NP-MRD: Showing NP-Card for 3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide (NP0090906)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-05-11 18:25:39 UTC

Updated at

2022-05-11 18:25:39 UTC

NP-MRD ID

NP0090906

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide

Description

LysoPE(22:2(13Z,16Z)/0:0) Belongs to the class of organic compounds known as 1-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphoethanolamine. LysoPE(22:2(13Z,16Z)/0:0) Is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241200512D          

 35 39  0  0  0  0            999 V2000
   17.4611  -11.9437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7545   -8.2199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7515  -10.7034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0290  -12.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6033  -11.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6097  -10.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3289   -9.0480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7578   -9.0535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1959  -10.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9103  -10.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4814  -10.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9103   -9.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7306  -10.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7240  -11.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6909   -9.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4814   -9.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1959   -9.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2091  -11.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6909  -10.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4683  -11.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1724   -9.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9661  -10.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9524  -11.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9103   -8.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7370   -9.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1841  -10.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9472   -8.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1771  -11.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5264   -7.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7483  -11.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0323  -11.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3194  -11.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0386  -10.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3225  -10.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0045   -9.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 28  1  0  0  0  0
  1 30  1  0  0  0  0
  2 27  1  0  0  0  0
  3 30  1  0  0  0  0
  3 33  1  0  0  0  0
  4 31  1  0  0  0  0
  5 32  1  0  0  0  0
  6 34  1  0  0  0  0
  7 35  1  0  0  0  0
  8 35  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 18  1  0  0  0  0
 10 12  1  0  0  0  0
 10 19  1  0  0  0  0
 11 13  1  0  0  0  0
 11 16  1  0  0  0  0
 12 15  1  0  0  0  0
 12 17  1  0  0  0  0
 12 24  1  0  0  0  0
 13 14  1  0  0  0  0
 13 22  1  0  0  0  0
 13 25  1  0  0  0  0
 14 20  1  0  0  0  0
 14 23  1  0  0  0  0
 15 21  1  0  0  0  0
 15 27  1  0  0  0  0
 16 17  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 22 26  1  0  0  0  0
 23 28  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 34  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
M  END

     RDKit          3D

 79 83  0  0  0  0  0  0  0  0999 V2000
   -7.1703   -1.3557   -0.1686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8052   -0.7339   -0.5096 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7494   -0.7053   -1.8904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7430    0.5629    0.1747 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8805    0.3277    1.6662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4542   -0.0225    2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5913    0.9693    1.2381 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2336    0.4651    0.9840 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0960   -1.0527    1.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7162   -1.5327    0.8761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2228   -0.4317    0.5165 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5818   -0.9650    0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5773    0.1288   -0.0320 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7081   -0.3844   -0.6684 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8358   -0.3280    0.1453 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8422    0.3611   -0.5135 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9175    0.6168    0.2971 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9315    1.3809   -0.4537 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0243    1.7496    0.0536 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7143    1.7289   -1.7743 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4760   -0.6207    0.9567 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.8217   -0.7191    0.5940 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7888   -1.8781    0.4793 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0784   -2.8888    1.3949 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3085   -1.7469    0.3614 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8927   -2.5218   -0.7261 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0860    1.2891   -0.8599 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6808    1.6835   -0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2612    0.4681   -0.5695 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1371   -0.1200   -1.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6629    0.8973   -0.3573 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6546    0.4096   -1.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8326    1.3815   -1.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4655    1.3407    0.1041 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9339    2.8016    0.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9405   -0.5981   -0.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4935   -2.0208   -0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0683   -2.0441    0.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0703   -1.4793   -0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8317   -1.6484   -2.1983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6440    1.1640   -0.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1570    1.2279    2.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5621   -0.4797    1.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2873   -1.0566    1.7497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2741    0.0647    3.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4924    1.8329    1.9683 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4901    0.8694    1.7386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7797   -1.6105    0.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3185   -1.2587    2.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2860   -2.0882    1.7396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6817   -2.2754    0.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4133    0.2207    1.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9201   -1.5786    1.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5449   -1.6918   -0.7061 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9032    0.4516    0.9848 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6010    0.1165    1.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5639    1.2872    1.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3126    2.6357   -1.9911 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4101   -0.5820    2.0687 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9593   -1.3963   -0.1260 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2763   -2.1860   -0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2720   -3.1140    1.9166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7769   -2.1594    1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4948   -3.3892   -0.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    2.1558   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2633    1.1018   -1.9525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3345    2.3683   -1.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6527    2.1472    0.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9071   -0.4554   -2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8139   -0.9508   -2.1528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2873    0.7515   -2.6636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6933    2.0134   -0.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2983    0.5478   -2.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9532   -0.6292   -1.2737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3447    2.3898   -1.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5679    1.2879   -2.0462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1121    3.3972    0.7855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2153    3.2712   -0.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7827    2.8349    1.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  6
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  1
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 21  1  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 17 18  1  0
 18 20  1  0
 18 19  2  0
 34  4  1  0
 25 15  1  0
 34  7  1  0
 31  8  1  0
 29 11  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  1
  3 40  1  0
  4 41  1  6
  5 42  1  0
  5 43  1  0
  6 44  1  0
  6 45  1  0
  7 46  1  1
  8 47  1  1
  9 48  1  0
  9 49  1  0
 10 50  1  0
 10 51  1  0
 11 52  1  1
 12 53  1  0
 12 54  1  0
 13 55  1  1
 27 65  1  0
 27 66  1  0
 28 67  1  0
 28 68  1  0
 30 69  1  0
 30 70  1  0
 30 71  1  0
 31 72  1  1
 32 73  1  0
 32 74  1  0
 33 75  1  0
 33 76  1  0
 35 77  1  0
 35 78  1  0
 35 79  1  0
 15 56  1  1
 17 57  1  1
 21 59  1  1
 22 60  1  0
 23 61  1  6
 24 62  1  0
 25 63  1  1
 26 64  1  0
 20 58  1  0
M  END


  Mrv0541 02241200512D          

 35 39  0  0  0  0            999 V2000
   17.4611  -11.9437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7545   -8.2199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7515  -10.7034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0290  -12.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6033  -11.9326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6097  -10.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3289   -9.0480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7578   -9.0535    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1959  -10.6630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9103  -10.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4814  -10.2505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9103   -9.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7306  -10.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7240  -11.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6909   -9.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4814   -9.4255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1959   -9.0130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2091  -11.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6909  -10.5019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4683  -11.9576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1724   -9.8380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9661  -10.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9524  -11.9814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9103   -8.6005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7370   -9.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1841  -10.6388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9472   -8.3900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1771  -11.5339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5264   -7.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7483  -11.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0323  -11.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3194  -11.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0386  -10.2882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3225  -10.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0045   -9.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 28  1  0  0  0  0
  1 30  1  0  0  0  0
  2 27  1  0  0  0  0
  3 30  1  0  0  0  0
  3 33  1  0  0  0  0
  4 31  1  0  0  0  0
  5 32  1  0  0  0  0
  6 34  1  0  0  0  0
  7 35  1  0  0  0  0
  8 35  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 18  1  0  0  0  0
 10 12  1  0  0  0  0
 10 19  1  0  0  0  0
 11 13  1  0  0  0  0
 11 16  1  0  0  0  0
 12 15  1  0  0  0  0
 12 17  1  0  0  0  0
 12 24  1  0  0  0  0
 13 14  1  0  0  0  0
 13 22  1  0  0  0  0
 13 25  1  0  0  0  0
 14 20  1  0  0  0  0
 14 23  1  0  0  0  0
 15 21  1  0  0  0  0
 15 27  1  0  0  0  0
 16 17  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  1  0  0  0  0
 22 26  1  0  0  0  0
 23 28  1  0  0  0  0
 26 28  1  0  0  0  0
 27 29  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 34  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0090906

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(O)C1CCC2C3CCC4CC(CCC4(C)C3CCC12C)OC1OC(C(O)C(O)C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H44O8/c1-13(28)17-6-7-18-16-5-4-14-12-15(8-10-26(14,2)19(16)9-11-27(17,18)3)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h13-23,25,28-31H,4-12H2,1-3H3,(H,32,33)

> <INCHI_KEY>
ZFFFJLDTCLJDHL-UHFFFAOYSA-N

> <FORMULA>
C27H44O8

> <MOLECULAR_WEIGHT>
496.6335

> <EXACT_MASS>
496.303618384

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
55.448333642875525

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,4,5-trihydroxy-6-{[14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
2.35

> <JCHEM_LOGP>
2.328876024666667

> <ALOGPS_LOGS>
-3.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.227618832093905

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4672574569254513

> <JCHEM_PKA_STRONGEST_BASIC>
-1.0473394255542114

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
126.21549999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,4,5-trihydroxy-6-{[14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic 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  O   UNK     0      32.594 -22.295   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      44.342 -15.344   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      31.269 -19.980   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      29.921 -23.824   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      27.259 -22.274   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      27.271 -19.194   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      28.614 -16.890   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      31.281 -16.900   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      39.566 -19.904   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      40.899 -19.134   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.232 -19.134   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      40.899 -17.594   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      36.830 -19.915   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      36.818 -21.519   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.356 -17.125   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      38.232 -17.594   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      39.566 -16.824   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.590 -21.508   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      42.356 -19.604   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      38.207 -22.321   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      43.255 -18.364   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      35.403 -19.046   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      35.378 -22.365   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      40.899 -16.054   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      36.842 -18.375   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      33.944 -19.859   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      42.835 -15.661   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      33.931 -21.530   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      42.049 -14.793   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      31.263 -21.520   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      29.927 -22.284   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      28.596 -21.509   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      29.939 -19.205   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      28.602 -19.969   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      29.875 -17.665   0.000  0.00  0.00           C+0
CONECT    1   28   30                                                       
CONECT    2   27                                                            
CONECT    3   30   33                                                       
CONECT    4   31                                                            
CONECT    5   32                                                            
CONECT    6   34                                                            
CONECT    7   35                                                            
CONECT    8   35                                                            
CONECT    9   10   11   18                                                  
CONECT   10    9   12   19                                                  
CONECT   11    9   13   16                                                  
CONECT   12   10   15   17   24                                             
CONECT   13   11   14   22   25                                             
CONECT   14   13   20   23                                                  
CONECT   15   12   21   27                                                  
CONECT   16   11   17                                                       
CONECT   17   12   16                                                       
CONECT   18    9   20                                                       
CONECT   19   10   21                                                       
CONECT   20   14   18                                                       
CONECT   21   15   19                                                       
CONECT   22   13   26                                                       
CONECT   23   14   28                                                       
CONECT   24   12                                                            
CONECT   25   13                                                            
CONECT   26   22   28                                                       
CONECT   27    2   15   29                                                  
CONECT   28    1   23   26                                                  
CONECT   29   27                                                            
CONECT   30    1    3   31                                                  
CONECT   31    4   30   32                                                  
CONECT   32    5   31   34                                                  
CONECT   33    3   34   35                                                  
CONECT   34    6   32   33                                                  
CONECT   35    7    8   33                                                  
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

View in JSmol

Synonyms

Value	Source
3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide	HMDB
5beta-Pregnane-3alpha,20alpha-diol glucuronide	HMDB
20 alpha-Hydroxy-5 beta-pregnan-3 alpha-yl-beta-D-glucopyranosiduronic acid	MeSH, HMDB
Pregnanediol-3 alpha-glucuronide	MeSH, HMDB
Pregnanediol-3 alpha-glucuronide, (3alpha,5alpha,20S)-isomer	MeSH, HMDB
5 beta-Pregnane-3 alpha, 20 alpha-diol-3 alpha-glucuronide	MeSH, HMDB
Pregnanediol-3-glucuronide	MeSH, HMDB
3-a,20-a-Dihydroxy-5-b-pregnane 3-glucuronide	Generator
3-Α,20-α-dihydroxy-5-β-pregnane 3-glucuronide	Generator

Chemical Formula

C₂₇H₄₄O₈

Average Mass

496.6335 Da

Monoisotopic Mass

496.30362 Da

IUPAC Name

3,4,5-trihydroxy-6-{[14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid

Traditional Name

3,4,5-trihydroxy-6-{[14-(1-hydroxyethyl)-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl]oxy}oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC(O)C1CCC2C3CCC4CC(CCC4(C)C3CCC12C)OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1S/C27H44O8/c1-13(28)17-6-7-18-16-5-4-14-12-15(8-10-26(14,2)19(16)9-11-27(17,18)3)34-25-22(31)20(29)21(30)23(35-25)24(32)33/h13-23,25,28-31H,4-12H2,1-3H3,(H,32,33)

InChI Key

ZFFFJLDTCLJDHL-UHFFFAOYSA-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 1-acyl-sn-glycero-3-phosphoethanolamines. These are glycerophoethanolamines in which the glycerol is esterified with a fatty acid at O-1 position, and linked at position 3 to a phosphoethanolamine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

1-acyl-sn-glycero-3-phosphoethanolamines

Alternative Parents

Substituents

1-monoacyl-sn-glycero-3-phosphoethanolamine
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Fatty acyl
Alkyl phosphate
Phosphoric acid ester
Amino acid or derivatives
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organonitrogen compound
Hydrocarbon derivative
Alcohol
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Amine
Organooxygen compound
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic 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
logP	2.35	ALOGPS
logP	2.33	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	3.47	ChemAxon
pKa (Strongest Basic)	-1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	126.22 m³·mol⁻¹	ChemAxon
Polarizability	55.45 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB028238

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for 3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide (NP0090906)

MOL for NP0090906 (3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide)

3D MOL for NP0090906 (3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide)

3D SDF for NP0090906 (3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide)

3D-SDF for NP0090906 (3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide)

PDB for NP0090906 (3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide)

3D PDB for NP0090906 (3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide)

SMILES for NP0090906 (3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide)

INCHI for NP0090906 (3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide)

Structure for NP0090906 (3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide)

3D Structure for NP0090906 (3alpha,20alpha-Dihydroxy-5beta-pregnane 3-glucuronide)