U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C11H6O3
Molecular Weight 186.1635
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PSORALEN

SMILES

O=C1OC2=C(C=C1)C=C3C=COC3=C2

InChI

InChIKey=ZCCUUQDIBDJBTK-UHFFFAOYSA-N
InChI=1S/C11H6O3/c12-11-2-1-7-5-8-3-4-13-9(8)6-10(7)14-11/h1-6H

HIDE SMILES / InChI
Psoralen, the active ingredient of Fructus Psoraleae (FP) the dried ripe fruit of Psoralea corylifolia L., which is used in Chinese herbal medicine. Psoralen promotes chondrocyte proliferation by activating the Wnt/β-catenin signaling pathway and can play an important role in the treatment of osteoarthritis. Besides, this compound stimulates osteoblast proliferation through the activation of NF-κB and MAPK signaling and may be a viable therapeutic agent in the treatment of osteoporosis.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
PUVA-induced apoptosis involves mitochondrial dysfunction caused by the opening of the permeability transition pore.
2002-07-03
The persistent risk of genital tumors among men treated with psoralen plus ultraviolet A (PUVA) for psoriasis.
2002-07
Minimum number of 2'-O-(2-aminoethyl) residues required for gene knockout activity by triple helix forming oligonucleotides.
2002-06-18
Computer modeling of three-dimensional structure of DNA-packaging RNA (pRNA) monomer, dimer, and hexamer of Phi29 DNA packaging motor.
2002-06-07
Mechanisms of growth inhibition in keratinocytes by mercurio-substituted 4',5'-dihydropsoralens.
2002-06-01
Binding affinities of commonly employed sensitizers of viral inactivation.
2002-06
Incidence and risk factors associated with a second squamous cell carcinoma or basal cell carcinoma in psoralen + ultraviolet a light-treated psoriasis patients.
2002-06
Synthesis, photobiological activity and photoreactivity of methyl-thieno-8-azacoumarins, novel bioisosters of psoralen.
2002-05-06
Molecular cloning and characterisation of three new ATP-binding cassette transporter genes from the wheat pathogen Mycosphaerella graminicola.
2002-05-01
p53 and Fas ligand are required for psoralen and UVA-induced apoptosis in mouse epidermal cells.
2002-05
Sustained remission of Sézary syndrome.
2002-04-30
Effects of storage conditions on furocoumarin levels in intact, chopped, or homogenized parsnips.
2002-04-24
Maintenance psoralen plus ultraviolet A therapy: does it have a role in the treatment of severe atopic eczema?
2002-04
Chalcones and other constituents of Dorstenia prorepens and Dorstenia zenkeri.
2002-04
Phototherapy utilization for psoriasis is declining in the United States.
2002-04
Treatment of disseminated granuloma annulare with fumaric acid esters.
2002-03-19
Simultaneous determination of furanocoumarins in infusions and decoctions from "Carapiá" (dorstenia species) by high-performance liquid chromatography.
2002-03-13
Synthesis and vasorelaxant activity of new coumarin and furocoumarin derivatives.
2002-03-11
Calcipotriol for erythema annulare centrifugum.
2002-02
Effects of the isoflavone 4',5,7-trihydroxyisoflavone (genistein) on psoralen plus ultraviolet A radiation (PUVA)-induced photodamage.
2002-02
Extracorporeal photopheresis and adjuvant aerosolized granulocyte-macrophage colony-stimulating factor for Sézary syndrome.
2002-02
The effects of vitamin E on the skin lipid peroxidation and the clinical improvement in vitiligo patients treated with PUVA.
2002-01-26
Contribution of XPF functional domains to the 5' and 3' incisions produced at the site of a psoralen interstrand cross-link.
2002-01-22
Cell-impermeant pyridinium derivatives of psoralens as inhibitors of keratinocyte growth.
2002-01-01
Simple and rapid determination of psoralens in topic solutions using liquid chromatography.
2002-01-01
Evaluation of synergism in the feeding deterrence of some furanocoumarins on Spodoptera littoralis.
2002-01
Psoralen and ultraviolet A irradiation (PUVA) as therapy for steroid-resistant cutaneous acute graft-versus-host disease.
2002
S. cerevisiae has three pathways for DNA interstrand crosslink repair.
2001-12-19
Nucleosome positioning at the replication fork.
2001-12-17
Proapoptotic and antiapoptotic markers in cutaneous T-cell lymphoma skin infiltrates and lymphomatoid papulosis.
2001-12
Photosensitization and mutation induced in Escherichia coli and Saccharomyces cerevisiae strains by dorstenin, a psoralen analog isolated from Dorstenia bahiensis.
2001-12
Selective enhancement of gene transfer by steroid-mediated gene delivery.
2001-12
Induction of apoptosis, depletion of glutathione, and DNA damage by extracorporeal photochemotherapy and psoralen with exposure to UV light in vitro.
2001-11-29
Bullous lesions in Bazex syndrome and successful treatment with oral psoralen phototherapy.
2001-11
Narrowband UVB phototherapy for the treatment of psoriasis: a review and update.
2001-11
Bakuchiol: a hepatoprotective compound of Psoralea corylifolia on tacrine-induced cytotoxicity in Hep G2 cells.
2001-11
Replication-deficient vaccinia virus gene therpay vector: evaluation of exogenous gene expression mediated by PUV-inactivated virus in glioma cells.
2001-10-17
Pharmacokinetic and toxicology assessment of INTERCEPT (S-59 and UVA treated) platelets.
2001-10
Prevention of transfusion-associated graft-versus-host disease by inactivation of T cells in platelet components.
2001-10
Fundamentals of the psoralen-based Helinx technology for inactivation of infectious pathogens and leukocytes in platelets and plasma.
2001-10
Modified technique of autologous noncultured epidermal cell transplantation for repigmenting vitiligo: a pilot study.
2001-10
Vitiligo: a retrospective comparative analysis of treatment modalities in 500 patients.
2001-09
Association between Sézary T cell-activating factor, Chlamydia pneumoniae, and cutaneous T cell lymphoma.
2001-09
Apoptosis and cutaneous T cell lymphoma.
2001-09
Universal Linkage System: versatile nucleic acid labeling technique.
2001-05
Adhesion of MNC to extracellular matrix proteins following in vitro photochemotherapy.
2001
Photochemical mutagenesis: examples and toxicological relevance.
2001
Reducing the risk of blood transfusion.
2001
Calcipotriol ointment. A review of its use in the management of psoriasis.
2001
Cutaneous T-cell lymphoma in a cardiac transplant recipient.
2001
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
To evaluate the effect of psoralen (PSO) (10^(-7); 10^(-6) and 10^(-5) mol/L) on the Wnt/β-catenin signaling pathway in chondrocytes, RT-PCR and western blot analysis were performed to determine the expression levels of Wnt-4, Frizzled-2, β-catenin, cyclin D1 and GSK-3β in chondrocytes. Compared with the control group, PSO efficiently upregulated the mRNA expression of Wnt-4, Frizzled-2, β-catenin, cyclin D1 (P<0.01 or P<0.05), but downregulated the mRNA expression of GSK-3β (P<0.01 or P<0.05). Similarly, the protein levels, respectively, corresponded to the mRNA expression (P<0.01 or P<0.05)
Name Type Language
PSORALEN
HSDB   MI   WHO-DD  
Common Name English
NSC-404562
Preferred Name English
PSORALEN [MI]
Common Name English
FICUSIN
Common Name English
PSORALEN [USP-RS]
Common Name English
Psoralen [WHO-DD]
Common Name English
6-HYDROXY-5-BENZOFURANACRYLIC ACID .DELTA.-LACTONE
Common Name English
PSORALEN [HSDB]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C582
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
NCI_THESAURUS C2163
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
NCI_THESAURUS C25760
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
Code System Code Type Description
RXCUI
2103294
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
NSC
404562
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
MERCK INDEX
m9307
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY Merck Index
CAS
66-97-7
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
MESH
D005363
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
RS_ITEM_NUM
1581672
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
FDA UNII
KTZ7ZCN2EX
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
SMS_ID
100000151998
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
PUBCHEM
6199
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
ALANWOOD
psoralen
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
HSDB
3528
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
WIKIPEDIA
PSORALEN
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
CHEBI
27616
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
EVMPD
SUB126483
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
NCI_THESAURUS
C2586
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
EPA CompTox
DTXSID00216205
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-639-7
Created by admin on Mon Mar 31 21:32:38 GMT 2025 , Edited by admin on Mon Mar 31 21:32:38 GMT 2025
PRIMARY