NP-MRD: Showing NP-Card for 5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5,15-dicarboxylate (NP0299878)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-10 11:57:50 UTC

Updated at

2022-09-10 11:57:50 UTC

NP-MRD ID

NP0299878

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5,15-dicarboxylate

Description

5,15-Dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]Icosane-5,15-dicarboxylate belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review very few articles have been published on 5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]Icosane-5,15-dicarboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102213572D          

 38 42  0  0  0  0            999 V2000
    4.6011   -0.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8164   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2033    0.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6449   -1.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8912   -1.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9775   -2.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7844   -2.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2995   -3.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6351   -3.9977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4790   -3.1578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435   -2.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1969   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0219   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4344   -2.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8469   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0219   -1.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4344   -1.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2594   -1.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6719   -1.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4969   -1.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1614   -1.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0490   -1.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8774   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0928   -0.1871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4905    0.1100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3190    0.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8026   -1.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5171   -1.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7164   -2.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8026   -3.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5414   -2.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9539   -3.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9094   -2.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4969   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6719   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2594   -2.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3457   -3.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1969   -1.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 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
 14 16  1  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
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 29 33  1  0  0  0  0
 20 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 19 36  1  0  0  0  0
 14 36  1  0  0  0  0
 36 37  1  0  0  0  0
 16 38  1  0  0  0  0
  4 38  1  0  0  0  0
  7 38  1  0  0  0  0
M  END

     RDKit          3D

 88 92  0  0  0  0  0  0  0  0999 V2000
    4.2178   -2.3418   -2.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2852   -1.1783   -1.7976 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3924    0.0073   -2.6787 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2976   -1.1259   -0.3534 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5002   -0.4234    0.2674 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9754    0.1855    1.5766 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5544    0.6359    1.1557 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7306    1.9092    0.5219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9461    2.8550    0.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880    2.2643   -0.3992 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7213    3.5616   -0.9240 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6498    0.7110    2.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2355    0.6004    1.8858 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9237   -0.7325    1.2511 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2878   -1.9266    2.0683 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7759   -0.7573   -0.0324 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2768    0.1293   -1.0719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719    0.4605   -1.1330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9487    0.3456    0.1220 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5353   -0.8593    0.9062 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6523   -2.1494    0.1045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3591   -1.0145    2.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4138   -0.0002    2.3542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144    0.4276    1.1847 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4246    0.5273   -0.1065 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5727    1.9960   -0.5648 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0916   -0.2897   -1.1189 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3260    0.3367   -2.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8759   -0.2202   -3.4716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0220    1.5146   -2.6232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2011    2.0427   -3.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5088   -0.4831   -0.5552 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.0416   -1.6932   -0.9912 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4491   -0.3502    0.9158 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7160    0.4091    1.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5511   -1.7001    1.5509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8048   -2.2171    1.1328 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1807   -0.5900    0.4266 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2063   -2.4241   -3.5268 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1714   -3.2745   -1.8814 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6739    0.8058   -2.4387 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1934   -0.2272   -3.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4159    0.4562   -2.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5116   -2.2279   -0.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3100   -1.1148    0.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9549    0.3136   -0.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5369    1.0752    1.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9294   -0.5667    2.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7528    3.9129   -1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2596    3.4999   -1.9517 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0992    4.2827   -0.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7379    1.7443    2.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9249    0.0183    3.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2212    1.3371    1.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4855    0.9055    2.6150 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9018   -1.7292    2.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8285   -2.7369    1.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3909   -2.5044    2.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6920   -1.8197   -0.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8236    1.1172   -1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5696   -0.2485   -2.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6751   -0.2008   -1.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3081    1.4898   -1.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7519    1.2161    0.8327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4480   -2.0030   -0.9720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1523   -2.8728    0.4321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5851   -2.6865    0.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6558   -0.9021    3.0295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -2.0425    2.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9517    0.9072    2.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1136   -0.3866    3.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5889    1.4649    1.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9649    2.5721    0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6121    2.3436   -0.4224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1393    2.1963   -1.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7160   -1.3232   -1.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005    1.9510   -4.5548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3432    3.1538   -3.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1148    1.6606   -4.4194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1611    0.3289   -0.9632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2768   -1.5861   -1.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5159   -0.2841    1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4899    1.0933    2.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0975    1.0267    0.5039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5610   -1.7216    2.6373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8057   -2.3694    1.0813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7453   -3.1521    0.8665 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1828   -1.3349    1.3349 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 30  1  0
 30 28  1  0
 28 29  2  0
 28 27  1  0
 27 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  1
 34 36  1  0
 36 37  1  0
 34 24  1  0
 24 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  1  6
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 16  1  0
 16 38  1  0
 38  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  1
  7  8  1  6
  8  9  2  0
  8 10  1  0
 10 11  1  0
  4  2  1  0
  2  3  1  0
  2  1  2  3
 19 25  1  0
 25 26  1  6
 25 27  1  0
 25 24  1  0
 14 20  1  0
 14 16  1  0
  7 38  1  0
 31 77  1  0
 31 78  1  0
 31 79  1  0
 27 76  1  6
 32 80  1  6
 33 81  1  0
 35 82  1  0
 35 83  1  0
 35 84  1  0
 36 85  1  0
 36 86  1  0
 37 87  1  0
 24 72  1  1
 23 70  1  0
 23 71  1  0
 22 68  1  0
 22 69  1  0
 21 65  1  0
 21 66  1  0
 21 67  1  0
 19 64  1  1
 18 62  1  0
 18 63  1  0
 17 60  1  0
 17 61  1  0
 16 59  1  6
 38 88  1  1
  4 44  1  1
  5 45  1  0
  5 46  1  0
  6 47  1  0
  6 48  1  0
 12 52  1  0
 12 53  1  0
 13 54  1  0
 13 55  1  0
 15 56  1  0
 15 57  1  0
 15 58  1  0
 11 49  1  0
 11 50  1  0
 11 51  1  0
  3 41  1  0
  3 42  1  0
  3 43  1  0
  1 39  1  0
  1 40  1  0
 26 73  1  0
 26 74  1  0
 26 75  1  0
M  END


  Mrv1652309102213572D          

 38 42  0  0  0  0            999 V2000
    4.6011   -0.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8164   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2033    0.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6449   -1.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8912   -1.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9775   -2.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7844   -2.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2995   -3.2440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6351   -3.9977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4790   -3.1578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435   -2.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1969   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0219   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4344   -2.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8469   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0219   -1.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4344   -1.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2594   -1.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6719   -1.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4969   -1.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1614   -1.1084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0490   -1.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8774   -0.4420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0928   -0.1871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4905    0.1100    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3190    0.9170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8026   -1.5845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5171   -1.1720    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7164   -2.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8026   -3.2255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5414   -2.4050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9539   -3.1195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9094   -2.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4969   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6719   -3.2910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2594   -2.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3457   -3.3970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1969   -1.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
  7 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
 14 16  1  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
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 29 33  1  0  0  0  0
 20 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 19 36  1  0  0  0  0
 14 36  1  0  0  0  0
 36 37  1  0  0  0  0
 16 38  1  0  0  0  0
  4 38  1  0  0  0  0
  7 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0299878

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)C1C(O)C(C)(CO)C2CCC3(C)C(CCC4C5C(CCC5(CCC34C)C(=O)OC)C(C)=C)C12C

> <INCHI_IDENTIFIER>
InChI=1S/C32H50O6/c1-18(2)19-11-14-32(27(36)38-8)16-15-29(4)20(23(19)32)9-10-22-30(29,5)13-12-21-28(3,17-33)25(34)24(26(35)37-7)31(21,22)6/h19-25,33-34H,1,9-17H2,2-8H3

> <INCHI_KEY>
ITVDHBPMGDRDIU-UHFFFAOYSA-N

> <FORMULA>
C32H50O6

> <MOLECULAR_WEIGHT>
530.746

> <EXACT_MASS>
530.36073933

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
60.47578048198975

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0^{2,10}.0^{5,9}.0^{14,18}]icosane-5,15-dicarboxylate

> <JCHEM_LOGP>
4.584839343666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.175404071820772

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.084503506454904

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7860680009622705

> <JCHEM_POLAR_SURFACE_AREA>
93.06000000000002

> <JCHEM_REFRACTIVITY>
145.4233

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0^{2,10}.0^{5,9}.0^{14,18}]icosane-5,15-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       8.589  -0.349   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.124  -0.825   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.980   0.205   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.804  -2.331   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.397  -2.958   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.558  -4.489   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.064  -4.810   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.159  -6.055   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.785  -7.462   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       4.628  -5.894   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001  -4.488   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.834  -6.143   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.374  -6.143   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.144  -4.810   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.914  -6.143   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.374  -3.476   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.144  -2.142   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.684  -2.142   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.454  -3.476   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.994  -3.476   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      13.368  -2.069   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      15.025  -2.331   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.705  -0.825   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      13.240  -0.349   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      15.849   0.205   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      15.529   1.712   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      16.432  -2.958   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      17.765  -2.188   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      16.271  -4.489   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      16.432  -6.021   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      17.811  -4.489   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      18.581  -5.823   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      14.764  -4.810   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.994  -6.143   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.454  -6.143   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.684  -4.810   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      11.845  -6.341   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.834  -3.476   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   38                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12   38                                             
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10                                                            
CONECT   12    7   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   36                                             
CONECT   15   14                                                            
CONECT   16   14   17   38                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   36                                                  
CONECT   20   19   21   22   33                                             
CONECT   21   20                                                            
CONECT   22   20   23   27                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25                                                            
CONECT   27   22   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31   33                                             
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31                                                            
CONECT   33   29   20   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   19   14   37                                             
CONECT   37   36                                                            
CONECT   38   16    4    7                                                  
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

View in JSmol

Synonyms

Value	Source
5,15-Dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0,.0,.0,]icosane-5,15-dicarboxylic acid	Generator

Chemical Formula

C₃₂H₅₀O₆

Average Mass

530.7460 Da

Monoisotopic Mass

530.36074 Da

IUPAC Name

5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0^{2,10}.0^{5,9}.0^{14,18}]icosane-5,15-dicarboxylate

Traditional Name

5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0^{2,10}.0^{5,9}.0^{14,18}]icosane-5,15-dicarboxylate

CAS Registry Number

Not Available

SMILES

COC(=O)C1C(O)C(C)(CO)C2CCC3(C)C(CCC4C5C(CCC5(CCC34C)C(=O)OC)C(C)=C)C12C

InChI Identifier

InChI=1S/C32H50O6/c1-18(2)19-11-14-32(27(36)38-8)16-15-29(4)20(23(19)32)9-10-22-30(29,5)13-12-21-28(3,17-33)25(34)24(26(35)37-7)31(21,22)6/h19-25,33-34H,1,9-17H2,2-8H3

InChI Key

ITVDHBPMGDRDIU-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
20-hydroxysteroid
18-oxosteroid
16-hydroxysteroid
Oxosteroid
Hydroxysteroid
Steroid
Beta-hydroxy acid
Dicarboxylic acid or derivatives
Hydroxy acid
Cyclic alcohol
Methyl ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Primary alcohol
Organooxygen compound
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	4.58	ChemAxon
pKa (Strongest Acidic)	14.08	ChemAxon
pKa (Strongest Basic)	-2.8	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	145.42 m³·mol⁻¹	ChemAxon
Polarizability	60.48 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	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

162984448

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5,15-dicarboxylate (NP0299878)

MOL for NP0299878 (5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5,15-dicarboxylate)

3D MOL for NP0299878 (5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5,15-dicarboxylate)

3D SDF for NP0299878 (5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5,15-dicarboxylate)

3D-SDF for NP0299878 (5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5,15-dicarboxylate)

PDB for NP0299878 (5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5,15-dicarboxylate)

3D PDB for NP0299878 (5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5,15-dicarboxylate)

SMILES for NP0299878 (5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5,15-dicarboxylate)

INCHI for NP0299878 (5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5,15-dicarboxylate)

Structure for NP0299878 (5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5,15-dicarboxylate)

3D Structure for NP0299878 (5,15-dimethyl 16-hydroxy-17-(hydroxymethyl)-1,2,14,17-tetramethyl-8-(prop-1-en-2-yl)pentacyclo[11.7.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁸]icosane-5,15-dicarboxylate)