Calycosin

Modify Date: 2026-07-01 18:29:36

Calycosin Structure
Calycosin structure
Common Name Calycosin
CAS Number 20575-57-9 Molecular Weight 284.263
Density 1.4±0.1 g/cm3 Boiling Point 536.8±50.0 °C at 760 mmHg
Molecular Formula C16H12O5 Melting Point N/A
MSDS Chinese USA Flash Point 205.7±23.6 °C
Symbol GHS06
GHS06
Signal Word Danger

 Use of Calycosin


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].

Summary: Calycosin (CAS号:20575-57-9) is a naturally occurring compound with a molecular formula of C16H12O5 and a molecular weight of 284.263. It exhibits antioxidant and anti-inflammatory activity. For research-use only, not for medical or clinical usage.


 Names

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name calycosin
Synonym More Synonyms

 Calycosin Biological Activity

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description 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
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

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

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

 MSDS

This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.

 Safety Information

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301
Precautionary Statements P301 + P310
Hazard Codes T
Risk Phrases 25
Safety Phrases 45
RIDADR UN 3462 6.1 / PGIII
HS Code 2914509090

 Synthetic Route

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

~62%

Calycosin Structure

Calycosin

CAS#:20575-57-9

Learn More
Literature: Bhandari, Prabha; Crombie, Leslie; Daniels, Peter; Holden, Ian; Bruggen, Nicholas Van; Whiting, Donald A. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1992 , # 7 p. 839 - 850

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Calycosin Structure

Calycosin

CAS#:20575-57-9

Detail Learn More
Literature: Journal of Agricultural and Food Chemistry, , vol. 52, # 21 p. 6623 - 6632

 Customs

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code 2914509090
Summary HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

 Articles9

More Articles

This table lists relevant public references with title, journal and publication metadata for this compound.

Thermal stability of kudzu root (Pueraria Radix) isoflavones as additives to beef patties.

J. Food Sci. Technol. 52(3) , 1578-85, (2015)

Kudzu root, Pueraria radix, extracts are a rich source of isoflavones. This study investigates the thermal stability of Pueraria radix extracts as a natural nutraceutical supplement in beef patties. T...

Calycosin orchestrates the functions of Danggui Buxue Tang, a Chinese herbal decoction composing of Astragali Radix and Angelica Sinensis Radix: An evaluation by using calycosin-knock out herbal extract.

J. Ethnopharmacol. 168 , 150-7, (2015)

Danggui Buxue Tang (DBT) is a classical Chinese herbal decoction containing two herbs, Astragali Radix (AR) and Angelicae Sinensis Radix (ASR), which serves as dietary supplement for treating women me...

Protective effects of calycosin against CCl4-induced liver injury with activation of FXR and STAT3 in mice.

Pharm. Res. 32(2) , 538-48, (2015)

Investigating the hepatoprotective effect of calycosin against acute liver injury in association with FXR activation and STAT3 phosphorylation.The acute liver injury model was established by intraperi...

 CalycosinBioassay

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This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Primary cell-based high-throughput screening assay for identification of compounds th...
Source: Johns Hopkins Ion Channel Center
Target: regulator of G-protein signaling 4 isoform 2 [Homo sapiens]
External Id: JHICC_RGS_Act_HTS
Name: Luminescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: mu-type opioid receptor isoform MOR-1 [Homo sapiens]
External Id: OPRM1-OPRD1_AG_LUMI_1536_1X%ACT PRUN
Name: QFRET-based biochemical primary high throughput screening assay to identify exosite i...
Source: The Scripps Research Institute Molecular Screening Center
Target: disintegrin and metalloproteinase domain-containing protein 17 preproprotein [Homo sapiens]
External Id: ADAM17_INH_QFRET_1536_1X%INH PRUN
Name: Fluorescence-based cell-based primary high throughput screening assay to identify ago...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_AG_FLUO8_1536_1X%ACT PRUN
Name: uHTS identification of small molecule activators of the adaptive arm of the Unfolded ...
Source: Burnham Center for Chemical Genomics
Target: N/A
External Id: BCCG-A405-UPR-XBP1-PrimaryAgonist-Assay
Name: High throughput fluorescence intensity-based biochemical assay to screen for small mo...
Source: University of Pittsburgh Molecular Library Screening Center
Target: furin (paired basic amino acid cleaving enzyme), isoform CRA_a [Homo sapiens]
External Id: MH080376 Biochemical HTS for Inhibitors of the Proprotein Convertase Furin.
Name: Fluorescence polarization to screen for inhibitor that competite the binding of FadD2...
Source: Broad Institute
Target: FATTY-ACID-CoA LIGASE FADD28 (FATTY-ACID-CoA SYNTHETASE)
External Id: 2147-01_Inhibitor_SinglePoint_HTS_Activity
Name: Bursicon-induced LGR2 mediated cAMP production in LGR-2/CRE6x-Luciferase co-transfect...
Source: Broad Institute
Target: N/A
External Id: Bursicon-induced LGR2 mediated cAMP production in LGR-2/CRE6x-Luciferase co-transfected HEK293 cells Inhibition - 7011-01_Antagonist_SinglePoint_HTS_Activity
Name: Cytotoxicity against human PANC1 cells in nutrient deprived medium after 24 hrs
Source: ChEMBL
Target: PANC-1
External Id: CHEMBL928450
Name: Fluorescence-based cell-based primary high throughput screening assay to identify pos...
Source: The Scripps Research Institute Molecular Screening Center
Target: muscarinic acetylcholine receptor M1 [Homo sapiens]
External Id: CHRM1_PAM_FLUO8_1536_1X%ACT PRUN
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 Synonyms

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

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

 Calycosin | FAQ

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the boiling point of calycosin?
A: Boiling point of calycosin is 536.8±50.0 °C at 760 mmHg.
Q: What is the CAS number of calycosin?
A: CAS number of calycosin is 20575-57-9.
Q: What is the safety information for calycosin?
A: Safety information for calycosin: 45.
Q: What is the molecular weight of calycosin?
A: Molecular weight of calycosin is 284.263.
Q: How is the water solubility of calycosin?
A: Water solubility of calycosin: methanol: soluble1mg/mL, clear, colorless.
Q: What is the polar surface area (PSA) of calycosin?
A: Polar surface area (PSA) of calycosin is 79.90000.
Q: What is the physical appearance of calycosin?
A: calycosin appears as white to light yellow.
Q: What is the SMILES notation of calycosin?
A: SMILES notation of calycosin is COc1ccc(-c2coc3cc(O)ccc3c2=O)cc1O.
Q: What is the molecular formula of calycosin?
A: Molecular formula of calycosin is C16H12O5.
Q: What is the LogP of calycosin?
A: LogP of calycosin is 2.41.

 Calycosinfactory

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd
BioBioPha
naturewill
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