Marvin  03071317022D          

 37 41  0  0  0  0            999 V2000
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   13.3567  -13.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6452  -12.2088    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.9233  -13.4496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0682  -13.0407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3463  -14.2815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9301  -11.7963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3567  -11.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2084  -13.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7831  -13.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0613  -14.6939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2117  -12.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0717  -12.2053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4968  -13.4462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7797  -14.2884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5016  -13.0475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4968  -11.7929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7853  -13.0302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4947  -14.7009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.2096  -13.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7853  -12.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0668  -13.4462    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.3519  -13.0302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0703  -14.2712    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.6369  -13.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3553  -14.6836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7853  -14.6802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6369  -14.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9219  -13.0338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3553  -15.5086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9254  -14.6802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2104  -13.4496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2104  -14.2712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9254  -15.5086    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4920  -13.0338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0668  -12.6212    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6416  -13.8622    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  2  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  3  8  1  6  0  0  0
  4  9  1  0  0  0  0
  5 10  1  0  0  0  0
  6 11  2  0  0  0  0
  7 12  1  0  0  0  0
  8 13  1  0  0  0  0
  9 14  1  0  0  0  0
 10 15  2  0  0  0  0
 10 16  1  0  0  0  0
 12 17  1  0  0  0  0
 14 18  2  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  2  0  0  0  0
 18 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 23 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  1  1  0  0  0
 25 28  2  0  0  0  0
 25 29  1  0  0  0  0
 26 30  2  0  0  0  0
 28 31  1  0  0  0  0
 29 32  2  0  0  0  0
 31 33  2  0  0  0  0
 31 34  1  0  0  0  0
 32 35  1  0  0  0  0
  9 12  2  0  0  0  0
 11 15  1  0  0  0  0
 18 21  1  0  0  0  0
 26 28  1  0  0  0  0
 32 33  1  0  0  0  0
 22 36  1  1  0  0  0
  1 37  1  6  0  0  0
M  END
> <ID>
CHEBI:9144

> <NAME>
silibinin

> <DEFINITION>
A flavonolignan isolated from milk thistle, Silybum marianum, that has been shown to exhibit antioxidant and antineoplastic activities.

> <STAR>
3

> <SYNONYM>
Silymarin; Silybin; Silibinine; Silibinin; Karsil; Flavobin

> <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-dihydro-4H-chromen-4-one

> <INN>
silibininum; silibinine; silibinina; silibinin

> <FORMULA>
C25H22O10

> <MASS>
482.43620

> <MONOISOTOPIC_MASS>
482.12130

> <CHARGE>
0

> <SMILES>
[H][C@@]1(Oc2cc(ccc2O[C@@H]1CO)[C@@]1([H])Oc2cc(O)cc(O)c2C(=O)[C@@H]1O)c1ccc(O)c(OC)c1

> <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

> <INCHIKEY>
SEBFKMXJBCUCAI-HKTJVKLFSA-N

> <CAS_REGISTRY_NUMBER>
22888-70-6

> <REAXYS_REGISTRY_NUMBER>
1632852

> <CHEMIDPLUS>
22888-70-6

> <KEGG_COMPOUND_ACCESSION>
C07610

> <KEGG_DRUG_ACCESSION>
D08515

> <KNAPSACK_ACCESSION>
C00001003

> <WIKIPEDIA_ACCESSION>
Silibinin

> <PUBMED_CITATION>
22086675; 22555054; 22899727; 23073223; 23357565; 23402882

$$$$