CAS 18642-23-4|Psoralidin

Introduction：Basic information about CAS 18642-23-4|Psoralidin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Psoralidin BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Articles14
7. Synonyms

Common Name	Psoralidin
CAS Number	18642-23-4	Molecular Weight	336.338
Density	1.4±0.1 g/cm3	Boiling Point	458.8±34.0 °C at 760 mmHg
Molecular Formula	C₂₀H₁₆O₅	Melting Point	290-292°
MSDS	ChineseUSA	Flash Point	231.3±25.7 °C

Names

Name	psoralidin
Synonym	More Synonyms

Psoralidin BiologicalActivity

Description	Psoralidin, a natural furanocoumarin, is isolated from Psoralea corylifolia L. possessing anti-cancer properties.IC50 value:Target: Anticancer natural compoundin vitro: PSO dramatically decreased the cell viabilities in dose- and time-dependent manner. Autophagy inhibitor 3-MA blocked the production of LC3-II and reduced the cytotoxicity in response to PSO. Furthermore, PSO increased intracellular ROS level which was correlated to the elevation of LC3-II [1]. Psoralidin at 10 μM was able to induce the maximum reporter gene expression corresponding to that of E2-treated cells and such activation of the ERE-reporter gene by psoralidin was completely abolished by the cotreatment of a pure ER antagonist, implying that the biological activities of psoralidin are mediated by ER [2]. Psoralidin enhanced TRAIL-induced apoptosis in HeLa cells through increased expression of TRAIL-R2 death receptor and depolarization of mitochondrial membrane potential [3]. Psoralidin inhibited the IR-induced COX-2 expression and PGE(2) production through regulation of PI3K/Akt and NF-κB pathway. Also, psoralidin blocked IR-induced LTB(4) production, and it was due to direct interaction of psoralidin and 5-lipoxygenase activating protein (FLAP) in 5-LOX pathway. IR-induced fibroblast migration was notably attenuated in the presence of psoralidin [4].in vivo: Moreover, in vivo results from mouse lung indicate that psoralidin suppresses IR-induced expression of pro-inflammatory cytokines (TNF-α, TGF-β, IL-6 and IL-1 α/β) and ICAM-1[4].
Related Catalog	Signaling Pathways >>Stem Cell/Wnt >>NotchNatural Products >>PhenylpropanoidsResearch Areas >>Cancer
References	[1]. Hao W, et al. Psoralidin induces autophagy through ROS generation which inhibits the proliferation of human lung cancer A549 cells. PeerJ. 2014 Sep 9;2:e555. [2]. Liu X, et al. Psoralidin, a coumestan analogue, as a novel potent estrogen receptor signaling molecule isolated from Psoralea corylifolia. Bioorg Med Chem Lett. 2014 Mar 1;24(5):1403-6. [3]. Bronikowska J, et al. The coumarin psoralidin enhances anticancer effect of tumor necrosis factor-related apoptosis-inducing ligand (TRAIL). Molecules. 2012 May 29;17(6):6449-64. [4]. Yang HJ, et al. Psoralidin, a dual inhibitor of COX-2 and 5-LOX, regulates ionizing radiation (IR)-induced pulmonary inflammation. Biochem Pharmacol. 2011 Sep 1;82(5):524-34.

Description

Psoralidin, a natural furanocoumarin, is isolated from Psoralea corylifolia L. possessing anti-cancer properties.IC50 value:Target: Anticancer natural compoundin vitro: PSO dramatically decreased the cell viabilities in dose- and time-dependent manner. Autophagy inhibitor 3-MA blocked the production of LC3-II and reduced the cytotoxicity in response to PSO. Furthermore, PSO increased intracellular ROS level which was correlated to the elevation of LC3-II [1]. Psoralidin at 10 μM was able to induce the maximum reporter gene expression corresponding to that of E2-treated cells and such activation of the ERE-reporter gene by psoralidin was completely abolished by the cotreatment of a pure ER antagonist, implying that the biological activities of psoralidin are mediated by ER [2]. Psoralidin enhanced TRAIL-induced apoptosis in HeLa cells through increased expression of TRAIL-R2 death receptor and depolarization of mitochondrial membrane potential [3]. Psoralidin inhibited the IR-induced COX-2 expression and PGE(2) production through regulation of PI3K/Akt and NF-κB pathway. Also, psoralidin blocked IR-induced LTB(4) production, and it was due to direct interaction of psoralidin and 5-lipoxygenase activating protein (FLAP) in 5-LOX pathway. IR-induced fibroblast migration was notably attenuated in the presence of psoralidin [4].in vivo: Moreover, in vivo results from mouse lung indicate that psoralidin suppresses IR-induced expression of pro-inflammatory cytokines (TNF-α, TGF-β, IL-6 and IL-1 α/β) and ICAM-1[4].

Related Catalog

Signaling Pathways >>Stem Cell/Wnt >>NotchNatural Products >>PhenylpropanoidsResearch Areas >>Cancer

References

[1]. Hao W, et al. Psoralidin induces autophagy through ROS generation which inhibits the proliferation of human lung cancer A549 cells. PeerJ. 2014 Sep 9;2:e555.

[2]. Liu X, et al. Psoralidin, a coumestan analogue, as a novel potent estrogen receptor signaling molecule isolated from Psoralea corylifolia. Bioorg Med Chem Lett. 2014 Mar 1;24(5):1403-6.

[3]. Bronikowska J, et al. The coumarin psoralidin enhances anticancer effect of tumor necrosis factor-related apoptosis-inducing ligand (TRAIL). Molecules. 2012 May 29;17(6):6449-64.

[4]. Yang HJ, et al. Psoralidin, a dual inhibitor of COX-2 and 5-LOX, regulates ionizing radiation (IR)-induced pulmonary inflammation. Biochem Pharmacol. 2011 Sep 1;82(5):524-34.

Chemical & Physical Properties

Density	1.4±0.1 g/cm3
Boiling Point	458.8±34.0 °C at 760 mmHg
Melting Point	290-292°
Molecular Formula	C₂₀H₁₆O₅
Molecular Weight	336.338
Flash Point	231.3±25.7 °C
Exact Mass	336.099762
PSA	83.81000
LogP	5.03
Appearance of Characters	white to beige
Vapour Pressure	0.0±1.2 mmHg at 25°C
Index of Refraction	1.689
InChIKey	YABIJLLNNFURIJ-UHFFFAOYSA-N
SMILES	CC(C)=CCc1cc2c(cc1O)oc(=O)c1c3ccc(O)cc3oc21
Storage condition	?20°C
Water Solubility	DMSO: soluble5mg/mL, clear (warmed)

Safety Information

RIDADR	NONH for all modes of transport
HS Code	2932999099

Customs

HS Code	2932999099
Summary	2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles14

[Study on effect of psoralidin on anti-experimental postmenopausal osteoporosis and its mechanism].

Zhongguo Zhong Yao Za Zhi 38(11) , 1816-9, (2013)

To observe the effect of psoralidine in rats with ovariectomy, and preliminarily study its mechanism.Sixty female Sprague-Dawley rats were divided into 5 groups: the sham operation group, the model gr...

[Study on the chemical constituents of Psoralea corylifolia].

Zhong Yao Cai 34(8) , 1211-3, (2011)

To study the chemical constituents of Psoralea corylifolia.Column chromatography was used in the isolation procedure. The structures of isolated compounds were elucidated by spectral data.Seven compou...

Psoralidin, a dual inhibitor of COX-2 and 5-LOX, regulates ionizing radiation (IR)-induced pulmonary inflammation.

Biochem. Pharmacol. 82(5) , 524-34, (2011)

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...

Synonyms

6H-Benzofuro[3,2-c][1]benzopyran-6-one, 3,9-dihydroxy-2-(3-methyl-2-buten-1-yl)-

Psoralidin

3,9-dihydroxy-2-(3-methylbut-2-enyl)-[1]benzofuro[3,2-c]chromen-6-one

3,9-Dihydroxy-2-prenylcoumestan

3,9-Dihydroxy-2-(3-methyl-2-buten-1-yl)-6H-[1]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-butenyl)-

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

6-(3-Methylbut-2-enyl)coumestrol

3,9-Dihydroxy-2-(3-methylbut-2-en-1-yl)-6H-[1]benzofuro[3,2-c]chromen-6-one

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