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    Chemistry

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    Also known as: Silymarin, Zinc4016719, N1711
    Molecular Formula
    C25H22O10
    Molecular Weight
    482.4  g/mol
    InChI Key
    SEBFKMXJBCUCAI-VDVKDMFPSA-N
    AC1OFCT7
    A mixture of flavonoids extracted from seeds of the MILK THISTLE, Silybum marianum. It consists primarily of silybin and its isomers, silicristin and silidianin. Silymarin displays antioxidant and membrane stabilizing activity. It protects various tissues and organs against chemical injury, and shows potential as an antihepatoxic agent.
    1 2D Structure

    AC1OFCT7

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S,3R)-3,5,7-trihydroxy-2-[(2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-6-yl]-2,3-dihydrochromen-4-one
    2.1.2 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-/m0/s1
    2.1.3 InChI Key
    SEBFKMXJBCUCAI-VDVKDMFPSA-N
    2.1.4 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
    2.1.5 Isomeric 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
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Carsil

    2. Karsil

    3. Legalon

    4. Silimarin

    5. Silymarin

    2.2.2 Depositor-Supplied Synonyms

    1. Silymarin

    2. Zinc4016719

    3. N1711

    2.3 Create Date
    2006-07-29
    3 Chemical and Physical Properties
    Molecular Weight 482.4 g/mol
    Molecular Formula C25H22O10
    XLogP32.4
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count4
    Exact Mass482.12129689 g/mol
    Monoisotopic Mass482.12129689 g/mol
    Topological Polar Surface Area155 Ų
    Heavy Atom Count35
    Formal Charge0
    Complexity750
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Antioxidants

    Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)

    Protective Agents

    Synthetic or natural substances which are given to prevent a disease or disorder or are used in the process of treating a disease or injury due to a poisonous agent. (See all compounds classified as Protective Agents.)

    4.2 ATC Code

    A - Alimentary tract and metabolism

    A05 - Bile and liver therapy

    A05B - Liver therapy, lipotropics

    A05BA - Liver therapy

    A05BA03 - Silymarin

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