Silymarin

Silymarin
Compound Structure:
Synonyms: SILYMARIN; Silybin ;65666-07-1 ;Legalon; 84604-20-6
Compound ID: NMPC-1485
PubChem ID:

5213

Molecular Formula: C25H22O10
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
InChIKey: SEBFKMXJBCUCAI-UHFFFAOYSA-N
About the compound:

The compound 3,5,7-trihydroxy-2-[3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one is classified as a flavonolignan, a type of compound that combines the characteristics of both flavonoids and lignans. One well-known mixture of flavonolignans is Silymarin, which is isolated from the milk thistle plant, Silybummarianum. Silymarin has garnered attention for its potential antioxidant properties, which could be beneficial in protecting hepatic (liver) cells from the free radical damage often associated with chemotherapy. Additionally, silymarin may promote the growth of new liver cells, adding to its therapeutic potential in liver health. Silibinin, also known as silybin, is the major active constituent of silymarin. It is extracted from milk thistle and consists of a mixture of flavonolignans, including silibinin itself, isosilibinin, silychristin, silidianin, and others. Silibinin is composed of two diastereomers, silybin A and silybin B, in roughly equal proportions. This mixture has demonstrated various pharmacological effects, especially concerning liver health. It has shown effectiveness in conditions like fatty liver, non-alcoholic fatty liver, and non-alcoholic steatohepatitis. Clinically, there is substantial evidence supporting the use of silibinin as a supportive treatment in alcoholic liver cirrhosis and for liver cirrhosis classified as Child–Pugh grade 'A'.These flavonolignans, particularly silymarin and silibinin, continue to be subjects of interest for their potential therapeutic applications in liver health and as a protective agent against certain types of cellular damage.

GHS Hazard Statements

H317 (95.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]


Properties:

Chemical and Physical Properties

Property Name

Property Value

Molecular Weight

482.4 g/mol

XLogP3-AA

2.4

Hydrogen Bond Donor Count

5

Hydrogen Bond Acceptor Count

10

Rotatable Bond Count

4

Exact Mass

482.12129689 g/mol

Monoisotopic Mass

482.12129689 g/mol

Topological Polar Surface Area

155Ų

Heavy Atom Count

35

Formal Charge

0

Complexity

750

Isotope Atom Count

0

Defined Atom Stereocenter Count

0

Undefined Atom Stereocenter Count

4

Defined Bond Stereocenter Count

0

Undefined Bond Stereocenter Count

0

Covalently-Bonded Unit Count

1

Compound Is Canonicalized

Yes

Physical Description

Solid

Melting Point

167 °C

Source: PubChem                        

Source Species: Talinum triangulare
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