NP-MRD: Showing NP-Card for [(1r,3ar,6s,7s,8r,9ar,9br,11ar)-8-(acetyloxy)-7-hydroxy-9a,11a-dimethyl-1-[(1s)-1-[(2s,3s)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-6-yl]oxidanesulfonic acid (NP0291424)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 22:30:51 UTC

Updated at

2022-09-09 22:30:51 UTC

NP-MRD ID

NP0291424

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1r,3ar,6s,7s,8r,9ar,9br,11ar)-8-(acetyloxy)-7-hydroxy-9a,11a-dimethyl-1-[(1s)-1-[(2s,3s)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-6-yl]oxidanesulfonic acid

Description

Acanthosterol sulfate H belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Based on a literature review very few articles have been published on Acanthosterol sulfate H.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102200302D          

 38 42  0  0  1  0            999 V2000
    8.0466   -1.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.0722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7026   -0.8489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3705   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424   -0.6800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5218   -0.9909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4090   -0.1737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7199    0.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2135    1.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244    2.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6037    1.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1996    1.9643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0117    2.1096    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1569    1.2974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8665    2.9217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8238    2.2548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 12  1  1  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  6  0  0  0
 24 22  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
  9 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  2  0  0  0  0
 33 36  1  0  0  0  0
 31 37  1  0  0  0  0
  5 37  1  0  0  0  0
 37 38  1  1  0  0  0
M  END

     RDKit          3D

 84 88  0  0  0  0  0  0  0  0999 V2000
   -6.9843   -2.9004   -3.5243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6564   -1.6220   -2.8005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2258   -0.5443   -3.0817 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7153   -1.6250   -1.8094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3405   -0.4521   -1.0669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9149   -0.1931   -1.3585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1477    0.5731   -0.3299 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6417    2.0245   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4756    0.1052    1.0829 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9392   -1.2762    1.3413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5438   -1.4219    0.8561 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9775   -0.6395   -0.0147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6976    0.5142   -0.6272 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9245    1.7588   -0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5407    1.6630   -0.3540 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1826    0.4200    0.1001 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2011    0.2452    1.6081 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024   -0.7558   -0.5162 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1912   -1.8954   -0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6236   -1.3995   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5209    0.1092   -0.4278 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6977    0.7078    0.2340 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7704    2.1958    0.2780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9427    0.1993   -0.4614 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7281   -0.7866    0.3237 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2797    0.4628    0.0466 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4195    0.4788   -0.9288 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5939   -0.3506   -0.4642 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1710    0.1049    0.8352 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2489   -1.8336   -0.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9525    0.1587    1.3117 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2336   -0.2772    2.6070 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0417    0.8525    3.5135 S   0  0  0  0  0  6  0  0  0  0  0  0
   -6.8725    0.0960    4.5399 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1145    1.7747    4.2658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0946    1.7922    2.6347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6872   -0.7157    0.3561 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0716   -0.4630    0.4995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9918   -3.2151   -3.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8923   -2.7811   -4.6163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2783   -3.6797   -3.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9553    0.3842   -1.4676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8655    0.4079   -2.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3263   -1.1161   -1.5887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2508    2.5249   -1.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7442    1.9597   -0.5490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4662    2.5655    0.5274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9969    0.8344    1.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5598   -2.0791    0.9573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9188   -1.3973    2.4620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9552   -2.2401    1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5995    0.3405   -1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2372    2.5967   -1.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2405    2.1030    0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9628    2.5193    0.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8902    1.8655   -1.4107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942    1.2068    2.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2166   -0.1098    1.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.5473    1.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4776   -0.6423   -1.5989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0571   -2.2361    0.9695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9820   -2.7778   -0.7277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2130   -1.7081    0.5772 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0163   -1.8653   -1.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5216    0.3165   -1.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    0.3589    1.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3770    2.6188    1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2631    2.7239   -0.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8376    2.5069    0.2592 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8593   -0.1741   -1.5007 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3651    1.1986    0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1113    0.0882   -1.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7652    1.5112   -1.0886 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3840   -0.2343   -1.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7148   -0.3829    1.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1478    1.2032    0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2523   -0.1872    0.8523 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0108   -2.1920    0.5616 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0916   -2.4347   -0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3937   -2.0128   -1.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3588    1.1805    1.2313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6854    2.6208    2.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5689   -1.7991    0.5539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3612   -0.6758    1.4268 H   0  0  0  0  0  0  0  0  0  0  0  0
 29 28  1  0
 28 30  1  0
 28 27  1  0
 27 26  1  0
 26 25  1  0
 25 24  1  0
 24 22  1  0
 22 23  1  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 18 12  1  0
 12 11  2  0
 11 10  1  0
 10  9  1  0
  9 31  1  0
 31 32  1  0
 32 33  1  0
 33 36  1  0
 33 34  2  0
 33 35  2  0
 31 37  1  0
 37 38  1  0
 37  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  1
  7 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  1
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 24 26  1  0
 16 21  1  0
 16 18  1  0
 13 12  1  0
  7  9  1  0
 29 75  1  0
 29 76  1  0
 29 77  1  0
 28 74  1  0
 30 78  1  0
 30 79  1  0
 30 80  1  0
 27 72  1  0
 27 73  1  0
 26 71  1  1
 24 70  1  6
 22 66  1  1
 23 67  1  0
 23 68  1  0
 23 69  1  0
 21 65  1  6
 20 63  1  0
 20 64  1  0
 19 61  1  0
 19 62  1  0
 18 60  1  6
 11 51  1  0
 10 49  1  0
 10 50  1  0
  9 48  1  1
 31 81  1  1
 36 82  1  0
 37 83  1  1
 38 84  1  0
  5 42  1  6
  6 43  1  0
  6 44  1  0
  8 45  1  0
  8 46  1  0
  8 47  1  0
 13 52  1  6
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 17 57  1  0
 17 58  1  0
 17 59  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
M  END


  Mrv1652309102200302D          

 38 42  0  0  1  0            999 V2000
    8.0466   -1.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5148   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7951    0.0722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7026   -0.8489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708   -0.2182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3587   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5466   -0.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1072    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754    1.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633    1.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4830    0.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0148    0.1221    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7345   -0.6539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224   -0.7991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3905   -0.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0307   -0.9107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6708    0.6076    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0195    1.1139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.1416    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0596   -0.7929    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3705   -1.5571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2424   -0.6800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5218   -0.9909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4090   -0.1737    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7199    0.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2135    1.2418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5244    2.0060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6037    1.1290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193    1.1884    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1996    1.9643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0117    2.1096    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.1569    1.2974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8665    2.9217    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8238    2.2548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4511    0.5577    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2632    0.7029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  1  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 12  1  1  0  0  0
  7 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
 12 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  1  0  0  0
 22 23  1  6  0  0  0
 24 22  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
  9 31  1  0  0  0  0
 31 32  1  6  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  2  0  0  0  0
 33 36  1  0  0  0  0
 31 37  1  0  0  0  0
  5 37  1  0  0  0  0
 37 38  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0291424

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C[C@@H]1O[C@H]1[C@@H](C)[C@H]1CC[C@H]2C3=CCC4[C@H](OS(O)(=O)=O)[C@@H](O)[C@@H](C[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C29H46O8S/c1-15(2)13-23-26(36-23)16(3)19-9-10-20-18-7-8-22-27(37-38(32,33)34)25(31)24(35-17(4)30)14-29(22,6)21(18)11-12-28(19,20)5/h7,15-16,19-27,31H,8-14H2,1-6H3,(H,32,33,34)/t16-,19+,20-,21-,22?,23-,24+,25-,26-,27-,28+,29+/m0/s1

> <INCHI_KEY>
GURMOWQXFSXYQC-HDXNSBQASA-N

> <FORMULA>
C29H46O8S

> <MOLECULAR_WEIGHT>
554.74

> <EXACT_MASS>
554.291339615

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
61.745413531961056

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1R,2R,4R,5S,6S,11R,14R,15R)-4-(acetyloxy)-5-hydroxy-2,15-dimethyl-14-[(1S)-1-[(2S,3S)-3-(2-methylpropyl)oxiran-2-yl]ethyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-6-yl]oxidanesulfonic acid

> <JCHEM_LOGP>
4.315181893333335

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.150819690091978

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.5136416996700186

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6227493001083335

> <JCHEM_POLAR_SURFACE_AREA>
122.66

> <JCHEM_REFRACTIVITY>
141.8497

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(1R,2R,4R,5S,6S,11R,14R,15R)-4-(acetyloxy)-5-hydroxy-2,15-dimethyl-14-[(1S)-1-[(2S,3S)-3-(2-methylpropyl)oxiran-2-yl]ethyl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-9-en-6-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0      15.020  -2.491   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.028  -1.314   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      14.551   0.135   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      12.512  -1.585   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      11.519  -0.407   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.003  -0.678   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.010   0.499   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.487  -0.949   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.533   1.947   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.541   3.125   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.025   2.854   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.502   1.405   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.494   0.228   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.971  -1.221   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.455  -1.492   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.462  -0.314   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.791  -1.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.986   1.134   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.770   2.079   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.495   1.215   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.923  -0.264   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.978  -1.480   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.558  -2.907   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.452  -1.269   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.974  -1.850   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.763  -0.324   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.344   1.102   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.399   2.318   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.979   3.745   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.127   2.107   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.049   2.218   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      11.573   3.667   0.000  0.00  0.00           O+0
HETATM   33  S   UNK     0      13.089   3.938   0.000  0.00  0.00           S+0
HETATM   34  O   UNK     0      13.360   2.422   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      12.817   5.454   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      14.605   4.209   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      12.042   1.041   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      13.558   1.312   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   37                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9   13                                             
CONECT    8    7                                                            
CONECT    9    7   10   31                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12    7   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   21                                             
CONECT   17   16                                                            
CONECT   18   16   12   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24   26                                                       
CONECT   26   25   24   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31    9   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   31    5   38                                                  
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Value	Source
Acanthosterol sulfuric acid H	Generator
Acanthosterol sulphate H	Generator
Acanthosterol sulphuric acid H	Generator

Chemical Formula

C₂₉H₄₆O₈S

Average Mass

554.7400 Da

Monoisotopic Mass

554.29134 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)C[C@@H]1O[C@H]1[C@@H](C)[C@H]1CC[C@H]2C3=CCC4[C@H](OS(O)(=O)=O)[C@@H](O)[C@@H](C[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O

InChI Identifier

InChI=1S/C29H46O8S/c1-15(2)13-23-26(36-23)16(3)19-9-10-20-18-7-8-22-27(37-38(32,33)34)25(31)24(35-17(4)30)14-29(22,6)21(18)11-12-28(19,20)5/h7,15-16,19-27,31H,8-14H2,1-6H3,(H,32,33,34)/t16-,19+,20-,21-,22?,23-,24+,25-,26-,27-,28+,29+/m0/s1

InChI Key

GURMOWQXFSXYQC-HDXNSBQASA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Cholestane steroids

Direct Parent

Cholesterols and derivatives

Alternative Parents

Substituents

Cholesterol-skeleton
Sulfated steroid skeleton
Steroid ester
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-7-steroid
Delta-7-steroid
Sulfuric acid ester
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Cyclitol or derivatives
Organic sulfuric acid or derivatives
Cyclic alcohol
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8850042

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10674692

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1r,3ar,6s,7s,8r,9ar,9br,11ar)-8-(acetyloxy)-7-hydroxy-9a,11a-dimethyl-1-[(1s)-1-[(2s,3s)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-6-yl]oxidanesulfonic acid (NP0291424)

MOL for NP0291424 ([(1r,3ar,6s,7s,8r,9ar,9br,11ar)-8-(acetyloxy)-7-hydroxy-9a,11a-dimethyl-1-[(1s)-1-[(2s,3s)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-6-yl]oxidanesulfonic acid)

3D MOL for NP0291424 ([(1r,3ar,6s,7s,8r,9ar,9br,11ar)-8-(acetyloxy)-7-hydroxy-9a,11a-dimethyl-1-[(1s)-1-[(2s,3s)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-6-yl]oxidanesulfonic acid)

3D SDF for NP0291424 ([(1r,3ar,6s,7s,8r,9ar,9br,11ar)-8-(acetyloxy)-7-hydroxy-9a,11a-dimethyl-1-[(1s)-1-[(2s,3s)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-6-yl]oxidanesulfonic acid)

3D-SDF for NP0291424 ([(1r,3ar,6s,7s,8r,9ar,9br,11ar)-8-(acetyloxy)-7-hydroxy-9a,11a-dimethyl-1-[(1s)-1-[(2s,3s)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-6-yl]oxidanesulfonic acid)

PDB for NP0291424 ([(1r,3ar,6s,7s,8r,9ar,9br,11ar)-8-(acetyloxy)-7-hydroxy-9a,11a-dimethyl-1-[(1s)-1-[(2s,3s)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-6-yl]oxidanesulfonic acid)

3D PDB for NP0291424 ([(1r,3ar,6s,7s,8r,9ar,9br,11ar)-8-(acetyloxy)-7-hydroxy-9a,11a-dimethyl-1-[(1s)-1-[(2s,3s)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-6-yl]oxidanesulfonic acid)

SMILES for NP0291424 ([(1r,3ar,6s,7s,8r,9ar,9br,11ar)-8-(acetyloxy)-7-hydroxy-9a,11a-dimethyl-1-[(1s)-1-[(2s,3s)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-6-yl]oxidanesulfonic acid)

INCHI for NP0291424 ([(1r,3ar,6s,7s,8r,9ar,9br,11ar)-8-(acetyloxy)-7-hydroxy-9a,11a-dimethyl-1-[(1s)-1-[(2s,3s)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-6-yl]oxidanesulfonic acid)

Structure for NP0291424 ([(1r,3ar,6s,7s,8r,9ar,9br,11ar)-8-(acetyloxy)-7-hydroxy-9a,11a-dimethyl-1-[(1s)-1-[(2s,3s)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-6-yl]oxidanesulfonic acid)

3D Structure for NP0291424 ([(1r,3ar,6s,7s,8r,9ar,9br,11ar)-8-(acetyloxy)-7-hydroxy-9a,11a-dimethyl-1-[(1s)-1-[(2s,3s)-3-(2-methylpropyl)oxiran-2-yl]ethyl]-1h,2h,3h,3ah,5h,5ah,6h,7h,8h,9h,9bh,10h,11h-cyclopenta[a]phenanthren-6-yl]oxidanesulfonic acid)