Calycosin - Moligand™, ≥98%(HPLC) , CAS No.20575-57-9

CAS: 20575-57-9 Cat. No.: C123665 Molecular Weight: 284.26 EC Number: 694-673-3
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GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. ≥98%(HPLC)
Synonyms
B0005-464342 | NCGC00169494-01 | Q-100254 | SCHEMBL73013 | 4H-1-Benzopyran-4-one, 7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)- | Calycosin | CALYCOSIN (CONSTITUENT OF ASTRAGALUS) [DSC] | HSDB 8109 | Q5024637 | ?CALYCOSIN | 09N3E8P7TA | MEGxp0_001325 | AC-8043
Storage
Store at 2-8°C
Shipped In
Wet ice
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
10mg
C123665-10mg
2
$45.90
25mg
C123665-25mg
2
$89.90
50mg
C123665-50mg
2
$159.90
100mg
C123665-100mg
1
$279.90
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Why this grade

Moligand™, ≥98%(HPLC) Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 8 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

Calycosin (Cyclosin) is a natural active compound with anti-oxidative and anti-inflammation activity.
Calycosin, a phytoestrogen isoflavone, may be used to promote and study its mechanisms of angiogenesis via interaction with the estrogen receptor and mitogen-activated protein kinase (MAPK) signaling pathway. Calycosin may be used to study its function and role in neuroprotection via prevention of reperfusion injury. Calycosin may be used as a calcium channel blocker. Calycosin can be used to study its role in protection of HUVECs from advanced glycation end products-induced macrophage infiltration.

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.

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

Specifications

Synonyms
B0005-464342 | NCGC00169494-01 | Q-100254 | SCHEMBL73013 | 4H-1-Benzopyran-4-one, 7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)- | Calycosin | CALYCOSIN (CONSTITUENT OF ASTRAGALUS) [DSC] | HSDB 8109 | Q5024637 | ?CALYCOSIN | 09N3E8P7TA | MEGxp0_001325 | AC-8043
Specifications & Purity
Moligand™, ≥98%(HPLC)
Biochemical and Physiological Mechanisms
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 carci
Storage
Store at 2-8°C
Shipped In
Wet ice
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Purity
≥98%(HPLC)
Names and Identifiers
Pubchem Sid504763301
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504763301
Canonical SmilesCOC1=C(C=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)O)O
IUPAC Name7-hydroxy-3-(3-hydroxy-4-methoxyphenyl)chromen-4-one
InChIKeyZZAJQOPSWWVMBI-UHFFFAOYSA-N
INCHI1S/C16H12O5/c1-20-14-5-2-9(6-13(14)18)12-8-21-15-7-10(17)3-4-11(15)16(12)19/h2-8,17-18H,1H3
Isomeric SMILES COC1=C(C=C(C=C1)C2=COC3=C(C2=O)C=CC(=C3)O)O
WGK Germany 3
Molecular Weight 284.26
Reaxy-Rn 1292488
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1292488&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
ClassIsoflavonoids
SubclassO-methylated isoflavonoids
Intermediate Tree Nodes 4'-O-methylated isoflavonoids
Direct Parent3'-hydroxy,4'-methoxyisoflavonoids
Alternative Parents 4'-O-methylisoflavones  Hydroxyisoflavonoids  Isoflavones  Chromones  Methoxyphenols  Anisoles  Phenoxy compounds  Methoxybenzenes  1-hydroxy-4-unsubstituted benzenoids  1-hydroxy-2-unsubstituted benzenoids  Alkyl aryl ethers  Pyranones and derivatives  Heteroaromatic compounds  Oxacyclic compounds  Hydrocarbon derivatives  Organic oxides  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents 4p-o-methylisoflavone - 3'-hydroxy,4'-methoxyisoflavonoid - Isoflavone - Hydroxyisoflavonoid - Chromone - Methoxyphenol - 1-benzopyran - Benzopyran - Phenoxy compound - Phenol ether - Anisole - Methoxybenzene - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Pyranone - Phenol - Pyran - Monocyclic benzene moiety - Benzenoid - Heteroaromatic compound - Ether - Organoheterocyclic compound - Oxacycle - Organic oxygen compound - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 3'-hydroxy,4'-methoxyisoflavonoids. These are isoflavonoids carrying a methoxy group attached to the C4' atom, as well as a hydroxyl group at the C3'-position of the isoflavonoid backbone.
External Descriptors an isoflavone
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
POLB Tchem DNA polymerase beta (23632 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-1080 (3966 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
N9 (414 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PANC-1 (6144 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U-937 (7138 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
A549 (127892 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
T47D (39041 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLK Tbio DNA polymerase kappa (8653 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLI Tchem DNA polymerase iota (116820 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BRCA1 Tchem Breast cancer type 1 susceptibility protein (15908 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4E Tchem Lysine-specific demethylase 4D-like (40243 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NPC1 Tchem Niemann-Pick C1 protein (18985 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAB9A Tbio Ras-related protein Rab-9A (22488 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
microRNA 21 (64692 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ATAD5 Tbio ATPase family AAA domain-containing protein 5 (122566 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Trypanosoma brucei brucei (13300 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leishmania donovani (89745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
H9c2 (3506 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vero (26788 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BV-2 (3710 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Dyrk1a Dual specificity tyrosine-phosphorylation-regulated kinase 1A (1629 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Luciferin 4-monooxygenase (66902 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mapt Microtubule-associated protein tau (6 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

12 results found

Lot NumberCertificate TypeDateItem
J1831104Certificate of AnalysisJun 11, 2026 C123665
E2606210Certificate of AnalysisApr 15, 2026 C123665
E2606211Certificate of AnalysisApr 15, 2026 C123665
E2606212Certificate of AnalysisApr 15, 2026 C123665
E2606213Certificate of AnalysisApr 15, 2026 C123665
F2525203Certificate of AnalysisMay 23, 2025 C123665
F2525204Certificate of AnalysisMay 23, 2025 C123665
F2525205Certificate of AnalysisMay 23, 2025 C123665
F2525206Certificate of AnalysisMay 23, 2025 C123665
F2525207Certificate of AnalysisMay 23, 2025 C123665
H1611071Certificate of AnalysisApr 07, 2024 C123665
F2320009Certificate of AnalysisJul 03, 2023 C123665

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Chemical and Physical Properties
Molecular Weight284.260 g/mol
XLogP32.400
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Exact Mass284.068 Da
Monoisotopic Mass284.068 Da
Topological Polar Surface Area76.000 Ų
Heavy Atom Count21
Formal Charge0
Complexity432.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Documents & Articles
Citations of This Product
References
1. Lei He, Qian Hu, Liyang Wei, Xuliyang Ge, Ning Yu, Ying Chen.  (2023)  Unravelling dynamic changes in non-volatile and volatile metabolites of pulses during soaking: An integrated metabolomics approach.  FOOD CHEMISTRY,      [PMID:37141754] [10.1016/j.foodchem.2023.136231]
2. Jie Zhao, Lin Huang, Renjie Li, Zhuangwei Zhang, Jin Chen, Hongjin Tang.  (2022)  Insights from multi-spectroscopic analysis and molecular modeling to understand the structure–affinity relationship and the interaction mechanism of flavonoids with gliadin.  Food & Function,  13  (9): (5061-5074).  [PMID:35404372] [10.1039/D1FO03816H]
3. Hongjin Tang, Lin Huang, Dongsheng Zhao, Chunyong Sun, Ping Song.  (2020)  Interaction mechanism of flavonoids on bovine serum albumin: Insights from molecular property-binding affinity relationship.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:32480277] [10.1016/j.saa.2020.118519]
4. Jie Zhao, Lin Huang, Chunyong Sun, Dongsheng Zhao, Hongjin Tang.  (2020)  Studies on the structure-activity relationship and interaction mechanism of flavonoids and xanthine oxidase through enzyme kinetics, spectroscopy methods and molecular simulations.  FOOD CHEMISTRY,      [PMID:32330646] [10.1016/j.foodchem.2020.126807]
5. Wang Liwei, Zhang Lu, Yun Yang, Liang Tingting, Yan Chaoqun, Mao Zhuoya, Zhang Jingfang, Liu Baoshe, Zhang Jian, Liang Taigang.  (2024)  Protective effect of astragaloside IV against zinc oxide nanoparticles induced human neuroblastoma SH-SY5Y cell death: a focus on mitochondrial quality control.  MOLECULAR AND CELLULAR BIOCHEMISTRY,      [PMID:39630360] [10.1007/s11010-024-05172-0]
6. Haolin Zhang, Jingjing Zhang, Hui Cao, Petra Högger, Randolph Arroo, Mohamed A. Farag, Avi Shpigelman, Jianbo Xiao, Chunlin Li.  (2025)  Amination of Flavonoids Possessing a Pyrogallol Group in Cell Culture Medium at 37°C.  Food Frontiers,  (2): (1058-1078).  [PMID:] [10.1002/fft2.70002]
7. Heng Wang, Zhaofei Liu, Xiangjun Xu, Haitao Zhang, Lei He, Ming Li.  (2025)  Calycosin Protects Against Chronic Prostatitis via Regulating Cellular Pyroptosis.  AMERICAN JOURNAL OF REPRODUCTIVE IMMUNOLOGY,  93  (5): (e70084).  [PMID:40349356] [10.1111/aji.70084]
8. Yixuan Guo, Wenqian Liu, Bingsen Qi, Ziyi Liu, Jiaxin Wang, Le Yang, Jingcun Sun, Jinlong Qi.  (2025)  Integrating network pharmacology, molecular docking and experimental verification to explore the protective effect of Buyang Huanwu Decoction on cerebral ischemic stroke.  Results in Chemistry,      [PMID:] [10.1016/j.rechem.2025.102856]
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