| Identification | Back Directory | [Name]
psoralidin | [CAS]
18642-23-4 | [Synonyms]
psoralidin
Psorslidin
Psoralidin, BR
Psoralidin, >=99%
3,9-Dihydroxy-2-prenylcoumestan
3,9-dihydroxy-2-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one
3,9-Dihydroxy-2-(3-methylbut-2-en-1-yl)-6H-benzofuro[3,2-c]chromen-6-one
3,9-Dihydroxy-2-(3-methyl-2-butenyl)-6H-benzofuro[3,2-c][1]benzopyran-6-one
6H-Benzofuro[3,2-c][1]benzopyran-6-one, 3,9-dihydroxy-2-(3-methyl-2-buten-1-yl)- | [Molecular Formula]
C20H16O5 | [MDL Number]
MFCD10566617 | [MOL File]
18642-23-4.mol | [Molecular Weight]
336.34 |
| Chemical Properties | Back Directory | [Melting point ]
290-292° | [Boiling point ]
458.8±34.0 °C(Predicted) | [density ]
1.383±0.06 g/cm3(Predicted) | [storage temp. ]
?20°C | [solubility ]
DMSO: soluble5mg/mL, clear (warmed) | [form ]
powder | [pka]
8.70±0.20(Predicted) | [color ]
white to beige | [InChI]
1S/C20H16O5/c1-10(2)3-4-11-7-14-17(9-15(11)22)25-20(23)18-13-6-5-12(21)8-16(13)24-19(14)18/h3,5-9,21-22H,4H2,1-2H3 | [InChIKey]
YABIJLLNNFURIJ-UHFFFAOYSA-N | [SMILES]
CC(C)=CCC1=C(C=C(OC2=O)C(C(OC3=C4)=C2C3=CC=C4O)=C1)O |
| Safety Data | Back Directory | [WGK Germany ]
3 | [HS Code ]
2932.20.4500 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back Directory | [Description]
Psoralidin is a furanocoumarin isolated from the seeds of P. corylifolia, a medicinal plant found in southeastern Asia, that has been shown to induce cytotoxicity against various cancer cells.1 Through TNF-related apoptosis-inducing ligand-mediated events, psoralidin at 50 μM can induce the death of HeLa cancer cells.2 It also can induce apoptosis of androgen-dependent (LNCaP, C4-2B) and androgen-independent (DU-145, PC-3) prostate cancer cells and inhibit the growth of PC-3 xenograft tumors in nude mice.3 | [Chemical Properties]
Pale yellow crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO. It is derived from the seeds of Psoralea corylifolia Linn. | [Uses]
Antineoplastic compound. Cytotoxic against stomach cancer cell lines. Shows antibacterial activity against Shigella sonnei and S. flexneri. Shows strong antioxidant activity and inhibits tyrosine phosphatase 1B (PTP1B) activity. Was shown to possess potent antidepressant properties. | [Definition]
ChEBI: A member of the class of coumestans that is coumestan substituted by hydroxy groups at positions 3 and 9 and a prenyl group at position 2 respectively. | [in vivo]
Psoralidin (5 mg/kg) regulates expression of pro-inflammatory cytokines that play an important role in inflammatory diseasesin IR-irradiated lung of BALB/c mouse[1]. | Animal Model: | BALB/c mice[1] | | Dosage: | 5 mg/kg | | Administration: | Intraperitoneal application; 30 min before and 1 h after IR irradiation (20 Gy). | | Result: | Anti-inflammatory effect in IR-irradiated mice. |
| [IC 50]
COX-2; 5-LOX | [References]
[1] yang h j, youn h s, seong k m, et al. psoralidin, a dual inhibitor of cox-2 and 5-lox, regulates ionizing radiation (ir)-induced pulmonary inflammation[j]. biochemical pharmacology, 2011, 82(5): 524-534.
[2] chiou w f, don m j, liao j f, et al. psoralidin inhibits lps-induced inos expression via repressing syk-mediated activation of pi3k-ikk-iκb signaling pathways[j]. european journal of pharmacology, 2011, 650(1): 102-109.
[3] bronikowska j, szliszka e, jaworska d, et al. the coumarin psoralidin enhances anticancer effect of tumor necrosis factor-related apoptosis-inducing ligand (trail)[j]. molecules, 2012, 17(6): 6449-6464. |
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