CAS Number20575-57-9
Synonyms7,5'-dihydroxy-4'-methoxyisoflavone; 7,3'-dihydroxy-4'-methoxyisoflavone; 7-Hydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one; 7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)chromen-4-one; 3'-hydroxyformononetin; 3',7-Dihydroxy-4'-methoxy-isoflavone; Calycosin; 3',7-dihydroxy-4'-methoxyisoflavone; 7,3'-dihydroxy-4'-methoxyisoflavanon-2-ene
Molecular FormulaC16H12O5
Molecular Weight284.26
Purity≥98 (HPLC)%
Density1.4±0.1 g/cm3
Boiling Point536.8±50.0 °C at 760 mmHg
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 20575-57-9 |
| Catalog No. | 2A-9009551 |
| Chinese Name | 毛蕊异黄酮 |
| Synonyms | 7,5'-dihydroxy-4'-methoxyisoflavone; 7,3'-dihydroxy-4'-methoxyisoflavone; 7-Hydroxy-3-(3-hydroxy-4-methoxyphenyl)-4H-chromen-4-one; 7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)chromen-4-one; 3'-hydroxyformononetin; 3',7-Dihydroxy-4'-methoxy-isoflavone; Calycosin; 3',7-dihydroxy-4'-methoxyisoflavone; 7,3'-dihydroxy-4'-methoxyisoflavanon-2-ene |
| Molecular Formula | C16H12O5 |
| Molecular Weight | 284.26 |
| Purity | ≥98 (HPLC) |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 536.8±50.0 °C at 760 mmHg |
| Appearance | powder |
| Water Solubility | methanol: soluble1mg/mL, clear, colorless |
| Storage Condition | 2-8°C |
| Application | Calycosin is a natural compound with antioxidant and anti-inflammatory activity. |
| HTC | 2914509090 |
| PubChem ID | 329773327 |
| MDL Number | MFCD00210598 |
| 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 |
| InChI Key | QAGGICSUEVNSGH-UHFFFAOYSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352200 |
| Hazard Symbols | Transport |
| MSDS | msds/9551_1_20575_57_9.pdf |
| Bioactivity | Calycosin (Cyclosin) is a natural active compound with anti-oxidative and anti-inflammation activity.IC50 value:Target: in vitro: calycosin had obvious anti-proliferation effects on SKOV3 cells in a dose- and time-dependent manner. calycosin up-regulated the Bax/Bcl-2 ratio and cleaved caspase-3, cleaved caspase-9 expression in a dose-dependent manner. In summary, calycosin might exert anti-growth and induce-apoptosis activity against ovarian cancer SKOV3 cells through activating caspases and Bcl-2 family proteins, therefore presenting as a promising therapeutic agent for the treatment of ovarian cancer [1]. Both calycosin and genistein inhibited proliferation and induced apoptosis in MCF-7 breast cancer cells, especially after treatment with calycosin. Treatment of MCF-7 cells with calycosin or genistein resulted in decreased phosphorylation of Akt, and decreased expression of its downstream target, HOTAIR [2]. incubation of calycosin resulted in enhanced expression ERβ in MCF-7 and T-47D cells, rather than MDA-231 and MDA-435 cells. Moreover, with the upregulation of ERβ, successive changes in downstream signaling pathways were found, including inactivation of insulin-like growth factor 1 receptor (IGF-1R), then stimulation of p38 MAPK and suppression of the serine/threonine kinase (Akt), and finally poly(ADP-ribose) polymerase 1 (PARP-1) cleavage [3].in vivo: calycosin stimulated a dramatic increase in uterine weight and downregulated the level of ERα protein in OVX mice [4]. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Cancer Natural Products >> Flavonoids References [1]. Zhou Y, et al. Calycosin induces apoptosis in human ovarian cancer SKOV3 cells by activating caspases and Bcl-2 family proteins. Tumour Biol. 2015 Feb 12. [2]. Chen J, et al. Calycosin and genistein induce apoptosis by inactivation of HOTAIR/p-Akt signaling pathway in human breast cancer MCF-7 cells. Cell Physiol Biochem. 2015;35(2):722-8. [3]. Chen J, et al. Calycosin suppresses breast cancer cell growth via ERβ-dependent regulation of IGF-1R, p38 MAPK and PI3K/Akt pathways. PLoS One. 2014 Mar 11;9(3):e91245. [4]. Chen J, et al. Calycosin promotes proliferation of estrogen receptor-positive cells via estrogen receptors and ERK1/2 activation in vitro and in vivo. Cancer Lett. 2011 Sep 28;308(2):144-51. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 536.8±50.0 °C at 760 mmHg Molecular Formula C16H12O5 Molecular Weight 284.263 Flash Point 205.7±23.6 °C Exact Mass 284.068481 PSA 79.90000 LogP 2.41 Appearance of Characters white to light yellow Vapour Pressure 0.0±1.5 mmHg at 25°C Index of Refraction 1.669 InChIKey ZZAJQOPSWWVMBI-UHFFFAOYSA-N SMILES COc1ccc(-c2coc3cc(O)ccc3c2=O)cc1O Storage condition 2-8°C Water Solubility methanol: soluble1mg/mL, clear, colorless |
| Use of | Properties Name calycosin Synonym More Synonyms Calycosin Biological Activity Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Cancer Natural Products >> Flavonoids References [3]. Chen J, et al. Calycosin suppresses breast cancer cell growth via ERβ-dependent regulation of IGF-1R, p38 MAPK and PI3K/Akt pathways. PLoS One. 2014 Mar 11;9(3):e91245. Chemical & Physical Properties Molecular Formula C16H12O5 Exact Mass 284.068481 PSA 79.90000 Appearance of Characters white to light yellow Index of Refraction 1.669 InChIKey ZZAJQOPSWWVMBI-UHFFFAOYSA-N |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 5.5% Ordinary tariff: 30.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Danger Regulations: 3462 International Maritime Transport Danger Regulations: 3462 International Air Transport Danger Regulations: 3462 14.2 United Nations shipping name European Land Transport Dangerous Regulations: TOXINS EXTRAC TED FROM LIVING SOURCES, SOLID, N.O.S. (Calycosin) IMDG Code: TOXINS, EXTRACTED FROM LIVING SOURCES, SOLID, N.O.S. (Calycosin) International air transport hazard regulations: Toxins, extracted from living sources, solid, n.o.s. (Calycosin) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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