3,5,7-trihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 72983
• Molecular Formular: C25H22O10
• Molecular Mass: 482.43618
• Monoisotopic Mass: 482.1212969
• SMILES: c1(cc(ccc1O)C1C(Oc2c(O1)ccc(c2)C1C(O)C(=O)c2c(O1)cc(cc2O)O)CO)OC
• Canonical SMILES: OCC1Oc2cc(ccc2OC1c1ccc(c(c1)OC)O)C1Oc2cc(O)cc(c2C(=O)C1O)O
• InChI: InChI=1S/C25H22O10/c1-32-17-6-11(2-4-14(17)28)24-20(10-26)33-18-7-12(3-5-16(18)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
• InChIKey: FDQAOULAVFHKBX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5,7-trihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: 3,5,7-trihydroxy-2-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydro-1-benzopyran-4-one
• Synonyms: Silybin B; Silibinin B; Silymarin

Database IDs

• CAS Number: 65666-07-1
• PubChem SID: 162037903
• PubChem CID: 3085830

CALCULATED PROPERTIES

• Acid pKa: 7.811773
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): 2.6272182
• LogD (pH = 7.4): 2.4878588
• Log P: 2.629316
• Molar Refractivity: 120.2939 cm^3
• Polarizability: 46.884537 Å^3
• Polar Surface Area: 155.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Salt Data: Free Base

DETAILS

Selleck Chemicals - S2358

Research Area: Cancer
Biological Activity:
Silymarin(Silybin B) is a polyphenolic flavonoid derived from milk thistle. Silymarin consists of three phytochemicals: silybin, silidianin and silicristin. Silybin is the most active phytochemicals and is largely responsible for the claimed benefits of silymarin. Silymarin is a antioxidant or free radical scavenger. Skin care products often contain silymarin because it antioxidant activity may reduce the risk for skin cancer risk. [1]

REFERENCES

• www.bentham.org/prc/samples/prc1-1/Higashi.pdf