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B9938

Sigma-Aldrich

Calycosin

≥98% (HPLC)

Synonyme(s) :

3′,7-Dihydroxy-4′-methoxy-isoflavone, 3′-Hydroxyformononetin, Cyclosin

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About This Item

Formule empirique (notation de Hill):
C16H12O5
Numéro CAS:
20575-57-9
Poids moléculaire :
284.26
Numéro MDL:
MFCD00210598
Code UNSPSC :
12352200
ID de substance PubChem :
329773327
Nomenclature NACRES :
NA.25

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to light yellow

Solubilité

methanol: 1 mg/mL, clear, colorless

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Température de stockage

2-8°C

Chaîne SMILES 

O=C1C(C(C=C2)=CC(O)=C2OC)=COC3=CC(O)=CC=C13

InChI

1S/C16H12O5/c1-20-14-5-2-9(6-13(14)19)15-8-12(18)11-4-3-10(17)7-16(11)21-15/h2-8,17,19H,1H3

Clé InChI

QAGGICSUEVNSGH-UHFFFAOYSA-N

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Catégories apparentées

Description générale

Calycosin is a plant estrogen exhibiting both agonistic and antagonistic attitude towards estrogen. It is an isoflavone, occurring as the primary component of the Radix astragali extract.

Application

Calycosin has been used:
  • to study its effect on the repression of glioblastomas by having an inhibitory effect on the expression of tyrosine-protein kinase Met (c-Met)
  • to analyze its effect on the growth of nasopharyngeal carcinoma cells by modulating the long non-coding RNA, Ewing sarcoma-associated transcript 1(EWSAT1)
  • to evaluate its effect on the left ventricular ejection fraction in rat model with myocardial ischemia

Actions biochimiques/physiologiques

Calycosin exhibits various therapeutic properties such as anti-inflammatory, antioxidant, antiviral, and neuroprotective effects. It is shown to exercise its anticarcinogenic effects against the cluster of breast cancer, osteosarcoma, hepatocellular carcinoma, and colorectal cancer. It is also being promoted as a probable treatment for myocardial infarction due to its ability to hasten the process of angiogenesis and increase the expression of vascular endothelial growth factor (VEGF). It has been found to show hyperpermeability induced by the conditions of low osmolarity. Finally, calycosin is being suggested to be used as a prodrug for the treatment of hypoxia-related vascular diseases.
Isoflavone and phytoestrogen isolated froma traditional Chinese medicinal herb. Calycosin induces angiogenesis in HUVEC and promotes proliferation of estrogen-receptor positive cells in vivo and in vitro. Also functions as a vasorelaxant on rat thoracic aorta.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H317

Classification des risques

Skin Sens. 1

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Dongqing Zhang et al.
Oxidative medicine and cellular longevity, 2012, 209843-209843 (2012-08-01)
Flavonoids are found in most parts of plants and have been shown to have multiple biological activities such as anticancer, anti-inflammation, antibacteria, antivirus, and immune-stimulation. Existing data showed that the total flavonoids of Astragalus (TFA) can provide biological system with
Guang Hu et al.
Xenobiotica; the fate of foreign compounds in biological systems, 42(3), 294-303 (2011-10-04)
Although zebrafish has become a popular animal model for drug discovery and screening, drug metabolism in zebrafish remains largely unknown. In this study, we probed the metabolic capability of zebrafish larvae with calycosin, one of the major isoflavone constituents of
Dongli Zhang et al.
Archives of biochemistry and biophysics, 691, 108478-108478 (2020-07-28)
Calycosin, a functional phytoestrogen isoflavone isolated from Radix astragali, has been shown to possess multiple pharmacological properties including anti-cancer activity. However, up to now, the anti-cancer effect and the related mechanism of calycosin on cervical cancer (CC) cells have not
Gao Junqing et al.
Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan, 35(2), 160-167 (2015-05-16)
To evaluated the effect of calycosin on left ventricular ejection fraction and angiogenesis. Adult male Sprague-Dawley rats were randomly assigned into calycosin-treated groups (0.5, 1, 2, and 4 mg/kg qd), a dimethyl sulfoxide (DMSO), or a sham-operated control group. The
Youhua Xu et al.
Journal of ethnopharmacology, 137(1), 359-370 (2011-06-15)
Astragali radix is a traditional Chinese medicine that has long been used for treatment of diabetes and diabetes-associated disease, but its active component and mechanism on the disease is not well defined. Infiltration of leukocytes within the glomeruli and vasculature
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