Mrv1572010301516442D          

 37 41  0  0  0  0            999 V2000
    1.7910    0.6135    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5061    0.1942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946    1.4421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0726    0.2011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2178    0.6100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4958   -0.6307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0794    1.8546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5061    1.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3576    0.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9327    0.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2108   -1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3609    1.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2213    1.4456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3540    0.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9293   -0.6377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6513    0.6033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3540    1.8580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0656    0.6206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6444   -1.0502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3594    0.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0656    1.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842    0.2045    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4992    0.6206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7806   -0.6205    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2142    0.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4958   -1.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0656   -1.0295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2142   -0.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9293    0.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4958   -1.8580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9258   -1.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6409    0.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6409   -0.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9258   -1.8580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3594    0.6170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7842    1.0296    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7910   -0.2114    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
> <DATABASE_ID>
DB09298

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]1(OC2=C(O[C@@H]1CO)C=CC(=C2)[C@@]1([H])OC2=C(C(O)=CC(O)=C2)C(=O)[C@@H]1O)C1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
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

> <FORMULA>
C25H22O10

> <MOLECULAR_WEIGHT>
482.441

> <EXACT_MASS>
482.121296908

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
48.411470601745954

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.35

> <JCHEM_LOGP>
2.6293160946666667

> <ALOGPS_LOGS>
-3.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.275274448635567

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.7549598399992865

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9904140611148753

> <JCHEM_POLAR_SURFACE_AREA>
155.14

> <JCHEM_REFRACTIVITY>
120.2939

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.26e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
silibinin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB09298

> <DRUG_GROUPS>
experimental; investigational

> <GENERIC_NAME>
Silibinin

> <SYNONYMS>
Silibinin; Silibinin A; Silibinina; Silibinine; Silibininum; Silybin A; Silybin A (constituent of milk thistle); Silymarin I

> <INTERNATIONAL_BRANDS>
Legalon

> <SALTS>
Silibinin dihemisuccinate disodium

$$$$