MiMeDB: Showing metabocard for Malvidin 3-O-glucoside (MMDBc0033670)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:58:16 UTC

Update Date

2024-04-30 20:14:53 UTC

Metabolite ID

MMDBc0033670

Metabolite Identification

Common Name

Malvidin 3-O-glucoside

Description

Malvidin 3-glucoside is found in alcoholic beverages. Malvidin 3-glucoside is a pigment of skins of black grapes, also in other plants. Malvidin 3-glucoside is found in red wine

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

Malvidin 3-O-glucoside
  Mrv1652309231719112D          

 35 38  0  0  1  0            999 V2000
   -1.4289    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  6  0  0  0
M  CHG  1  13   1
M  END

HMDB0030777
     RDKit          3D
Malvidin 3-glucoside
 60 63  0  0  0  0  0  0  0  0999 V2000
    0.3453   -4.2310   -2.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6855   -4.0014   -1.9811 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3421   -2.9545   -1.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6621   -1.8615   -0.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2587   -0.7881   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874    0.4166    0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3444    1.3726    0.6920 O   0  0  0  0  0  3  0  0  0  0  0  0
    1.9337    2.5268    1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8339    3.4288    1.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553    4.6735    2.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345    5.5420    2.6480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    4.9777    2.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1299    4.0940    1.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2053    4.3936    1.4843 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6084    2.8611    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2329    1.9120    0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2384    0.6930    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6103   -0.1981   -0.4021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9020   -0.3084   -0.7894 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7058    0.5031    0.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0432    0.3106   -0.2858 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8386    1.5257   -0.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1796    1.3244   -0.4061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4971   -0.8980    0.4930 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8088   -1.2046    0.1516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5416   -2.0107    0.1333 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9439   -2.5791    1.2793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5129   -1.6466   -0.9111 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0066   -1.8926   -2.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6687   -0.8415   -0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3893   -1.8936   -0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7957   -1.8610   -0.5803 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4513   -0.7936    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323   -2.9425   -1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4768   -4.0096   -1.7870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719   -4.1825   -1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874   -3.5394   -2.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1857   -5.3029   -2.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5982   -1.8972   -0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8600    3.2283    1.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5907    5.5248    3.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7169    5.9578    2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6427    5.2390    1.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2998    2.1858    0.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777    0.2799   -1.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0623    0.0128   -1.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8471    1.7452    1.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4884    2.4090   -0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3006    1.6685   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171   -0.6703    1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4025   -0.8026    0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1684   -2.8376   -0.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1999   -1.9783    2.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6891   -2.4080   -0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7274   -2.7861   -2.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1787   -0.0004    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5479   -0.9142   -0.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2209   -0.7561    1.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1157    0.1518   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4806   -3.9665   -1.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  5 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  2  0
 34 35  1  0
 34  3  1  0
 17  6  1  0
 28 19  1  0
 15  8  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 16 44  1  0
 19 45  1  6
 21 46  1  6
 22 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  1
 25 51  1  0
 26 52  1  6
 27 53  1  0
 28 54  1  1
 29 55  1  0
 30 56  1  0
 33 57  1  0
 33 58  1  0
 33 59  1  0
 35 60  1  0
M  CHG  1   7   1
M  END

Malvidin 3-O-glucoside
  Mrv1652309231719112D          

 35 38  0  0  1  0            999 V2000
   -1.4289    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4749    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.9499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4289   -2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
  5 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 14 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 12 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 28 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  1  0  0  0
 32 34  1  0  0  0  0
 25 34  1  0  0  0  0
 34 35  1  6  0  0  0
M  CHG  1  13   1
M  END
> <DATABASE_ID>
MMDBc0033670

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=CC(=CC(OC)=C1O)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19-,20+,21-,23-/m1/s1

> <INCHI_KEY>
PXUQTDZNOHRWLI-OXUVVOBNSA-O

> <FORMULA>
C23H25O12

> <MOLECULAR_WEIGHT>
493.4374

> <EXACT_MASS>
493.134601264

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
48.10844909859729

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

> <ALOGPS_LOGP>
1.30

> <JCHEM_LOGP>
0.16599999999999837

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.421262411832434

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.3829279988198975

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923799280262

> <JCHEM_POLAR_SURFACE_AREA>
191.67

> <JCHEM_REFRACTIVITY>
127.20299999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.70e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030777
     RDKit          3D
Malvidin 3-glucoside
 60 63  0  0  0  0  0  0  0  0999 V2000
    0.3453   -4.2310   -2.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6855   -4.0014   -1.9811 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3421   -2.9545   -1.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6621   -1.8615   -0.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2587   -0.7881   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874    0.4166    0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3444    1.3726    0.6920 O   0  0  0  0  0  3  0  0  0  0  0  0
    1.9337    2.5268    1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8339    3.4288    1.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553    4.6735    2.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345    5.5420    2.6480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    4.9777    2.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1299    4.0940    1.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2053    4.3936    1.4843 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6084    2.8611    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2329    1.9120    0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2384    0.6930    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6103   -0.1981   -0.4021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9020   -0.3084   -0.7894 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7058    0.5031    0.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0432    0.3106   -0.2858 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8386    1.5257   -0.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1796    1.3244   -0.4061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4971   -0.8980    0.4930 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8088   -1.2046    0.1516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5416   -2.0107    0.1333 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9439   -2.5791    1.2793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5129   -1.6466   -0.9111 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0066   -1.8926   -2.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6687   -0.8415   -0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3893   -1.8936   -0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7957   -1.8610   -0.5803 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4513   -0.7936    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323   -2.9425   -1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4768   -4.0096   -1.7870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719   -4.1825   -1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874   -3.5394   -2.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1857   -5.3029   -2.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5982   -1.8972   -0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8600    3.2283    1.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5907    5.5248    3.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7169    5.9578    2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6427    5.2390    1.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2998    2.1858    0.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777    0.2799   -1.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0623    0.0128   -1.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8471    1.7452    1.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4884    2.4090   -0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3006    1.6685   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171   -0.6703    1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4025   -0.8026    0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1684   -2.8376   -0.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1999   -1.9783    2.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6891   -2.4080   -0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7274   -2.7861   -2.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1787   -0.0004    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5479   -0.9142   -0.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2209   -0.7561    1.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1157    0.1518   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4806   -3.9665   -1.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  5 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  2  0
 34 35  1  0
 34  3  1  0
 17  6  1  0
 28 19  1  0
 15  8  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 16 44  1  0
 19 45  1  6
 21 46  1  6
 22 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  1
 25 51  1  0
 26 52  1  6
 27 53  1  0
 28 54  1  1
 29 55  1  0
 30 56  1  0
 33 57  1  0
 33 58  1  0
 33 59  1  0
 35 60  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 23-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Malvidin 3-O-glucoside                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-SEP-17         0                                  
HETATM    1  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -4.001  -0.770   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+1
HETATM   14  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10                                                            
CONECT   12    5   13   23                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   14   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   12   24                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   34                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   25   35                                                  
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0030777
HETATM    1  C1  UNL     1       0.345  -4.231  -2.146  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.685  -4.001  -1.981  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.342  -2.955  -1.392  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.662  -1.862  -0.873  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.259  -0.788  -0.276  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.587   0.417   0.168  1.00  0.00           C  
HETATM    7  O2  UNL     1       2.344   1.373   0.692  1.00  0.00           O1+
HETATM    8  C6  UNL     1       1.934   2.527   1.131  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.834   3.429   1.653  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.355   4.674   2.127  1.00  0.00           C  
HETATM   11  O3  UNL     1       3.335   5.542   2.648  1.00  0.00           O  
HETATM   12  C9  UNL     1       1.042   4.978   2.067  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.130   4.094   1.549  1.00  0.00           C  
HETATM   14  O4  UNL     1      -1.205   4.394   1.484  1.00  0.00           O  
HETATM   15  C11 UNL     1       0.608   2.861   1.083  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.233   1.912   0.551  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.238   0.693   0.096  1.00  0.00           C  
HETATM   18  O5  UNL     1      -0.610  -0.198  -0.402  1.00  0.00           O  
HETATM   19  C14 UNL     1      -1.902  -0.308  -0.789  1.00  0.00           C  
HETATM   20  O6  UNL     1      -2.706   0.503   0.105  1.00  0.00           O  
HETATM   21  C15 UNL     1      -4.043   0.311  -0.286  1.00  0.00           C  
HETATM   22  C16 UNL     1      -4.839   1.526  -0.011  1.00  0.00           C  
HETATM   23  O7  UNL     1      -6.180   1.324  -0.406  1.00  0.00           O  
HETATM   24  C17 UNL     1      -4.497  -0.898   0.493  1.00  0.00           C  
HETATM   25  O8  UNL     1      -5.809  -1.205   0.152  1.00  0.00           O  
HETATM   26  C18 UNL     1      -3.542  -2.011   0.133  1.00  0.00           C  
HETATM   27  O9  UNL     1      -2.944  -2.579   1.279  1.00  0.00           O  
HETATM   28  C19 UNL     1      -2.513  -1.647  -0.911  1.00  0.00           C  
HETATM   29  O10 UNL     1      -3.007  -1.893  -2.191  1.00  0.00           O  
HETATM   30  C20 UNL     1       3.669  -0.841  -0.202  1.00  0.00           C  
HETATM   31  C21 UNL     1       4.389  -1.894  -0.697  1.00  0.00           C  
HETATM   32  O11 UNL     1       5.796  -1.861  -0.580  1.00  0.00           O  
HETATM   33  C22 UNL     1       6.451  -0.794   0.060  1.00  0.00           C  
HETATM   34  C23 UNL     1       3.732  -2.942  -1.288  1.00  0.00           C  
HETATM   35  O12 UNL     1       4.477  -4.010  -1.787  1.00  0.00           O  
HETATM   36  H1  UNL     1      -0.172  -4.182  -1.164  1.00  0.00           H  
HETATM   37  H2  UNL     1      -0.187  -3.539  -2.822  1.00  0.00           H  
HETATM   38  H3  UNL     1       0.186  -5.303  -2.473  1.00  0.00           H  
HETATM   39  H4  UNL     1       0.598  -1.897  -0.965  1.00  0.00           H  
HETATM   40  H5  UNL     1       3.860   3.228   1.721  1.00  0.00           H  
HETATM   41  H6  UNL     1       3.591   5.525   3.609  1.00  0.00           H  
HETATM   42  H7  UNL     1       0.717   5.958   2.448  1.00  0.00           H  
HETATM   43  H8  UNL     1      -1.643   5.239   1.778  1.00  0.00           H  
HETATM   44  H9  UNL     1      -1.300   2.186   0.506  1.00  0.00           H  
HETATM   45  H10 UNL     1      -2.078   0.280  -1.739  1.00  0.00           H  
HETATM   46  H11 UNL     1      -4.062   0.013  -1.377  1.00  0.00           H  
HETATM   47  H12 UNL     1      -4.847   1.745   1.078  1.00  0.00           H  
HETATM   48  H13 UNL     1      -4.488   2.409  -0.598  1.00  0.00           H  
HETATM   49  H14 UNL     1      -6.301   1.669  -1.338  1.00  0.00           H  
HETATM   50  H15 UNL     1      -4.417  -0.670   1.585  1.00  0.00           H  
HETATM   51  H16 UNL     1      -6.402  -0.803   0.850  1.00  0.00           H  
HETATM   52  H17 UNL     1      -4.168  -2.838  -0.288  1.00  0.00           H  
HETATM   53  H18 UNL     1      -3.200  -1.978   2.033  1.00  0.00           H  
HETATM   54  H19 UNL     1      -1.689  -2.408  -0.777  1.00  0.00           H  
HETATM   55  H20 UNL     1      -2.727  -2.786  -2.527  1.00  0.00           H  
HETATM   56  H21 UNL     1       4.179  -0.000   0.284  1.00  0.00           H  
HETATM   57  H22 UNL     1       7.548  -0.914  -0.098  1.00  0.00           H  
HETATM   58  H23 UNL     1       6.221  -0.756   1.167  1.00  0.00           H  
HETATM   59  H24 UNL     1       6.116   0.152  -0.434  1.00  0.00           H  
HETATM   60  H25 UNL     1       5.481  -3.967  -1.711  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3
CONECT    3    4    4   34
CONECT    4    5   39
CONECT    5    6   30   30
CONECT    6    7    7   17
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   40
CONECT   10   11   12   12
CONECT   11   41
CONECT   12   13   42
CONECT   13   14   15   15
CONECT   14   43
CONECT   15   16
CONECT   16   17   17   44
CONECT   17   18
CONECT   18   19
CONECT   19   20   28   45
CONECT   20   21
CONECT   21   22   24   46
CONECT   22   23   47   48
CONECT   23   49
CONECT   24   25   26   50
CONECT   25   51
CONECT   26   27   28   52
CONECT   27   53
CONECT   28   29   54
CONECT   29   55
CONECT   30   31   56
CONECT   31   32   34   34
CONECT   32   33
CONECT   33   57   58   59
CONECT   34   35
CONECT   35   60
END

HMDB0030777
     RDKit          3D
Malvidin 3-glucoside
 60 63  0  0  0  0  0  0  0  0999 V2000
    0.3453   -4.2310   -2.1458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6855   -4.0014   -1.9811 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3421   -2.9545   -1.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6621   -1.8615   -0.8727 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2587   -0.7881   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874    0.4166    0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3444    1.3726    0.6920 O   0  0  0  0  0  3  0  0  0  0  0  0
    1.9337    2.5268    1.1310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8339    3.4288    1.6534 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3553    4.6735    2.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345    5.5420    2.6480 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0418    4.9777    2.0666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1299    4.0940    1.5490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2053    4.3936    1.4843 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6084    2.8611    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2329    1.9120    0.5508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2384    0.6930    0.0956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6103   -0.1981   -0.4021 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9020   -0.3084   -0.7894 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7058    0.5031    0.1052 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0432    0.3106   -0.2858 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8386    1.5257   -0.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1796    1.3244   -0.4061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4971   -0.8980    0.4930 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8088   -1.2046    0.1516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5416   -2.0107    0.1333 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9439   -2.5791    1.2793 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5129   -1.6466   -0.9111 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0066   -1.8926   -2.1912 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6687   -0.8415   -0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3893   -1.8936   -0.6968 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7957   -1.8610   -0.5803 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4513   -0.7936    0.0597 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7323   -2.9425   -1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4768   -4.0096   -1.7870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719   -4.1825   -1.1645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1874   -3.5394   -2.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1857   -5.3029   -2.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5982   -1.8972   -0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8600    3.2283    1.7212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5907    5.5248    3.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7169    5.9578    2.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6427    5.2390    1.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2998    2.1858    0.5061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0777    0.2799   -1.7390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0623    0.0128   -1.3773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8471    1.7452    1.0778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4884    2.4090   -0.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3006    1.6685   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4171   -0.6703    1.5854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4025   -0.8026    0.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1684   -2.8376   -0.2877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1999   -1.9783    2.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6891   -2.4080   -0.7774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7274   -2.7861   -2.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1787   -0.0004    0.2845 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5479   -0.9142   -0.0978 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2209   -0.7561    1.1668 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1157    0.1518   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4806   -3.9665   -1.7107 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
  5 30  2  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  2  0
 34 35  1  0
 34  3  1  0
 17  6  1  0
 28 19  1  0
 15  8  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
  9 40  1  0
 11 41  1  0
 12 42  1  0
 14 43  1  0
 16 44  1  0
 19 45  1  6
 21 46  1  6
 22 47  1  0
 22 48  1  0
 23 49  1  0
 24 50  1  1
 25 51  1  0
 26 52  1  6
 27 53  1  0
 28 54  1  1
 29 55  1  0
 30 56  1  0
 33 57  1  0
 33 58  1  0
 33 59  1  0
 35 60  1  0
M  CHG  1   7   1
M  END

Synonyms

Value	Source
Enin	ChEBI
Malvidin 3-O-glucoside	ChEBI
Malvidin-3-glucoside	ChEBI
Enoside	HMDB
Ligulin	HMDB
Malvidin 3-O-beta-D-glucopyranoside	HMDB
Oenin	HMDB
(3'-O-Methyl-(3)H)malvidin-3-glucoside	MeSH, HMDB
Malvidin 3-O-b-D-glucoside	Generator
Malvidin 3-O-β-D-glucoside	Generator

Molecular Formula

C₂₃H₂₅O₁₂

Average Mass

493.4374

Monoisotopic Mass

493.134601264

IUPAC Name

5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

Traditional Name

5,7-dihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1lambda4-chromen-1-ylium

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1O)C1=[O+]C2=CC(O)=CC(O)=C2C=C1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C23H24O12/c1-31-14-3-9(4-15(32-2)18(14)27)22-16(7-11-12(26)5-10(25)6-13(11)33-22)34-23-21(30)20(29)19(28)17(8-24)35-23/h3-7,17,19-21,23-24,28-30H,8H2,1-2H3,(H2-,25,26,27)/p+1/t17-,19-,20+,21-,23-/m1/s1

InChI Key

PXUQTDZNOHRWLI-OXUVVOBNSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthocyanidin-3-o-glycosides. These are phenolic compounds containing one anthocyanidin moiety which is O-glycosidically linked to a carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Anthocyanidin-3-O-glycosides

Alternative Parents

Substituents

Anthocyanidin-3-o-glycoside
Flavonoid-3-o-glycoside
3p-methoxyflavonoid-skeleton
Hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Anthocyanidin
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
Methoxyphenol
M-dimethoxybenzene
1-benzopyran
Dimethoxybenzene
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Oxane
Monosaccharide
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Acetal
Polyol
Ether
Alcohol
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:31799 )
beta-D-glucoside (CHEBI:31799 )
anthocyanin cation (CHEBI:31799 )
Anthocyanidins (C12140 )
Anthocyanidins and anthocyanins (C12140 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.37 g/L	ALOGPS
logP	1.3	ALOGPS
logP	0.17	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	6.38	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	191.67 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	127.2 m³·mol⁻¹	ChemAxon
Polarizability	48.11 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fr-9201700000-0ec30e0735e5e1b81e53	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-05fr-9300028000-6ce1f0efa7ecad1c1395	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-01t9-0039200000-77ef9771ee1d763a34e0	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-001i-0009100000-bbda7893855eb8d30b35	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 34V, positive	splash10-001i-0009000000-570f6715d3a0cce22a54	2020-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT 34V, positive	splash10-001i-0009000000-d83659bb1f771c8f19e4	2020-07-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0100900000-033710abfed082d2d370	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-1300900000-e69b0ff159f559310723	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-8902100000-743f1ed57444e7ba81c8	2016-06-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-2300900000-395bbc23a2b9330368ce	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-6700900000-535b30c2ac9d26860dd4	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0596-9300000000-0d5daf968ba28401b21c	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0009000000-cfefa087ac0a3dacce87	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0009100000-8140eb995136f11dd05e	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000x-4029100000-7ae2183f72df310ed37c	2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Food			FooDB	31437929
Food			FooDB	31437929
Food			FooDB	31437929
Food			FooDB	31437929
Food			FooDB	31437929
Plant	Fruit	Rubus idaeus	FooDB	31437929
Plant	Fruit	Vaccinium macrocarpon	FooDB	31437929
Plant	Fruit	Vaccinium corymbosum	FooDB	31437929
Plant	Fruit	Vaccinium angustifolium	FooDB	31437929
Plant		Rubus idaeus	FooDB	31437929
Plant	Fruit	Vaccinium angustifolium	FooDB	31437929
Plant	Fruit	Vaccinium angustifolium	FooDB	31437929
Plant	Exocarp	Vitis vinifera	FooDB	31437929
Plant	Fruit	Vaccinium myrtillus	FooDB	31437929
Plant	Fruit	Vitis aestivalis	FooDB	31437929
Plant		Vitis	FooDB	31437929
Plant	Seed	Phaseolus vulgaris	FooDB	31437929
Plant		Eragrostis tef	FooDB	31437929
Plant	Leaves	Vaccinium myrtillus	FooDB	31437929
Plant	Fruit	Vaccinium virgatum	FooDB	31437929
Plant	Fruit	Vaccinium myrtilloides	FooDB	31437929
Plant	Bean	Phaseolus vulgaris	FooDB	31437929
Plant		Chenopodium quinoa	FooDB	31437929
Plant		Glycine max	FooDB	31437929
Plant	Bean	Phaseolus vulgaris	FooDB	31437929
Plant	Fruit	Prunus avium	FooDB	31437929
Plant	Bean	Phaseolus vulgaris	FooDB	31437929
Plant	Fruit	Vitis vinifera	FooDB	31437929
Plant	Fruit	Vaccinium corymbosum	FooDB	31437929
Plant		Phaseolus vulgaris	FooDB	31437929
Plant	Fruit	Vitis vinifera	FooDB	31437929
Plant	Fruit	Photinia melanocarpa	FooDB	31437929
Plant	Fruit	Vaccinium corymbosum	FooDB	31437929
Plant	Fruit	Vaccinium vitis-idaea	FooDB	31437929
Plant	Fruit	Vitis vinifera	FooDB	31437929
Plant	Fruit	Vaccinium	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0030777

DrugBank ID

Not Available

Phenol Explorer Compound ID

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oenin

METLIN ID

Not Available

PubChem Compound

443652

PDB ID

Not Available

ChEBI ID

31799

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Ramirez-Gaona M, Marcu A, Pon A, Guo AC, Sajed T, Wishart NA, Karu N, Djoumbou Feunang Y, Arndt D, Wishart DS: YMDB 2.0: a significantly expanded version of the yeast metabolome database. Nucleic Acids Res. 2017 Jan 4;45(D1):D440-D445. doi: 10.1093/nar/gkw1058. Epub 2016 Nov 28. [PubMed:27899612 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Malvidin 3-O-glucoside (MMDBc0033670)

MOL for #<Metabolite:0x00007fed157e7980>

3D MOL for #<Metabolite:0x00007fed157e7980>

3D SDF for #<Metabolite:0x00007fed157e7980>

3D-SDF for #<Metabolite:0x00007fed157e7980>

PDB for #<Metabolite:0x00007fed157e7980>

3D PDB for #<Metabolite:0x00007fed157e7980>

SMILES for #<Metabolite:0x00007fed157e7980>

INCHI for #<Metabolite:0x00007fed157e7980>

Structure for #<Metabolite:0x00007fed157e7980>

3D Structure for #<Metabolite:0x00007fed157e7980>