NP-MRD: Showing NP-Card for 10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate (NP0155177)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 12:11:19 UTC

Updated at

2022-09-02 12:11:19 UTC

NP-MRD ID

NP0155177

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate

Description

10-Hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-13-yl 4-hydroxy-3-methoxybenzoate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. 10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate is found in Ulmus pumila. 10-Hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-13-yl 4-hydroxy-3-methoxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241500512D          

 44 49  0  0  0  0            999 V2000
   -0.1105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 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
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 33 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 13 44  1  0  0  0  0
 30 44  1  0  0  0  0
M  END

     RDKit          3D

 98103  0  0  0  0  0  0  0  0999 V2000
   -4.6674    6.5919   -0.2223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6447    6.0679    1.0910 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9384    4.9351    1.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1786    4.1887    0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4792    3.0637    0.9942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6858    2.3280    0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356    2.7387   -1.1708 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9636    1.1946    0.2807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1813    0.4642   -0.6537 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2929    0.6394   -0.3890 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1460   -0.5199   -0.7589 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7532   -0.9249   -2.1958 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6087   -0.2631   -0.7952 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0418    1.1694   -0.8988 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6154    1.8302   -2.1903 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4806    1.4493   -0.7620 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6334    2.6766    0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4114    0.3966   -0.3046 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8648   -0.9776   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3956   -0.9821    0.2924 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4161   -0.2348    1.5897 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0238   -2.4240    0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6762   -2.7885   -0.2090 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7046   -1.6755    0.0914 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5820   -1.5697    1.5412 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3283   -1.9772   -0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0514   -3.2363   -0.6725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4565   -3.3688   -1.1752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3168   -2.6660   -0.1539 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.7347   -3.0015   -0.4099 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0258   -4.3209    0.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0750   -3.2526   -1.8587 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7330   -2.0103    0.1369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9849   -2.3889   -0.3570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4745   -0.5995   -0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0806   -0.5285   -0.8961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8079    0.0149   -1.9484 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163   -1.1819   -0.0350 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2306   -0.7538    1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6914   -0.9255   -0.6822 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5738    2.7012    2.3179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3414    3.4460    3.2074 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0336    4.5680    2.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8025    5.3198    3.6827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7522    7.7163   -0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5251    6.2132   -0.8211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7359    6.3924   -0.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1092    4.4860   -0.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3658    1.0373   -1.6169 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3515    0.8829    0.7156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5895    1.6138   -0.8341 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6792   -1.0925   -2.8307 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.2143   -2.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2642   -1.9169   -2.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0640   -0.7287   -1.7311 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4657    1.7032   -0.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9125    1.2909   -2.7973 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4991    2.0176   -2.8789 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2491    2.8833   -1.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9212    1.8406   -1.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7668    3.6090   -0.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4550    2.5304    0.8830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6940    2.7969    0.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2976    0.2775   -1.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9543    0.7398    0.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9745   -1.5501   -1.1155 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4200   -1.5102    0.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3323   -0.9721    2.4159 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3594    0.3083    1.8030 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6278    0.5683    1.6441 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7424   -3.1018   -0.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1444   -2.7954    1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3967   -3.7427    0.3306 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7374   -3.0494   -1.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6158   -2.0461    1.9160 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3240   -2.2138    2.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5878   -0.6085    2.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6015   -4.0608   -0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7640   -4.4327   -1.1650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5440   -2.9983   -2.1897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0037   -3.1027    0.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7433   -5.1929   -0.3053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0984   -4.3755    0.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4060   -4.3317    1.2407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8474   -4.3093   -2.1543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6552   -2.5238   -2.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1938   -3.1804   -1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8232   -2.0491    1.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5985   -2.6992    0.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1369   -0.3823   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7249    0.1611    0.3681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3623   -0.3847    1.9195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857   -1.6231    1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0387   -0.0050    1.4775 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9333   -1.1205   -1.7877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0401    1.8259    2.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4131    3.1587    4.2450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8681    5.0487    4.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 41  2  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  6
 11 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  1
 20 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  1
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  1  0
 30 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 38 39  1  1
 38 40  1  0
 43  3  1  0
 40  9  1  0
 24 11  1  0
 40 26  1  0
 20 13  1  0
 38 29  1  0
  1 45  1  0
  1 46  1  0
  1 47  1  0
  4 48  1  0
 41 96  1  0
 42 97  1  0
 44 98  1  0
  9 49  1  6
 10 50  1  0
 10 51  1  0
 12 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  6
 14 56  1  1
 15 57  1  0
 15 58  1  0
 15 59  1  0
 16 60  1  6
 17 61  1  0
 17 62  1  0
 17 63  1  0
 18 64  1  0
 18 65  1  0
 19 66  1  0
 19 67  1  0
 21 68  1  0
 21 69  1  0
 21 70  1  0
 22 71  1  0
 22 72  1  0
 23 73  1  0
 23 74  1  0
 25 75  1  0
 25 76  1  0
 25 77  1  0
 27 78  1  0
 28 79  1  0
 28 80  1  0
 29 81  1  1
 31 82  1  0
 31 83  1  0
 31 84  1  0
 32 85  1  0
 32 86  1  0
 32 87  1  0
 33 88  1  1
 34 89  1  0
 35 90  1  0
 35 91  1  0
 39 92  1  0
 39 93  1  0
 39 94  1  0
 40 95  1  6
M  END


  Mrv1533004241500512D          

 44 49  0  0  0  0            999 V2000
   -0.1105    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4895    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452   -1.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4733   -0.5841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9355    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.4125    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 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
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 15 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 34 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 33 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  1  0  0  0  0
 13 44  1  0  0  0  0
 30 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0155177

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1O)C(=O)OC1CC2(C)C3C(C)C(C)CCC3(C)CCC2(C)C2=CCC3C(C)(C)C(O)CC(=O)C3(C)C12

> <INCHI_IDENTIFIER>
InChI=1S/C38H54O6/c1-21-14-15-35(5)16-17-36(6)24-11-13-28-34(3,4)29(40)19-30(41)38(28,8)31(24)27(20-37(36,7)32(35)22(21)2)44-33(42)23-10-12-25(39)26(18-23)43-9/h10-12,18,21-22,27-29,31-32,39-40H,13-17,19-20H2,1-9H3

> <INCHI_KEY>
STAOIKRGAZXLNS-UHFFFAOYSA-N

> <FORMULA>
C38H54O6

> <MOLECULAR_WEIGHT>
606.844

> <EXACT_MASS>
606.392039459

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
70.56926712034702

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-13-yl 4-hydroxy-3-methoxybenzoate

> <ALOGPS_LOGP>
6.78

> <JCHEM_LOGP>
7.604035373666667

> <ALOGPS_LOGS>
-6.05

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.519347490286638

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.990381557938097

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0068209164189756

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
172.37860000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.36e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -0.206   8.772   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.564   7.438   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.104   7.438   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.874   6.105   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414   6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.184   7.438   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.414   8.772   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.874   8.772   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.104  10.106   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.184   4.771   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.724   4.771   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       4.414   3.437   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.184   2.104   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.724   2.104   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.494   0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.264   2.104   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.034   0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.804   2.104   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       9.034   3.437   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.344   2.104   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.114   3.437   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.114   0.770   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.344  -0.564   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.804  -0.564   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.574  -1.897   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.034  -1.897   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.724  -0.564   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.954  -1.897   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.414  -1.897   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.874  -1.897   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.104  -0.564   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       0.564  -0.564   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.831  -2.080   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.883  -1.090   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -0.206   0.770   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -1.746   0.770   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       0.564   2.104   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       2.104   2.104   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       2.874   3.437   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.644   2.104   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       4.414   0.770   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   44                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17   28                                             
CONECT   16   15                                                            
CONECT   17   15   18   24                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   17   25   26                                             
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   15   29   30                                             
CONECT   29   28                                                            
CONECT   30   28   31   44                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   42                                                  
CONECT   34   33   35   36   37                                             
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   34   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   33   43   44                                             
CONECT   43   42                                                            
CONECT   44   42   13   30                                                  
MASTER        0    0    0    0    0    0    0    0   44    0   98    0
END

View in JSmol

Synonyms

Value	Source
10-Hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-13-yl 4-hydroxy-3-methoxybenzoic acid	Generator

Chemical Formula

C₃₈H₅₄O₆

Average Mass

606.8440 Da

Monoisotopic Mass

606.39204 Da

IUPAC Name

10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-13-yl 4-hydroxy-3-methoxybenzoate

Traditional Name

10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=C1O)C(=O)OC1CC2(C)C3C(C)C(C)CCC3(C)CCC2(C)C2=CCC3C(C)(C)C(O)CC(=O)C3(C)C12

InChI Identifier

InChI=1S/C38H54O6/c1-21-14-15-35(5)16-17-36(6)24-11-13-28-34(3,4)29(40)19-30(41)38(28,8)31(24)27(20-37(36,7)32(35)22(21)2)44-33(42)23-10-12-25(39)26(18-23)43-9/h10-12,18,21-22,27-29,31-32,39-40H,13-17,19-20H2,1-9H3

InChI Key

STAOIKRGAZXLNS-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
Ulmus pumila	LOTUS Database	35616633

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
Hydrolyzable tannin
Tannin
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
M-methoxybenzoic acid or derivatives
Methoxyphenol
Benzoate ester
Benzoic acid or derivatives
Phenoxy compound
Anisole
Methoxybenzene
Benzoyl
Phenol ether
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Ketone
Ether
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	6.78	ALOGPS
logP	7.6	ChemAxon
logS	-6	ALOGPS
pKa (Strongest Acidic)	8.99	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	172.38 m³·mol⁻¹	ChemAxon
Polarizability	70.57 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	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 10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate (NP0155177)

MOL for NP0155177 (10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate)

3D MOL for NP0155177 (10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate)

3D SDF for NP0155177 (10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate)

3D-SDF for NP0155177 (10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate)

PDB for NP0155177 (10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate)

3D PDB for NP0155177 (10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate)

SMILES for NP0155177 (10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate)

INCHI for NP0155177 (10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate)

Structure for NP0155177 (10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate)

3D Structure for NP0155177 (10-hydroxy-1,2,4a,6a,9,9,12a,14a-octamethyl-12-oxo-1,2,3,4,5,6,8,8a,10,11,12b,13,14,14b-tetradecahydropicen-13-yl 4-hydroxy-3-methoxybenzoate)