Silymarin - ≥80% , CAS No.65666-07-1

CAS: 65666-07-1 Cat. No.: S304299 Molecular Weight: 482.44 EC Number: 613-830-9 PubChem CID: 5213

GRADE & PURITY ≥80%

Synonyms

HMS1608M08 | MFCD00872186 | MLS000028529 | SY067261 | Flavobin Spofa | NCGC00089738-02 | SR-01000000093-6 | CHEBI:125451 | NCGC00018179-04 | Apihepar | FT-0775414 | MLS006011786 | Silybin | Silybine | SMR000058272 | BBL027841 | Q27216069 | Silybin; Silibi

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Silymarin has been used in research:

Its antiviral, antibacterial, antifungal activities and cytotoxicity in vitro

Effects of silymarin on bladder contraction in a rat model of cyclophosphamide (CYP) - induced cystitis

Its effect on fumonisin B1 induced liver poisoning in mice

Specifications

Synonyms

HMS1608M08 | MFCD00872186 | MLS000028529 | SY067261 | Flavobin Spofa | NCGC00089738-02 | SR-01000000093-6 | CHEBI:125451 | NCGC00018179-04 | Apihepar | FT-0775414 | MLS006011786 | Silybin | Silybine | SMR000058272 | BBL027841 | Q27216069 | Silybin; Silibi

Specifications & Purity

≥80%

Biochemical and Physiological Mechanisms

Silymarin has cardioprotective activity against ischemia reperfusion induced myocardial infarction in rats. Silymarin was originally a well-known agent that protected the liver from various toxic substances and was used to treat hepatitis and cirrhosis.Si

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥80%

Names and Identifiers

• Pubchem Sid: 504750855
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504750855
• Canonical Smiles: COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O
• IUPAC Name: 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
• InChIKey: SEBFKMXJBCUCAI-UHFFFAOYSA-N
• INCHI: 1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-16-5-3-12(7-18(16)34-24)25-23(31)22(30)21-15(29)8-13(27)9-19(21)35-25/h2-9,20,23-29,31H,10H2,1H3
• Isomeric SMILES: COC1=C(C=CC(=C1)C2C(OC3=C(O2)C=C(C=C3)C4C(C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O
• PubChem CID: 5213
• Molecular Weight: 482.44

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lignans, neolignans and related compounds
    • Class Flavonolignans

• Kingdom: Organic compounds
• Superclass: Lignans, neolignans and related compounds
• Class: Flavonolignans
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Flavonolignans
• Alternative Parents: 3-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Flavanonols Phenylbenzo-1,4-dioxanes Chromones Methoxyphenols Benzo-1,4-dioxanes Phenoxy compounds Anisoles Methoxybenzenes Aryl alkyl ketones 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Para dioxins Vinylogous acids Secondary alcohols Oxacyclic compounds Polyols Organic oxides Primary alcohols Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Flavonolignan - Hydroxyflavonoid - 3-hydroxyflavonoid - Flavanonol - Flavanone - 7-hydroxyflavonoid - 5-hydroxyflavonoid - Flavan - Phenylbenzodioxane - 2-phenylbenzo-1,4-dioxane - Chromone - 1-benzopyran - Methoxyphenol - Benzopyran - Chromane - Benzodioxane - Benzo-1,4-dioxane - Phenoxy compound - Anisole - Methoxybenzene - Aryl alkyl ketone - Aryl ketone - Phenol ether - Alkyl aryl ether - 1-hydroxy-2-unsubstituted benzenoid - Phenol - 1-hydroxy-4-unsubstituted benzenoid - Benzenoid - Para-dioxin - Monocyclic benzene moiety - Vinylogous acid - Secondary alcohol - Ketone - Polyol - Organoheterocyclic compound - Ether - Oxacycle - Alcohol - Organooxygen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Primary alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as flavonolignans. These are non-conventional lignans that derived from flavonoids. They are characterized by a p-dioxin ring substituted at one carbon atom by a C3C6 (phenylpropan) group and fused to the B-ring of the 2-phenylchromene moiety.
• External Descriptors: Dihyroflavonols

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Light sensitive
• Flash Point(°C): 274.4℃
• Boil Point(°C): 793℃ at 760 mmHg
• Molecular Weight: 482.400 g/mol
• XLogP3: 2.400
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 4
• Exact Mass: 482.121 Da
• Monoisotopic Mass: 482.121 Da
• Topological Polar Surface Area: 155.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 750.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 4
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

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2. Guanglu Wang, Yue Xin, Kaixin Ping, Xuhui Xu, Ying Sun, Xing Li, Xinying Guan, Jingquan Dong.  (2023)  Silybin mitigates chronic Avermectin exposure-induced intestinal damage and growth inhibition in carp.  ENVIRONMENTAL TOXICOLOGY AND PHARMACOLOGY,      [PMID:38135203] [10.1016/j.etap.2023.104351]

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4. Pan En-Zhuang, Xin Yue, Li Xue-Qing, Wu Xin-Yu, Tan Xue-Lian, Dong Jing-Quan.  (2023)  Ameliorative effects of silybin against avermectin-triggered carp spleen mitochondrial dysfunction and apoptosis through inhibition of PERK-ATF4-CHOP signaling pathway.  FISH PHYSIOLOGY AND BIOCHEMISTRY,      [PMID:37542703] [10.1007/s10695-023-01228-y]

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8. Meirong Huo, Honglan Wang, Ying Zhang, Han Cai, Pan Zhang, Lingchao Li, Jianping Zhou, Tingjie Yin.  (2020)  Co-delivery of silybin and paclitaxel by dextran-based nanoparticles for effective anti-tumor treatment through chemotherapy sensitization and microenvironment modulation.  JOURNAL OF CONTROLLED RELEASE,      [PMID:32044390] [10.1016/j.jconrel.2020.02.017]

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14. Jianan Wang, Aqing Jian, Depeng Sun, Mingxun Cui, Chunxiang Piao, Juan Wang, Baide Mu, Tingyu Li, Guanhao Li, Hongmei Li.  (2025)  Acer tegmeutosum Maxim extract alleviates acute alcohol-induced liver disease and regulates gut microbiota dysbiosis in mice.  ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS,      [PMID:39832610] [10.1016/j.abb.2025.110314]

15. Yong Li, Youdong Zhou, Yinqiu Tan, Gang Deng.  (2025)  Anti-Inflammatory Treatment of Subarachnoid Hemorrhage by Self-Assembled Silymarin Nanoparticles.  Small Science,      [PMID:40657200] [10.1002/smsc.202400322]

16. Xinyu Huang, Junhong Li, Huan Zhang, Xuemin Duan, Lihua Yao, Ruirui Yue, Jingkun Xu.  (2025)  Versatile MWCNT-COOH/PEDOT:PSS/Ru composite film used as sensing platform for high-efficiency detection of rutin.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.113515]

17. Weimin Wang, Kaixuan Zhou, Zengshuai Fu, Yucheng Huang, Jianjun Deng, Daidi Fan, Haixia Yang.  (2025)  Comparison of different ginsenosides with C-3 or C-6 sugar moieties on activities in alcohol-induced liver injury mice.  Journal of Ginseng Research,      [PMID:41268320] [10.1016/j.jgr.2025.08.003]

18. Hanghang Wang, Chen Chen, Mingzhen Xue, Yu Zhang, Keming Chen, Bingjie Sun, Peipei Wang, Xinyi Tong, Xiong Yu, Han Li, Jia Li, Lihong Hu, Yi Zang, Linguo Zhao, Xiachang Wang, Yinan Zhang.  (2025)  Identification and mechanism of hepatoprotective saponins and endogenous metabolites in the sweet variant of Gynostemma pentaphyllum.  BIOORGANIC CHEMISTRY,      [PMID:40966775] [10.1016/j.bioorg.2025.108996]

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21. Jiaqi Liu, Wenting Cheng, Hailong Tian, Zhihan Wang, Canhua Huang, Qifu Li.  (2026)  Brain-Targeting Nanoplatform Repurposing Silymarin for Enhanced GBM Immunotherapy via Synergistic Mitochondrial Suppression.  Materials Today Bio,      [PMID:41809375] [10.1016/j.mtbio.2026.102951]

22. Yue-qiang Chen, Xiao-xia Dong, Li Liu, Xiu-ping Chen, Chen-guo Feng, Li-xing Zhan, Yue Su, Fang Zhang, Yin-long Guo.  (2026)  Stable isotope labeling LC–MS for profiling the amine submetabolome in a D-lactate treated cell model.  ANALYTICA CHIMICA ACTA,      [PMID:] [10.1016/j.aca.2026.345649]