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B9938

Calycosin

≥98% (HPLC)

Synonym(s):

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

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10 mg
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₪1,920.00

About This Item

Empirical Formula (Hill Notation):
C16H12O5
CAS Number:
20575-57-9
Molecular Weight:
284.26
NACRES:
NA.25
PubChem Substance ID:
329773327
UNSPSC Code:
12352200
MDL number:
MFCD00210598

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Quality Level

100

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

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]

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.

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This Item
PHL824911087472SMB00438
Calycosin ≥98% (HPLC)

Sigma-Aldrich

B9938

Calycosin

Calycosin phyproof® Reference Substance

PHL82491

Calycosin

Calycosin United States Pharmacopeia (USP) Reference Standard

USP

1087472

Calycosin

Sophoricoside ≥98% (HPLC)

Sigma-Aldrich

SMB00438

Sophoricoside

form

powder

form

solid

form

-

form

powder

assay

≥98% (HPLC)

assay

≥95.0% (HPLC)

assay

-

assay

≥98% (HPLC)

Quality Level

100

Quality Level

-

Quality Level

-

Quality Level

200

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

application(s)

-

application(s)

pharmaceutical (small molecule)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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

-

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5642V
WXBF0484V
WXBD7924V
WXBD5556V
WXBD3843V

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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
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
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Global Trade Item Number

SKUGTIN
B9938-10MG04061833047019

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