NP-MRD: Showing NP-Card for (1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate (NP0245800)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 07:00:53 UTC

Updated at

2022-09-07 07:00:53 UTC

NP-MRD ID

NP0245800

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate

Description

Hippuristerone C belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. (1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate is found in Isis hippuris. Based on a literature review very few articles have been published on Hippuristerone C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072209002D          

 43 47  0  0  1  0            999 V2000
    5.0109    1.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2832    0.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5828    1.1355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2560   -0.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565   -0.5608    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7208   -0.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2524   -0.8812    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0769   -0.9084    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5127   -0.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3373   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7260   -0.9628    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.5506   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9393   -1.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7638   -1.7449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5034   -2.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6789   -2.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2902   -1.6633    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8543   -2.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4656   -1.6361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0298   -2.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2052   -2.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8165   -1.5817    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3098   -2.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0156   -1.3836    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7350   -2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2035   -1.5285    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7290   -0.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4070   -1.7435    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1950   -2.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7795   -3.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5759   -2.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5675   -3.9203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225   -1.1613    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0260   -1.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0345   -0.3640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8310   -0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500    0.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0322    0.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8678   -0.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8655    0.8005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775    1.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930    2.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8740    1.8129    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  1  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  1  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
M  END

     RDKit          3D

 97101  0  0  0  0  0  0  0  0999 V2000
    2.1584   -1.1428    4.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7254   -1.5911    2.7519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2141   -2.6377    2.2866 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8228   -0.8673    2.0460 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3383   -1.1786    0.7503 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0919   -1.7672    0.9318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9347   -0.7998    0.2187 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3627   -0.7279    0.6980 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0843   -1.9754    0.3149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0024   -1.8325   -0.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9167   -0.6673   -0.8156 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3329   -0.9677   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0910    0.2851   -0.3891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3221    0.1865   -0.3230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5443    1.6455   -0.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0637    1.7320   -0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4221    0.4433    0.1159 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.8999    0.2565    1.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9445    0.4668   -0.0466 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2692    1.7403    0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8314    1.6463   -0.2521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1906    0.4809    0.3468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0068    0.8091    1.8313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1684    0.0255   -0.1056 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0044    1.1737    0.0661 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0269    0.5385   -1.1298 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2215    1.0119   -2.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3285   -0.0424   -1.5123 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8225   -1.1238   -0.7377 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0680   -2.3765   -1.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5821   -3.4675   -0.4792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8357   -2.5099   -2.5538 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5002    0.8578   -1.7243 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9733    2.0351   -2.6077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2687    1.4978   -0.7010 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3927    2.2612   -1.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0080    0.9257    0.4286 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2696    0.1146    1.4472 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264    2.2287    1.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2925    0.4975    0.1660 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8017   -0.4466   -0.6437 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2648   -0.7375   -0.7795 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0138   -1.1080   -1.3105 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2556   -0.9042    4.1028 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6338   -0.2344    4.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0145   -1.9197    4.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8492   -2.0487    0.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1648   -2.7848    0.4820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3047   -1.9288    2.0079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9892   -1.0992   -0.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4255   -0.6110    1.7960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3289   -2.7664    0.0297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6587   -2.4423    1.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5831   -2.7756   -0.9494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3442   -1.8178   -1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9134   -0.2025   -1.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4645   -1.6356    0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7634   -1.5422   -1.3559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9383    2.1858   -1.2721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9865    2.2028    0.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7349    2.5325    0.3134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6387    2.0066   -1.3871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1072    0.5549    2.2670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2452   -0.7514    1.7643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7663    0.9382    1.7667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7104    0.2666   -1.1338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3016    2.0476    1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7707    2.5413   -0.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3525    2.5785    0.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0213    1.6420   -1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6334    1.6784    2.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0412    1.2269    1.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2669    0.0016    2.5029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8077    0.8504   -3.3101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0622    2.0379   -2.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6045    0.2535   -2.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1830   -0.5180   -2.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365   -4.1585   -1.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7216   -4.0117   -0.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1988   -3.0297    0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1658    0.3546   -2.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1309    2.5329   -2.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7824    2.8262   -2.6780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8943    1.6775   -3.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6602    2.4159   -0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3910    2.0600   -1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4779    1.8026   -2.4806 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2614    3.3362   -1.4422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2249    0.4760    1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4223   -0.9531    1.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6198    0.3837    2.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1379    2.7897    0.8462 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5583    1.9554    2.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4228    2.8613    1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8416    0.2157   -0.8231 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5915   -1.3616    0.0652 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4389   -1.2765   -1.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
 34 33  1  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
 37 40  1  0
 40 41  1  0
 41 42  1  0
 41 43  2  0
 33 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28 26  1  0
 26 27  1  6
 26 25  1  0
 24 25  1  1
 24  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 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  1
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  1
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 24 26  1  0
 22 24  1  0
 22  7  1  0
 19  8  1  0
 17 11  1  0
 34 82  1  0
 34 83  1  0
 34 84  1  0
 33 81  1  6
 35 85  1  1
 36 86  1  0
 36 87  1  0
 36 88  1  0
 38 89  1  0
 38 90  1  0
 38 91  1  0
 39 92  1  0
 39 93  1  0
 39 94  1  0
 42 95  1  0
 42 96  1  0
 42 97  1  0
 28 77  1  6
 31 78  1  0
 31 79  1  0
 31 80  1  0
 27 74  1  0
 27 75  1  0
 27 76  1  0
  5 47  1  6
  6 48  1  0
  6 49  1  0
  7 50  1  6
  8 51  1  1
  9 52  1  0
  9 53  1  0
 10 54  1  0
 10 55  1  0
 11 56  1  6
 12 57  1  0
 12 58  1  0
 15 59  1  0
 15 60  1  0
 16 61  1  0
 16 62  1  0
 18 63  1  0
 18 64  1  0
 18 65  1  0
 19 66  1  6
 20 67  1  0
 20 68  1  0
 21 69  1  0
 21 70  1  0
 23 71  1  0
 23 72  1  0
 23 73  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
M  END


  Mrv1652309072209002D          

 43 47  0  0  1  0            999 V2000
    5.0109    1.0883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2832    0.6996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5828    1.1355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2560   -0.1249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9565   -0.5608    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7208   -0.2502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2524   -0.8812    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0769   -0.9084    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5127   -0.2079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3373   -0.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7260   -0.9628    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.5506   -0.9900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9393   -1.7177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7638   -1.7449    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5034   -2.4182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6789   -2.3910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2902   -1.6633    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.8543   -2.3638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4656   -1.6361    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.0298   -2.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2052   -2.3094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8165   -1.5817    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3098   -2.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0156   -1.3836    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7350   -2.1594    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2035   -1.5285    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7290   -0.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4070   -1.7435    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1950   -2.5408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7795   -3.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5759   -2.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5675   -3.9203    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225   -1.1613    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0260   -1.3763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0345   -0.3640    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8310   -0.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4500    0.2183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0322    0.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8678   -0.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8655    0.8005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775    1.5978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4930    2.1800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8740    1.8129    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  1  0  0  0
  5  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 11 10  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 11 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
  7 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 26 28  1  1  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 28 33  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  1  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0245800

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]([C@H](C)C(C)(C)OC(C)=O)[C@@H](OC(C)=O)[C@]1(C)O[C@]11[C@H](C[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C35H54O8/c1-19(20(2)31(6,7)42-23(5)38)30(41-22(4)37)34(10)35(43-34)29(40-21(3)36)18-28-26-12-11-24-17-25(39)13-15-32(24,8)27(26)14-16-33(28,35)9/h19-20,24,26-30H,11-18H2,1-10H3/t19-,20-,24-,26+,27-,28-,29-,30+,32-,33-,34-,35-/m0/s1

> <INCHI_KEY>
LQQNFEWYWXJEBF-PJEBFGBISA-N

> <FORMULA>
C35H54O8

> <MOLECULAR_WEIGHT>
602.809

> <EXACT_MASS>
602.381868699

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
68.41951848820581

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,3S)-4-(acetyloxy)-1-[(1'S,2R,2'S,3S,7'S,10'R,11'S,13'S,15'S)-13'-(acetyloxy)-2',3,15'-trimethyl-5'-oxospiro[oxirane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-3-yl]-2,3,4-trimethylpentyl acetate

> <JCHEM_LOGP>
5.079427070666664

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.288009580579488

> <JCHEM_POLAR_SURFACE_AREA>
108.50000000000003

> <JCHEM_REFRACTIVITY>
159.16430000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3S)-4-(acetyloxy)-1-[(1'S,2R,2'S,3S,7'S,10'R,11'S,13'S,15'S)-13'-(acetyloxy)-2',3,15'-trimethyl-5'-oxospiro[oxirane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-3-yl]-2,3,4-trimethylpentyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       9.354   2.032   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.995   1.306   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.688   2.120   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       7.945  -0.233   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       9.252  -1.047   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.679  -0.467   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.671  -1.645   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.210  -1.696   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.024  -0.388   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.563  -0.439   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.289  -1.797   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.828  -1.848   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.553  -3.206   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      20.092  -3.257   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      17.740  -4.514   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.201  -4.463   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.475  -3.105   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.661  -4.412   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.936  -3.054   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.122  -4.362   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.583  -4.311   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.858  -2.952   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.912  -4.168   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.363  -2.583   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.839  -4.031   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.846  -2.853   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.961  -1.593   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.360  -3.255   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.964  -4.743   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       7.055  -5.830   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.542  -5.428   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.659  -7.318   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.269  -2.168   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.782  -2.569   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.664  -0.679   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       7.151  -0.278   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.573   0.407   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.660   1.498   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.486  -0.684   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       3.482   1.494   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       3.878   2.983   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       2.787   4.069   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       5.365   3.384   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   24                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   22                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   11   18   19                                             
CONECT   18   17                                                            
CONECT   19   17    8   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21    7   23   24                                             
CONECT   23   22                                                            
CONECT   24   22    5   25   26                                             
CONECT   25   24   26                                                       
CONECT   26   25   24   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   29   33                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   28   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39   40                                             
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   37   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₅H₅₄O₈

Average Mass

602.8090 Da

Monoisotopic Mass

602.38187 Da

IUPAC Name

(1R,2S,3S)-4-(acetyloxy)-1-[(1'S,2R,2'S,3S,7'S,10'R,11'S,13'S,15'S)-13'-(acetyloxy)-2',3,15'-trimethyl-5'-oxospiro[oxirane-2,14'-tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecane]-3-yl]-2,3,4-trimethylpentyl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

C[C@@H]([C@H](C)C(C)(C)OC(C)=O)[C@@H](OC(C)=O)[C@]1(C)O[C@]11[C@H](C[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C)OC(C)=O

InChI Identifier

InChI=1S/C35H54O8/c1-19(20(2)31(6,7)42-23(5)38)30(41-22(4)37)34(10)35(43-34)29(40-21(3)36)18-28-26-12-11-24-17-25(39)13-15-32(24,8)27(26)14-16-33(28,35)9/h19-20,24,26-30H,11-18H2,1-10H3/t19-,20-,24-,26+,27-,28-,29-,30+,32-,33-,34-,35-/m0/s1

InChI Key

LQQNFEWYWXJEBF-PJEBFGBISA-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
Isis hippuris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Ergostane steroids

Direct Parent

Ergosterols and derivatives

Alternative Parents

Substituents

Ergosterol-skeleton
Steroid ester
3-oxosteroid
Oxosteroid
3-oxo-5-alpha-steroid
Tricarboxylic acid or derivatives
Carboxylic acid ester
Ketone
Cyclic ketone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
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
logP	5.08	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	108.5 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	159.16 m³·mol⁻¹	ChemAxon
Polarizability	68.42 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10273623

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21638019

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate (NP0245800)

MOL for NP0245800 ((1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate)

3D MOL for NP0245800 ((1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate)

3D SDF for NP0245800 ((1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate)

3D-SDF for NP0245800 ((1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate)

PDB for NP0245800 ((1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate)

3D PDB for NP0245800 ((1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate)

SMILES for NP0245800 ((1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate)

INCHI for NP0245800 ((1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate)

Structure for NP0245800 ((1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate)

3D Structure for NP0245800 ((1r,2s,3s)-1-[(1r,2s,3's,3as,3br,5as,9as,9bs,11as)-2-(acetyloxy)-3',9a,11a-trimethyl-7-oxo-dodecahydro-2h-spiro[cyclopenta[a]phenanthrene-1,2'-oxiran]-3'-yl]-4-(acetyloxy)-2,3,4-trimethylpentyl acetate)