EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

psoralen
2-propenoic acid, 3-(6-hydroxy-5-benzofuranyl)-, d-lactone

Supplier Sponsors

CAS Number: 66-97-7Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:200-639-7
FDA UNII:KTZ7ZCN2EX
Nikkaji Web:J2.363I
Beilstein Number:0152784
MDL:MFCD00010520
XlogP3-AA:2.30 (est)
Molecular Weight:186.16642000
Formula:C11 H6 O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 94.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 163.00 to 164.00 °C. @ 760.00 mm Hg
Boiling Point: 362.00 to 363.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.000019 mmHg @ 25.00 °C. (est)
Flash Point: 344.00 °F. TCC ( 173.33 °C. )
logP (o/w): 1.670
Soluble in:
 alcohol
 water, 1925 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: not used anymore
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Psoralen 98%
BOC Sciences
For experimental / research use only.
Psoralen >98%
Odor: characteristic
Use: Psoralen is an active ingredient from Fructus Psoraleae and has anticancer activity.
Coompo
For experimental / research use only.
Psoralen from Plants ≥96%
Odor: characteristic
Use: Psoralen (also called psoralene) is the parent compound in a family of natural products known as furocoumarins. It is widely used in PUVA (= psoralen + UVA) treatment for psoriasis, eczema, vitiligo, and cutaneous T-cell lymphoma. An important use of psoralen is in PUVA treatment for skin problems such as psoriasis and (to a lesser extent) eczema and vitiligo. This takes advantage of the high UV absorbance of psoralen. The psoralen is applied first to sensitise the skin, then UVA light is applied to clean up the skin problem. Psoralen has also been recommended for treating alopecia. Psoralen is a mutagen, and is used for this purpose in molecular biology research. Psoralen intercalates into the DNA and, on exposure to ultraviolet (UVA) radiation, can form covalent interstrand cross-links (ICL) with thymines preferentially at 5'-TpA sites in the genome. Psoralen plus UVA (PUVA) therapy has shown considerable clinical efficacy. Unfortunately, a side effect of PUVA treatment is a higher risk of skin cancer. Recent reports indicate psoralens, activated by long wavelength ultraviolet light (black light), inhibit DNA synthesis in various cell types. This suggested to us a possible new therapeutic use for psoralens in proliferative epidermal diseases such as psoriasis.
ExtraSynthese
For experimental / research use only.
Psoralen (HPLC) ≥99%
Indo World Trading
Psoralen
Sigma-Aldrich: Sigma
For experimental / research use only.
Psoralen ≥99%
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
S 22 - Do not breath dust.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for psoralen usage levels up to:
 not for fragrance use.
 
Recommendation for psoralen flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6199
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
furo[3,2-g]chromen-7-one
Chemidplus:0000066977
RTECS:LV0944000 for cas# 66-97-7
 
References:
 furo[3,2-g]chromen-7-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):6199
Pubchem (sid):134970551
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C09305
HMDB (The Human Metabolome Database):HMDB34272
FooDB:FDB012605
Export Tariff Code:2932.90.4100
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 carrot root
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 carrot shoot
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 celery leaf
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 celery plant
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 celery seed
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 celery stem
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 coriander fruit
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 coriander seed
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 fennel seed
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 fig fruit
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 fig leaf
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 fig plant
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 fig sap
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 lovage fruit
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 lovage root
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 parsley
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 parsley fruit
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 parsley leaf
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 parsley leaf oil @ 1.24%
Data GC Search Trop Picture
 parsley root
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 parsley tissue culture
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 parsnip root
Search Trop Picture
 psoralea corylifolia
Search Trop Picture
 rue flower oil colombia @ 0.24%
Data GC Search Trop Picture
 
Synonyms:
 ficusin
 furano[3,2-g]chromen-2-one
6,7-furanocoumarin
 furo(2',3',7,6)coumarin
 furo(3,2-g)-coumarin
7H-furo(3,2-g)(1)benzopyran-7-one
 furo(4',5',6,7)coumarin
 furo[2',3':7,6]coumarin
 furo[2'.3':7.6]coumarin
7H-furo[3,2-g][1]benzopyran-7-one
7H-furo[3,2-g]benzopyran-7-one
 furo[3,2-g]chromen-7-one
7H-furo[3,2-g]chromen-7-one
 furo[3,2-g]coumarin
 furo[4',5':6,7]coumarin
 furocoumarin
6-hydroxy-5-benzofuranacrylic acid beta-lactone
3-(6-hydroxy-5-benzofuranyl)-2-propenoic acid d-lactone
2-propenoic acid, 3-(6-hydroxy-5-benzofuranyl)-, d-lactone
 psoralen
 psoralene
 

Articles:

PubMed:Psoralen reverses docetaxel-induced multidrug resistance in A549/D16 human lung cancer cells lines.
PubMed:Probing the binding mode of psoralen to calf thymus DNA.
PubMed:Bioassay guided isolation and identification of anti-inflammatory active compounds from the root of Ficus formosana.
PubMed:Chemical quantification and antioxidant assay of four active components in Ficus hirta root using UPLC-PAD-MS fingerprinting combined with cluster analysis.
PubMed:Plasma components: properties, differences, and uses.
PubMed:Furanocoumarins in celeriac from different farming systems: a 3-year study.
PubMed:Furocoumarins affect hepatic cytochrome P450 and renal organic ion transporters in mice.
PubMed:Vitiligo in adults and children.
PubMed:Estrogenic activities of Psoralea corylifolia L. seed extracts and main constituents.
PubMed:[High-performance liquid chromatography for determination of psoralene, bergapten and apigenin in Ficus hirta Vahl].
PubMed:Application of the concept of relative photomutagenic potencies to selected furocoumarins in V79 cells.
PubMed:Ficus carica L.: Metabolic and biological screening.
PubMed:Psoriasis (chronic plaque).
PubMed:Growth inhibition of mammalian cells by synthetic and natural photosensitising agents.
PubMed:Chemical composition and antioxidant potential of Ruta montana L. essential oil from Algeria.
PubMed:Pathogen reduction: a precautionary principle paradigm.
PubMed:Vitiligo.
PubMed:[Use of psoralen plus UV-A therapy in the autonomous community of Valencia, Spain].
PubMed:Fluorescent DNA probes: study of mechanisms of changes in spectral properties and features of practical application.
PubMed:Treatment of mycosis fungoides using a 308-nm excimer laser: two case studies.
PubMed:Can dietary furanocoumarin ingestion enhance the erythemal response during high-dose UVA1 therapy?
PubMed:Evaluation of inactivation methods for severe acute respiratory syndrome coronavirus in noncellular blood products.
PubMed:Apiaceous vegetable constituents inhibit human cytochrome P-450 1A2 (hCYP1A2) activity and hCYP1A2-mediated mutagenicity of aflatoxin B1.
PubMed:Distribution of furanocoumarins in grapefruit juice fractions.
PubMed:Inhibition of P-glycoprotein transport function and reversion of MDR1 multidrug resistance by cnidiadin.
PubMed:Advancements in the treatment of psoriasis: role of biologic agents.
PubMed:Comparative tolerability of systemic treatments for plaque-type psoriasis.
PubMed:Atopic dermatitis and fungi.
PubMed:Effects of storage conditions on furocoumarin levels in intact, chopped, or homogenized parsnips.
PubMed:Simultaneous determination of furanocoumarins in infusions and decoctions from "CarapiĆ”" (dorstenia species) by high-performance liquid chromatography.
PubMed:Prevention of transfusion-associated graft-versus-host disease by inactivation of T cells in platelet components.
PubMed:Furanocoumarins in celery and parsnips: method and multiyear Canadian survey.
PubMed:Anti-oxidant, pro-oxidant properties of tannic acid and its binding to DNA.
PubMed:Effect of selected coumarins on spinach chloroplast photosynthesis.
PubMed:Identification of coumarins from the fruit of Citrus hystrix DC as inhibitors of nitric oxide generation in mouse macrophage RAW 264.7 cells.
PubMed:The profile of atopic dermatitis in a tertiary dermatology outpatient clinic in Singapore.
PubMed:Cellular immune response to adenoviral vector infected cells does not require de novo viral gene expression: implications for gene therapy.
PubMed:Drug interactions with grapefruit juice. Extent, probable mechanism and clinical relevance.
PubMed:Psoralen photochemotherapy.
PubMed:Inhibition of the mutagenicity of 2-nitrofluorene, 3-nitrofluoranthene and 1-nitropyrene by flavonoids, coumarins, quinones and other phenolic compounds.
PubMed:Isolation and identification of antimicrobial furocoumarins from parsley.
PubMed:Medical UV exposures and HIV activation.
PubMed:Furocoumarin-photosensitized hydroxylation of guanosine in RNA and DNA.
PubMed:Treatment of psoriasis with psoralens and ultraviolet A. A double-blind comparison of 8-methoxypsoralen and 5-methoxypsoralen.
PubMed:Cellular and molecular mechanisms in photochemical sensitization: studies on the mechanism of action of psoralens.
PubMed:Phototoxic coumarins in limes.
PubMed:Psoralen photosensitization and plasma and cutaneous beta-carotene concentrations in hairless mice.
PubMed:Fate of [(14)C]xanthotoxin (8-methoxypsoralen) in laying hens and a lactating goat.
PubMed:Phototoxicity testing in guinea-pigs.
PubMed:Dietary intake and risk assessment of phototoxic furocoumarins in humans.
PubMed:[Influence of retinoids on the bioavailability of methoxy-8-psoralen].
PubMed:Photosensitizing potential of benzanthrone.
PubMed:Analysis of spontaneous and psoralen-induced Salmonella typhimurium hisG46 revertants by oligodeoxyribonucleotide colony hybridization: use of psoralens to cross-link probes to target sequences.
PubMed:Natural pesticides and bioactive components in foods.
PubMed:Psoralen photochemotherapy.
PubMed:Phytophotodermatitis from celery among grocery store workers.
PubMed:Clinical pharmacokinetics of methoxsalen and other psoralens.
PubMed:Quantitative tests for psoralens in the blood: methods and uses in monitoring psoralen and longwave radiation therapy.
PubMed:Clinical pharmacology of oral psoralen drugs.
PubMed:Long-term risks of psoralen and UV-A therapy for psoriasis.
PubMed:HPLC analysis of linear furocoumarins (psoralens) in healthy celery (Apium graveolens).
 
Notes:
a naturally occurring furocoumarin, found in psoralea. after photoactivation with uv radiation, it binds dna via single and double-stranded cross-linking. Found in common vegetables, e.g. parsnip, celery esp. if diseased or `spoiled' Psoralen is a significant mutagen and is used for this purpose in molecular biology research.
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