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SML0932

Sigma-Aldrich

Psoralidin

≥98% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C20H16O5
CAS-Nummer:
18642-23-4
Molekulargewicht:
336.34
MDL-Nummer:
MFCD10566617
UNSPSC-Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

DMSO: 5 mg/mL, clear (warmed)

Lagertemp.

−20°C

SMILES String

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

InChIKey

YABIJLLNNFURIJ-UHFFFAOYSA-N

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Biochem./physiol. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Li-Tao Yi et al.
Progress in neuro-psychopharmacology & biological psychiatry, 32(2), 510-519 (2007-11-17)
The antidepressant-like effects of psoralidin isolated from the seeds of Psoralea corylifolia were investigated in the forced swimming test (FST) in ICR strain of male mice. Psoralidin significantly decreased immobility time and increased swimming behavior without altering climbing behavior in
Pallab Pahari et al.
The Journal of organic chemistry, 74(7), 2750-2754 (2009-03-04)
A base-catalyzed condensation of phenyl acetate with acid chloride, followed by intramolecular cyclization and microwave-assisted cross-metathesis reaction, leads to the first total synthesis of psoralidin, a natural product with a broad range of biological activities, in a highly convergent and
Hee Jung Yang et al.
Biochemical pharmacology, 82(5), 524-534 (2011-06-15)
Radiotherapy is the most significant non-surgical cure for the elimination of tumor, however it is restricted by two major problems: radioresistance and normal tissue damage. Efficiency improvement on radiotherapy is demanded to achieve cancer treatment. We focused on radiation-induced normal
Ewelina Szliszka et al.
Pharmacological reports : PR, 63(1), 139-148 (2011-03-29)
Numerous compounds detected in medical plants and dietary components or supplements possess chemopreventive, antitumor and immunomodulatory properties. Tumor necrosis factor-related apoptosis-inducing ligand (TRAIL) is an important endogenous anticancer factor that induces apoptosis selectively in cancer cells. However, some tumor cells
Wen-Fei Chiou et al.
European journal of pharmacology, 650(1), 102-109 (2010-10-19)
Psoralidin has been reported to inhibit lipopolysaccharide (LPS)-induced nitric oxide (NO) production, but the mechanisms of the action remain unclear. Thus, the impact of psoralidin on signaling pathways known to be implicated in NO synthesis was explored in LPS-activated RAW264.7
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