NP-MRD: Showing NP-Card for (2e,5s,6s)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-3,7-bis(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-methylhept-2-enoic acid (NP0320686)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-11 22:28:51 UTC

Updated at

2022-09-11 22:28:51 UTC

NP-MRD ID

NP0320686

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e,5s,6s)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-3,7-bis(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-methylhept-2-enoic acid

Description

CHEMBL3785967 belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on CHEMBL3785967.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122200282D          

 44 47  0  0  1  0            999 V2000
    0.1102   -2.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -1.3868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -2.2638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2383   -3.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4211   -3.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853   -4.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025   -4.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2134   -3.3408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089   -4.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5486   -0.4095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8479    0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1204   -0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8747    0.8506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3708   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1376   -0.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1351   -0.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2974   -2.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1095   -2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0171   -3.0516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   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  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  6  0  0  0
 15 13  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 27 26  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
 28 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 27 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 24 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 15 43  1  0  0  0  0
 22 43  1  0  0  0  0
 43 44  1  1  0  0  0
M  END

     RDKit          3D

 96 99  0  0  0  0  0  0  0  0999 V2000
   -3.2048    1.5770    4.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8939    0.6070    3.4146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7369   -0.1701    3.9038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6943    0.4706    2.0732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3302   -0.4370    1.2118 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.2896    0.1661    0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1220    1.2406    0.9159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4380    1.1683    0.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1234   -0.0101    0.4017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2261    2.2119    1.6404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6471    3.2028    2.1362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6089    2.1460    1.7276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4482   -1.5104    0.7210 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3979   -2.6305    0.2157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3424   -1.3509   -0.1660 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4893   -0.9783   -1.5914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0405   -0.7621   -2.0943 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6552   -1.8512   -2.9374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2837   -1.6929   -4.2462 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0954   -2.8916   -5.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2851   -0.5272   -4.7197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2132   -0.8289   -0.8709 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2725   -2.2543   -0.6682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9180    0.0577   -0.7326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4018    0.8527   -1.6698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5892    1.7000   -1.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5364    0.7664   -0.6061 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9650    1.1762   -0.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4006    1.0336   -2.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2427    2.5909   -0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7879    0.1641    0.0987 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.1508    0.4677    0.1517 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1349   -0.3319   -0.4382 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5823   -0.0069   -0.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7887   -1.3776   -1.0494 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2495   -0.1229    1.4615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8137   -0.5846    1.4114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9982    0.4838    0.7476 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9632    1.6894    1.6537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5653    0.0498    0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8523   -0.3425    1.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5714   -0.7762    1.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2040   -0.4498    0.2560 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5094    1.0067    0.1571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5584    1.0725    5.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6774    2.3699    3.7169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9975    2.1032    4.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0276   -0.9984    1.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9119    0.5176   -0.7042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0293   -0.6342   -0.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6562    2.1094    1.3563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8599   -0.9411    0.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9272   -0.1032   -0.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2304    0.0843    0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2084    2.2115    0.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0395   -2.0128    1.6814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8960   -3.6192    0.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5778   -2.4949   -0.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3311   -2.6061    0.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8128   -2.3892   -0.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8835   -1.8509   -2.1472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9921   -0.0434   -1.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9681    0.1314   -2.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1393   -3.2226   -4.7544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0777   -2.7245   -6.1119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5616   -3.7496   -4.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2180   -2.9580   -1.3711 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3717   -2.3350   -0.9079 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -2.6414    0.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237    0.8460   -2.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0214    2.0576   -2.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2443    2.5405   -0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4818   -0.2110   -1.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0855    1.9190   -2.7216 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4853    0.8341   -2.2047 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8959    0.1522   -2.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8330    3.1555   -1.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8978    2.6583    0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3135    3.2116   -0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6963   -0.7980   -0.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8207    0.7013    0.4146 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8624    0.4662   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2066   -0.9215   -0.3103 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4274    0.6856    2.1956 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8381   -1.0019    1.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7878   -1.5055    0.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4729   -0.8405    2.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3224    2.4994    1.3010 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5186    1.3405    2.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9614    2.0732    1.9243 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3711   -0.3353    2.5904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7364   -1.8072    1.9321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0811   -0.1345    2.3415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5034    1.2363   -0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7497    1.4819   -0.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3274    1.4801    1.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
 14 13  1  0
 13  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 12  1  0
 10 11  2  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 17 22  1  0
 22 23  1  1
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
 31 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  1
 38 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  1  1
 31 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 43 15  1  0
 43 22  1  0
 40 24  1  0
 38 27  1  0
 14 57  1  0
 14 58  1  0
 14 59  1  0
 13 56  1  1
  5 48  1  1
  6 49  1  0
  6 50  1  0
  7 51  1  0
  9 52  1  0
  9 53  1  0
  9 54  1  0
 12 55  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
 15 60  1  6
 16 61  1  0
 16 62  1  0
 17 63  1  6
 20 64  1  0
 20 65  1  0
 20 66  1  0
 23 67  1  0
 23 68  1  0
 23 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 27 73  1  6
 29 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
 30 79  1  0
 31 80  1  6
 36 84  1  0
 36 85  1  0
 37 86  1  0
 37 87  1  0
 39 88  1  0
 39 89  1  0
 39 90  1  0
 41 91  1  0
 42 92  1  0
 42 93  1  0
 44 94  1  0
 44 95  1  0
 44 96  1  0
 34 81  1  0
 34 82  1  0
 34 83  1  0
M  END


  Mrv1652309122200282D          

 44 47  0  0  1  0            999 V2000
    0.1102   -2.8023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -1.3868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -2.2638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2383   -3.6793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4211   -3.5665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0853   -4.2178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2256   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9025   -4.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2134   -3.3408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4089   -4.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8728   -3.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5486   -0.4095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8479    0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1204   -0.3630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8747    0.8506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3708   -0.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1376   -0.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1351   -0.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2974   -2.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1095   -2.1305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0171   -3.0516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   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  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  1  6  0  0  0
 15 13  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 17 22  1  0  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 27 26  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
 28 31  1  0  0  0  0
 31 32  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 27 38  1  0  0  0  0
 38 39  1  1  0  0  0
 38 40  1  0  0  0  0
 24 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 15 43  1  0  0  0  0
 22 43  1  0  0  0  0
 43 44  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0320686

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]([C@H](C\C=C(/C)C(O)=O)OC(C)=O)[C@H]1C[C@H](OC(C)=O)[C@@]2(C)C3=CC[C@H]4C(C)(C)[C@H](CC[C@]4(C)C3=CC[C@]12C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C36H52O8/c1-20(32(40)41)11-13-28(42-22(3)37)21(2)27-19-31(44-24(5)39)36(10)26-12-14-29-33(6,7)30(43-23(4)38)16-17-34(29,8)25(26)15-18-35(27,36)9/h11-12,15,21,27-31H,13-14,16-19H2,1-10H3,(H,40,41)/b20-11+/t21-,27+,28-,29-,30-,31-,34+,35+,36+/m0/s1

> <INCHI_KEY>
OCLVBEOPEKEKNM-YMFHRCEFSA-N

> <FORMULA>
C36H52O8

> <MOLECULAR_WEIGHT>
612.804

> <EXACT_MASS>
612.366218634

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
69.46818607768844

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E,5S,6S)-5-(acetyloxy)-6-[(2S,5S,7R,11R,12S,14R,15R)-5,12-bis(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl]-2-methylhept-2-enoic acid

> <JCHEM_LOGP>
5.320243830333334

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.446618893880847

> <JCHEM_PKA_STRONGEST_BASIC>
-6.526949973432118

> <JCHEM_POLAR_SURFACE_AREA>
116.20000000000002

> <JCHEM_REFRACTIVITY>
167.941

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E,5S,6S)-5-(acetyloxy)-6-[(2S,5S,7R,11R,12S,14R,15R)-5,12-bis(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl]-2-methylhept-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  C   UNK     0       0.206  -5.231   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.151  -4.015   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.571  -2.589   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.676  -4.226   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.257  -5.652   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.312  -6.868   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.786  -6.657   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.159  -7.873   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.421  -9.300   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.685  -7.663   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.265  -6.236   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.630  -8.878   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.363  -7.289   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.624  -0.764   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.316   0.049   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.958  -0.678   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.366   1.588   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.159  -1.754   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      13.323  -0.719   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.185  -1.391   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      17.355  -4.248   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      18.871  -3.977   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      16.832  -5.696   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    5   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   43                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   17   23   24   43                                             
CONECT   23   22                                                            
CONECT   24   22   25   40                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   38                                                  
CONECT   28   27   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28   32   36                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   31   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   27   39   40                                             
CONECT   39   38                                                            
CONECT   40   38   24   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   15   22   44                                             
CONECT   44   43                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   94    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₅₂O₈

Average Mass

612.8040 Da

Monoisotopic Mass

612.36622 Da

IUPAC Name

(2E,5S,6S)-5-(acetyloxy)-6-[(2S,5S,7R,11R,12S,14R,15R)-5,12-bis(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl]-2-methylhept-2-enoic acid

Traditional Name

(2E,5S,6S)-5-(acetyloxy)-6-[(2S,5S,7R,11R,12S,14R,15R)-5,12-bis(acetyloxy)-2,6,6,11,15-pentamethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-1(17),9-dien-14-yl]-2-methylhept-2-enoic acid

CAS Registry Number

Not Available

SMILES

C[C@H]([C@H](C\C=C(/C)C(O)=O)OC(C)=O)[C@H]1C[C@H](OC(C)=O)[C@@]2(C)C3=CC[C@H]4C(C)(C)[C@H](CC[C@]4(C)C3=CC[C@]12C)OC(C)=O

InChI Identifier

InChI=1S/C36H52O8/c1-20(32(40)41)11-13-28(42-22(3)37)21(2)27-19-31(44-24(5)39)36(10)26-12-14-29-33(6,7)30(43-23(4)38)16-17-34(29,8)25(26)15-18-35(27,36)9/h11-12,15,21,27-31H,13-14,16-19H2,1-10H3,(H,40,41)/b20-11+/t21-,27+,28-,29-,30-,31-,34+,35+,36+/m0/s1

InChI Key

OCLVBEOPEKEKNM-YMFHRCEFSA-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 triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Cholane-skeleton
Bile acid, alcohol, or derivatives
Steroid ester
Steroid acid
14-alpha-methylsteroid
Delta-7-steroid
Steroid
Tetracarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	5.32	ChemAxon
pKa (Strongest Acidic)	4.45	ChemAxon
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	116.2 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	167.94 m³·mol⁻¹	ChemAxon
Polarizability	69.47 Å³	ChemAxon
Number of Rings	4	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

C00057771

Chemspider ID

58914792

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71566772

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e,5s,6s)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-3,7-bis(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-methylhept-2-enoic acid (NP0320686)

MOL for NP0320686 ((2e,5s,6s)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-3,7-bis(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-methylhept-2-enoic acid)

3D MOL for NP0320686 ((2e,5s,6s)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-3,7-bis(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-methylhept-2-enoic acid)

3D SDF for NP0320686 ((2e,5s,6s)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-3,7-bis(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-methylhept-2-enoic acid)

3D-SDF for NP0320686 ((2e,5s,6s)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-3,7-bis(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-methylhept-2-enoic acid)

PDB for NP0320686 ((2e,5s,6s)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-3,7-bis(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-methylhept-2-enoic acid)

3D PDB for NP0320686 ((2e,5s,6s)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-3,7-bis(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-methylhept-2-enoic acid)

SMILES for NP0320686 ((2e,5s,6s)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-3,7-bis(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-methylhept-2-enoic acid)

INCHI for NP0320686 ((2e,5s,6s)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-3,7-bis(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-methylhept-2-enoic acid)

Structure for NP0320686 ((2e,5s,6s)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-3,7-bis(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-methylhept-2-enoic acid)

3D Structure for NP0320686 ((2e,5s,6s)-6-[(1r,3s,3ar,5ar,7s,9as,11ar)-3,7-bis(acetyloxy)-3a,6,6,9a,11a-pentamethyl-1h,2h,3h,5h,5ah,7h,8h,9h,11h-cyclopenta[a]phenanthren-1-yl]-5-(acetyloxy)-2-methylhept-2-enoic acid)