CAS 5928-25-6|Decursin

Introduction:Basic information about CAS 5928-25-6|Decursin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameDecursin
CAS Number5928-25-6Molecular Weight328.359
Density1.2±0.1 g/cm3Boiling Point469.4±45.0 °C at 760 mmHg
Molecular FormulaC19H20O5Melting Point93-94ºC
MSDSChineseUSAFlash Point206.6±28.8 °C

Names

Namedecursin
SynonymMore Synonyms

Decursin BiologicalActivity

DescriptionDecursin is an anticancer agent, with potential anti-inflammatory activity.
Related CatalogSignaling Pathways >>Others >>OthersNatural Products >>OthersResearch Areas >>CancerResearch Areas >>Inflammation/Immunology
In VitroDecursin (25-100 μM) shows a strong dose- and time-dependent inhibition of cell growth, accounting for 22% to 51%, 21% to 68%, 9% to 72%, and 42% to 90% growth inhibition after 24, 48, 72, and 96 hours of treatment, respectively. Furthermore, it is observed that both Decursin and Decursinol have cytotoxic effect on DU145 cells, in which similar treatment (25-100 μM for 24, 48, 72, and 96 hours) with Decursin cause 15% to 45% cell death versus 11% to 12% in controls[1]. Decursin blocks tumor progression by suppression of angiopoietin-2, angiopoietin receptor Tie-2, and endothelial nitric oxide synthase (eNOS) in endothelial progenitor cells. Decursin has the ability to inhibit vascular endothelial growth factor (VEGF)-induced proliferation, metastasis, and tube formation in human umbilical vein endothelial cells (HUVECs). Decursin inhibits pro-inflammatory molecules, such as chemokines, cytokines, and enzymes such as Cyclooxygenase-2 (COX-2) and MMPs[2].
Cell AssayTo assess the biological activity of these compounds in terms of cell growth and death, DU145 cells are treated with 25, 50, and 100 μM doses of Decursin and Decursinol for 24, 48, 72, and 96 hours[1].
References

[1]. Yim D, et al. A novel anticancer agent, decursin, induces G1 arrest and apoptosis in human prostate carcinoma cells. Cancer Res. 2005 Feb 1;65(3):1035-44.

[2]. Shehzad A, et al. Decursin and decursinol angelate: molecular mechanism and therapeutic potential in inflammatory diseases. Inflamm Res. 2018 Mar;67(3):209-218.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point469.4±45.0 °C at 760 mmHg
Melting Point93-94ºC
Molecular FormulaC19H20O5
Molecular Weight328.359
Flash Point206.6±28.8 °C
Exact Mass328.131073
PSA65.74000
LogP4.57
Appearance of Characterswhite to beige
Vapour Pressure0.0±1.2 mmHg at 25°C
Index of Refraction1.580
InChIKeyCUKSFECWKQBVED-INIZCTEOSA-N
SMILESCC(C)=CC(=O)OC1Cc2cc3ccc(=O)oc3cc2OC1(C)C
Storage condition?20°C
Water SolubilityDMSO: soluble5mg/mL, clear

Safety Information

Safety Phrases24/25
RIDADRNONH for all modes of transport
HS Code29322090

Articles22

More Articles
Decursin attenuates hepatic fibrogenesis through interrupting TGF-beta-mediated NAD(P)H oxidase activation and Smad signaling in vivo and in vitro.

Life Sci. 108(2) , 94-103, (2014)

We studied that a potent antifibrotic effect of decursin on in vivo liver damage model and the mechanism in inhibiting which transforming growth factor (TGF)-β1-induced human hepatic stellate cells (H...

Ultrafine Angelica gigas powder normalizes ovarian hormone levels and has antiosteoporosis properties in ovariectomized rats: particle size effect.

J. Med. Food 15(10) , 863-72, (2012)

The root of Angelica gigas (Korean angelica) is traditionally used to treat women's ailments that are caused by an impairment of menstrual blood flow and cycle irregularities. This study evaluated the...

Inhibition of angiogenic attributes by decursin in endothelial cells and ex vivo rat aortic ring angiogenesis model.

Indian J. Exp. Biol. 49(11) , 848-56, (2011)

The present study was undertaken to observe the inhibition of angiogenesis by decursin. It was the first time to show that decursin offered strong anti-angiogenic activities under the biologically rel...

Synonyms

(S)-7,8-Dihydro-8,8-dimethyl-2-oxo-2H,6H-benzo(1,2-b:5,4-b')dipyran-7-yl 3-methyl-2-butenoate
2-Butenoic acid, 3-methyl-, 7,8-dihydro-8,8-dimethyl-2-oxo-2H,6H-benzo(1,2-b:5,4-b')dipyran-7-yl ester, (S)-
(7S)-8,8-dimethyl-2-oxo-7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-7-yl 3-methylbut-2-enoate
2-Butenoic acid, 3-methyl-, (7S)-7,8-dihydro-8,8-dimethyl-2-oxo-2H,6H-benzo[1,2-b:5,4-b']dipyran-7-yl ester
(7S)-8,8-Dimethyl-2-oxo-7,8-dihydro-2H,6H-pyrano[3,2-g]chromen-7-yl 3-methyl-2-butenoate
(S)-8,8-Dimethyl-2-oxo-7,8-dihydro-2H,6H-pyrano(3,2-g)chromen-7-yl 3-methyl-2-butenoate
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