Mrv1909 07262214482D          

 42 46  0  0  0  0            999 V2000
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    0.9325   -2.4495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2236   -1.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6408   -2.8728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2173   -2.8675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3696   -1.6347    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4949   -1.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3664   -2.4550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6377   -3.7036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4980   -2.4441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2141   -3.6983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0917   -1.2203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2033   -1.2039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0948   -0.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8002   -1.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0962   -1.2246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8065    0.0179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5221   -1.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5175   -0.5129    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5126   -1.9366    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5252   -0.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1648    0.5493    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3415   -0.5167    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3364   -1.9403    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2404    0.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1521    1.5401    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7474   -1.2320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7592    0.1950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7460   -2.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9759    1.5115    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7735    2.2740    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5714   -1.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3316   -3.3710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171    2.2072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3580    0.7809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2148    2.9697    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0347    2.9347    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2404    2.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8362    3.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4794    3.6299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3656    0.7434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  5 10  2  0  0  0  0
  6 11  2  0  0  0  0
  6 12  1  0  0  0  0
  7 13  1  6  0  0  0
  8 14  1  0  0  0  0
 13 15  2  0  0  0  0
 13 16  1  0  0  0  0
 17 14  1  6  0  0  0
 15 18  1  0  0  0  0
 16 19  2  0  0  0  0
 17 20  1  0  0  0  0
 17 21  1  0  0  0  0
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 20 23  1  1  0  0  0
 20 24  1  0  0  0  0
 21 25  1  0  0  0  0
 22 26  1  0  0  0  0
 27 23  1  0  0  0  0
 24 28  1  0  0  0  0
 24 29  1  6  0  0  0
 25 30  1  6  0  0  0
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 27 32  1  0  0  0  0
 28 33  1  1  0  0  0
 30 34  1  0  0  0  0
 31 35  1  0  0  0  0
 31 36  1  6  0  0  0
 32 37  1  0  0  0  0
 35 38  1  0  0  0  0
 35 39  1  6  0  0  0
 37 40  1  6  0  0  0
 38 41  1  1  0  0  0
  7  9  1  0  0  0  0
  8 11  1  0  0  0  0
 19 22  1  0  0  0  0
 25 28  1  0  0  0  0
 37 38  1  0  0  0  0
 27 42  1  6  0  0  0
M  END
> <DATABASE_ID>
DB16859

> <DATABASE_NAME>
drugbank

> <SMILES>
[H][C@@]1(O[C@@H]2[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]2OC2=CC3=C(C(=O)C[C@H](O3)C3=CC=C(O)C=C3)C(O)=C2)O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H32O14/c1-10-20(32)22(34)24(36)26(37-10)41-25-23(35)21(33)18(9-28)40-27(25)38-13-6-14(30)19-15(31)8-16(39-17(19)7-13)11-2-4-12(29)5-3-11/h2-7,10,16,18,20-30,32-36H,8-9H2,1H3/t10-,16-,18+,20-,21+,22+,23-,24+,25+,26-,27+/m0/s1

> <INCHI_KEY>
DFPMSGMNTNDNHN-ZPHOTFPESA-N

> <FORMULA>
C27H32O14

> <MOLECULAR_WEIGHT>
580.539

> <EXACT_MASS>
580.17920571

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_NEUTRAL_MICROSPECIES_CHARGE>
0.0020599247303346607

> <JCHEM_AVERAGE_POLARIZABILITY>
57.385319547462544

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-7-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}oxan-2-yl]oxy}-5-hydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
-0.24

> <JCHEM_LOGP>
-0.15688572199999937

> <ALOGPS_LOGS>
-2.16

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NEUTRAL_CHARGE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.530199429609

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.579343855596708

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092569339441

> <JCHEM_POLAR_SURFACE_AREA>
225.05999999999997

> <JCHEM_REFRACTIVITY>
134.30379999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.06e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
naringin

> <JCHEM_VEBER_RULE>
0

> <DRUGBANK_ID>
DB16859

> <DRUG_GROUPS>
investigational

> <GENERIC_NAME>
Naringin

> <SYNONYMS>
Aurantiin; Naringoside

$$$$