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SML0786

Sigma-Aldrich

Decursin

≥97% (HPLC)

Sinónimos:

(+)-Decursin, (7S)-7,8-Dihydro-8,8-dimethyl-2-oxo-2H,6H-benzo[1,2-b:5,4-b′]dipyran-7-yl 3-methyl-2-butenoate, 3-Methyl-2-butenoic acid (7S)-7,8-dihydro-8,8-dimethyl-2-oxo-2H,6H-pyrano[3,2-g]-1-benzopyran-7-yl ester

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About This Item

Fórmula empírica (notación de Hill):
C19H20O5
Número de CAS:
5928-25-6
Peso molecular:
328.36
Número MDL:
MFCD00272154
Código UNSPSC:
12352200
NACRES:
NA.77

origen biológico

Radix peucedani

Nivel de calidad

100

Ensayo

≥97% (HPLC)

Formulario

powder

actividad óptica

[α]/D +120 to +160°, c = 0.5 in chloroform-d

color

white to beige

solubilidad

DMSO: 5 mg/mL, clear

Condiciones de envío

wet ice

temp. de almacenamiento

−20°C

cadena SMILES

[o]1c2c(cc3c(c2)OC([C@H](C3)OC(=O)C=C(C)C)(C)C)cc[c]1=O

InChI

1S/C19H20O5/c1-11(2)7-18(21)23-16-9-13-8-12-5-6-17(20)22-14(12)10-15(13)24-19(16,3)4/h5-8,10,16H,9H2,1-4H3/t16-/m0/s1

Clave InChI

CUKSFECWKQBVED-INIZCTEOSA-N

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Acciones bioquímicas o fisiológicas

Decursin is a cumarin isolated from Radix peucedani that exhibits a number of physiological actions including anticancer, antibacterial, antinematodal and antioxidant.
Decursin is a cumarin isolated from Radix peucedani that exhibits a number of physiological actions including anticancer, antibacterial, antinematodal and antioxidant. Decursin is potent anti-angiogenic agent targeting the VEGFR-2 signaling pathway. Decursin exhibits potent neuroprotective activity against glutamate and Ab- induced neurotoxicity. Apparently, decursin stimulates activation of Nerf2. Also, decursin inhibits androgen stimulated AR translocation to the nucleus in LNCaP prostate cancer cells.

Características y beneficios

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000426820
0000426820
0000279566
0000215000
0000214999

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Kyeong Lee et al.
European journal of medicinal chemistry, 45(12), 5567-5575 (2010-10-05)
We report the synthesis of a novel series of highly potent melanin inhibitors which were obtained through structural modification of an anticancer compound S-(+)-decursinol. The in vitro inhibitory potencies of the newly synthesized compounds were evaluated against α-MSH induced melanin
Seok Yun Jung et al.
Journal of cellular biochemistry, 113(5), 1478-1487 (2012-02-03)
Endothelial progenitor cells (EPCs) contribute to the tumor vasculature during tumor progression. Decursin isolated from the herb Angelica gigas is known to possess potent anti-inflammatory activities. Recently, we reported that decursin is a novel candidate for an angiogenesis inhibitor [Jung
Li Li et al.
Planta medica, 79(3-4), 275-280 (2013-02-01)
Decursin and decursinol angelate are the major components in the alcoholic extract of the root of Angelica gigas Nakai. Our previous work convincingly demonstrated that both decursin and decursinol angelate were rapidly converted to decursinol in mice after administration by
Li Li et al.
Planta medica, 78(3), 252-259 (2011-11-26)
The pyranocoumarin compound decursin and its isomer decursinol angelate (DA) are the major hydrophobic phytochemicals in the root of Angelica gigas Nakai (AGN, Korean Angelica), a major traditional medicinal herb. The ethanol extract of AGN and especially the purified decursin
Sa-Ra Choi et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 49(10), 2517-2523 (2011-06-23)
Decursin is a major biological active component of Angelicagigas Nakai and is known to induce apoptosis of metastatic prostatic cancer cells. However, the apoptotic mechanism of decursin using primary malignant tumor (RC-58T/h/SA#4)-derived human prostate cells is not known. In the
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