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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 22:49:03 UTC

Update Date

2021-09-23 22:49:04 UTC

HMDB ID

HMDB0303038

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Malvidin 3-alpha-L-galactoside

Description

Malvidin 3-alpha-L-galactoside 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. Malvidin 3-alpha-L-galactoside has been detected, but not quantified in, highbush blueberries (Vaccinium corymbosum). This could make malvidin 3-alpha-L-galactoside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Malvidin 3-alpha-L-galactoside.

Structure

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

  Mrv0541 02241220392D          

 35 38  0  0  0  0            999 V2000
   -8.2795    4.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9939    4.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9939    3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2795    3.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5650    3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5650    4.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8505    4.6848    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -6.8505    3.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1361    3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1361    4.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4216    4.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7071    5.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4216    5.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7071    4.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9927    4.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9927    5.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7084    4.6848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2795    2.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2782    4.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2782    5.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7071    6.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9927    7.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5637    4.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1361    1.7973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1361    0.9724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4217    0.5598    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7072    0.9722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7072    1.7973    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4216    2.2098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4216    3.0348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9927    2.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9928    0.5597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4217   -0.2652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8506    0.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8507   -0.2652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  7 10  2  0  0  0  0
 10 11  1  0  0  0  0
 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 16  2  0  0  0  0
  2 17  1  0  0  0  0
  4 18  1  0  0  0  0
  9 30  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 19 23  2  0  0  0  0
 24 25  1  0  0  0  0
 24 29  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 28 31  1  1  0  0  0
 27 32  1  6  0  0  0
 26 33  1  6  0  0  0
 25 34  1  6  0  0  0
 34 35  1  0  0  0  0
M  CHG  1   7   1
M  END

HMDB0303038
     RDKit          3D
Malvidin 3-alpha-L-galactoside
 62 65  0  0  0  0  0  0  0  0999 V2000
   -1.1084   -3.9846   -0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0814   -3.6026    0.6078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3730   -2.2413    0.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6209   -1.1814    0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8563    0.1119    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0660    1.2468    0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5826    2.4500    0.5948 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.0273    3.5770    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281    4.8034    0.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0339    5.9603    0.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5891    7.1919    0.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1970    5.9076   -0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7794    4.6921   -0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9764    4.6474   -1.4419 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1717    3.5065   -0.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7708    2.3093   -0.6946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286    1.1287   -0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6834   -0.0876   -0.5590 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -0.4367   -1.1953 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8315   -0.9022   -0.2616 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598   -0.9077   -0.9227 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1607   -1.0601    0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999   -2.2470    0.8080 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1028   -1.9850   -1.9849 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7409   -3.2364   -1.4500 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0073   -1.6031   -2.9846 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9383   -2.5408   -4.0152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225   -1.5514   -2.1902 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6290   -1.4146   -3.0278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9129    0.3741    1.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6977   -0.6649    2.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6858   -0.3948    3.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6112    0.0190    3.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4078   -1.9820    1.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2447   -3.0993    2.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971   -3.3233   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9454   -5.0437   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224   -4.3951    1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8385   -1.4535   -0.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5697    4.7870    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2126    7.5583   -0.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6347    6.8320   -0.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5085    5.4106   -1.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7093    2.2558   -1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3416    0.4334   -1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1615    0.0618   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1637   -1.0939   -0.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1640   -0.2321    0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4341   -2.1761    1.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0879   -1.9928   -2.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5452   -3.6255   -1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414   -0.5911   -3.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475   -3.3881   -3.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -2.5143   -1.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313   -2.0776   -3.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1602    1.3670    1.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6637   -0.0729    3.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7048   -0.5861    4.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5850    1.1143    4.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5890   -3.7803    2.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7064   -3.6310    1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0262   -2.6454    3.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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
  2 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  6
 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
 35 61  1  0
 35 62  1  0
M  CHG  1   7   1
M  END

  Mrv0541 02241220392D          

 35 38  0  0  0  0            999 V2000
   -8.2795    4.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9939    4.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9939    3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2795    3.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5650    3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5650    4.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8505    4.6848    0.0000 O   0  3  0  0  0  0  0  0  0  0  0  0
   -6.8505    3.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1361    3.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1361    4.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4216    4.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7071    5.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4216    5.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7071    4.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9927    4.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9927    5.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7084    4.6848    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2795    2.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2782    4.2723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2782    5.9223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7071    6.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9927    7.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5637    4.6848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1361    1.7973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1361    0.9724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4217    0.5598    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7072    0.9722    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7072    1.7973    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4216    2.2098    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4216    3.0348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9927    2.2098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9928    0.5597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4217   -0.2652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8506    0.5599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8507   -0.2652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  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
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  5  6  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  7 10  2  0  0  0  0
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 13 11  2  0  0  0  0
 11 14  1  0  0  0  0
 12 13  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 12 16  2  0  0  0  0
  2 17  1  0  0  0  0
  4 18  1  0  0  0  0
  9 30  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 19 23  2  0  0  0  0
 24 25  1  0  0  0  0
 24 29  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  6  0  0  0
 28 31  1  1  0  0  0
 27 32  1  6  0  0  0
 26 33  1  6  0  0  0
 25 34  1  6  0  0  0
 34 35  1  0  0  0  0
M  CHG  1   7   1
M  END
> <DATABASE_ID>
HMDB0303038

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C25H26O10/c1-4-12-5-13(6-17(32-3)11(12)2)24-19(9-15-16(28)7-14(27)8-18(15)33-24)34-25-23(31)22(30)21(29)20(10-26)35-25/h4-9,20-23,25-26,29-31H,1,10H2,2-3H3,(H-,27,28)/p+1/t20-,21+,22+,23-,25-/m0/s1

> <INCHI_KEY>
ALKNIMHUPXLKRN-GCSUUFGQSA-O

> <FORMULA>
C25H27O10

> <MOLECULAR_WEIGHT>
487.4759

> <EXACT_MASS>
487.160422084

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
49.199737364881415

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(3-ethenyl-5-methoxy-4-methylphenyl)-5,7-dihydroxy-3-{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
2.066799999999999

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
7.5977923910380385

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.39908513675385

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810923799280262

> <JCHEM_POLAR_SURFACE_AREA>
162.21

> <JCHEM_REFRACTIVITY>
133.48639999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.33e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3-ethenyl-5-methoxy-4-methylphenyl)-5,7-dihydroxy-3-{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303038
     RDKit          3D
Malvidin 3-alpha-L-galactoside
 62 65  0  0  0  0  0  0  0  0999 V2000
   -1.1084   -3.9846   -0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0814   -3.6026    0.6078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3730   -2.2413    0.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6209   -1.1814    0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8563    0.1119    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0660    1.2468    0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5826    2.4500    0.5948 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.0273    3.5770    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281    4.8034    0.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0339    5.9603    0.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5891    7.1919    0.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1970    5.9076   -0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7794    4.6921   -0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9764    4.6474   -1.4419 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1717    3.5065   -0.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7708    2.3093   -0.6946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286    1.1287   -0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6834   -0.0876   -0.5590 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -0.4367   -1.1953 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8315   -0.9022   -0.2616 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598   -0.9077   -0.9227 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1607   -1.0601    0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999   -2.2470    0.8080 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1028   -1.9850   -1.9849 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7409   -3.2364   -1.4500 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0073   -1.6031   -2.9846 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9383   -2.5408   -4.0152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225   -1.5514   -2.1902 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6290   -1.4146   -3.0278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9129    0.3741    1.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6977   -0.6649    2.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6858   -0.3948    3.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6112    0.0190    3.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4078   -1.9820    1.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2447   -3.0993    2.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971   -3.3233   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9454   -5.0437   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224   -4.3951    1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8385   -1.4535   -0.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5697    4.7870    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2126    7.5583   -0.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6347    6.8320   -0.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5085    5.4106   -1.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7093    2.2558   -1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3416    0.4334   -1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1615    0.0618   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1637   -1.0939   -0.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1640   -0.2321    0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4341   -2.1761    1.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0879   -1.9928   -2.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5452   -3.6255   -1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414   -0.5911   -3.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475   -3.3881   -3.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -2.5143   -1.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313   -2.0776   -3.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1602    1.3670    1.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6637   -0.0729    3.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7048   -0.5861    4.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5850    1.1143    4.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5890   -3.7803    2.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7064   -3.6310    1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0262   -2.6454    3.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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
  2 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  6
 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
 35 61  1  0
 35 62  1  0
M  CHG  1   7   1
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0     -15.455   8.745   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -16.789   7.975   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -16.789   6.435   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -15.455   5.665   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -14.121   6.435   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -14.121   7.975   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -12.788   8.745   0.000  0.00  0.00           O+1
HETATM    8  C   UNK     0     -12.788   5.665   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -11.454   6.435   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -11.454   7.975   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -10.120   8.745   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.787  11.055   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -10.120  10.285   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.787   7.975   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.453   8.745   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -7.453  10.285   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0     -18.122   8.745   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0     -15.455   4.125   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -6.119   7.975   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.119  11.055   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -8.787  12.595   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -7.453  13.365   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.786   8.745   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0     -11.454   3.355   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0     -11.454   1.815   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -10.121   1.045   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -8.787   1.815   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -8.787   3.355   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -10.120   4.125   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0     -10.120   5.665   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -7.453   4.125   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -7.453   1.045   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0     -10.121  -0.495   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0     -12.788   1.045   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0     -12.788  -0.495   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   18                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   30                                                  
CONECT   10    9    7   11                                                  
CONECT   11   10   13   14                                                  
CONECT   12   13   16   21                                                  
CONECT   13   11   12                                                       
CONECT   14   11   15                                                       
CONECT   15   14   16   19                                                  
CONECT   16   15   12   20                                                  
CONECT   17    2                                                            
CONECT   18    4                                                            
CONECT   19   15   23                                                       
CONECT   20   16                                                            
CONECT   21   12   22                                                       
CONECT   22   21                                                            
CONECT   23   19                                                            
CONECT   24   25   29                                                       
CONECT   25   24   26   34                                                  
CONECT   26   25   27   33                                                  
CONECT   27   26   28   32                                                  
CONECT   28   27   29   31                                                  
CONECT   29   24   28   30                                                  
CONECT   30    9   29                                                       
CONECT   31   28                                                            
CONECT   32   27                                                            
CONECT   33   26                                                            
CONECT   34   25   35                                                       
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0303038
HETATM    1  C1  UNL     1      -1.108  -3.985  -0.185  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.081  -3.603   0.608  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.373  -2.241   0.992  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.621  -1.181   0.500  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.856   0.112   0.824  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.066   1.247   0.351  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.583   2.450   0.595  1.00  0.00           O1+
HETATM    8  C7  UNL     1      -1.027   3.577   0.250  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.628   4.803   0.536  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.034   5.960   0.166  1.00  0.00           C  
HETATM   11  O2  UNL     1      -1.589   7.192   0.427  1.00  0.00           O  
HETATM   12  C10 UNL     1       0.197   5.908  -0.510  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.779   4.692  -0.786  1.00  0.00           C  
HETATM   14  O3  UNL     1       1.976   4.647  -1.442  1.00  0.00           O  
HETATM   15  C12 UNL     1       0.172   3.506  -0.407  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.771   2.309  -0.695  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.129   1.129  -0.300  1.00  0.00           C  
HETATM   18  O4  UNL     1       0.683  -0.088  -0.559  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.853  -0.437  -1.195  1.00  0.00           C  
HETATM   20  O5  UNL     1       2.831  -0.902  -0.262  1.00  0.00           O  
HETATM   21  C16 UNL     1       4.060  -0.908  -0.923  1.00  0.00           C  
HETATM   22  C17 UNL     1       5.161  -1.060   0.102  1.00  0.00           C  
HETATM   23  O6  UNL     1       5.000  -2.247   0.808  1.00  0.00           O  
HETATM   24  C18 UNL     1       4.103  -1.985  -1.985  1.00  0.00           C  
HETATM   25  O7  UNL     1       3.741  -3.236  -1.450  1.00  0.00           O  
HETATM   26  C19 UNL     1       3.007  -1.603  -2.985  1.00  0.00           C  
HETATM   27  O8  UNL     1       2.938  -2.541  -4.015  1.00  0.00           O  
HETATM   28  C20 UNL     1       1.723  -1.551  -2.190  1.00  0.00           C  
HETATM   29  O9  UNL     1       0.629  -1.415  -3.028  1.00  0.00           O  
HETATM   30  C21 UNL     1      -2.913   0.374   1.698  1.00  0.00           C  
HETATM   31  C22 UNL     1      -3.698  -0.665   2.220  1.00  0.00           C  
HETATM   32  O10 UNL     1      -4.686  -0.395   3.043  1.00  0.00           O  
HETATM   33  C23 UNL     1      -5.611   0.019   3.831  1.00  0.00           C  
HETATM   34  C24 UNL     1      -3.408  -1.982   1.849  1.00  0.00           C  
HETATM   35  C25 UNL     1      -4.245  -3.099   2.388  1.00  0.00           C  
HETATM   36  H1  UNL     1      -0.397  -3.323  -0.653  1.00  0.00           H  
HETATM   37  H2  UNL     1      -0.945  -5.044  -0.432  1.00  0.00           H  
HETATM   38  H3  UNL     1      -2.722  -4.395   1.002  1.00  0.00           H  
HETATM   39  H4  UNL     1      -0.838  -1.454  -0.171  1.00  0.00           H  
HETATM   40  H5  UNL     1      -2.570   4.787   1.053  1.00  0.00           H  
HETATM   41  H6  UNL     1      -2.213   7.558  -0.291  1.00  0.00           H  
HETATM   42  H7  UNL     1       0.635   6.832  -0.787  1.00  0.00           H  
HETATM   43  H8  UNL     1       2.508   5.411  -1.776  1.00  0.00           H  
HETATM   44  H9  UNL     1       1.709   2.256  -1.206  1.00  0.00           H  
HETATM   45  H10 UNL     1       2.342   0.433  -1.662  1.00  0.00           H  
HETATM   46  H11 UNL     1       4.161   0.062  -1.445  1.00  0.00           H  
HETATM   47  H12 UNL     1       6.164  -1.094  -0.364  1.00  0.00           H  
HETATM   48  H13 UNL     1       5.164  -0.232   0.830  1.00  0.00           H  
HETATM   49  H14 UNL     1       5.434  -2.176   1.708  1.00  0.00           H  
HETATM   50  H15 UNL     1       5.088  -1.993  -2.461  1.00  0.00           H  
HETATM   51  H16 UNL     1       4.545  -3.625  -1.030  1.00  0.00           H  
HETATM   52  H17 UNL     1       3.241  -0.591  -3.361  1.00  0.00           H  
HETATM   53  H18 UNL     1       2.548  -3.388  -3.728  1.00  0.00           H  
HETATM   54  H19 UNL     1       1.625  -2.514  -1.649  1.00  0.00           H  
HETATM   55  H20 UNL     1       0.731  -2.078  -3.753  1.00  0.00           H  
HETATM   56  H21 UNL     1      -3.160   1.367   1.998  1.00  0.00           H  
HETATM   57  H22 UNL     1      -6.664  -0.073   3.410  1.00  0.00           H  
HETATM   58  H23 UNL     1      -5.705  -0.586   4.800  1.00  0.00           H  
HETATM   59  H24 UNL     1      -5.585   1.114   4.168  1.00  0.00           H  
HETATM   60  H25 UNL     1      -3.589  -3.780   2.962  1.00  0.00           H  
HETATM   61  H26 UNL     1      -4.706  -3.631   1.531  1.00  0.00           H  
HETATM   62  H27 UNL     1      -5.026  -2.645   3.036  1.00  0.00           H  
CONECT    1    2    2   36   37
CONECT    2    3   38
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   61   62
END

HMDB0303038
     RDKit          3D
Malvidin 3-alpha-L-galactoside
 62 65  0  0  0  0  0  0  0  0999 V2000
   -1.1084   -3.9846   -0.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0814   -3.6026    0.6078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3730   -2.2413    0.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6209   -1.1814    0.5003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8563    0.1119    0.8245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0660    1.2468    0.3513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5826    2.4500    0.5948 O   0  0  0  0  0  3  0  0  0  0  0  0
   -1.0273    3.5770    0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281    4.8034    0.5356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0339    5.9603    0.1660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5891    7.1919    0.4273 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1970    5.9076   -0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7794    4.6921   -0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9764    4.6474   -1.4419 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1717    3.5065   -0.4068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7708    2.3093   -0.6946 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286    1.1287   -0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6834   -0.0876   -0.5590 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8527   -0.4367   -1.1953 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8315   -0.9022   -0.2616 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598   -0.9077   -0.9227 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1607   -1.0601    0.1016 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9999   -2.2470    0.8080 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1028   -1.9850   -1.9849 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7409   -3.2364   -1.4500 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0073   -1.6031   -2.9846 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9383   -2.5408   -4.0152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7225   -1.5514   -2.1902 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6290   -1.4146   -3.0278 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9129    0.3741    1.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6977   -0.6649    2.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6858   -0.3948    3.0432 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6112    0.0190    3.8314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4078   -1.9820    1.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2447   -3.0993    2.3880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3971   -3.3233   -0.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9454   -5.0437   -0.4319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7224   -4.3951    1.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8385   -1.4535   -0.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5697    4.7870    1.0528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2126    7.5583   -0.2913 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6347    6.8320   -0.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5085    5.4106   -1.7756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7093    2.2558   -1.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3416    0.4334   -1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1615    0.0618   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1637   -1.0939   -0.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1640   -0.2321    0.8297 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4341   -2.1761    1.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0879   -1.9928   -2.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5452   -3.6255   -1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414   -0.5911   -3.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5475   -3.3881   -3.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -2.5143   -1.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7313   -2.0776   -3.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1602    1.3670    1.9983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6637   -0.0729    3.4105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7048   -0.5861    4.8000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5850    1.1143    4.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5890   -3.7803    2.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7064   -3.6310    1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0262   -2.6454    3.0357 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  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
  2 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  6
 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
 35 61  1  0
 35 62  1  0
M  CHG  1   7   1
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Malvidin 3-a-L-galactoside	Generator
Malvidin 3-α-L-galactoside	Generator

Chemical Formula

C₂₅H₂₇O₁₀

Average Molecular Weight

487.4759

Monoisotopic Molecular Weight

487.160422084

IUPAC Name

2-(3-ethenyl-5-methoxy-4-methylphenyl)-5,7-dihydroxy-3-{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

Traditional Name

2-(3-ethenyl-5-methoxy-4-methylphenyl)-5,7-dihydroxy-3-{[(2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1λ⁴-chromen-1-ylium

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C25H26O10/c1-4-12-5-13(6-17(32-3)11(12)2)24-19(9-15-16(28)7-14(27)8-18(15)33-24)34-25-23(31)22(30)21(29)20(10-26)35-25/h4-9,20-23,25-26,29-31H,1,10H2,2-3H3,(H-,27,28)/p+1/t20-,21+,22+,23-,25-/m0/s1

InChI Key

ALKNIMHUPXLKRN-GCSUUFGQSA-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
7-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Anthocyanidin
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Styrene
Alkyl aryl ether
Toluene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Heteroaromatic compound
Secondary alcohol
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Ether
Alcohol
Organooxygen compound
Organic oxygen compound
Primary alcohol
Hydrocarbon derivative
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0303038)

Food

Fruit

Berry

Highbush blueberry (FooDB: FOOD00191)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Solid material processing agent

Protective agent

Antioxidant (HMDB: HMDB0303038)
Antioxidant (HMDB: HMDB0303038)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.2	ALOGPS
logP	2.07	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	6.4	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	162.21 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	133.49 m³·mol⁻¹	ChemAxon
Polarizability	49.2 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	215.026	32859911
AllCCS	[M+H-H2O]+	212.818	32859911
AllCCS	[M+Na]+	217.629	32859911
AllCCS	[M+NH4]+	217.051	32859911
AllCCS	[M-H]-	215.373	32859911
AllCCS	[M+Na-2H]-	216.274	32859911
AllCCS	[M+HCOO]-	217.419	32859911
DeepCCS	[M+H]+	203.226	30932474
DeepCCS	[M-H]-	201.401	30932474
DeepCCS	[M-2H]-	234.642	30932474
DeepCCS	[M+Na]+	208.832	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-alpha-L-galactoside 10V, Positive-QTOF	splash10-000i-0100900000-2394041586cf146f557b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-alpha-L-galactoside 20V, Positive-QTOF	splash10-000i-1300900000-de2d381d4f417da9d547	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-alpha-L-galactoside 40V, Positive-QTOF	splash10-0002-8902000000-26d50cf6cd58648895ab	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-alpha-L-galactoside 10V, Negative-QTOF	splash10-000i-2300900000-6f20a1e635530b458667	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-alpha-L-galactoside 20V, Negative-QTOF	splash10-000i-6800900000-bf4e450853020856facc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Malvidin 3-alpha-L-galactoside 40V, Negative-QTOF	splash10-0596-9300000000-f6aa619f6137d8f9e0f6	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007424

KNApSAcK ID

Not Available

Chemspider ID

30780107

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

157010023

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Malvidin 3-alpha-L-galactoside (HMDB0303038)

MOL for HMDB0303038 (Malvidin 3-alpha-L-galactoside)

3D MOL for HMDB0303038 (Malvidin 3-alpha-L-galactoside)

3D SDF for HMDB0303038 (Malvidin 3-alpha-L-galactoside)

3D-SDF for HMDB0303038 (Malvidin 3-alpha-L-galactoside)

PDB for HMDB0303038 (Malvidin 3-alpha-L-galactoside)

3D PDB for HMDB0303038 (Malvidin 3-alpha-L-galactoside)

SMILES for HMDB0303038 (Malvidin 3-alpha-L-galactoside)

INCHI for HMDB0303038 (Malvidin 3-alpha-L-galactoside)

Structure for HMDB0303038 (Malvidin 3-alpha-L-galactoside)

3D Structure for HMDB0303038 (Malvidin 3-alpha-L-galactoside)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra