigment pastes are concentrated dispersions of pigments used to impart color and properties to materials.	Paper, pulp & fiber products	PubChem
CEDs000744	Water, Wastewater, & Sewage Treatment?Water, wastewater, and sewage treatment processes are critical for managing and mitigating pollutants in water systems.	Wastewater, sanitation & biosolids	PubChem
CEDs01157	Foods	Food, food processing & cookware	PMC2737065
CEDs01200	Vegetables	Food, food processing & cookware	PMC4821844
CEDs01208	Fruit	Food, food processing & cookware	PMC11016700
CEDs01216	Artificial Diet	Food, food processing & cookware	PMC6240031 , PMC5713248

Pathways

2 pathwaysPathway Source: PathBank

Methoxsalen Drug Metabolism Action Pathway

Methoxsalen Predicted Metabolism Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	Prediction Confidence Score 0.496 Applicability Domain 0.622 Statistical Significance 0.0013 Supporting Reference Compounds 372 E-value 10.2761
Click to view 3D structure	Carbonic anhydrase 7	P43166	Humans	Predicted (SEA)	Prediction Confidence Score 0.492 Applicability Domain 0.622 Statistical Significance 8.60e-04 Supporting Reference Compounds 242 E-value 6.69503
Click to view 3D structure	Cytochrome P450 1A2	P05177	Humans	Predicted (SEA)	Prediction Confidence Score 0.469 Applicability Domain 1.0 Statistical Significance 0.0035 Supporting Reference Compounds 793 E-value 27.0137
Click to view 3D structure	Carbonic anhydrase 13	Q8N1Q1	Humans	Predicted (SEA)	Prediction Confidence Score 0.466 Applicability Domain 0.622 Statistical Significance 2.00e-04 Supporting Reference Compounds 92 E-value 1.55698
Click to view 3D structure	Acetylcholinesterase	P22303	Humans	Predicted (SEA)	Prediction Confidence Score 0.464 Applicability Domain 1.0 Statistical Significance 0.004 Supporting Reference Compounds 406 E-value 31.2175
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Predicted (SEA)	Prediction Confidence Score 0.452 Applicability Domain 1.0 Statistical Significance 0.0093 Supporting Reference Compounds 1538 E-value 72.789
Click to view 3D structure	Carbonic anhydrase 1	P00915	Humans	Predicted (SEA)	Prediction Confidence Score 0.442 Applicability Domain 0.622 Statistical Significance 0.0036 Supporting Reference Compounds 407 E-value 28.2593
Click to view 3D structure	Carbonic anhydrase 12	O43570	Humans	Predicted (SEA)	Prediction Confidence Score 0.438 Applicability Domain 0.595 Statistical Significance 0.003 Supporting Reference Compounds 332 E-value 23.1991
Click to view 3D structure	Cytochrome P450 2A6	P11509	Humans	Predicted (SEA)	Prediction Confidence Score 0.405 Applicability Domain 1.0 Statistical Significance 1.30e-04 Supporting Reference Compounds 68 E-value 1.01204
Click to view 3D structure	Induced myeloid leukemia cell differentiation protein Mcl-1	Q07820	Humans	Predicted (SEA)	Prediction Confidence Score 0.395 Applicability Domain 0.488 Statistical Significance 0.0035 Supporting Reference Compounds 343 E-value 27.1694
Click to view 3D structure	Carbonic anhydrase 14	Q9ULX7	Humans	Predicted (SEA)	Prediction Confidence Score 0.345 Applicability Domain 0.425 Statistical Significance 0.0065 Supporting Reference Compounds 172 E-value 50.5241
Click to view 3D structure	Carbonic anhydrase 15	Q99N23	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.345 Applicability Domain 0.425 Statistical Significance 0.0033 Supporting Reference Compounds 78 E-value 25.6902
Click to view 3D structure	Carbonic anhydrase 13	Q9D6N1	Mus musculus	Predicted (SEA)	Prediction Confidence Score 0.345 Applicability Domain 0.425 Statistical Significance 0.0025 Supporting Reference Compounds 70 E-value 19.8516
Click to view 3D structure	Carbonic anhydrase 6	P23280	Humans	Predicted (SEA)	Prediction Confidence Score 0.334 Applicability Domain 0.425 Statistical Significance 0.0059 Supporting Reference Compounds 151 E-value 46.2424
Click to view 3D structure	Carbonic anhydrase 4	P22748	Humans	Predicted (SEA)	Prediction Confidence Score 0.326 Applicability Domain 0.425 Statistical Significance 0.0087 Supporting Reference Compounds 193 E-value 68.1181
Click to view 3D structure	Carbonic anhydrase 5A, mitochondrial	P35218	Humans	Predicted (SEA)	Prediction Confidence Score 0.322 Applicability Domain 0.425 Statistical Significance 0.0102 Supporting Reference Compounds 165 E-value 79.7954
Click to view 3D structure	Zn finger protein	Q43570	Nicotiana tabacum	Predicted (SEA)	Prediction Confidence Score 0.321 Applicability Domain 0.333 Statistical Significance 1.10e-04 Supporting Reference Compounds 4 E-value 0.856341
Click to view 3D structure	Carbonic anhydrase 5B, mitochondrial	Q9Y2D0	Humans	Predicted (SEA)	Prediction Confidence Score 0.321 Applicability Domain 0.333 Statistical Significance 0.0084 Supporting Reference Compounds 157 E-value 65.1598
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	Prediction Confidence Score 0.315 Applicability Domain 0.35 Statistical Significance 0.0328 Supporting Reference Compounds 472 E-value 255.735
Click to view 3D structure	Cytochrome P450 1A1	P04798	Humans	Predicted (SEA)	Prediction Confidence Score 0.31 Applicability Domain 0.476 Statistical Significance 0.0051 Supporting Reference Compounds 77 E-value 40.0145
Click to view 3D structure	Amine oxidase [flavin-containing] B	P27338	Humans	Predicted (SEA)	Prediction Confidence Score 0.304 Applicability Domain 0.425 Statistical Significance 0.0315 Supporting Reference Compounds 315 E-value 245.069
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	Prediction Confidence Score 0.303 Applicability Domain 0.476 Statistical Significance 0.0992 Supporting Reference Compounds 1130 E-value 772.498
Click to view 3D structure	Carbonic anhydrase 3	P07451	Humans	Predicted (SEA)	Prediction Confidence Score 0.302 Applicability Domain 0.327 Statistical Significance 0.0046 Supporting Reference Compounds 64 E-value 35.8106
Click to view 3D structure	Amine oxidase [flavin-containing] A	P21396	Rattus norvegicus	Predicted (SEA)	Prediction Confidence Score 0.296 Applicability Domain 0.425 Statistical Significance 0.0063 Supporting Reference Compounds 66 E-value 48.7336
Click to view 3D structure	Amine oxidase [flavin-containing] A	P21397	Humans	Predicted (SEA)	Prediction Confidence Score 0.295 Applicability Domain 0.425 Statistical Significance 0.0234 Supporting Reference Compounds 241 E-value 182.089
Click to view 3D structure	Cytochrome P450 1A1	P00185	Rat	Known	Not Available
Click to view 3D structure	Acetylcholinesterase	P22303	Humans	Known	Not Available
Click to view 3D structure	Amine oxidase [flavin-containing] A	P21397	Humans	Known	Not Available
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Known	Not Available
Click to view 3D structure	Cytochrome P450 3A4	P08684	Humans	Known	Not Available

Concentrations

Not Available

External Links

Identifiers

Not Available

References

Synthesis Reference

Not Available

MSDS

Link

General References

Mullen MP, Pathak MA, West JD, Harrist TJ, Dall'Acqua F: Carcinogenic effects of monofunctional and bifunctional furocoumarins. Natl Cancer Inst Monogr. 1984 Dec;66:205-10. [PubMed: 6531030]
Ostertag E, Becker T, Ammon J, Bauer-Aymanns H, Schrenk D: Effects of storage conditions on furocoumarin levels in intact, chopped, or homogenized parsnips. J Agric Food Chem. 2002 Apr 24;50(9):2565-70. [PubMed: 11958623]
Santana L, Uriarte E, Roleira F, Milhazes N, Borges F: Furocoumarins in medicinal chemistry. Synthesis, natural occurrence and biological activity. Curr Med Chem. 2004 Dec;11(24):3239-61. [PubMed: 15579011]
International Agency for Research on Cancer (2014). IARC Monographs on the Evaluation of Carcinogenic Risks to Humans. - http://monographs.iarc.fr/index.php
Herboreal Ltd - Manufacturer of rare phytochemicals (2009). - http://www.herboreal.com/

Methoxsalen (CED0008033)

Structure for CHEM000734: Methoxsalen

Structure