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Merck

B9938

Calycosin

≥98% (HPLC)

Sinonimo/i:

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

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Informazioni su questo articolo

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

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Nome del prodotto

Calycosin, ≥98% (HPLC)

InChI key

QAGGICSUEVNSGH-UHFFFAOYSA-N

SMILES string

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

assay

≥98% (HPLC)

form

powder

color

white to light yellow

solubility

methanol: 1 mg/mL, clear, colorless

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

Quality Level

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Questo articolo
PHL82491SMB004381087472
Calycosin ≥98% (HPLC)

Sigma-Aldrich

B9938

Calycosin

Calycosin phyproof® Reference Substance

PHL82491

Calycosin

Calycosin United States Pharmacopeia (USP) Reference Standard

USP

1087472

Calycosin

form

powder

form

solid

form

powder

form

-

assay

≥98% (HPLC)

assay

≥95.0% (HPLC)

assay

≥98% (HPLC)

assay

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

-

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

pharmaceutical (small molecule)

Quality Level

100

Quality Level

-

Quality Level

200

Quality Level

-

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

2-8°C

solubility

methanol: 1 mg/mL, clear, colorless

solubility

-

solubility

-

solubility

-

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)[1]
  • to analyze its effect on the growth of nasopharyngeal carcinoma cells by modulating the long non-coding RNA, Ewing sarcoma-associated transcript 1(EWSAT1)[2]
  • to evaluate its effect on the left ventricular ejection fraction in rat model with myocardial ischemia[3]

Biochem/physiol Actions

Calycosin exhibits various therapeutic properties such as anti-inflammatory, antioxidant, antiviral, and neuroprotective effects.[1][4] It is shown to exercise its anticarcinogenic effects against the cluster of breast cancer, osteosarcoma, hepatocellular carcinoma, and colorectal cancer.[2] 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).[3][5] It has been found to show hyperpermeability induced by the conditions of low osmolarity.[4] Finally, calycosin is being suggested to be used as a prodrug for the treatment of hypoxia-related vascular diseases.[6]
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.

General description

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.[1][2]

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Classe di stoccaggio

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Lingping Kong et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 106, 342-348 (2018-07-04)
The incidence of nasopharyngeal carcinoma (NPC) in China is relatively higher than that throughout the rest of the world, and NPC is geographically distributed. Long non-coding RNA (lncRNA) plays a key role in the development of tumors. Recent studies have
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
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
Yi Fan et al.
European journal of pharmacology, 481(1), 33-40 (2003-11-26)
The purpose of the present study was to examine the effects of calycosin, an isoflavonoid isolated from Astragali Radix, on the impairment of barrier function induced by hypoxia in cultured human umbilical vein endothelial cells. Hypoxia induced an increase in
Chao Guo et al.
Journal of ethnopharmacology, 144(3), 768-774 (2012-11-06)
Radix Astragali has been commonly used as traditional herbal medicine in China for reinforcing vital energy, strengthening superficial resistance and promoting the discharge of pus and the growth of new tissue. The present study was to investigate the neuroprotective effect

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