NP-MRD: Showing NP-Card for coprostanone (NP0311678)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 07:50:36 UTC

Updated at

2022-09-11 07:50:37 UTC

NP-MRD ID

NP0311678

Secondary Accession Numbers

None

Natural Product Identification

Common Name

coprostanone

Description

5-L-Glutamyl-taurine, also known as gamma-glutamyltaurine or glutaurina, belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. 5-L-Glutamyl-taurine is a very strong basic compound (based on its pKa). 5-L-Glutamyl-taurine exists in all living organisms, ranging from bacteria to humans. 5-L-glutamyl-taurine can be biosynthesized from taurine through its interaction with the enzyme Gamma-glutamyltransferase 6. coprostanone is found in Alitta succinea and Gynura japonica. coprostanone was first documented in 1978 (PMID: 157672). In humans, 5-L-glutamyl-taurine is involved in taurine and hypotaurine metabolism (PMID: 1450962) (PMID: 15838590) (PMID: 2875599) (PMID: 3185869) (PMID: 3561723) (PMID: 3705977).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241201222D          

 33 36  0  0  1  0            999 V2000
   15.0761  -10.3553    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.0761  -11.1803    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3617   -9.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3617  -11.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6472  -10.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6471  -11.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5051  -10.3553    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.5051  -11.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7906   -9.9428    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.7906  -11.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2195   -9.1178    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.2195   -9.9428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5051   -8.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7906   -9.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0041   -8.8629    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.4891   -9.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0041  -10.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1757   -8.0559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.5626   -7.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9603   -7.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5734   -8.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3581   -8.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9711   -8.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7558   -8.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7996   -9.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2132  -10.7110    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7729  -10.6411    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.7653   -9.1309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0598   -9.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0738  -11.9835    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9763  -11.6339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5000   -9.6064    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.2132   -8.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
 13 11  1  0  0  0  0
  7 12  1  0  0  0  0
 14 13  1  0  0  0  0
  9  7  1  0  0  0  0
  9 14  1  0  0  0  0
 15 11  1  0  0  0  0
 12 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  6  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 23 25  1  0  0  0  0
 12 26  1  6  0  0  0
  9 27  1  6  0  0  0
 15 28  1  6  0  0  0
  1 29  1  1  0  0  0
  2 30  1  1  0  0  0
  6 31  2  0  0  0  0
  7 32  1  1  0  0  0
 11 33  1  1  0  0  0
M  END

     RDKit          3D

 74 77  0  0  0  0  0  0  0  0999 V2000
    5.3659    0.9563    2.4550 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7293    1.4829    1.2108 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0945    2.8208    1.5186 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6362    0.5251    0.6774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2900   -0.7643    0.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5586   -1.9363   -0.0642 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7926   -1.9935   -1.3295 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5614   -3.4764   -1.6037 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6928   -1.1090   -1.5117 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2215   -1.2095   -3.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1801   -0.6622   -3.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3631   -0.1633   -1.6350 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7362    0.1212   -1.2185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1129    1.4747   -1.8442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2474    2.1342   -1.1355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0547    1.0650   -0.4386 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4473    1.5487   -0.0927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3100    2.4159    1.0963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9861    3.4347    1.1216 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4207    2.1288    2.2345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3224    1.1886    1.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3238    0.4493    0.6985 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9221   -0.9500    0.9056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8686    0.2759    0.2533 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1938   -0.8376    0.9796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2914   -0.7762    0.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3807   -1.2486   -0.8279 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3620   -2.5153   -1.0681 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2221    0.2693    2.2266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6641    0.3579    3.0827 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7959    1.8083    3.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5127    1.6551    0.4476 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1823    3.0117    0.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7790    2.8627    2.5885 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8044    3.6324    1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8188    0.5349    1.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3043    1.0843   -0.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0638   -0.5273   -0.4342 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9470   -1.0217    1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3155   -2.8052   -0.0255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8887   -2.2594    0.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5680   -1.7529   -2.1446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8403   -3.9480   -0.9400 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4807   -3.7201   -2.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577   -3.9496   -1.3265 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9570   -0.0404   -1.4578 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8956   -0.6139   -3.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2869   -2.2512   -3.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9374   -1.4712   -3.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2765    0.1454   -3.7931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2927    0.7484   -1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4311   -0.6149   -1.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2809    1.3597   -2.9350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2124    2.1129   -1.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8819    2.6664   -1.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9205    2.8682   -0.3643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2163    0.2492   -1.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7874    2.1501   -0.9846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1270    0.6967    0.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0493    3.1273    2.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0919    1.7728    3.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3038    0.4279    2.8101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3458    1.7420    2.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6545   -1.6059    0.0495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6629   -1.3689    1.8794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0233   -0.8191    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3255    1.2256    0.5373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6439   -1.8151    0.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2707   -0.6818    2.0791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5632    0.2973    0.6431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8025   -1.3411    1.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3105   -3.2135   -0.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4747   -2.3470   -1.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788   -3.0177   -2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  1
  9  7  1  0
  7  8  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  1  0
 27  9  1  0
 27 12  1  0
 24 13  1  0
 22 16  1  0
  9 46  1  6
 10 47  1  0
 10 48  1  0
 11 49  1  0
 11 50  1  0
 12 51  1  6
 13 52  1  6
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 16 57  1  6
 17 58  1  0
 17 59  1  0
 20 60  1  0
 20 61  1  0
 21 62  1  0
 21 63  1  0
 23 64  1  0
 23 65  1  0
 23 66  1  0
 24 67  1  1
 25 68  1  0
 25 69  1  0
 26 70  1  0
 26 71  1  0
 28 72  1  0
 28 73  1  0
 28 74  1  0
  7 42  1  6
  8 43  1  0
  8 44  1  0
  8 45  1  0
  6 40  1  0
  6 41  1  0
  5 38  1  0
  5 39  1  0
  4 36  1  0
  4 37  1  0
  2 32  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
M  END


  Mrv0541 02241201222D          

 33 36  0  0  1  0            999 V2000
   15.0761  -10.3553    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.0761  -11.1803    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.3617   -9.9428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3617  -11.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6472  -10.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6471  -11.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5051  -10.3553    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.5051  -11.1803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7906   -9.9428    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.7906  -11.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2195   -9.1178    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.2195   -9.9428    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.5051   -8.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7906   -9.1178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0041   -8.8629    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.4891   -9.5303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0041  -10.1978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1757   -8.0559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.5626   -7.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9603   -7.8009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5734   -8.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3581   -8.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9711   -8.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7558   -8.3951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7996   -9.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2132  -10.7110    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7729  -10.6411    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.7653   -9.1309    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0598   -9.6483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0738  -11.9835    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9763  -11.6339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5000   -9.6064    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.2132   -8.3199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
 10  8  1  0  0  0  0
  1  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2  1  1  0  0  0  0
 13 11  1  0  0  0  0
  7 12  1  0  0  0  0
 14 13  1  0  0  0  0
  9  7  1  0  0  0  0
  9 14  1  0  0  0  0
 15 11  1  0  0  0  0
 12 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17 12  1  0  0  0  0
 17 16  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  6  0  0  0
 20 18  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 23 25  1  0  0  0  0
 12 26  1  6  0  0  0
  9 27  1  6  0  0  0
 15 28  1  6  0  0  0
  1 29  1  1  0  0  0
  2 30  1  1  0  0  0
  6 31  2  0  0  0  0
  7 32  1  1  0  0  0
 11 33  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0311678

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-20,22-25H,6-17H2,1-5H3/t19-,20-,22+,23-,24+,25+,26+,27-/m1/s1

> <INCHI_KEY>
PESKGJQREUXSRR-JDIFZLMISA-N

> <FORMULA>
C27H46O

> <MOLECULAR_WEIGHT>
386.6535

> <EXACT_MASS>
386.354866094

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
50.306918048064496

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,7R,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

> <ALOGPS_LOGP>
6.65

> <JCHEM_LOGP>
7.725969313666669

> <ALOGPS_LOGS>
-7.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.352808751885236

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
118.73839999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.45e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5β-cholestan-3-one

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      28.142 -19.330   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      28.142 -20.870   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.809 -18.560   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.809 -21.640   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.475 -19.330   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      25.475 -20.870   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      30.810 -19.330   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.810 -20.870   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.476 -18.560   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.476 -21.640   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      32.143 -17.020   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      32.143 -18.560   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.810 -16.250   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.476 -17.020   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      33.608 -16.544   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      34.513 -17.790   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      33.608 -19.036   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      33.928 -15.038   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      32.784 -14.007   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      35.393 -14.562   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      36.537 -15.592   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      38.002 -15.116   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      39.146 -16.147   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      40.611 -15.671   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      38.826 -17.653   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0      32.131 -19.994   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0      29.443 -19.863   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0      35.029 -17.044   0.000  0.00  0.00           H+0
HETATM   29  C   UNK     0      28.112 -18.010   0.000  0.00  0.00           C+0
HETATM   30  H   UNK     0      28.138 -22.369   0.000  0.00  0.00           H+0
HETATM   31  O   UNK     0      24.222 -21.717   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0      30.800 -17.932   0.000  0.00  0.00           H+0
HETATM   33  C   UNK     0      32.131 -15.530   0.000  0.00  0.00           C+0
CONECT    1    3    9    2   29                                             
CONECT    2    4   10    1   30                                             
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5   31                                                  
CONECT    7    8   12    9   32                                             
CONECT    8    7   10                                                       
CONECT    9    1    7   14   27                                             
CONECT   10    8    2                                                       
CONECT   11   13   15   12   33                                             
CONECT   12    7   11   17   26                                             
CONECT   13   11   14                                                       
CONECT   14   13    9                                                       
CONECT   15   11   16   18   28                                             
CONECT   16   15   17                                                       
CONECT   17   12   16                                                       
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   12                                                            
CONECT   27    9                                                            
CONECT   28   15                                                            
CONECT   29    1                                                            
CONECT   30    2                                                            
CONECT   31    6                                                            
CONECT   32    7                                                            
CONECT   33   11                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   72    0
END

View in JSmol

Synonyms

Value	Source
5-Glutamyl-taurine	ChEBI
gamma-Glutamyltaurine	ChEBI
gamma-GT	ChEBI
gamma-L-Glutamyltaurine	ChEBI
Glutaurina	ChEBI
Glutaurinum	ChEBI
Litoralon	ChEBI
Glutaurine	Kegg
g-Glutamyltaurine	Generator
Γ-glutamyltaurine	Generator
g-GT	Generator
Γ-GT	Generator
g-L-Glutamyltaurine	Generator
Γ-L-glutamyltaurine	Generator
alpha-Glutamyl taurine	HMDB
gamma-L-Glutamyl-taurine	HMDB
Glautaurine	HMDB
Glutaurin	HMDB
Glutaurin, (D)-isomer	HMDB
alpha-Glutamyltaurine	HMDB
Coprostan-3-one	ChEBI
5b-Cholestanone	Generator
5β-cholestanone	Generator
5beta-Cholestan-3-one	MeSH

Chemical Formula

C₂₇H₄₆O

Average Mass

386.6535 Da

Monoisotopic Mass

386.35487 Da

IUPAC Name

(1S,2S,7R,10R,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

Traditional Name

5β-cholestan-3-one

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@@]2([H])[C@]3([H])CC[C@]4([H])CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C

InChI Identifier

InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-20,22-25H,6-17H2,1-5H3/t19-,20-,22+,23-,24+,25+,26+,27-/m1/s1

InChI Key

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Alitta succinea	LOTUS Database	35616633
Gynura japonica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamine and derivatives

Alternative Parents

Substituents

Glutamine or derivatives
Alpha-amino acid
L-alpha-amino acid
Fatty amide
N-acyl-amine
Fatty acid
Fatty acyl
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Alkanesulfonic acid
Amino acid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Primary amine
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:27694 )

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	6.65	ALOGPS
logP	7.73	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	118.74 m³·mol⁻¹	ChemAxon
Polarizability	50.31 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0004195

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023332

KNApSAcK ID

Not Available

Chemspider ID

62003

KEGG Compound ID

C05844

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Glutaurine

METLIN ID

Not Available

PubChem Compound

68759

PDB ID

Not Available

ChEBI ID

27694

Good Scents ID

Not Available

References

General References

Uemura S, Ienaga K, Higashiura K, Kimura H: Gamma-glutamyltaurine has potent and long-lasting antiepileptic action as demonstrated by intra-amygdaloid injection in amygdala-kindled rats. Brain Res. 1992 Oct 30;594(2):347-50. doi: 10.1016/0006-8993(92)91150-d. [PubMed:1450962 ]
Feuer L, Torok LJ, Csaba G: Effect of Litoralon on the development of goblet cells of the intestinal mucosa during metamorphosis of the frog. Acta Morphol Acad Sci Hung. 1978;26(3-4):319-24. [PubMed:157672 ]
Bittner S, Win T, Gupta R: gamma-L-glutamyltaurine. Amino Acids. 2005 Jun;28(4):343-56. doi: 10.1007/s00726-005-0196-7. Epub 2005 Apr 21. [PubMed:15838590 ]
Schulz H, Feuer L: Anticonflict properties of the dipeptide Litoralon and of diazepam in rats. Acta Physiol Hung. 1986;67(3):331-8. [PubMed:2875599 ]
Balazs M, Telegdy G: Effects of glutaurine treatment on electroshock-induced amnesia. Antiamnesic action of glutaurine. Neuropeptides. 1988 Aug-Sep;12(2):55-8. doi: 10.1016/0143-4179(88)90031-5. [PubMed:3185869 ]
Baskin S, Bartuska D, Thampi N, McBride M, Finnigan J: The effect of glutaurine on thyroid hormones in the rat. Neuropeptides. 1987 Jan;9(1):45-50. doi: 10.1016/0143-4179(87)90031-x. [PubMed:3561723 ]
Kukorelli T, Feuer L, Juhasz G, Detari L: Effect of glutaurine on sleep-wakefulness cycle and aggressive behaviour in the cat. Acta Physiol Hung. 1986;67(1):31-5. [PubMed:3705977 ]
Schulz H, Feuer L: Gamma-L-glutamyl-taurine (Litoralon) affects conditioned taste aversion in rats. Acta Physiol Hung. 1986;67(2):233-42. [PubMed:3739747 ]
Feuer L, Banyai B, Farkas K: Effect of parathyroid extract and of glutaurine (gamma-L-glutamyl-taurine) on the manifestations of osteolathyrism. Endokrinologie. 1980 Jun;75(3):350-6. [PubMed:6775940 ]
Kuribara H, Tadokoro S: An anticonflict effect of gamma-1-glutamyltaurine (Litoralon) in rats. Jpn J Pharmacol. 1982 Dec;32(6):1067-74. doi: 10.1254/jjp.32.1067. [PubMed:7161962 ]
LOTUS database [Link]

Showing NP-Card for coprostanone (NP0311678)

MOL for NP0311678 (coprostanone)

3D MOL for NP0311678 (coprostanone)

3D SDF for NP0311678 (coprostanone)

3D-SDF for NP0311678 (coprostanone)

PDB for NP0311678 (coprostanone)

3D PDB for NP0311678 (coprostanone)

SMILES for NP0311678 (coprostanone)

INCHI for NP0311678 (coprostanone)

Structure for NP0311678 (coprostanone)

3D Structure for NP0311678 (coprostanone)