NP-MRD: Showing NP-Card for spinasterol (NP0322226)

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Record Information

Version

2.0

Created at

2022-09-12 00:52:41 UTC

Updated at

2022-09-12 00:52:41 UTC

NP-MRD ID

NP0322226

Secondary Accession Numbers

None

Natural Product Identification

Common Name

spinasterol

Description

Spinasterol belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24. Thus, spinasterol is considered to be a sterol lipid molecule. spinasterol is found in Agrobacterium rhizogenes, Axinella cannabina, Baccharis patagonica, Begonia heracleifolia, Bryonia dioica, Buddleja officinalis, Camellia sinensis, Cyanidium caldarium, Eschenbachia blinii, Momordica charantia, Momordica cochinchinensis, Myriactis humilis, Pittosporum illicioides and Trichosanthes kirilowii. Spinasterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI

Spinasterol
  Mrv1572001071617112D          

 30 33  0  0  1  0            999 V2000
   -0.5116   -1.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -1.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.1509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1102   -2.8023    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
   -0.7071   -2.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -2.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   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  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
    4.9853   -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
    7.9534   -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
    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  1  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  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  3  7  1  1  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 11  9  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 15  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 11 29  1  0  0  0  0
 14 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  END

     RDKit          3D

 78 81  0  0  0  0  0  0  0  0999 V2000
    7.3457    0.3629    2.5300 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0208   -0.2801    2.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8569   -0.4128    0.6651 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5501   -1.0428    0.4183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5997   -0.5843   -0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2851   -1.2654   -0.5999 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3078   -2.5800    0.0921 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2343   -0.3020   -0.1632 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4050    0.9415   -1.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0042    1.3475   -1.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8047    0.7203   -0.4049 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2494    0.5720   -0.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7899    1.0049   -1.7759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2501    0.8342   -2.0094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9180    0.9328   -0.6608 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4114    0.9896   -0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9174    1.5170    0.5932 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.0882    0.9004    0.9727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8427    1.4171    1.6488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1216    0.0990    1.6173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4336   -0.1488    0.2703 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9650   -1.4752   -0.2241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9704   -0.1182    0.4508 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3302   -1.4423    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8302   -1.3683    0.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1746   -0.6868   -0.3722 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4214   -1.4181   -1.6545 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1164    0.8567   -0.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2285    1.9940    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1765    0.6412   -1.5524 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4619    0.2224    3.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1514   -0.2076    2.0230 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4187    1.4103    2.2327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0727   -1.3261    2.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1695    0.1975    2.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6384   -1.1482    0.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3590   -1.9887    0.9646 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8293    0.3628   -0.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2421   -1.4612   -1.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4897   -3.2645   -0.2218 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2370   -3.1131   -0.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4151   -2.5322    1.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3942   -0.0464    0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0566    0.7607   -1.9009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7804    1.7749   -0.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1751    0.8732   -2.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0996    2.4548   -1.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5844    1.1600    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1683    1.4989   -2.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3722   -0.1547   -2.4972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6470    1.6183   -2.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5960    1.9367   -0.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9008    0.0650   -1.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6475    1.7389   -1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1355    2.5972    0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2377    0.1129    0.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1663    2.2961    1.6709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3808    1.4426    2.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8310   -0.6956    1.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3488    0.1333    2.4128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0811   -1.4998   -0.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5869   -2.3256    0.3941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7165   -1.7181   -1.2549 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7407    0.5177    1.3569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5730   -2.1541   -0.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7030   -1.8482    1.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4686   -2.4154    0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4983   -0.8868    1.7270 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3994   -1.1913   -2.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494   -1.2246   -2.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4540   -2.5109   -1.4109 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1666    1.1811    0.2215 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7753    2.8129    0.8555 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3888    1.7321    0.9744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8024    2.5258   -0.5881 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2238    0.7350   -1.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5996    1.4046   -2.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8868   -0.4082   -1.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  6
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  6
  3 28  1  0
 28 29  1  0
 28 30  1  0
 26  8  1  0
 26 11  1  0
 23 12  1  0
 21 15  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  2 34  1  0
  2 35  1  0
  3 36  1  6
  4 37  1  0
  5 38  1  0
  6 39  1  6
  7 40  1  0
  7 41  1  0
  7 42  1  0
  8 43  1  1
  9 44  1  0
  9 45  1  0
 10 46  1  0
 10 47  1  0
 11 48  1  1
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  1
 16 53  1  0
 16 54  1  0
 17 55  1  6
 18 56  1  0
 19 57  1  0
 19 58  1  0
 20 59  1  0
 20 60  1  0
 22 61  1  0
 22 62  1  0
 22 63  1  0
 23 64  1  1
 24 65  1  0
 24 66  1  0
 25 67  1  0
 25 68  1  0
 27 69  1  0
 27 70  1  0
 27 71  1  0
 28 72  1  0
 29 73  1  0
 29 74  1  0
 29 75  1  0
 30 76  1  0
 30 77  1  0
 30 78  1  0
M  END

Spinasterol
  Mrv1572001071617112D          

 30 33  0  0  1  0            999 V2000
   -0.5116   -1.2739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3056   -1.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6165   -2.1509    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1102   -2.8023    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
   -0.7071   -2.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4338   -2.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7447   -3.0280    0.0000 C   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  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
    4.9853   -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
    7.9534   -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
    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  1  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  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  3  7  1  1  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  6  0  0  0
 11  9  1  1  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  1  0  0  0
 24 26  1  0  0  0  0
 26 15  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 11 29  1  0  0  0  0
 14 29  1  0  0  0  0
 29 30  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0322226

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-9,11,19-23,25-27,30H,7,10,12-18H2,1-6H3/b9-8+/t20-,21+,22+,23+,25-,26+,27+,28+,29-/m1/s1

> <INCHI_KEY>
JZVFJDZBLUFKCA-INYURWPISA-N

> <FORMULA>
C29H48O

> <MOLECULAR_WEIGHT>
412.702

> <EXACT_MASS>
412.370516166

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
78

> <JCHEM_AVERAGE_POLARIZABILITY>
53.54214546306696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,5S,7S,11R,14R,15R)-14-[(2R,3E,5R)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

> <ALOGPS_LOGP>
7.46

> <JCHEM_LOGP>
7.482555135333334

> <ALOGPS_LOGS>
-7.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.361777845540015

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3283583703607977

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
130.8827

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.40e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
spinasterol

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Spinasterol                                       
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0      -0.955  -2.378   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.570  -2.589   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.151  -4.015   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.206  -5.231   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.786  -6.657   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.320  -5.020   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.676  -4.226   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.257  -5.652   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.363  -7.289   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.574  -2.303   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.338  -2.435   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.815  -3.884   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    3    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   29                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   29                                                  
CONECT   15   14   16   26                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   18   25   26                                             
CONECT   25   24                                                            
CONECT   26   24   15   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   11   14   30                                             
CONECT   30   29                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₈O

Average Mass

412.7020 Da

Monoisotopic Mass

412.37052 Da

IUPAC Name

(1R,2S,5S,7S,11R,14R,15R)-14-[(2R,3E,5R)-5-ethyl-6-methylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-9-en-5-ol

Traditional Name

spinasterol

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h8-9,11,19-23,25-27,30H,7,10,12-18H2,1-6H3/b9-8+/t20-,21+,22+,23+,25-,26+,27+,28+,29-/m1/s1

InChI Key

JZVFJDZBLUFKCA-INYURWPISA-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
Agrobacterium rhizogenes	LOTUS Database	35616633
Axinella cannabina	LOTUS Database	35616633
Baccharis patagonica	LOTUS Database	35616633
Begonia heracleifolia	LOTUS Database	35616633
Bryonia dioica	LOTUS Database	35616633
Buddleja officinalis	LOTUS Database	35616633
Camellia sinensis	LOTUS Database	35616633
Cyanidium caldarium	LOTUS Database	35616633
Eschenbachia blinii	LOTUS Database	35616633
Momordica charantia	LOTUS Database	35616633
Momordica cochinchinensis	LOTUS Database	35616633
Myriactis humilis	LOTUS Database	35616633
Pittosporum illicioides	LOTUS Database	35616633
Trichosanthes kirilowii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stigmastanes and derivatives. These are sterol lipids with a structure based on the stigmastane skeleton, which consists of a cholestane moiety bearing an ethyl group at the carbon atom C24.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Stigmastanes and derivatives

Direct Parent

Stigmastanes and derivatives

Alternative Parents

Substituents

Triterpenoid
Stigmastane-skeleton
3-beta-hydroxysteroid
Hydroxysteroid
3-hydroxysteroid
3-hydroxy-delta-7-steroid
Delta-7-steroid
Cyclic alcohol
Secondary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Stigmasterols and C24-ethyl derivatives (LMST01040140 )

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	7.46	ALOGPS
logP	7.48	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Acidic)	18.36	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	130.88 m³·mol⁻¹	ChemAxon
Polarizability	53.54 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Spinasterol

METLIN ID

Not Available

PubChem Compound

5283663

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for spinasterol (NP0322226)

MOL for NP0322226 (spinasterol)

3D MOL for NP0322226 (spinasterol)

3D SDF for NP0322226 (spinasterol)

3D-SDF for NP0322226 (spinasterol)

PDB for NP0322226 (spinasterol)

3D PDB for NP0322226 (spinasterol)

SMILES for NP0322226 (spinasterol)

INCHI for NP0322226 (spinasterol)

Structure for NP0322226 (spinasterol)

3D Structure for NP0322226 (spinasterol)