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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 22:00:58 UTC

Update Date

2021-09-23 22:00:58 UTC

HMDB ID

HMDB0302946

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Salvianolic acid K

Description

Salvianolic acid K, also known as salvianolate K, is a member of the class of compounds known as lignans, neolignans and related compounds. Lignans, neolignans and related compounds are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9¬¥ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. Salvianolic acid K is practically insoluble (in water) and a moderately acidic compound (based on its pKa). Salvianolic acid K can be found in common sage, which makes salvianolic acid K a potential biomarker for the consumption of this food product.

Structure

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


  Mrv0541 02241223372D          

 40 42  0  0  0  0            999 V2000
   -2.8522    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8522    0.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1387   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4264    0.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4264    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1387    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    1.0326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8549    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5686    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    2.2686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    2.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4264    2.6810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8563    2.6810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671   -0.2048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2821    0.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9971   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2821    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9971    1.4450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671    1.4450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7120    0.2076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9971   -1.0298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7120   -1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7120   -2.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9971   -2.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2835   -2.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2835   -1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2807    1.0271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9971    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9971    2.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2807    2.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5686    2.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9971   -3.5074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5685   -2.6825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2793    3.5074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7120    2.6810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1387   -1.0298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2 18  1  0  0  0  0
  3  4  2  0  0  0  0
  3 40  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 15  1  0  0  0  0
 12 13  1  0  0  0  0
 13 31  2  0  0  0  0
 13 35  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 24  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 25 26  2  0  0  0  0
 25 30  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 36  1  0  0  0  0
 29 30  2  0  0  0  0
 29 37  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 39  1  0  0  0  0
 34 35  2  0  0  0  0
 34 38  1  0  0  0  0
M  END

HMDB0302946
     RDKit          3D
Salvianolic acid K
 64 66  0  0  0  0  0  0  0  0999 V2000
   -4.2678   -0.8762    2.0589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4712    0.0150    1.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991   -0.3373    1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3332    0.5858    0.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0737    0.2414    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8287    1.2482   -0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205    0.9449   -0.8802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084   -0.3749   -1.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019   -0.5607   -1.7484 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3223   -1.6609   -2.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3000   -1.7377   -3.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8821   -2.6527   -4.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6142   -0.7612   -4.3361 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8164   -1.5046   -1.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2395   -0.3595   -2.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0834   -1.4211   -0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1455   -1.8188    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3926   -1.7412    1.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5880   -1.2620    2.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8154   -1.1926    3.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5373   -0.8600    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7428   -0.3764    1.9732 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2802   -0.9421    0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5323   -1.3497   -0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8400   -2.6669   -1.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3064   -1.0447   -0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253    1.3362    1.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0274    1.6970    2.5717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9258    2.5025    1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2590    1.7325    0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3595    0.9080    0.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6720    0.1834   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8802    0.2579   -1.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1881   -0.4759   -3.0247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7722    1.0789   -1.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9857    1.1410   -2.9642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4687    1.8037   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8394    2.4069    3.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6803    2.6467    4.3431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9056    2.8562    4.6249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0157   -1.3904    0.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6209    1.6164    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5474    2.2670   -0.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788    1.7500   -1.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9574   -2.6511   -1.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7369   -0.3644   -3.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3965   -2.3430   -2.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6490    0.3100   -1.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1893   -2.2052    0.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6151   -2.0694    2.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7060   -0.8354    4.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4979   -0.0592    1.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0248   -0.6256   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035   -3.3966   -0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3108   -1.8743    0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5924    0.7594    2.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5255    3.4909    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8814    2.6845    2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9816    0.8585    1.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5452   -0.4513   -0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0104   -1.0627   -3.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1569    1.7081   -3.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5855    2.4175   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1400    3.8571    4.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
  8 24  1  0
 24 25  1  0
 24 26  2  0
  2 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  2  0
 28 38  1  0
 38 39  2  0
 38 40  1  0
 26  5  1  0
 37 30  1  0
 23 16  1  0
  3 41  1  0
  4 42  1  0
  6 43  1  0
  7 44  1  0
 10 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 18 50  1  0
 20 51  1  0
 22 52  1  0
 23 53  1  0
 25 54  1  0
 26 55  1  0
 28 56  1  0
 29 57  1  0
 29 58  1  0
 31 59  1  0
 32 60  1  0
 34 61  1  0
 36 62  1  0
 37 63  1  0
 40 64  1  0
M  END


  Mrv0541 02241223372D          

 40 42  0  0  0  0            999 V2000
   -2.8522    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8522    0.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1387   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4264    0.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4264    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1387    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7129    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0007    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    1.0326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8549    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5686    1.4436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7142    2.2686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1414    2.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4264    2.6810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8563    2.6810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671   -0.2048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2821    0.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9971   -0.2048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2821    1.0326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7120    0.2076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.9971   -2.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2807    2.6824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5686    2.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9971   -3.5074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5685   -2.6825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2793    3.5074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7120    2.6810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1387   -1.0298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
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  5  7  1  0  0  0  0
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  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 14  2  0  0  0  0
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 12 13  1  0  0  0  0
 13 31  2  0  0  0  0
 13 35  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 20 24  1  0  0  0  0
 20 25  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 25 26  2  0  0  0  0
 25 30  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 36  1  0  0  0  0
 29 30  2  0  0  0  0
 29 37  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 39  1  0  0  0  0
 34 35  2  0  0  0  0
 34 38  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302946

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(C(OC1=CC=C(\C=C\C(=O)OC(CC2=CC=C(O)C(O)=C2)C(O)=O)C=C1O)C(O)=O)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C27H24O13/c28-16-5-1-14(10-18(16)30)11-22(26(35)36)39-23(33)8-3-13-2-7-21(20(32)9-13)40-25(27(37)38)24(34)15-4-6-17(29)19(31)12-15/h1-10,12,22,24-25,28-32,34H,11H2,(H,35,36)(H,37,38)/b8-3+

> <INCHI_KEY>
AZOCLKLJIKZOLF-FPYGCLRLSA-N

> <FORMULA>
C27H24O13

> <MOLECULAR_WEIGHT>
556.4717

> <EXACT_MASS>
556.121690854

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
53.11063088158816

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{4-[(1E)-3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoic acid

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
3.326967465

> <ALOGPS_LOGS>
-4.17

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.420655185049755

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.8146779962999933

> <JCHEM_PKA_STRONGEST_BASIC>
-5.122743838010803

> <JCHEM_POLAR_SURFACE_AREA>
231.50999999999996

> <JCHEM_REFRACTIVITY>
135.79920000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{4-[(1E)-3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302946
     RDKit          3D
Salvianolic acid K
 64 66  0  0  0  0  0  0  0  0999 V2000
   -4.2678   -0.8762    2.0589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4712    0.0150    1.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991   -0.3373    1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3332    0.5858    0.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0737    0.2414    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8287    1.2482   -0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205    0.9449   -0.8802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084   -0.3749   -1.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019   -0.5607   -1.7484 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3223   -1.6609   -2.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3000   -1.7377   -3.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8821   -2.6527   -4.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6142   -0.7612   -4.3361 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8164   -1.5046   -1.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2395   -0.3595   -2.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0834   -1.4211   -0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1455   -1.8188    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3926   -1.7412    1.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5880   -1.2620    2.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8154   -1.1926    3.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5373   -0.8600    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7428   -0.3764    1.9732 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2802   -0.9421    0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5323   -1.3497   -0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8400   -2.6669   -1.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3064   -1.0447   -0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253    1.3362    1.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0274    1.6970    2.5717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9258    2.5025    1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2590    1.7325    0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3595    0.9080    0.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6720    0.1834   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8802    0.2579   -1.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1881   -0.4759   -3.0247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7722    1.0789   -1.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9857    1.1410   -2.9642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4687    1.8037   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8394    2.4069    3.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6803    2.6467    4.3431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9056    2.8562    4.6249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0157   -1.3904    0.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6209    1.6164    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5474    2.2670   -0.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788    1.7500   -1.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9574   -2.6511   -1.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7369   -0.3644   -3.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3965   -2.3430   -2.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6490    0.3100   -1.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1893   -2.2052    0.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6151   -2.0694    2.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7060   -0.8354    4.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4979   -0.0592    1.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0248   -0.6256   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035   -3.3966   -0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3108   -1.8743    0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5924    0.7594    2.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5255    3.4909    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8814    2.6845    2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9816    0.8585    1.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5452   -0.4513   -0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0104   -1.0627   -3.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1569    1.7081   -3.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5855    2.4175   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1400    3.8571    4.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
  8 24  1  0
 24 25  1  0
 24 26  2  0
  2 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  2  0
 28 38  1  0
 38 39  2  0
 38 40  1  0
 26  5  1  0
 37 30  1  0
 23 16  1  0
  3 41  1  0
  4 42  1  0
  6 43  1  0
  7 44  1  0
 10 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 18 50  1  0
 20 51  1  0
 22 52  1  0
 23 53  1  0
 25 54  1  0
 26 55  1  0
 28 56  1  0
 29 57  1  0
 29 58  1  0
 31 59  1  0
 32 60  1  0
 34 61  1  0
 36 62  1  0
 37 63  1  0
 40 64  1  0
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      -5.324   1.928   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.324   0.388   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.992  -0.382   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.663   0.388   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.663   1.928   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.992   2.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.331   2.695   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.001   1.928   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.333   2.695   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.665   1.928   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.997   2.695   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.329   1.928   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.661   2.695   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.333   4.235   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.997   4.235   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.663   5.005   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       5.332   5.005   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -6.659  -0.382   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -7.993   0.388   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.328  -0.382   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -7.993   1.928   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -9.328   2.697   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -6.659   2.697   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0     -10.662   0.388   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -9.328  -1.922   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -10.662  -2.695   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -10.662  -4.237   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -9.328  -5.007   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -7.996  -4.237   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -7.996  -2.695   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.991   1.917   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.328   2.695   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.328   4.235   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.991   5.007   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.661   4.235   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -9.328  -6.547   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -6.661  -5.007   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       7.988   6.547   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      10.662   5.005   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -3.992  -1.922   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   18                                                  
CONECT    3    2    4   40                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    1    5                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   31   35                                                  
CONECT   14    9                                                            
CONECT   15   11   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    2   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19   24   25                                                  
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   20                                                            
CONECT   25   20   26   30                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   36                                                  
CONECT   29   28   30   37                                                  
CONECT   30   25   29                                                       
CONECT   31   13   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   39                                                  
CONECT   34   33   35   38                                                  
CONECT   35   13   34                                                       
CONECT   36   28                                                            
CONECT   37   29                                                            
CONECT   38   34                                                            
CONECT   39   33                                                            
CONECT   40    3                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

COMPND    HMDB0302946
HETATM    1  O1  UNL     1      -4.268  -0.876   2.059  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.471   0.015   1.723  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.199  -0.337   1.086  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.333   0.586   0.721  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.074   0.241   0.090  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.829   1.248  -0.282  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.021   0.945  -0.880  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.408  -0.375  -1.156  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.602  -0.561  -1.748  1.00  0.00           O  
HETATM   10  C8  UNL     1       4.322  -1.661  -2.142  1.00  0.00           C  
HETATM   11  C9  UNL     1       4.300  -1.738  -3.656  1.00  0.00           C  
HETATM   12  O3  UNL     1       4.882  -2.653  -4.266  1.00  0.00           O  
HETATM   13  O4  UNL     1       3.614  -0.761  -4.336  1.00  0.00           O  
HETATM   14  C10 UNL     1       5.816  -1.505  -1.815  1.00  0.00           C  
HETATM   15  O5  UNL     1       6.239  -0.359  -2.509  1.00  0.00           O  
HETATM   16  C11 UNL     1       6.083  -1.421  -0.379  1.00  0.00           C  
HETATM   17  C12 UNL     1       5.145  -1.819   0.546  1.00  0.00           C  
HETATM   18  C13 UNL     1       5.393  -1.741   1.922  1.00  0.00           C  
HETATM   19  C14 UNL     1       6.588  -1.262   2.392  1.00  0.00           C  
HETATM   20  O6  UNL     1       6.815  -1.193   3.771  1.00  0.00           O  
HETATM   21  C15 UNL     1       7.537  -0.860   1.490  1.00  0.00           C  
HETATM   22  O7  UNL     1       8.743  -0.376   1.973  1.00  0.00           O  
HETATM   23  C16 UNL     1       7.280  -0.942   0.141  1.00  0.00           C  
HETATM   24  C17 UNL     1       1.532  -1.350  -0.795  1.00  0.00           C  
HETATM   25  O8  UNL     1       1.840  -2.667  -1.034  1.00  0.00           O  
HETATM   26  C18 UNL     1       0.306  -1.045  -0.179  1.00  0.00           C  
HETATM   27  O9  UNL     1      -3.825   1.336   1.969  1.00  0.00           O  
HETATM   28  C19 UNL     1      -5.027   1.697   2.572  1.00  0.00           C  
HETATM   29  C20 UNL     1      -5.926   2.503   1.660  1.00  0.00           C  
HETATM   30  C21 UNL     1      -6.259   1.733   0.457  1.00  0.00           C  
HETATM   31  C22 UNL     1      -7.359   0.908   0.389  1.00  0.00           C  
HETATM   32  C23 UNL     1      -7.672   0.183  -0.741  1.00  0.00           C  
HETATM   33  C24 UNL     1      -6.880   0.258  -1.867  1.00  0.00           C  
HETATM   34  O10 UNL     1      -7.188  -0.476  -3.025  1.00  0.00           O  
HETATM   35  C25 UNL     1      -5.772   1.079  -1.819  1.00  0.00           C  
HETATM   36  O11 UNL     1      -4.986   1.141  -2.964  1.00  0.00           O  
HETATM   37  C26 UNL     1      -5.469   1.804  -0.674  1.00  0.00           C  
HETATM   38  C27 UNL     1      -4.839   2.407   3.861  1.00  0.00           C  
HETATM   39  O12 UNL     1      -3.680   2.647   4.343  1.00  0.00           O  
HETATM   40  O13 UNL     1      -5.906   2.856   4.625  1.00  0.00           O  
HETATM   41  H1  UNL     1      -2.016  -1.390   0.935  1.00  0.00           H  
HETATM   42  H2  UNL     1      -1.621   1.616   0.921  1.00  0.00           H  
HETATM   43  H3  UNL     1       0.547   2.267  -0.078  1.00  0.00           H  
HETATM   44  H4  UNL     1       2.679   1.750  -1.147  1.00  0.00           H  
HETATM   45  H5  UNL     1       3.957  -2.651  -1.791  1.00  0.00           H  
HETATM   46  H6  UNL     1       2.737  -0.364  -3.975  1.00  0.00           H  
HETATM   47  H7  UNL     1       6.397  -2.343  -2.241  1.00  0.00           H  
HETATM   48  H8  UNL     1       6.649   0.310  -1.920  1.00  0.00           H  
HETATM   49  H9  UNL     1       4.189  -2.205   0.248  1.00  0.00           H  
HETATM   50  H10 UNL     1       4.615  -2.069   2.604  1.00  0.00           H  
HETATM   51  H11 UNL     1       7.706  -0.835   4.113  1.00  0.00           H  
HETATM   52  H12 UNL     1       9.498  -0.059   1.400  1.00  0.00           H  
HETATM   53  H13 UNL     1       8.025  -0.626  -0.601  1.00  0.00           H  
HETATM   54  H14 UNL     1       1.203  -3.397  -0.770  1.00  0.00           H  
HETATM   55  H15 UNL     1      -0.311  -1.874   0.066  1.00  0.00           H  
HETATM   56  H16 UNL     1      -5.592   0.759   2.797  1.00  0.00           H  
HETATM   57  H17 UNL     1      -5.526   3.491   1.415  1.00  0.00           H  
HETATM   58  H18 UNL     1      -6.881   2.684   2.221  1.00  0.00           H  
HETATM   59  H19 UNL     1      -7.982   0.859   1.294  1.00  0.00           H  
HETATM   60  H20 UNL     1      -8.545  -0.451  -0.751  1.00  0.00           H  
HETATM   61  H21 UNL     1      -8.010  -1.063  -3.011  1.00  0.00           H  
HETATM   62  H22 UNL     1      -4.157   1.708  -3.033  1.00  0.00           H  
HETATM   63  H23 UNL     1      -4.585   2.417  -0.728  1.00  0.00           H  
HETATM   64  H24 UNL     1      -6.140   3.857   4.692  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   27
CONECT    3    4    4   41
CONECT    4    5   42
CONECT    5    6    6   26
CONECT    6    7   43
CONECT    7    8    8   44
CONECT    8    9   24
CONECT    9   10
CONECT   10   11   14   45
CONECT   11   12   12   13
CONECT   13   46
CONECT   14   15   16   47
CONECT   15   48
CONECT   16   17   17   23
CONECT   17   18   49
CONECT   18   19   19   50
CONECT   19   20   21
CONECT   20   51
CONECT   21   22   23   23
CONECT   22   52
CONECT   23   53
CONECT   24   25   26   26
CONECT   25   54
CONECT   26   55
CONECT   27   28
CONECT   28   29   38   56
CONECT   29   30   57   58
CONECT   30   31   31   37
CONECT   31   32   59
CONECT   32   33   33   60
CONECT   33   34   35
CONECT   34   61
CONECT   35   36   37   37
CONECT   36   62
CONECT   37   63
CONECT   38   39   39   40
CONECT   40   64
END

HMDB0302946
     RDKit          3D
Salvianolic acid K
 64 66  0  0  0  0  0  0  0  0999 V2000
   -4.2678   -0.8762    2.0589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4712    0.0150    1.7230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991   -0.3373    1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3332    0.5858    0.7210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0737    0.2414    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8287    1.2482   -0.2816 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205    0.9449   -0.8802 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4084   -0.3749   -1.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019   -0.5607   -1.7484 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3223   -1.6609   -2.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3000   -1.7377   -3.6555 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8821   -2.6527   -4.2656 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6142   -0.7612   -4.3361 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8164   -1.5046   -1.8147 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2395   -0.3595   -2.5095 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0834   -1.4211   -0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1455   -1.8188    0.5462 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3926   -1.7412    1.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5880   -1.2620    2.3920 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8154   -1.1926    3.7712 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5373   -0.8600    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7428   -0.3764    1.9732 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2802   -0.9421    0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5323   -1.3497   -0.7950 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8400   -2.6669   -1.0340 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3064   -1.0447   -0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8253    1.3362    1.9689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0274    1.6970    2.5717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9258    2.5025    1.6600 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2590    1.7325    0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3595    0.9080    0.3887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6720    0.1834   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8802    0.2579   -1.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1881   -0.4759   -3.0247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7722    1.0789   -1.8188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9857    1.1410   -2.9642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4687    1.8037   -0.6736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8394    2.4069    3.8606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6803    2.6467    4.3431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9056    2.8562    4.6249 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0157   -1.3904    0.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6209    1.6164    0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5474    2.2670   -0.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6788    1.7500   -1.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9574   -2.6511   -1.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7369   -0.3644   -3.9746 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3965   -2.3430   -2.2412 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6490    0.3100   -1.9201 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1893   -2.2052    0.2476 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6151   -2.0694    2.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7060   -0.8354    4.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4979   -0.0592    1.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0248   -0.6256   -0.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035   -3.3966   -0.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3108   -1.8743    0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5924    0.7594    2.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5255    3.4909    1.4155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8814    2.6845    2.2211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9816    0.8585    1.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5452   -0.4513   -0.7515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0104   -1.0627   -3.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1569    1.7081   -3.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5855    2.4175   -0.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1400    3.8571    4.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 10 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  2  0
  8 24  1  0
 24 25  1  0
 24 26  2  0
  2 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  2  0
 28 38  1  0
 38 39  2  0
 38 40  1  0
 26  5  1  0
 37 30  1  0
 23 16  1  0
  3 41  1  0
  4 42  1  0
  6 43  1  0
  7 44  1  0
 10 45  1  0
 13 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  0
 18 50  1  0
 20 51  1  0
 22 52  1  0
 23 53  1  0
 25 54  1  0
 26 55  1  0
 28 56  1  0
 29 57  1  0
 29 58  1  0
 31 59  1  0
 32 60  1  0
 34 61  1  0
 36 62  1  0
 37 63  1  0
 40 64  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{4-[(1E)-3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoate	Generator
Salvianolate K	Generator

Chemical Formula

C₂₇H₂₄O₁₃

Average Molecular Weight

556.4717

Monoisotopic Molecular Weight

556.121690854

IUPAC Name

2-{4-[(1E)-3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoic acid

Traditional Name

2-{4-[(1E)-3-[1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]-3-oxoprop-1-en-1-yl]-2-hydroxyphenoxy}-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoic acid

CAS Registry Number

Not Available

SMILES

OC(C(OC1=CC=C(\C=C\C(=O)OC(CC2=CC=C(O)C(O)=C2)C(O)=O)C=C1O)C(O)=O)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C27H24O13/c28-16-5-1-14(10-18(16)30)11-22(26(35)36)39-23(33)8-3-13-2-7-21(20(32)9-13)40-25(27(37)38)24(34)15-4-6-17(29)19(31)12-15/h1-10,12,22,24-25,28-32,34H,11H2,(H,35,36)(H,37,38)/b8-3+

InChI Key

AZOCLKLJIKZOLF-FPYGCLRLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Neolignan skeleton
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Phenoxyacetate
3-phenylpropanoic-acid
Tricarboxylic acid or derivatives
Catechol
Phenoxy compound
Phenol ether
Styrene
Sugar acid
Phenol
Beta-hydroxy acid
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
Fatty acyl
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Hydroxy acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Ether
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Aromatic alcohol
Organic oxide
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Common sage (FooDB: FOOD00165)

Process

Not Available

Role

Not Available

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	3.11	ALOGPS
logP	3.33	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	2.81	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	231.51 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	135.8 m³·mol⁻¹	ChemAxon
Polarizability	53.11 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	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]+	222.29	32859911
AllCCS	[M+H-H2O]+	220.893	32859911
AllCCS	[M+Na]+	223.905	32859911
AllCCS	[M+NH4]+	223.549	32859911
AllCCS	[M-H]-	216.977	32859911
AllCCS	[M+Na-2H]-	218.219	32859911
AllCCS	[M+HCOO]-	219.728	32859911
DeepCCS	[M+H]+	219.022	30932474
DeepCCS	[M-H]-	217.127	30932474
DeepCCS	[M-2H]-	250.369	30932474
DeepCCS	[M+Na]+	224.961	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 - Salvianolic acid K 10V, Positive-QTOF	splash10-0a4r-0905070000-f4f6a1a2471d3819b5ef	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salvianolic acid K 20V, Positive-QTOF	splash10-053i-0903020000-b58d4e22a718aadc3a6e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salvianolic acid K 40V, Positive-QTOF	splash10-05g1-0900000000-db30c2ed4c0095b4af8e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salvianolic acid K 10V, Negative-QTOF	splash10-0a6r-0816290000-6c8d38b665fa3826d612	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salvianolic acid K 20V, Negative-QTOF	splash10-056r-0916010000-4da756b4baf1d51e9d9d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salvianolic acid K 40V, Negative-QTOF	splash10-004j-0913000000-8c5662d64a5c53d2a942	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salvianolic acid K 10V, Positive-QTOF	splash10-06s6-0706490000-fcd8bc619538029fd8a3	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salvianolic acid K 20V, Positive-QTOF	splash10-0036-0904420000-c3e3393b900db0621a47	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salvianolic acid K 40V, Positive-QTOF	splash10-00dr-0901000000-7154b79294341385d0bd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salvianolic acid K 10V, Negative-QTOF	splash10-0a4i-0804790000-bda00352561055bef2c5	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salvianolic acid K 20V, Negative-QTOF	splash10-00di-1914300000-6b5288f3f91996fbb2d1	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Salvianolic acid K 40V, Negative-QTOF	splash10-0759-1912000000-e084432c3fbf4746228a	2021-10-21	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

FDB007006

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Salvianolic acid K (HMDB0302946)

MOL for HMDB0302946 (Salvianolic acid K)

3D MOL for HMDB0302946 (Salvianolic acid K)

3D SDF for HMDB0302946 (Salvianolic acid K)

3D-SDF for HMDB0302946 (Salvianolic acid K)

PDB for HMDB0302946 (Salvianolic acid K)

3D PDB for HMDB0302946 (Salvianolic acid K)

SMILES for HMDB0302946 (Salvianolic acid K)

INCHI for HMDB0302946 (Salvianolic acid K)

Structure for HMDB0302946 (Salvianolic acid K)

3D Structure for HMDB0302946 (Salvianolic acid K)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra