B9938
Calycosin
≥98% (HPLC)
Synonym(s):
3′,7-Dihydroxy-4′-methoxy-isoflavone, 3′-Hydroxyformononetin, Cyclosin
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About This Item
Empirical Formula (Hill Notation):
C16H12O5
CAS Number:
Molecular Weight:
284.26
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25
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Quality Level
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
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
InChI key
QAGGICSUEVNSGH-UHFFFAOYSA-N
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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.
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
Biochem/physiol Actions
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Skin Sens. 1
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
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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
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
Jian Chen et al.
JPEN. Journal of parenteral and enteral nutrition, 35(6), 763-769 (2011-07-30)
Calycosin is one of main components in the herb radix astragali and is considered a typical phytoestrogen. It has either estrogenic or antiestrogenic effects that mainly depend on estrogen levels in vivo. This study investigated the effects and mechanisms of
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
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