NP-MRD: Showing NP-Card for salcolin B (NP0027999)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-19 20:00:25 UTC

Updated at

2021-06-29 23:54:30 UTC

NP-MRD ID

NP0027999

Secondary Accession Numbers

None

Natural Product Identification

Common Name

salcolin B

Provided By

JEOL Database JEOL Logo

Description

(-)-(7''S,8''S)-4'',5,7-trihydroxy-3',3'',5'-trimethoxy-4',8''-oxyflavonolignan-7'',9''-diol is also known as tricin 4'-O-(threo-beta-guaiacylglyceryl) ether (-)-(7''S,8''S)-4'',5,7-trihydroxy-3',3'',5'-trimethoxy-4',8''-oxyflavonolignan-7'',9''-diol is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. salcolin B is found in Avena sativa , Bambusa emeiensis and Salsola collina. salcolin B was first documented in 2005 (Wenzig, E., et al.). Based on a literature review a small amount of articles have been published on (-)-(7''S,8''S)-4'',5,7-trihydroxy-3',3'',5'-trimethoxy-4',8''-oxyflavonolignan-7'',9''-diol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192122003D          

 64 67  0  0  0  0            999 V2000
   -0.0617    5.1724   -4.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889    4.4269   -5.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059    4.0794   -4.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9882    4.3028   -2.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0027    3.8911   -2.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8706    4.0988   -0.5375 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0682    5.2586   -0.2805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    2.8306    0.1818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3905    3.0272    1.7084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5298    4.0923    2.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9559    2.6263   -0.2355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4516    1.4011    0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8860    0.2120   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8758    0.1922   -1.4265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3253    0.4622   -2.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -1.0143   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6443   -1.0685    0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955   -2.3728    1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277   -2.6618    2.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9686   -3.9838    2.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2058   -4.2971    4.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2156   -4.9168    1.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -6.1991    2.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0367   -6.6741    3.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9513   -7.0605    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6556   -6.6281   -0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558   -7.4350   -1.3584 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440   -5.3540   -0.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9240   -4.4962    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4181   -3.2522    0.2833 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1181    0.1348    1.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875    1.3562    1.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0454    2.5014    1.6449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9899    3.1577    0.7938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1385    3.2445   -2.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2611    3.0142   -3.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2476    3.4303   -4.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    3.1869   -6.1160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    6.1170   -4.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568    4.5789   -4.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5473    5.4132   -5.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1132    4.7911   -2.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    4.3334   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8282    5.2215    0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9566    1.9761   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    2.1238    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    3.2749    2.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178    3.7448    2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8228    1.4340   -2.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492    0.4778   -3.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6307   -0.3310   -3.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416   -1.9288   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2330   -1.9839    3.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311   -5.9704    3.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3503   -8.0521    1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105   -8.2874   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200   -5.0353   -1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9073    0.1379    2.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    4.0037    1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    3.5504   -0.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    2.4889    0.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9353    2.9128   -1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1377    2.5142   -4.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5909    3.5778   -6.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  1  0  0  0  0
 20 19  1  0  0  0  0
 13 14  1  0  0  0  0
 19 18  2  0  0  0  0
 32 33  1  0  0  0  0
 18 30  1  0  0  0  0
 12 11  1  0  0  0  0
 17 16  1  0  0  0  0
 11  8  1  0  0  0  0
 29 22  2  0  0  0  0
  8  6  1  0  0  0  0
  6  7  1  0  0  0  0
 26 25  1  0  0  0  0
  6  5  1  0  0  0  0
 26 28  2  0  0  0  0
  5 35  1  0  0  0  0
 25 23  2  0  0  0  0
 35 36  2  0  0  0  0
 23 22  1  0  0  0  0
 36 37  1  0  0  0  0
 17 31  2  0  0  0  0
 37  3  2  0  0  0  0
 16 13  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
 13 12  1  0  0  0  0
  3  2  1  0  0  0  0
 12 32  2  0  0  0  0
 37 38  1  0  0  0  0
 32 31  1  0  0  0  0
 14 15  1  0  0  0  0
 18 17  1  0  0  0  0
 33 34  1  0  0  0  0
 29 28  1  0  0  0  0
  2  1  1  0  0  0  0
 20 21  2  0  0  0  0
  8  9  1  0  0  0  0
 29 30  1  0  0  0  0
  9 10  1  0  0  0  0
 23 24  1  0  0  0  0
  6 43  1  0  0  0  0
 22 20  1  0  0  0  0
  8 45  1  0  0  0  0
 25 55  1  0  0  0  0
 28 57  1  0  0  0  0
 19 53  1  0  0  0  0
 16 52  1  0  0  0  0
 31 58  1  0  0  0  0
 24 54  1  0  0  0  0
 27 56  1  0  0  0  0
  7 44  1  0  0  0  0
 35 62  1  0  0  0  0
 36 63  1  0  0  0  0
  4 42  1  0  0  0  0
 38 64  1  0  0  0  0
 15 49  1  0  0  0  0
 15 50  1  0  0  0  0
 15 51  1  0  0  0  0
 34 59  1  0  0  0  0
 34 60  1  0  0  0  0
 34 61  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  9 46  1  0  0  0  0
  9 47  1  0  0  0  0
 10 48  1  0  0  0  0
M  END

     RDKit          3D

 64 67  0  0  0  0  0  0  0  0999 V2000
   -0.0617    5.1724   -4.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889    4.4269   -5.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059    4.0794   -4.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9882    4.3028   -2.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0027    3.8911   -2.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8706    4.0988   -0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682    5.2586   -0.2805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    2.8306    0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3905    3.0272    1.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5298    4.0923    2.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9559    2.6263   -0.2355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4516    1.4011    0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8860    0.2120   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8758    0.1922   -1.4265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3253    0.4622   -2.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -1.0143   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6443   -1.0685    0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955   -2.3728    1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277   -2.6618    2.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9686   -3.9838    2.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2058   -4.2971    4.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2156   -4.9168    1.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -6.1991    2.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0367   -6.6741    3.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9513   -7.0605    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6556   -6.6281   -0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558   -7.4350   -1.3584 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440   -5.3540   -0.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9240   -4.4962    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4181   -3.2522    0.2833 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1181    0.1348    1.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875    1.3562    1.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0454    2.5014    1.6449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9899    3.1577    0.7938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1385    3.2445   -2.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2611    3.0142   -3.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2476    3.4303   -4.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    3.1869   -6.1160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    6.1170   -4.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568    4.5789   -4.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5473    5.4132   -5.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1132    4.7911   -2.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    4.3334   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8282    5.2215    0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9566    1.9761   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    2.1238    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    3.2749    2.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178    3.7448    2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8228    1.4340   -2.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492    0.4778   -3.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6307   -0.3310   -3.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416   -1.9288   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2330   -1.9839    3.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311   -5.9704    3.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3503   -8.0521    1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105   -8.2874   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200   -5.0353   -1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9073    0.1379    2.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    4.0037    1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    3.5504   -0.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    2.4889    0.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9353    2.9128   -1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1377    2.5142   -4.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5909    3.5778   -6.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  1  0
 20 19  1  0
 13 14  1  0
 19 18  2  0
 32 33  1  0
 18 30  1  0
 12 11  1  0
 17 16  1  0
 11  8  1  0
 29 22  2  0
  8  6  1  0
  6  7  1  0
 26 25  1  0
  6  5  1  0
 26 28  2  0
  5 35  1  0
 25 23  2  0
 35 36  2  0
 23 22  1  0
 36 37  1  0
 17 31  2  0
 37  3  2  0
 16 13  2  0
  3  4  1  0
  4  5  2  0
 13 12  1  0
  3  2  1  0
 12 32  2  0
 37 38  1  0
 32 31  1  0
 14 15  1  0
 18 17  1  0
 33 34  1  0
 29 28  1  0
  2  1  1  0
 20 21  2  0
  8  9  1  0
 29 30  1  0
  9 10  1  0
 23 24  1  0
  6 43  1  0
 22 20  1  0
  8 45  1  0
 25 55  1  0
 28 57  1  0
 19 53  1  0
 16 52  1  0
 31 58  1  0
 24 54  1  0
 27 56  1  0
  7 44  1  0
 35 62  1  0
 36 63  1  0
  4 42  1  0
 38 64  1  0
 15 49  1  0
 15 50  1  0
 15 51  1  0
 34 59  1  0
 34 60  1  0
 34 61  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
M  END


  Mrv1652306192122003D          

 64 67  0  0  0  0            999 V2000
   -0.0617    5.1724   -4.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889    4.4269   -5.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059    4.0794   -4.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9882    4.3028   -2.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0027    3.8911   -2.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8706    4.0988   -0.5375 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0682    5.2586   -0.2805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    2.8306    0.1818 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3905    3.0272    1.7084 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5298    4.0923    2.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9559    2.6263   -0.2355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4516    1.4011    0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8860    0.2120   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8758    0.1922   -1.4265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3253    0.4622   -2.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -1.0143   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6443   -1.0685    0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955   -2.3728    1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277   -2.6618    2.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9686   -3.9838    2.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2058   -4.2971    4.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2156   -4.9168    1.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -6.1991    2.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0367   -6.6741    3.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9513   -7.0605    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6556   -6.6281   -0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558   -7.4350   -1.3584 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440   -5.3540   -0.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9240   -4.4962    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4181   -3.2522    0.2833 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1181    0.1348    1.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875    1.3562    1.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0454    2.5014    1.6449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9899    3.1577    0.7938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1385    3.2445   -2.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2611    3.0142   -3.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2476    3.4303   -4.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    3.1869   -6.1160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    6.1170   -4.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568    4.5789   -4.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5473    5.4132   -5.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1132    4.7911   -2.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    4.3334   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8282    5.2215    0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9566    1.9761   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    2.1238    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    3.2749    2.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178    3.7448    2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8228    1.4340   -2.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492    0.4778   -3.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6307   -0.3310   -3.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416   -1.9288   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2330   -1.9839    3.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311   -5.9704    3.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3503   -8.0521    1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105   -8.2874   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200   -5.0353   -1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9073    0.1379    2.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    4.0037    1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    3.5504   -0.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    2.4889    0.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9353    2.9128   -1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1377    2.5142   -4.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5909    3.5778   -6.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  1  0  0  0  0
 20 19  1  0  0  0  0
 13 14  1  0  0  0  0
 19 18  2  0  0  0  0
 32 33  1  0  0  0  0
 18 30  1  0  0  0  0
 12 11  1  0  0  0  0
 17 16  1  0  0  0  0
 11  8  1  0  0  0  0
 29 22  2  0  0  0  0
  8  6  1  0  0  0  0
  6  7  1  0  0  0  0
 26 25  1  0  0  0  0
  6  5  1  0  0  0  0
 26 28  2  0  0  0  0
  5 35  1  0  0  0  0
 25 23  2  0  0  0  0
 35 36  2  0  0  0  0
 23 22  1  0  0  0  0
 36 37  1  0  0  0  0
 17 31  2  0  0  0  0
 37  3  2  0  0  0  0
 16 13  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
 13 12  1  0  0  0  0
  3  2  1  0  0  0  0
 12 32  2  0  0  0  0
 37 38  1  0  0  0  0
 32 31  1  0  0  0  0
 14 15  1  0  0  0  0
 18 17  1  0  0  0  0
 33 34  1  0  0  0  0
 29 28  1  0  0  0  0
  2  1  1  0  0  0  0
 20 21  2  0  0  0  0
  8  9  1  0  0  0  0
 29 30  1  0  0  0  0
  9 10  1  0  0  0  0
 23 24  1  0  0  0  0
  6 43  1  0  0  0  0
 22 20  1  0  0  0  0
  8 45  1  0  0  0  0
 25 55  1  0  0  0  0
 28 57  1  0  0  0  0
 19 53  1  0  0  0  0
 16 52  1  0  0  0  0
 31 58  1  0  0  0  0
 24 54  1  0  0  0  0
 27 56  1  0  0  0  0
  7 44  1  0  0  0  0
 35 62  1  0  0  0  0
 36 63  1  0  0  0  0
  4 42  1  0  0  0  0
 38 64  1  0  0  0  0
 15 49  1  0  0  0  0
 15 50  1  0  0  0  0
 15 51  1  0  0  0  0
 34 59  1  0  0  0  0
 34 60  1  0  0  0  0
 34 61  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  9 46  1  0  0  0  0
  9 47  1  0  0  0  0
 10 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027999

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C(=O)C([H])=C(O2)C2=C([H])C(OC([H])([H])[H])=C(O[C@@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])C3=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C3[H])C(OC([H])([H])[H])=C2[H])C(O[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H26O11/c1-34-20-6-13(4-5-16(20)30)26(33)24(12-28)38-27-22(35-2)7-14(8-23(27)36-3)19-11-18(32)25-17(31)9-15(29)10-21(25)37-19/h4-11,24,26,28-31,33H,12H2,1-3H3/t24-,26-/m0/s1

> <INCHI_KEY>
WXNJNHFYIWEHIL-AHWVRZQESA-N

> <FORMULA>
C27H26O11

> <MOLECULAR_WEIGHT>
526.494

> <EXACT_MASS>
526.147511657

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
52.818502634382654

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(4-{[(1S,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3,5-dimethoxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.90

> <JCHEM_LOGP>
2.5398073043333342

> <ALOGPS_LOGS>
-4.68

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.172535882186658

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.577505074755389

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9898435218732455

> <JCHEM_POLAR_SURFACE_AREA>
164.36999999999998

> <JCHEM_REFRACTIVITY>
135.3043

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(4-{[(1S,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3,5-dimethoxyphenyl)-5,7-dihydroxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 64 67  0  0  0  0  0  0  0  0999 V2000
   -0.0617    5.1724   -4.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889    4.4269   -5.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059    4.0794   -4.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9882    4.3028   -2.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0027    3.8911   -2.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8706    4.0988   -0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682    5.2586   -0.2805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    2.8306    0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3905    3.0272    1.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5298    4.0923    2.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9559    2.6263   -0.2355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4516    1.4011    0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8860    0.2120   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8758    0.1922   -1.4265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3253    0.4622   -2.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -1.0143   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6443   -1.0685    0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955   -2.3728    1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277   -2.6618    2.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9686   -3.9838    2.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2058   -4.2971    4.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2156   -4.9168    1.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -6.1991    2.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0367   -6.6741    3.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9513   -7.0605    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6556   -6.6281   -0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558   -7.4350   -1.3584 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440   -5.3540   -0.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9240   -4.4962    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4181   -3.2522    0.2833 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1181    0.1348    1.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875    1.3562    1.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0454    2.5014    1.6449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9899    3.1577    0.7938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1385    3.2445   -2.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2611    3.0142   -3.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2476    3.4303   -4.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    3.1869   -6.1160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    6.1170   -4.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568    4.5789   -4.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5473    5.4132   -5.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1132    4.7911   -2.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    4.3334   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8282    5.2215    0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9566    1.9761   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    2.1238    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    3.2749    2.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178    3.7448    2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8228    1.4340   -2.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492    0.4778   -3.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6307   -0.3310   -3.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416   -1.9288   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2330   -1.9839    3.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311   -5.9704    3.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3503   -8.0521    1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105   -8.2874   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200   -5.0353   -1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9073    0.1379    2.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    4.0037    1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    3.5504   -0.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    2.4889    0.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9353    2.9128   -1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1377    2.5142   -4.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5909    3.5778   -6.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  1  0
 20 19  1  0
 13 14  1  0
 19 18  2  0
 32 33  1  0
 18 30  1  0
 12 11  1  0
 17 16  1  0
 11  8  1  0
 29 22  2  0
  8  6  1  0
  6  7  1  0
 26 25  1  0
  6  5  1  0
 26 28  2  0
  5 35  1  0
 25 23  2  0
 35 36  2  0
 23 22  1  0
 36 37  1  0
 17 31  2  0
 37  3  2  0
 16 13  2  0
  3  4  1  0
  4  5  2  0
 13 12  1  0
  3  2  1  0
 12 32  2  0
 37 38  1  0
 32 31  1  0
 14 15  1  0
 18 17  1  0
 33 34  1  0
 29 28  1  0
  2  1  1  0
 20 21  2  0
  8  9  1  0
 29 30  1  0
  9 10  1  0
 23 24  1  0
  6 43  1  0
 22 20  1  0
  8 45  1  0
 25 55  1  0
 28 57  1  0
 19 53  1  0
 16 52  1  0
 31 58  1  0
 24 54  1  0
 27 56  1  0
  7 44  1  0
 35 62  1  0
 36 63  1  0
  4 42  1  0
 38 64  1  0
 15 49  1  0
 15 50  1  0
 15 51  1  0
 34 59  1  0
 34 60  1  0
 34 61  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.062   5.172  -4.808  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.189   4.427  -5.255  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.106   4.079  -4.296  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.988   4.303  -2.924  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.003   3.891  -2.037  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.871   4.099  -0.538  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.068   5.259  -0.281  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.326   2.831   0.182  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.390   3.027   1.708  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.530   4.092   2.121  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.956   2.626  -0.236  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.452   1.401   0.107  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.886   0.212  -0.480  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.876   0.192  -1.427  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.325   0.462  -2.718  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.358  -1.014  -0.065  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.644  -1.069   0.916  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.196  -2.373   1.332  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.428  -2.662   2.621  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.969  -3.984   2.968  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.206  -4.297   4.129  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.216  -4.917   1.863  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.729  -6.199   2.084  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.037  -6.674   3.331  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.951  -7.061   1.012  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.656  -6.628  -0.278  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.856  -7.435  -1.358  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.144  -5.354  -0.510  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.924  -4.496   0.568  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.418  -3.252   0.283  0.00  0.00           O+0
HETATM   31  C   UNK     0       1.118   0.135   1.461  0.00  0.00           C+0
HETATM   32  C   UNK     0       0.588   1.356   1.040  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.045   2.501   1.645  0.00  0.00           O+0
HETATM   34  C   UNK     0       1.990   3.158   0.794  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.138   3.244  -2.555  0.00  0.00           C+0
HETATM   36  C   UNK     0      -4.261   3.014  -3.924  0.00  0.00           C+0
HETATM   37  C   UNK     0      -3.248   3.430  -4.776  0.00  0.00           C+0
HETATM   38  O   UNK     0      -3.388   3.187  -6.116  0.00  0.00           O+0
HETATM   39  H   UNK     0      -0.368   6.117  -4.346  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.557   4.579  -4.127  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.547   5.413  -5.685  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.113   4.791  -2.505  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.868   4.333  -0.145  0.00  0.00           H+0
HETATM   44  H   UNK     0      -1.828   5.221   0.669  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.957   1.976  -0.091  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.087   2.124   2.247  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.409   3.275   2.023  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.618   3.745   2.015  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.823   1.434  -2.751  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.149   0.478  -3.437  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.631  -0.331  -3.016  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.742  -1.929  -0.514  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.233  -1.984   3.442  0.00  0.00           H+0
HETATM   54  H   UNK     0       2.831  -5.970   3.988  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.350  -8.052   1.202  0.00  0.00           H+0
HETATM   56  H   UNK     0       3.211  -8.287  -1.053  0.00  0.00           H+0
HETATM   57  H   UNK     0       1.920  -5.035  -1.524  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.907   0.138   2.209  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.406   4.004   1.349  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.510   3.550  -0.108  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.816   2.489   0.527  0.00  0.00           H+0
HETATM   62  H   UNK     0      -4.935   2.913  -1.893  0.00  0.00           H+0
HETATM   63  H   UNK     0      -5.138   2.514  -4.325  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.591   3.578  -6.524  0.00  0.00           H+0
CONECT    1    2   39   40   41                                             
CONECT    2    3    1                                                       
CONECT    3   37    4    2                                                  
CONECT    4    3    5   42                                                  
CONECT    5    6   35    4                                                  
CONECT    6    8    7    5   43                                             
CONECT    7    6   44                                                       
CONECT    8   11    6    9   45                                             
CONECT    9    8   10   46   47                                             
CONECT   10    9   48                                                       
CONECT   11   12    8                                                       
CONECT   12   11   13   32                                                  
CONECT   13   14   16   12                                                  
CONECT   14   13   15                                                       
CONECT   15   14   49   50   51                                             
CONECT   16   17   13   52                                                  
CONECT   17   16   31   18                                                  
CONECT   18   19   30   17                                                  
CONECT   19   20   18   53                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   29   23   20                                                  
CONECT   23   25   22   24                                                  
CONECT   24   23   54                                                       
CONECT   25   26   23   55                                                  
CONECT   26   27   25   28                                                  
CONECT   27   26   56                                                       
CONECT   28   26   29   57                                                  
CONECT   29   22   28   30                                                  
CONECT   30   18   29                                                       
CONECT   31   17   32   58                                                  
CONECT   32   33   12   31                                                  
CONECT   33   32   34                                                       
CONECT   34   33   59   60   61                                             
CONECT   35    5   36   62                                                  
CONECT   36   35   37   63                                                  
CONECT   37   36    3   38                                                  
CONECT   38   37   64                                                       
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    4                                                            
CONECT   43    6                                                            
CONECT   44    7                                                            
CONECT   45    8                                                            
CONECT   46    9                                                            
CONECT   47    9                                                            
CONECT   48   10                                                            
CONECT   49   15                                                            
CONECT   50   15                                                            
CONECT   51   15                                                            
CONECT   52   16                                                            
CONECT   53   19                                                            
CONECT   54   24                                                            
CONECT   55   25                                                            
CONECT   56   27                                                            
CONECT   57   28                                                            
CONECT   58   31                                                            
CONECT   59   34                                                            
CONECT   60   34                                                            
CONECT   61   34                                                            
CONECT   62   35                                                            
CONECT   63   36                                                            
CONECT   64   38                                                            
MASTER        0    0    0    0    0    0    0    0   64    0  134    0
END

RDKit          3D

64 67  0  0  0  0  0  0  0  0999 V2000
   -0.0617    5.1724   -4.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1889    4.4269   -5.2552 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1059    4.0794   -4.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9882    4.3028   -2.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0027    3.8911   -2.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8706    4.0988   -0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0682    5.2586   -0.2805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3263    2.8306    0.1818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3905    3.0272    1.7084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5298    4.0923    2.1211 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9559    2.6263   -0.2355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4516    1.4011    0.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8860    0.2120   -0.4799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8758    0.1922   -1.4265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3253    0.4622   -2.7180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -1.0143   -0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6443   -1.0685    0.9164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1955   -2.3728    1.3320 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277   -2.6618    2.6209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9686   -3.9838    2.9679 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2058   -4.2971    4.1293 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2156   -4.9168    1.8632 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7292   -6.1991    2.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0367   -6.6741    3.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9513   -7.0605    1.0125 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6556   -6.6281   -0.2777 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8558   -7.4350   -1.3584 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1440   -5.3540   -0.5096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9240   -4.4962    0.5675 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4181   -3.2522    0.2833 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1181    0.1348    1.4610 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5875    1.3562    1.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0454    2.5014    1.6449 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9899    3.1577    0.7938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1385    3.2445   -2.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2611    3.0142   -3.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2476    3.4303   -4.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3882    3.1869   -6.1160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3683    6.1170   -4.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5568    4.5789   -4.1266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5473    5.4132   -5.6846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1132    4.7911   -2.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    4.3334   -0.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8282    5.2215    0.6690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9566    1.9761   -0.0909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0871    2.1238    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4094    3.2749    2.0226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6178    3.7448    2.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8228    1.4340   -2.7510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492    0.4778   -3.4370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6307   -0.3310   -3.0160 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7416   -1.9288   -0.5136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2330   -1.9839    3.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8311   -5.9704    3.9879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3503   -8.0521    1.2019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2105   -8.2874   -1.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9200   -5.0353   -1.5238 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9073    0.1379    2.2089 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    4.0037    1.3493 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5100    3.5504   -0.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8159    2.4889    0.5269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9353    2.9128   -1.8928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1377    2.5142   -4.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5909    3.5778   -6.5237 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  1  0
 20 19  1  0
 13 14  1  0
 19 18  2  0
 32 33  1  0
 18 30  1  0
 12 11  1  0
 17 16  1  0
 11  8  1  0
 29 22  2  0
  8  6  1  0
  6  7  1  0
 26 25  1  0
  6  5  1  0
 26 28  2  0
  5 35  1  0
 25 23  2  0
 35 36  2  0
 23 22  1  0
 36 37  1  0
 17 31  2  0
 37  3  2  0
 16 13  2  0
  3  4  1  0
  4  5  2  0
 13 12  1  0
  3  2  1  0
 12 32  2  0
 37 38  1  0
 32 31  1  0
 14 15  1  0
 18 17  1  0
 33 34  1  0
 29 28  1  0
  2  1  1  0
 20 21  2  0
  8  9  1  0
 29 30  1  0
  9 10  1  0
 23 24  1  0
  6 43  1  0
 22 20  1  0
  8 45  1  0
 25 55  1  0
 28 57  1  0
 19 53  1  0
 16 52  1  0
 31 58  1  0
 24 54  1  0
 27 56  1  0
  7 44  1  0
 35 62  1  0
 36 63  1  0
  4 42  1  0
 38 64  1  0
 15 49  1  0
 15 50  1  0
 15 51  1  0
 34 59  1  0
 34 60  1  0
 34 61  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  9 46  1  0
  9 47  1  0
 10 48  1  0
M  END

View in JSmol

Synonyms

Value	Source
Tricin 4'-O-(threo-beta-guaiacylglyceryl) ether	ChEBI
Tricin 4'-O-(threo-b-guaiacylglyceryl) ether	Generator
Tricin 4'-O-(threo-β-guaiacylglyceryl) ether	Generator
Salcolin b	MeSH
Salcolin a	MeSH

Chemical Formula

C₂₇H₂₆O₁₁

Average Mass

526.4940 Da

Monoisotopic Mass

526.14751 Da

IUPAC Name

2-(4-{[(1S,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3,5-dimethoxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

Traditional Name

2-(4-{[(1S,2S)-1,3-dihydroxy-1-(4-hydroxy-3-methoxyphenyl)propan-2-yl]oxy}-3,5-dimethoxyphenyl)-5,7-dihydroxychromen-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C2=C(C(=O)C([H])=C(O2)C2=C([H])C(OC([H])([H])[H])=C(O[C@@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])C3=C([H])C(OC([H])([H])[H])=C(O[H])C([H])=C3[H])C(OC([H])([H])[H])=C2[H])C(O[H])=C1[H]

InChI Identifier

InChI=1S/C27H26O11/c1-34-20-6-13(4-5-16(20)30)26(33)24(12-28)38-27-22(35-2)7-14(8-23(27)36-3)19-11-18(32)25-17(31)9-15(29)10-21(25)37-19/h4-11,24,26,28-31,33H,12H2,1-3H3/t24-,26-/m0/s1

InChI Key

WXNJNHFYIWEHIL-AHWVRZQESA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Avena sativa L.	Plant	KNApSAcK
Bambusa emeiensis	LOTUS Database	35616633
Salsola collina	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

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
logP	2.9	ALOGPS
logP	2.54	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	6.58	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	164.37 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	135.3 m³·mol⁻¹	ChemAxon
Polarizability	52.82 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10184263

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

67643

Good Scents ID

Not Available

References

General References

Wenzig, E., et al. (2005). Wenzig, E., et al, J. Nat. Prod. 68, 289 (2005). J. Nat. Prod..

Showing NP-Card for salcolin B (NP0027999)

MOL for NP0027999 (salcolin B)

3D MOL for NP0027999 (salcolin B)

3D SDF for NP0027999 (salcolin B)

3D-SDF for NP0027999 (salcolin B)

PDB for NP0027999 (salcolin B)

3D PDB for NP0027999 (salcolin B)

SMILES for NP0027999 (salcolin B)

INCHI for NP0027999 (salcolin B)

Structure for NP0027999 (salcolin B)

3D Structure for NP0027999 (salcolin B)