NP-MRD: Showing NP-Card for Magnesium Lithospermate B (NP0140232)

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Record Information

Version

2.0

Created at

2022-06-29 21:15:30 UTC

Updated at

2022-06-29 21:15:30 UTC

NP-MRD ID

NP0140232

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Magnesium Lithospermate B

Description

Magnesium lithospermate B, also known as magnesium lithospermic acid b or lithospermate b, belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Magnesium Lithospermate B was first documented in 2020 (PMID: 34321157). Based on a literature review a small amount of articles have been published on Magnesium lithospermate B (PMID: 35010979) (PMID: 34340903) (PMID: 34165232) (PMID: 33808650).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292223152D          

 53 56  0  0  1  0            999 V2000
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -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
    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0945    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3320    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5695    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2253   -3.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704   -3.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9282   -5.3057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3143   -4.9627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5494   -2.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8044   -3.3934    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 Mg  0  2  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
  5  6  2  0  0  0  0
  1  6  1  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
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 23 26  1  0  0  0  0
 20 27  1  1  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 30 33  1  0  0  0  0
 29 34  1  0  0  0  0
 19 35  1  6  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 40 45  1  0  0  0  0
 43 46  1  0  0  0  0
 42 47  1  0  0  0  0
 38 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
  4 51  1  0  0  0  0
  3 52  1  0  0  0  0
M  CHG  3  11  -1  50  -1  53   2
M  END

     RDKit          3D

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    5.5427    3.4488    2.1844 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8181    3.3980    2.6863 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8846    3.8204    1.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6791    4.2975    0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7842    4.7096   -0.0796 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3949    4.3649    0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2207    4.8431   -1.1667 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    3.9296    0.9068 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4463    0.7956    3.1034 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8700    0.6249    4.2753 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2148    0.2981    2.0617 O   0  0  0  0  0  1  0  0  0  0  0  0
    0.0000    0.0000    0.0000 Mg  0  0  0  0  0 15  0  0  0  0  0  0
    3.0906    0.6556   -1.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7713   -1.4044   -6.8075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1358   -1.2321   -1.9868 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8108   -3.8933   -2.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.2323   -3.0820   -2.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4920   -5.0450   -1.3810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1598   -7.3709   -0.7263 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1189   -5.6172   -1.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4381    1.0973    3.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5663    3.2300    4.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5097    3.5314    2.6703 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0444    3.0323    3.6856 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8971    3.7760    2.3305 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7003    4.6631    0.3066 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0232    5.1434   -1.7011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3452    3.9784    0.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  2  0
 10 38  1  0
 38 29  1  0
 29 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 25  2  0
 25 23  1  0
 23 24  1  0
 23 21  2  0
 21 22  1  0
 21 20  1  0
 20 19  2  0
 16 26  1  0
 26 28  1  0
 26 27  2  0
 12 11  1  0
 11  5  2  0
  5  4  1  0
  4  3  2  0
  3  2  1  0
  2  1  2  0
  2 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 49  2  0
 49 47  1  0
 47 48  1  0
 47 45  2  0
 45 46  1  0
 45 44  1  0
 44 43  2  0
 40 50  1  0
 50 52  1  0
 50 51  2  0
  5  6  1  0
  6  7  2  0
 29 30  1  0
 30 37  2  0
 37 35  1  0
 35 36  1  0
 35 33  2  0
 33 34  1  0
 33 32  1  0
 32 31  2  0
  7  8  1  0
 31 30  1  0
 11 10  1  0
 43 42  1  0
 19 18  1  0
  9 58  1  0
 29 68  1  6
 12 59  1  6
 16 60  1  1
 17 61  1  0
 17 62  1  0
 25 67  1  0
 24 66  1  0
 22 65  1  0
 20 64  1  0
 19 63  1  0
  4 55  1  0
  3 54  1  0
 40 74  1  1
 41 75  1  0
 41 76  1  0
 49 81  1  0
 48 80  1  0
 46 79  1  0
 44 78  1  0
 43 77  1  0
  6 56  1  0
  7 57  1  0
 37 73  1  0
 36 72  1  0
 34 71  1  0
 32 70  1  0
 31 69  1  0
M  CHG  3  28  -1  52  -1  53   2
M  END


  Mrv1652306292223152D          

 53 56  0  0  1  0            999 V2000
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    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
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7846   -0.2549    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2695    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7846    1.0799    0.0000 O   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
    0.7145    1.2375    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
    1.4289    0.0000    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
   -2.0945    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7445    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3320    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5070    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5695    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7445   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0396   -1.0396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4875   -1.6527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8465   -1.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1015   -1.9957    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9084   -2.1672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1634   -2.9519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6113   -3.5650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8663   -4.3496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6733   -4.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2253   -3.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9704   -3.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9282   -5.3057    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3143   -4.9627    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5494   -2.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7425   -2.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8044   -3.3934    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 Mg  0  2  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
  5  6  2  0  0  0  0
  1  6  1  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
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 17 25  1  0  0  0  0
 23 26  1  0  0  0  0
 20 27  1  1  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 30 33  1  0  0  0  0
 29 34  1  0  0  0  0
 19 35  1  6  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 40 45  1  0  0  0  0
 43 46  1  0  0  0  0
 42 47  1  0  0  0  0
 38 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
  4 51  1  0  0  0  0
  3 52  1  0  0  0  0
M  CHG  3  11  -1  50  -1  53   2
M  END
> <DATABASE_ID>
NP0140232

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[Mg++].OC1=C2O[C@@H]([C@@H](C(=O)O[C@H](CC3=CC(O)=C(O)C=C3)C([O-])=O)C2=C(\C=C\C(=O)O[C@H](CC2=CC(O)=C(O)C=C2)C([O-])=O)C=C1)C1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C36H30O16.Mg/c37-20-6-1-16(11-24(20)41)13-27(34(45)46)50-29(44)10-5-18-3-9-23(40)33-30(18)31(32(52-33)19-4-8-22(39)26(43)15-19)36(49)51-28(35(47)48)14-17-2-7-21(38)25(42)12-17;/h1-12,15,27-28,31-32,37-43H,13-14H2,(H,45,46)(H,47,48);/q;+2/p-2/b10-5+;/t27-,28-,31+,32-;/m1./s1

> <INCHI_KEY>
ANUBYMNVOPVATP-LKYMKJHQSA-L

> <FORMULA>
C36H28MgO16

> <MOLECULAR_WEIGHT>
740.909

> <EXACT_MASS>
740.12277652

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
67.20246789687708

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
magnesium(2+) ion (2R)-2-{[(2E)-3-[(2S,3S)-3-{[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoate

> <ALOGPS_LOGP>
4.85

> <JCHEM_LOGP>
4.987507691666666

> <ALOGPS_LOGS>
-4.98

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.3760629515410283

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7735696234380063

> <JCHEM_PKA_STRONGEST_BASIC>
-5.107139298486509

> <JCHEM_POLAR_SURFACE_AREA>
283.7

> <JCHEM_REFRACTIVITY>
198.67510000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.31e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
magnesium(2+) ion (2R)-2-{[(2E)-3-[(2S,3S)-3-{[(1R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-2-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-4-yl]prop-2-enoyl]oxy}-3-(3,4-dihydroxyphenyl)propanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O-1
HETATM   12  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.465  -0.476   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.370   0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.465   2.016   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       0.000   1.540   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  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      -3.910   0.770   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.680  -0.564   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -6.220  -0.564   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -6.990   0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -6.220   2.104   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.680   2.104   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -8.530   0.770   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -6.990  -1.897   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -1.941  -1.941   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -0.910  -3.085   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -3.447  -2.261   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -3.923  -3.725   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -5.429  -4.046   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -5.905  -5.510   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -4.875  -6.655   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -5.350  -8.119   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -6.857  -8.439   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -7.887  -7.295   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -7.411  -5.830   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -7.333  -9.904   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -4.320  -9.264   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -2.892  -4.870   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -1.386  -4.550   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -3.368  -6.334   0.000  0.00  0.00           O-1
HETATM   51  O   UNK     0       2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       5.335 -13.860   0.000  0.00  0.00           O+0
HETATM   53 Mg   UNK     0       0.000  -6.160   0.000  0.00  0.00          Mg+2
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   52                                                  
CONECT    4    3    5   51                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   25                                                  
CONECT   18   17   19   22                                                  
CONECT   19   18   20   35                                                  
CONECT   20   19   21   27                                                  
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23   22   24   26                                                  
CONECT   24   23   25                                                       
CONECT   25   24   17                                                       
CONECT   26   23                                                            
CONECT   27   20   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31   33                                                  
CONECT   31   30   32                                                       
CONECT   32   31   27                                                       
CONECT   33   30                                                            
CONECT   34   29                                                            
CONECT   35   19   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39   48                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41   45                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   47                                                  
CONECT   43   42   44   46                                                  
CONECT   44   43   45                                                       
CONECT   45   44   40                                                       
CONECT   46   43                                                            
CONECT   47   42                                                            
CONECT   48   38   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48                                                            
CONECT   51    4                                                            
CONECT   52    3                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  112    0
END

View in JSmol

Synonyms

Value	Source
Magnesium lithospermic acid b	Generator
Lithospermate b	MeSH

Chemical Formula

C₃₆H₂₈MgO₁₆

Average Mass

740.9090 Da

Monoisotopic Mass

740.12278 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

[Mg++].OC1=C2O[C@@H]([C@@H](C(=O)O[C@H](CC3=CC(O)=C(O)C=C3)C([O-])=O)C2=C(\C=C\C(=O)O[C@H](CC2=CC(O)=C(O)C=C2)C([O-])=O)C=C1)C1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C36H30O16.Mg/c37-20-6-1-16(11-24(20)41)13-27(34(45)46)50-29(44)10-5-18-3-9-23(40)33-30(18)31(32(52-33)19-4-8-22(39)26(43)15-19)36(49)51-28(35(47)48)14-17-2-7-21(38)25(42)12-17;/h1-12,15,27-28,31-32,37-43H,13-14H2,(H,45,46)(H,47,48);/q;+2/p-2/b10-5+;/t27-,28-,31+,32-;/m1./s1

InChI Key

ANUBYMNVOPVATP-LKYMKJHQSA-L

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Tetracarboxylic acid or derivatives
Cinnamic acid or derivatives
Coumaric acid or derivatives
Cinnamic acid ester
3-phenylpropanoic-acid
Coumaran
Catechol
Styrene
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid salt
Ether
Oxacycle
Carboxylic acid
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxide
Hydrocarbon derivative
Organic salt
Carbonyl group
Organooxygen compound
Organic oxygen compound
Organic cation
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00051427

Chemspider ID

5293441

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6918234

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Cheng TL, Lin ZY, Liao KY, Huang WC, Jhuo CF, Pan PH, Chen CJ, Kuan YH, Chen WY: Magnesium Lithospermate B Attenuates High-Fat Diet-Induced Muscle Atrophy in C57BL/6J Mice. Nutrients. 2021 Dec 27;14(1):104. doi: 10.3390/nu14010104. [PubMed:35010979 ]
Tan OJ, Loo HL, Thiagarajah G, Palanisamy UD, Sundralingam U: Improving oral bioavailability of medicinal herbal compounds through lipid-based formulations - A Scoping Review. Phytomedicine. 2021 Sep;90:153651. doi: 10.1016/j.phymed.2021.153651. Epub 2021 Jul 17. [PubMed:34340903 ]
Wang Y, Duo D, Yan Y, He R, Wu X: Magnesium lithospermate B ameliorates hypobaric hypoxia-induced pulmonary arterial hypertension by inhibiting endothelial-to-mesenchymal transition and its potential targets. Biomed Pharmacother. 2020 Oct;130:110560. doi: 10.1016/j.biopha.2020.110560. Epub 2020 Aug 12. [PubMed:34321157 ]
Huang WC, Liao KY, Hsieh SK, Pan PH, Kuan YH, Liao SL, Chen CJ, Chen WY: Magnesium lithospermate B supplementation improved prenatal Bisphenol A exposure-induced metabolic abnormalities in male offspring. Environ Toxicol. 2021 Sep;36(9):1932-1943. doi: 10.1002/tox.23313. Epub 2021 Jun 24. [PubMed:34165232 ]
Luo X, Deng Q, Xue Y, Zhang T, Wu Z, Peng H, Xuan L, Pan G: Anti-Fibrosis Effects of Magnesium Lithospermate B in Experimental Pulmonary Fibrosis: By Inhibiting TGF-betaRI/Smad Signaling. Molecules. 2021 Mar 19;26(6):1715. doi: 10.3390/molecules26061715. [PubMed:33808650 ]

Showing NP-Card for Magnesium Lithospermate B (NP0140232)

MOL for NP0140232 (Magnesium Lithospermate B)

3D MOL for NP0140232 (Magnesium Lithospermate B)

3D SDF for NP0140232 (Magnesium Lithospermate B)

3D-SDF for NP0140232 (Magnesium Lithospermate B)

PDB for NP0140232 (Magnesium Lithospermate B)

3D PDB for NP0140232 (Magnesium Lithospermate B)

SMILES for NP0140232 (Magnesium Lithospermate B)

INCHI for NP0140232 (Magnesium Lithospermate B)

Structure for NP0140232 (Magnesium Lithospermate B)

3D Structure for NP0140232 (Magnesium Lithospermate B)