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B9938

Sigma-Aldrich

Calycosin

≥98% (HPLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C16H12O5
Numero CAS:
Peso molecolare:
284.26
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.25

Saggio

≥98% (HPLC)

Forma fisica

powder

Colore

white to light yellow

Solubilità

methanol: 1 mg/mL, clear, colorless

applicazioni

metabolomics
vitamins, nutraceuticals, and natural products

Temperatura di conservazione

2-8°C

Stringa SMILE

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
QAGGICSUEVNSGH-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

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.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

Skin Sens. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Sigma-Aldrich

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Sigma-Aldrich

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Wei Tian et al.
Molecular medicine reports, 22(5), 3962-3968 (2020-09-10)
Previous studies have demonstrated that calycosin is a natural phytoestrogen with a similar structure to estrogen, which can inhibit cell proliferation and induce apoptosis in a variety of tumors. Calycosin exerts potential pharmacological effects on osteosarcoma cells by inducing apoptosis.
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
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
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
Yan Zhou et al.
Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine, 36(7), 5333-5339 (2015-02-13)
Calycosin is widely used as a natural active compound for its anti-oxidative and anti-inflammation activity. Recently, several studies have shown that calycosin can inhibit growth and induce apoptosis in human cancer cell lines; however, the mechanisms are not completely clarified

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