NP-MRD: Showing NP-Card for 1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate (NP0296201)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 05:38:51 UTC

Updated at

2022-09-10 05:38:52 UTC

NP-MRD ID

NP0296201

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate

Description

14-[2,5-Dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl acetate belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. 1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate is found in Pilocarpus spicatus. 14-[2,5-Dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadecan-5-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161502132D          

 38 42  0  0  0  0            999 V2000
   -3.0836   -2.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4888   -1.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6963   -1.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256   -2.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4670   -1.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -2.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -2.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7586   -1.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -1.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1192   -1.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1763   -2.5392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2274   -4.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1540   -2.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8737   -2.0567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9661   -2.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -4.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -4.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309   -4.2774    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
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  6 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 22 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 16 37  1  0  0  0  0
 21 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END

     RDKit          3D

 98102  0  0  0  0  0  0  0  0999 V2000
    6.9639    2.9002   -0.4477 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7645    1.8257   -1.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6764    0.4343   -0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9550    0.1003   -0.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7305   -0.5123   -2.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5074   -0.0215   -0.2093 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.8205   -1.5201    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3358    0.5594    1.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8506    0.1974    1.3988 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2935    0.4135    0.0700 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1093    1.9149   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0781   -0.2713   -0.3803 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2008   -1.8005   -0.4457 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7359   -2.2601   -0.6397 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0938   -1.4390    0.4599 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6516   -2.0332    1.7401 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7649   -0.0856    0.1651 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4386    0.7289    1.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0362    0.6505    1.7143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8750    0.0179    0.6912 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3704    0.1746    0.8201 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9532   -0.3711    2.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7001    1.6690    0.8221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5731    2.1225   -0.2898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7569    1.2901   -0.5823 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8777    1.4430    0.2171 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1202    1.8689   -0.1443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2556    1.9943    0.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2363    2.1482   -1.3440 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4117   -0.1681   -0.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6752   -0.6913   -2.0894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3114   -0.9644    0.2180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9486   -0.3554   -0.4496 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4653   -1.7101   -0.8991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9882   -1.7547   -0.9373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3975   -1.3757    0.4303 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8841   -2.4198    1.3561 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3004    0.0809   -0.8746 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0041    3.3861   -0.1995 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5816    3.7554   -0.8752 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4277    2.5681    0.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6609    1.8836   -2.1509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9233    2.1503   -2.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8207    0.1325    0.8559 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3671   -0.8891   -0.4959 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7580    0.8415   -0.4666 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3741   -1.3844   -2.0325 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7257   -0.8789   -2.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1922    0.0451   -3.0785 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7927   -1.6037    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0103   -1.9361    0.6876 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8783   -2.0935   -0.8692 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4258    1.6397    1.2411 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9378    0.0139    1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8553   -0.8017    1.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5453    0.9802    2.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9125    2.3796   -0.7044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1733    2.1265   -0.6895 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0126    2.4577    0.8467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0775   -0.0250   -1.5018 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7268   -2.1659   -1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6601   -2.2516    0.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3820   -2.0298   -1.6412 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6743   -3.3231   -0.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0340   -1.9281    2.6228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9723   -3.0883    1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5884   -1.4880    1.9707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1144    0.3315   -0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9768    0.4279    2.2789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7576    1.7778    1.1699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2049    0.0936    2.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3137    1.6902    1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7600    0.6214   -0.2656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3778   -1.3697    2.0374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2006   -0.2201    2.9137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8008    0.2824    2.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7707    2.2829    0.7373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1662    1.9945    1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8473    3.1885   -0.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9317    2.2733   -1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0983    1.5991   -1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9203    2.5900    1.6830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4640    0.9708    1.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1629    2.3729    0.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9749   -0.2827   -2.8142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6855   -0.2581   -2.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8164   -1.7742   -2.0947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2756   -1.0967   -0.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9338   -2.0208    0.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6221   -0.4980    1.1488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4810    0.3050   -1.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0023   -2.5483   -0.4498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7799   -1.7731   -1.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6384   -1.0443   -1.7234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6400   -2.7919   -1.1409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9475   -2.1725    2.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8253   -2.9330    1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1365   -3.2714    1.3041 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
  3  5  1  0
  6  3  1  6
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 38  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  1
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 25 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  1
 38  6  1  0
 17 12  1  0
 36 20  1  0
 36 15  1  0
 33 21  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  0
  2 43  1  0
  4 44  1  0
  4 45  1  0
  4 46  1  0
  5 47  1  0
  5 48  1  0
  5 49  1  0
  7 50  1  0
  7 51  1  0
  7 52  1  0
  8 53  1  0
  8 54  1  0
  9 55  1  0
  9 56  1  0
 11 57  1  0
 11 58  1  0
 11 59  1  0
 12 60  1  6
 13 61  1  0
 13 62  1  0
 14 63  1  0
 14 64  1  0
 16 65  1  0
 16 66  1  0
 16 67  1  0
 17 68  1  6
 18 69  1  0
 18 70  1  0
 19 71  1  0
 19 72  1  0
 20 73  1  6
 22 74  1  0
 22 75  1  0
 22 76  1  0
 23 77  1  0
 23 78  1  0
 24 79  1  0
 24 80  1  0
 25 81  1  6
 28 82  1  0
 28 83  1  0
 28 84  1  0
 31 85  1  0
 31 86  1  0
 31 87  1  0
 32 88  1  0
 32 89  1  0
 32 90  1  0
 33 91  1  6
 34 92  1  0
 34 93  1  0
 35 94  1  0
 35 95  1  0
 37 96  1  0
 37 97  1  0
 37 98  1  0
M  END


  Mrv1533004161502132D          

 38 42  0  0  0  0            999 V2000
   -3.0836   -2.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4888   -1.6915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6963   -1.9208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9256   -2.7133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4670   -1.1284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -2.1502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2147   -2.9143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7586   -1.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0586   -1.2252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4185   -1.9676    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1192   -1.5321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1763   -2.5392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9249   -2.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6955   -3.4114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3784   -3.8744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0297   -3.3680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2274   -4.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7494   -2.5921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2812   -1.9614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0934   -2.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3737   -2.8825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1858   -3.0277    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9055   -2.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7176   -2.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5297   -2.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8100   -3.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6221   -3.4634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1540   -2.8327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8737   -2.0567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9661   -2.9779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2782   -3.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9917   -4.3631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942   -4.7234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -3.8037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9343   -4.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1221   -4.2891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -3.5132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5309   -4.2774    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
  3  5  1  0  0  0  0
  3  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
  6 12  1  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 26 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 22 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 16 37  1  0  0  0  0
 21 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0296201

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)(C)C1(C)CCC(C)(O1)C1CCC2(C)C1CCC1C3(C)CCC(OC(C)=O)C(C)(C)C3CCC21C

> <INCHI_IDENTIFIER>
InChI=1S/C35H60O3/c1-12-29(3,4)35(11)22-21-34(10,38-35)25-15-19-32(8)24(25)13-14-27-31(7)18-17-28(37-23(2)36)30(5,6)26(31)16-20-33(27,32)9/h24-28H,12-22H2,1-11H3

> <INCHI_KEY>
WZNHAVSCNBJFAG-UHFFFAOYSA-N

> <FORMULA>
C35H60O3

> <MOLECULAR_WEIGHT>
528.862

> <EXACT_MASS>
528.454245792

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
65.82289335336225

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl acetate

> <ALOGPS_LOGP>
8.19

> <JCHEM_LOGP>
8.643492452333337

> <ALOGPS_LOGS>
-7.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.210980548408723

> <JCHEM_POLAR_SURFACE_AREA>
35.53

> <JCHEM_REFRACTIVITY>
155.66460000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.12e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl acetate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0      -5.756  -4.225   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.646  -3.158   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.166  -3.586   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.595  -5.065   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.738  -2.106   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.687  -4.014   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.267  -5.440   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.416  -2.498   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.109  -2.287   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.781  -3.673   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.089  -2.860   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -0.329  -4.740   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       1.726  -4.889   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.298  -6.368   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.573  -7.232   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.789  -6.287   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.158  -7.782   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.266  -4.839   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.258  -3.661   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.774  -3.932   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.297  -5.381   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       7.813  -5.652   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.290  -4.203   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.806  -4.474   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.322  -4.746   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.845  -6.194   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.361  -6.465   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      13.354  -5.288   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      12.831  -3.839   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      14.870  -5.559   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.853  -7.371   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.184  -8.144   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.322  -8.817   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.337  -7.100   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.344  -8.277   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.828  -8.006   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.305  -6.558   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.724  -7.984   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5    6                                             
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    3    7    8   12                                             
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10    6                                                       
CONECT   13   10   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18   37                                             
CONECT   17   16                                                            
CONECT   18   16   13   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   37                                                  
CONECT   22   21   23   24   34                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   26   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31   22   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   16   21   38                                             
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Value	Source
14-[2,5-Dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0,.0,]heptadecan-5-yl acetic acid	Generator
14-[2,5-Dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl acetic acid	Generator

Chemical Formula

C₃₅H₆₀O₃

Average Mass

528.8620 Da

Monoisotopic Mass

528.45425 Da

IUPAC Name

14-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl acetate

Traditional Name

14-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-yl acetate

CAS Registry Number

Not Available

SMILES

CCC(C)(C)C1(C)CCC(C)(O1)C1CCC2(C)C1CCC1C3(C)CCC(OC(C)=O)C(C)(C)C3CCC21C

InChI Identifier

InChI=1S/C35H60O3/c1-12-29(3,4)35(11)22-21-34(10,38-35)25-15-19-32(8)24(25)13-14-27-31(7)18-17-28(37-23(2)36)30(5,6)26(31)16-20-33(27,32)9/h24-28H,12-22H2,1-11H3

InChI Key

WZNHAVSCNBJFAG-UHFFFAOYSA-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
Pilocarpus spicatus	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
Steroid ester
Steroid
Tetrahydrofuran
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
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	8.19	ALOGPS
logP	8.64	ChemAxon
logS	-7.7	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	35.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	155.66 m³·mol⁻¹	ChemAxon
Polarizability	65.82 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	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

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate (NP0296201)

MOL for NP0296201 (1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate)

3D MOL for NP0296201 (1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate)

3D SDF for NP0296201 (1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate)

3D-SDF for NP0296201 (1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate)

PDB for NP0296201 (1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate)

3D PDB for NP0296201 (1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate)

SMILES for NP0296201 (1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate)

INCHI for NP0296201 (1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate)

Structure for NP0296201 (1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate)

3D Structure for NP0296201 (1-[2,5-dimethyl-5-(2-methylbutan-2-yl)oxolan-2-yl]-3a,3b,6,6,9a-pentamethyl-dodecahydro-1h-cyclopenta[a]phenanthren-7-yl acetate)