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SML0786

Sigma-Aldrich

Decursin

≥97% (HPLC)

Synonyme(s) :

(+)-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

Formule empirique (notation de Hill) :
C19H20O5
Numéro CAS:
5928-25-6
Poids moléculaire :
328.36
Numéro MDL:
MFCD00272154
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Source biologique

Radix peucedani

Niveau de qualité

100

Essai

≥97% (HPLC)

Forme

powder

Activité optique

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

Couleur

white to beige

Solubilité

DMSO: 5 mg/mL, clear

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne 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

Clé InChI

CUKSFECWKQBVED-INIZCTEOSA-N

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Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
0000426820
0000426820
0000279566
0000215000
0000214999

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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
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
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
Nam Il Park et al.
Molecular biotechnology, 50(2), 114-120 (2011-06-01)
Angelica gigas is a medicinal plant that produces pyranocoumarins, including decursin (D) and decursinol angelate (DA), which have neuroprotective, anticancer, and antiandrogenic effects. In this study, the coumarin biosynthetic pathway was engineered to increase the production of DA. Specifically, a
Jung-woo Chae et al.
Journal of ethnopharmacology, 144(2), 248-254 (2012-09-18)
Decursin is used as a traditional Asian medicine to treat various women's diseases. Herb-drug interaction has become a serious problem since herbal medicine is extensively used in the modern world. This study investigates effects of decursin, on the pharmacokinetics of
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