NP-MRD: Showing NP-Card for 5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate (NP0149778)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 05:42:59 UTC

Updated at

2022-09-02 05:42:59 UTC

NP-MRD ID

NP0149778

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate

Description

5-(Acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicen-4-yl 2-methylbut-2-enoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 5-(Acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicen-4-yl 2-methylbut-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191522542D          

 43 47  0  0  0  0            999 V2000
   -2.5855   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -6.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -6.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -5.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -3.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337   -6.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6907   -6.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -7.3954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -8.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -6.4514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  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
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  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  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 15 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 36 41  1  0  0  0  0
  8 41  1  0  0  0  0
 14 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

101105  0  0  0  0  0  0  0  0999 V2000
   -6.5736    3.1407    3.0468 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8433    2.0927    2.2901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9602    0.8150    2.5958 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8296    0.4310    3.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1993   -0.1382    1.7859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3124   -1.3746    2.0800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3907    0.1973    0.7546 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6375   -0.7157   -0.0509 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2782   -0.6366   -1.4182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6363   -1.5950   -2.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3762   -1.4449   -3.6828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8691   -3.0481   -1.9579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1623   -1.2866   -2.4918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7082   -0.2292   -1.5723 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2585    0.0596   -1.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2091    1.2361   -1.8691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6338    1.6463   -1.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3844    0.9841   -0.7199 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0254   -0.4352   -0.4715 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0686   -0.6520    1.0379 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2095   -1.3383   -0.8740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4553   -0.9296   -0.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8911    0.4664   -0.4404 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9217    0.8903    0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9488    0.1332    1.8415 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3220    0.5671   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9957    2.3370    0.8769 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5104    3.1229   -0.1519 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5403    2.7472    1.1426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9375    2.7746   -0.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8116    1.3758   -0.8644 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0539    1.6857   -2.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7351   -0.9501   -0.9889 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9270   -1.8743   -2.2099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0659   -1.7588    0.0041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2548   -1.1827    0.6523 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0339   -2.3182    1.0936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3207   -2.5202    2.4231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1288   -3.6972    2.8893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9040   -1.7085    3.2872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1844   -0.3449   -0.1483 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0956    1.0937    0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8797    1.9521   -0.3403 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1212    3.8256    2.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8904    3.7767    3.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3035    2.6999    3.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2158    2.4338    1.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5384    1.0171    4.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8305   -0.6481    3.9260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8707    0.7630    3.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8382   -1.7178    0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3557   -0.9087   -1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2062    0.3779   -1.8053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8041   -1.9728   -4.4812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5393   -0.3877   -3.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3494   -1.9579   -3.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9525   -3.2079   -1.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4493   -3.6441   -2.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3278   -3.3794   -1.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408   -0.9301   -3.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6764   -2.2480   -2.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2219    0.7004   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5070    1.9651   -2.2320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7264    2.7508   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9921    1.3692   -2.8746 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0235    1.5729    0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4258   -1.6149    1.3645 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8560    0.0812    1.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1996   -0.2465    1.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0721   -2.3750   -0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5532   -1.1961   -1.8915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3682   -1.1344    1.0033 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2257   -1.6904   -0.4074 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4992    0.2748   -1.4046 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7240    0.5833    2.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0046    0.1840    2.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2271   -0.9321    1.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1172    0.9615    0.5729 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3530   -0.5203   -0.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3348    1.0734   -1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5673    2.4531    1.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4798    3.0219   -0.2103 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1032    2.0438    1.8438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5228    3.7927    1.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5808    3.3670   -0.8815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9486    3.2587   -0.1319 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5567    2.5842   -2.7037 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1635    1.9245   -2.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8936    0.8539   -3.0241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9437   -2.0931   -2.4844 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4718   -1.4638   -3.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5384   -2.9172   -1.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4171   -2.7268   -0.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5729   -2.1713    0.8236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0587   -0.6606    1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9679   -3.3058    3.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4804   -4.2993    2.0533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4913   -4.3033    3.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4584    1.1334    1.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0301    1.3923    0.4345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7804    2.8469    0.0204 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 31  1  0
 31 32  1  6
 31 30  1  0
 30 29  1  0
 29 27  1  0
 27 28  1  0
 27 24  1  0
 24 25  1  0
 24 26  1  0
 24 23  1  0
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  1  1
 19 33  1  0
 33 34  1  6
 33 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  2  0
 36 41  1  0
 41 42  1  1
 42 43  1  0
 41  8  1  0
 41 14  1  0
 33 15  1  0
 19 18  1  0
 23 31  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  2 47  1  0
  4 48  1  0
  4 49  1  0
  4 50  1  0
  8 51  1  1
  9 52  1  0
  9 53  1  0
 11 54  1  0
 11 55  1  0
 11 56  1  0
 12 57  1  0
 12 58  1  0
 12 59  1  0
 13 60  1  0
 13 61  1  0
 14 62  1  6
 16 63  1  0
 17 64  1  0
 17 65  1  0
 18 66  1  1
 32 87  1  0
 32 88  1  0
 32 89  1  0
 30 85  1  0
 30 86  1  0
 29 83  1  0
 29 84  1  0
 27 81  1  1
 28 82  1  0
 25 75  1  0
 25 76  1  0
 25 77  1  0
 26 78  1  0
 26 79  1  0
 26 80  1  0
 23 74  1  6
 22 72  1  0
 22 73  1  0
 21 70  1  0
 21 71  1  0
 20 67  1  0
 20 68  1  0
 20 69  1  0
 34 90  1  0
 34 91  1  0
 34 92  1  0
 35 93  1  0
 35 94  1  0
 36 95  1  1
 39 96  1  0
 39 97  1  0
 39 98  1  0
 42 99  1  0
 42100  1  0
 43101  1  0
M  END


  Mrv1533004191522542D          

 43 47  0  0  0  0            999 V2000
   -2.5855   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1730   -6.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -6.6809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3480   -5.2520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -5.9664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -3.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -3.0106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -3.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -5.5341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9337   -6.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6907   -6.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -6.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -7.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -7.3954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -8.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -5.2520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -6.4514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  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
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  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  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 25 28  1  0  0  0  0
 19 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 18 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 15 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 36 41  1  0  0  0  0
  8 41  1  0  0  0  0
 14 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0149778

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC=C(C)C(=O)OC1CC(C)(C)CC2C3=CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CC(OC(C)=O)C12CO

> <INCHI_IDENTIFIER>
InChI=1S/C37H58O6/c1-11-22(2)31(41)43-29-19-32(4,5)18-25-24-12-13-27-34(8)16-15-28(40)33(6,7)26(34)14-17-35(27,9)36(24,10)20-30(42-23(3)39)37(25,29)21-38/h11-12,25-30,38,40H,13-21H2,1-10H3

> <INCHI_KEY>
XDIHAFURZLHWGT-UHFFFAOYSA-N

> <FORMULA>
C37H58O6

> <MOLECULAR_WEIGHT>
598.865

> <EXACT_MASS>
598.423339588

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
101

> <JCHEM_AVERAGE_POLARIZABILITY>
70.80252249009726

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicen-4-yl 2-methylbut-2-enoate

> <ALOGPS_LOGP>
7.03

> <JCHEM_LOGP>
6.314810188666662

> <ALOGPS_LOGS>
-5.85

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.489433291560093

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.930307319944347

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8351211659179126

> <JCHEM_POLAR_SURFACE_AREA>
93.06000000000002

> <JCHEM_REFRACTIVITY>
169.6943

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.38e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -4.826 -13.805   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.056 -12.471   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.516 -12.471   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.746 -13.805   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.746 -11.137   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.516  -9.804   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -0.206 -11.137   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.564  -9.804   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.206  -8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.564  -7.136   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.883  -6.610   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.831  -5.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.104  -7.136   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.874  -8.470   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414  -8.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.184  -7.136   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.724  -7.136   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.494  -8.470   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.034  -8.470   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.264  -7.136   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.804  -7.136   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.344  -7.136   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.114  -8.470   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      13.654  -8.470   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      11.344  -9.804   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.791 -10.330   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.076 -11.320   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.804  -9.804   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       9.034 -11.137   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.494 -11.137   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.724  -9.804   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.954 -11.137   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.184  -9.804   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.023 -11.335   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.414 -11.137   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       2.874 -11.137   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       2.104 -12.471   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       2.874 -13.805   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       4.414 -13.805   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       2.104 -15.138   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.104  -9.804   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.334 -11.137   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       0.088 -12.043   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   41                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15   41                                                  
CONECT   15   14   16   33                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   31                                                  
CONECT   19   18   20   21   28                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   19   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   18   32   33                                             
CONECT   32   31                                                            
CONECT   33   31   15   34   35                                             
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37   41                                                  
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   36    8   14   42                                             
CONECT   42   41   43                                                       
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

View in JSmol

Synonyms

Value	Source
5-(Acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicen-4-yl 2-methylbut-2-enoic acid	Generator

Chemical Formula

C₃₇H₅₈O₆

Average Mass

598.8650 Da

Monoisotopic Mass

598.42334 Da

IUPAC Name

5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicen-4-yl 2-methylbut-2-enoate

Traditional Name

5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

CC=C(C)C(=O)OC1CC(C)(C)CC2C3=CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CC(OC(C)=O)C12CO

InChI Identifier

InChI=1S/C37H58O6/c1-11-22(2)31(41)43-29-19-32(4,5)18-25-24-12-13-27-34(8)16-15-28(40)33(6,7)26(34)14-17-35(27,9)36(24,10)20-30(42-23(3)39)37(25,29)21-38/h11-12,25-30,38,40H,13-21H2,1-10H3

InChI Key

XDIHAFURZLHWGT-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

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
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Primary alcohol
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	7.03	ALOGPS
logP	6.31	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	14.93	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	169.69 m³·mol⁻¹	ChemAxon
Polarizability	70.8 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

73810256

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate (NP0149778)

MOL for NP0149778 (5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate)

3D MOL for NP0149778 (5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate)

3D SDF for NP0149778 (5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate)

3D-SDF for NP0149778 (5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate)

PDB for NP0149778 (5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate)

3D PDB for NP0149778 (5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate)

SMILES for NP0149778 (5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate)

INCHI for NP0149778 (5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate)

Structure for NP0149778 (5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate)

3D Structure for NP0149778 (5-(acetyloxy)-10-hydroxy-4a-(hydroxymethyl)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicen-4-yl 2-methylbut-2-enoate)