Silibinin

• CAS: 22888-70-6
• Catalog Number: ACM22888706
• Category: Other Products
• Molecular Weight: 482.44
• Molecular Formula: C25H22O10
• Synonyms: (2R,3R)-3,5,7-Trihydroxy-2-((2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)chroman-4-one
• IUPAC Name: (2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
• Canonical SMILES: COC1=C(C=CC(=C1)[C@@H]2[C@H](OC3=C(O2)C=C(C=C3)[C@@H]4[C@H](C(=O)C5=C(C=C(C=C5O4)O)O)O)CO)O
• InChI: 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/t20-,23+,24-,25-/m1/s1
• InChI Key: SEBFKMXJBCUCAI-HKTJVKLFSA-N
• Boiling Point: 793.0±60.0 °C
• Melting Point: 164-174 °C
• Density: 1.527±0.06 g/ml
• Appearance: White powder
• Hazard Statements: Xi
• pKa: 6.42±0.04
• Safety Description: 26-37/39-24/25-22-36
• Supplemental Hazard Statements: H315-H319-H335
• Symbol: GHS07

Custom Q&A

What is the molecular formula of Silibinin?

The molecular formula of Silibinin is C25H22O10.

What is the molecular weight of Silibinin?

The molecular weight of Silibinin is 482.4 g/mol.

How is Silibinin described in terms of its role and properties?

Silibinin is described as having roles as an antioxidant, an antineoplastic agent, and a hepatoprotective agent with antioxidant and antineoplastic activities.

What is Silibinin's major active constituent in the standardized extract of milk thistle seeds?

Silibinin is the major active constituent of silymarin, a standardized extract of milk thistle seeds.

In what form is Silibinin presented?

Silibinin is presented as a mixture of two diastereomers, silybin A and silybin B, found in an approximately equimolar ratio.

What is the IUPAC Name of Silibinin?

The IUPAC Name of Silibinin is (2R,3R)-3,5,7-trihydroxy-2-[(2R,3R)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one.

What is the InChIKey of Silibinin?

The InChIKey of Silibinin is SEBFKMXJBCUCAI-HKTJVKLFSA-N.

What are some synonyms for Silibinin?

Some synonyms for Silibinin include silybin, Silibinin A, and Silybin A.

What is the CAS number of Silibinin?

The CAS number of Silibinin is 22888-70-6.

What are some of the other identifiers for Silibinin?

Other identifiers for Silibinin include ChEMBL ID CHEMBL431701, DSSTox Substance ID DTXSID8026018, and UNII 33X338MNE4.

Synthetic Use

Upstream Synthesis Route 1

• 1220986-69-5

• 22888-70-6

Reference: [1] Journal of Natural Products, 2010, vol. 73, # 4, p. 613 - 619

Upstream Synthesis Route 2

• 871249-25-1

• 22888-70-6
• 1220986-69-5
• 22888-70-6

Reference: [1] Journal of Natural Products, 2010, vol. 73, # 4, p. 613 - 619

Upstream Synthesis Route 3

• 802918-57-6

• 22888-70-6
• 22888-70-6

Reference: [1] ACS Chemical Neuroscience, 2017, vol. 8, # 8, p. 1767 - 1778

Upstream Synthesis Route 4

• 34482-56-9

• 22888-70-6
• 86124-93-8
• 86124-92-7

Reference: [1]Archiv der Pharmazie,1983,vol. 316,p. 385 - 394
[2]Archiv der Pharmazie,1983,vol. 316,p. 426 - 430

Upstream Synthesis Route 5

• 458-35-5
• 480-18-2

• 42110-65-6
• 22888-70-6

Reference: [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 775 - 778