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SML0932

Sigma-Aldrich

Psoralidin

≥98% (HPLC)

Sinonimo/i:

3,9-Dihydroxy-2-(3-methyl-2-butenyl)-6H-benzofuro[3,2-c][1]benzopyran-6-one, 3,9-Dihydroxy-2-prenylcoumestan

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About This Item

Formula empirica (notazione di Hill):
C20H16O5
Numero CAS:
18642-23-4
Peso molecolare:
336.34
Numero MDL:
MFCD10566617
Codice UNSPSC:
12352200
NACRES:
NA.77

Saggio

≥98% (HPLC)

Forma fisica

powder

Colore

white to beige

Solubilità

DMSO: 5 mg/mL, clear (warmed)

Temperatura di conservazione

−20°C

Stringa SMILE

CC(C)=CCC1=C(C=C(OC2=O)C(C(OC3=C4)=C2C3=CC=C4O)=C1)O

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
YABIJLLNNFURIJ-UHFFFAOYSA-N

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Azioni biochim/fisiol

Psoralidin is a coumestan derivative extracted from Psoralea corylifolia seeds. It exhibits anti-inflammatory property by inhibiting both cyclooxygenases-2 (COX-2) and 5-lipoxygenase (5-LOX) expression. In addition to its anti-cancer and anti-inflammatory activities, psoralidin also exhibits anti-oxidant, anti-bacterial, and anti-depressant activities. Psoralidin is implicated in the regulation of insulin signaling. It is used as a key ingredient in traditional medicines for bleeding, enuresis, pollakiuria, vitiligo, and psoriasis.
Psoralidin is a furanocoumarin natural product used in Chinese medicine. Psoralidin, a PTP1B inhibitor, has been shown to have anticancer activity with a variety of mechanisms proposed. Psoralidin induces ROS generation in androgen-independent prostate cancer cells, leading to inhibition of cell proliferation. Psoralidin has been found to downregulate NOTCH1 signaling, causing growth arrest in both breast cancer stem cells and breast cancer cells.

Caratteristiche e vantaggi

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302

Consigli di prudenza

P301 + P312 + P330

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Certificati d'analisi (COA)

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Luhua Zhao et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 821(1), 67-74 (2005-05-21)
High-performance liquid chromatography (HPLC) was developed for fingerprint analysis of Psoralea corylifolia. Liquid chromatography-electrospray ionization-tandem mass spectrometry (LC-ESI-MSn) technique was first employed to identify the components of the fingerprint. The samples were separated with an Alltima C18 column (250 mm
Raj Kumar et al.
Molecular cancer therapeutics, 9(9), 2488-2496 (2010-08-26)
Epidermal growth factor receptor (EGFR) activation is an important event that regulates mitogenic signaling, such as the Raf, mitogen-activated protein kinase (MAPK), and extracellular signal-regulated kinase 1/2 cascades. EGFR activation has been implicated in the transition of prostate cancer from
Y M Yang et al.
Planta medica, 62(4), 353-354 (1996-08-01)
A cytotoxic coumestan derivative, psoralidin (1), was isolated from the seed of Psoralea corylifolia. The IC50 values of 1 against SNU-1 and SNU-16 carcinoma cell lines were 53 and 203 micrograms/ml, respectively, indicating cytotoxic activity against stomach carcinoma cell lines.
Sung-Jin Lee et al.
Archives of pharmacal research, 32(7), 1061-1065 (2009-07-31)
Quinone reductase (QR) is a protective phase II enzyme against mutagens and carcinogens which is inducible by a number of chemical compounds in plants. This study was carried out to investigate effects of the fractions from the seeds of Psoralea
W Mar et al.
Archives of pharmacal research, 24(3), 211-213 (2001-07-07)
A coumestan derivative, psoralidin (1) was found to be a cytotoxic principle of the seeds of Psoralea corylifolia L. (Leguminosae) with the IC50 values of 0.3 and 0.4 microg/ml against the HT-29 (colon) and MCF-7 (breast) human cancer cell lines
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