NP-MRD: Showing NP-Card for 6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol (NP0091542)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-05-11 18:40:51 UTC

Updated at

2022-05-11 18:40:51 UTC

NP-MRD ID

NP0091542

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol

Description

6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol, also known as N-acetyl-D-glucosaminylphosphatidylinositol, belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring. It was first documented in 1990 (PMID: 2225061). 6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol is an extremely weak basic (essentially neutral) compound (based on its pKa) (PMID: 11413487) (PMID: 16902246) (PMID: 17374880) (PMID: 7834746).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241201492D          

 41 42  0  0  1  0            999 V2000
   12.7451   -8.5251    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.5491   -8.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9314   -8.6396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6475   -7.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3518   -8.2998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4233   -7.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6612   -7.5359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8640   -8.9519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6119   -8.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4834   -7.4145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2536   -6.6697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6759   -8.7998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.5524   -9.7130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1037   -7.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2997   -8.8629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9917   -8.0718    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7924   -6.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1796   -9.4511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4136   -6.6961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4928   -8.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7192   -7.9645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6302   -6.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9970   -8.4158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1776   -9.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8239   -6.3817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7198   -5.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8990   -9.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7147   -5.8086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8898   -5.7498    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1736   -5.1236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5310   -5.0065    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3693   -6.4371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8148   -4.3800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.9899   -4.3213    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7506   -4.9787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5797   -6.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2699   -3.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6306   -3.5986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1402   -7.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3194   -5.6338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7862   -3.0442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10 16  1  0  0  0  0
 10 17  1  1  0  0  0
 12 18  1  1  0  0  0
 14 19  1  0  0  0  0
 15 20  1  0  0  0  0
 16 21  1  6  0  0  0
 19 22  1  0  0  0  0
 20 23  2  0  0  0  0
 20 24  1  0  0  0  0
 22 25  2  0  0  0  0
 22 26  1  0  0  0  0
 12 16  1  0  0  0  0
  1 27  1  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  5  2  1  1  0  0  0
  3  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  7 11  1  6  0  0  0
  8 12  1  0  0  0  0
  8 13  1  1  0  0  0
  9 14  1  0  0  0  0
  9 15  1  0  0  0  0
 28 29  1  0  0  0  0
 28 11  1  6  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  6  0  0  0
 30 33  1  0  0  0  0
 31 34  1  0  0  0  0
 31 35  1  1  0  0  0
 32 36  1  0  0  0  0
 33 37  1  1  0  0  0
 34 38  1  6  0  0  0
 36 39  1  0  0  0  0
 36 40  2  0  0  0  0
 37 41  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

     RDKit          3D

 77 78  0  0  0  0  0  0  0  0999 V2000
    0.3078    4.2767    0.5422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1349    3.1542   -0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5582    2.8109   -1.2809 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3341    2.4640   -0.0271 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7903    1.3438   -0.8621 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1911    0.1671   -0.0179 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1089   -0.6423    0.2206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2397   -1.9326   -0.1326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3055   -2.9555    0.9868 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2906   -2.5865    1.8890 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8517   -4.2309    0.3109 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8836   -5.2014    1.3172 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8623   -4.6572   -0.7194 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1415   -5.9275   -1.2189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8954   -3.6099   -1.8404 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1982   -3.2960   -2.1371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2746   -2.3597   -1.1762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0045   -1.3911   -2.1092 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6048   -1.4400   -2.6321 P   0  0  2  0  0  5  0  0  0  0  0  0
    1.5939   -1.0654   -4.1070 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1097   -3.0489   -2.4511 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5543   -0.3627   -1.8315 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6831   -0.5063   -0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6180    0.4999    0.1480 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5883    0.2181    1.6587 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4472    1.0794    2.3669 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8040    1.1923    2.2138 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6511    2.1249    2.9937 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3745    0.4666    1.3650 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2270    1.8379   -0.0627 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1251    2.7620   -0.5937 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7820    4.1876   -0.8387 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2786    2.3139   -0.8630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7409    0.7369    1.1467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9847    1.2236    0.8293 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0953    0.3281    1.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3061    0.9067    1.0080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2531    1.5280   -0.5957 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2583    2.5132   -0.6980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1049    1.8605   -1.4702 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2442    1.3724   -2.7751 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5170    3.9417    1.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1473    4.8562    0.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5996    4.9495    0.6518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9001    2.7662    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0580    1.1366   -1.6425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0429   -0.3420   -0.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2788   -2.0255   -0.6085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437   -3.2356    1.4060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6465   -3.4188    2.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8659   -4.0341   -0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3708   -6.0157    1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1597   -4.5933   -0.2879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3132   -6.2578   -1.6544 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2890   -3.9947   -2.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3274   -3.0176   -3.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7286   -2.6690   -0.7533 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8263   -3.1463   -1.7970 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6768   -0.3307   -0.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9594   -1.5391   -0.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6526    0.3847   -0.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5761    0.3282    2.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9193   -0.8198    1.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0894    2.5964    3.8429 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9947    2.9900    2.3623 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5920    1.6617    3.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6203    4.6340    0.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8599    4.3006   -1.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6481    4.7365   -1.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1156    2.1913    1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0808    0.3522    2.5088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9761   -0.7171    1.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9662    0.8644    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7479    0.6090   -1.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2969    2.9733    0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0468    2.9657   -1.5848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5140    0.7641   -3.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5 40  1  0
 40 41  1  0
 40 38  1  0
 38 39  1  0
 38 35  1  0
 35 36  1  0
 36 37  1  0
 35 34  1  0
 34  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 19 18  1  1
 19 21  1  0
 19 20  2  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 24 30  1  0
 30 31  1  0
 31 32  1  0
 31 33  2  0
  6  5  1  0
 17  8  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  5 46  1  6
 40 76  1  6
 41 77  1  0
 38 74  1  6
 39 75  1  0
 35 70  1  1
 36 71  1  0
 36 72  1  0
 37 73  1  0
  6 47  1  6
  8 48  1  6
  9 49  1  1
 10 50  1  0
 11 51  1  6
 12 52  1  0
 13 53  1  1
 14 54  1  0
 15 55  1  6
 16 56  1  0
 17 57  1  1
 21 58  1  0
 23 59  1  0
 23 60  1  0
 24 61  1  6
 25 62  1  0
 25 63  1  0
 28 64  1  0
 28 65  1  0
 28 66  1  0
 32 67  1  0
 32 68  1  0
 32 69  1  0
M  END


  Mrv0541 02241201492D          

 41 42  0  0  1  0            999 V2000
   12.7451   -8.5251    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.5491   -8.4104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9314   -8.6396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6475   -7.6646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3518   -8.2998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4233   -7.9889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6612   -7.5359    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.8640   -8.9519    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.6119   -8.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4834   -7.4145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2536   -6.6697    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6759   -8.7998    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.5524   -9.7130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1037   -7.4556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2997   -8.8629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9917   -8.0718    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7924   -6.7013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1796   -9.4511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4136   -6.6961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4928   -8.9799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7192   -7.9645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6302   -6.2676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9970   -8.4158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1776   -9.7388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8239   -6.3817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7198   -5.4962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8990   -9.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7147   -5.8086    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.8898   -5.7498    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.1736   -5.1236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5310   -5.0065    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3693   -6.4371    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8148   -4.3800    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.9899   -4.3213    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.7506   -4.9787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5797   -6.3450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2699   -3.7130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6306   -3.5986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1402   -7.0574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3194   -5.6338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7862   -3.0442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 10 16  1  0  0  0  0
 10 17  1  1  0  0  0
 12 18  1  1  0  0  0
 14 19  1  0  0  0  0
 15 20  1  0  0  0  0
 16 21  1  6  0  0  0
 19 22  1  0  0  0  0
 20 23  2  0  0  0  0
 20 24  1  0  0  0  0
 22 25  2  0  0  0  0
 22 26  1  0  0  0  0
 12 16  1  0  0  0  0
  1 27  1  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  2  0  0  0  0
  5  2  1  1  0  0  0
  3  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  1  0  0  0  0
  7 11  1  6  0  0  0
  8 12  1  0  0  0  0
  8 13  1  1  0  0  0
  9 14  1  0  0  0  0
  9 15  1  0  0  0  0
 28 29  1  0  0  0  0
 28 11  1  6  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 29 32  1  6  0  0  0
 30 33  1  0  0  0  0
 31 34  1  0  0  0  0
 31 35  1  1  0  0  0
 32 36  1  0  0  0  0
 33 37  1  1  0  0  0
 34 38  1  6  0  0  0
 36 39  1  0  0  0  0
 36 40  2  0  0  0  0
 37 41  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0091542

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)[C@H]1OP(O)(=O)OCC(COC(C)=O)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H36NO18P/c1-7(24)22-12-14(28)13(27)11(4-23)38-21(12)39-19-17(31)15(29)16(30)18(32)20(19)40-41(33,34)36-6-10(37-9(3)26)5-35-8(2)25/h10-21,23,27-32H,4-6H2,1-3H3,(H,22,24)(H,33,34)/t10?,11-,12-,13-,14-,15-,16-,17+,18-,19-,20-,21-/m1/s1

> <INCHI_KEY>
PURMXIZHPMUYNW-DDSODLQFSA-N

> <FORMULA>
C21H36NO18P

> <MOLECULAR_WEIGHT>
621.4802

> <EXACT_MASS>
621.166999865

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
55.07071353992595

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[2,3-bis(acetyloxy)propoxy]({[(1R,2R,3S,4R,5R,6R)-2-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4,5,6-tetrahydroxycyclohexyl]oxy})phosphinic acid

> <ALOGPS_LOGP>
-1.63

> <JCHEM_LOGP>
-6.024671933333334

> <ALOGPS_LOGS>
-1.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.958030399815103

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8331456198286533

> <JCHEM_PKA_STRONGEST_BASIC>
-3.517894930330197

> <JCHEM_POLAR_SURFACE_AREA>
297.53

> <JCHEM_REFRACTIVITY>
125.20259999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.98e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-bis(acetyloxy)propoxy[(1R,2R,3S,4R,5R,6R)-2-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4,5,6-tetrahydroxycyclohexyl]oxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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  P   UNK     0      23.791 -15.914   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      25.292 -15.699   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      22.272 -16.127   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      23.609 -14.307   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      26.790 -15.493   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.323 -14.913   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.368 -14.067   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.746 -16.710   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.809 -15.132   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.902 -13.840   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      26.607 -12.450   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      29.262 -16.426   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      27.164 -18.131   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      18.860 -13.917   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      19.226 -16.544   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      29.851 -15.067   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      29.479 -12.509   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      30.202 -17.642   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      19.439 -12.499   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      17.720 -16.762   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      31.209 -14.867   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      17.976 -11.700   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      16.794 -15.709   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      17.132 -18.179   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      16.471 -11.913   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      18.144 -10.260   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      24.078 -17.511   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      25.601 -10.843   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      24.061 -10.733   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      26.457  -9.564   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      23.391  -9.345   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      23.089 -12.016   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      25.788  -8.176   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      24.248  -8.066   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      21.934  -9.294   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      21.615 -11.844   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      26.637  -6.931   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      23.577  -6.717   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      20.795 -13.174   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      21.130 -10.516   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      25.734  -5.683   0.000  0.00  0.00           O+0
CONECT    1   27    2    3    4                                             
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1                                                            
CONECT    5    2    7    8                                                  
CONECT    6    3    9                                                       
CONECT    7    5   10   11                                                  
CONECT    8    5   12   13                                                  
CONECT    9    6   14   15                                                  
CONECT   10   16   17    7                                                  
CONECT   11    7   28                                                       
CONECT   12   18   16    8                                                  
CONECT   13    8                                                            
CONECT   14   19    9                                                       
CONECT   15   20    9                                                       
CONECT   16   10   21   12                                                  
CONECT   17   10                                                            
CONECT   18   12                                                            
CONECT   19   14   22                                                       
CONECT   20   15   23   24                                                  
CONECT   21   16                                                            
CONECT   22   19   25   26                                                  
CONECT   23   20                                                            
CONECT   24   20                                                            
CONECT   25   22                                                            
CONECT   26   22                                                            
CONECT   27    1                                                            
CONECT   28   29   11   30                                                  
CONECT   29   28   31   32                                                  
CONECT   30   28   33                                                       
CONECT   31   29   34   35                                                  
CONECT   32   29   36                                                       
CONECT   33   30   37   34                                                  
CONECT   34   31   38   33                                                  
CONECT   35   31                                                            
CONECT   36   32   39   40                                                  
CONECT   37   33   41                                                       
CONECT   38   34                                                            
CONECT   39   36                                                            
CONECT   40   36                                                            
CONECT   41   37                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   84    0
END

View in JSmol

Synonyms

Value	Source
6-(N-Acetyl-a-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol	Generator
6-(N-Acetyl-α-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol	Generator
N-Acetyl-D-glucosaminylphosphatidylinositol	HMDB
N-[(2R,3R,4R,5S,6R)-2-{[(1R,2R,3R,4R,5R,6S)-2-({[2,3-bis(acetyloxy)propoxy](hydroxy)phosphoryl}oxy)-3,4,5,6-tetrahydroxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanimidate	HMDB

Chemical Formula

C₂₁H₃₆NO₁₈P

Average Mass

621.4802 Da

Monoisotopic Mass

621.16700 Da

IUPAC Name

[2,3-bis(acetyloxy)propoxy]({[(1R,2R,3S,4R,5R,6R)-2-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4,5,6-tetrahydroxycyclohexyl]oxy})phosphinic acid

Traditional Name

2,3-bis(acetyloxy)propoxy[(1R,2R,3S,4R,5R,6R)-2-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4,5,6-tetrahydroxycyclohexyl]oxyphosphinic acid

CAS Registry Number

Not Available

SMILES

CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O)[C@H]1OP(O)(=O)OCC(COC(C)=O)OC(C)=O

InChI Identifier

InChI=1S/C21H36NO18P/c1-7(24)22-12-14(28)13(27)11(4-23)38-21(12)39-19-17(31)15(29)16(30)18(32)20(19)40-41(33,34)36-6-10(37-9(3)26)5-35-8(2)25/h10-21,23,27-32H,4-6H2,1-3H3,(H,22,24)(H,33,34)/t10?,11-,12-,13-,14-,15-,16-,17+,18-,19-,20-,21-/m1/s1

InChI Key

PURMXIZHPMUYNW-DDSODLQFSA-N

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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoles and derivatives. These are organic compounds containing an indole, which is a bicyclic ring system made up of a six-membered benzene ring fused to a five-membered nitrogen-containing pyrrole ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Not Available

Direct Parent

Indoles and derivatives

Alternative Parents

Substituents

Indole or derivatives
Benzenoid
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Imine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indoles (CHEBI:63905 )

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	-1.6	ALOGPS
logP	-6	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	297.53 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	125.2 m³·mol⁻¹	ChemAxon
Polarizability	55.07 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0011669

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB028358

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C01288

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481019

PDB ID

Not Available

ChEBI ID

12194

Good Scents ID

Not Available

References

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. doi: 10.1016/0092-8674(95)90409-3. [PubMed:7834746 ]
Majerus PW, Ross TS, Cunningham TW, Caldwell KK, Jefferson AB, Bansal VS: Recent insights in phosphatidylinositol signaling. Cell. 1990 Nov 2;63(3):459-65. doi: 10.1016/0092-8674(90)90442-h. [PubMed:2225061 ]

Showing NP-Card for 6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol (NP0091542)

MOL for NP0091542 (6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol)

3D MOL for NP0091542 (6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol)

3D SDF for NP0091542 (6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol)

3D-SDF for NP0091542 (6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol)

PDB for NP0091542 (6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol)

3D PDB for NP0091542 (6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol)

SMILES for NP0091542 (6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol)

INCHI for NP0091542 (6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol)

Structure for NP0091542 (6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol)

3D Structure for NP0091542 (6-(N-Acetyl-alpha-D-glucosaminyl)-1-phosphatidyl-1D-myo-inositol)