NP-MRD: Showing NP-Card for 10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate (NP0202346)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 21:32:57 UTC

Updated at

2022-09-04 21:32:58 UTC

NP-MRD ID

NP0202346

Secondary Accession Numbers

None

Natural Product Identification

Common Name

10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate

Description

10,13,14,22-Tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]Hexacosan-12-yl 2-methylbut-2-enoate belongs to the class of organic compounds known as quinolizidines. Quinolizidines are compounds containing a quinolizidine moiety, which is a octahydro-2H-quinolizine derivative. 10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate is found in Veratrum grandiflorum. 10,13,14,22-Tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]Hexacosan-12-yl 2-methylbut-2-enoate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004161502492D          

 41 47  0  0  0  0            999 V2000
    2.2319    5.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0568    5.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4576    4.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2825    4.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0336    3.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2087    3.6016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4344    2.8671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103    2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1854    2.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7846    2.8939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7614    1.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031    2.1512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622    0.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5475    0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042    0.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192   -0.2966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -0.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7094   -1.7101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2796   -0.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4475   -1.4403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0924   -0.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2283    0.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4304    0.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8154    1.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1391    0.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5174    1.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1654    1.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9056    1.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9871    0.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3879    0.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128   -0.0038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6136   -0.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4385   -0.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8393   -1.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8626   -0.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4617    0.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6369    0.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2360    1.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0158    1.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1060    2.2396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111    1.4383    0.0000 C   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
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 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
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 11 28  1  0  0  0  0
 15 28  1  0  0  0  0
 13 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  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
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
  8 41  1  0  0  0  0
 29 41  1  0  0  0  0
M  END

     RDKit          3D

 88 94  0  0  0  0  0  0  0  0999 V2000
   -4.4756   -6.4937   -0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4046   -5.4744   -0.9439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4064   -4.3617   -0.2421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5511   -4.1415    0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3301   -3.4089   -0.3877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3984   -3.6327   -1.1752 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1901   -2.2200    0.2654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2026   -1.2705    0.1794 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5648    0.0049   -0.4969 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3017    0.6769   -0.9156 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5415    2.0144   -1.5990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4662    2.7558   -0.8194 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6854    4.1079   -1.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7446    4.3213   -2.2364 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8623    5.1293   -1.6014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2889    3.1262   -2.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3566    1.8689   -2.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7276    2.0966   -0.8007 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6114    0.8557    0.0784 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4990    1.3293    1.4663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8527    0.2051   -0.0649 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7584    0.7890    0.1318 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1176    0.9026   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0460   -0.0941    0.1019 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7381   -0.8580   -0.8759 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7550   -1.6549   -0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0005   -2.8142   -0.8306 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6219   -1.1013    0.6528 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5507   -1.9995    1.1270 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3046    0.1045   -0.0331 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1472    1.1109   -0.1128 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0946    0.6270    0.8706 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6613    1.7525    1.7326 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8780   -0.3560    1.6971 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0000   -1.1086    2.5894 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7501   -1.6728    2.0426 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -1.0062    0.8611 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8658   -0.2448    1.1469 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1237    0.3647    2.3990 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2755   -1.1717    1.3507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9106   -0.9751    2.5738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1931   -6.2685   -0.0266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0129   -6.5860   -1.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0424   -7.5033   -0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5930   -5.6573   -1.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4882   -4.2562    0.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4956   -3.1455    1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5447   -4.9054    1.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5202   -1.7571   -0.6050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392   -0.3611   -1.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1564    0.0462   -1.7369 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4730    2.5088   -1.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8504    1.8666   -2.6477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8857    4.6915   -0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6820    4.5070   -1.5664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3200    5.0008   -3.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5336    5.5424   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7435    4.4919   -1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1492    6.0177   -2.2095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7101    2.9166   -3.8505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3200    3.3633   -3.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4272    1.5586   -1.9275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9180    1.0134   -2.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4271    2.7790   -0.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0557    0.6885    2.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0651    2.3102    1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4823    1.5922    1.8082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7849   -0.3913   -0.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5826    1.8021    0.6077 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0075    0.5861   -1.6001 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4964    1.9305   -0.5758 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4454   -1.5977    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1219    0.4606    0.5939 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6076   -0.1772   -1.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7459    1.1001   -1.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5190    2.1180    0.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4999    2.5142    1.7258 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7826    2.3116    1.3899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5986    1.4762    2.8155 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6080    0.2228    2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7525   -0.4418    3.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6087   -1.9271    3.0783 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9726   -1.6594    2.8612 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197   -2.7788    1.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8311   -1.8245    0.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8487    1.2962    2.4141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1738   -2.2096    1.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4051   -1.3480    3.3113 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 40  1  0
 40 41  1  0
 40 38  1  0
 38 39  1  1
 38 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  6
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  1
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  1
 32 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 22 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  1
 19  9  1  0
  9  8  1  0
 37 38  1  0
  9 10  1  0
 32 24  1  0
 18 12  1  0
 37 24  1  0
 34 28  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  4 46  1  0
  4 47  1  0
  4 48  1  0
  8 49  1  6
 40 87  1  1
 41 88  1  0
 39 86  1  0
 22 69  1  1
 23 70  1  0
 23 71  1  0
 29 72  1  0
 30 73  1  0
 30 74  1  0
 31 75  1  0
 31 76  1  0
 33 77  1  0
 33 78  1  0
 33 79  1  0
 34 80  1  1
 35 81  1  0
 35 82  1  0
 36 83  1  0
 36 84  1  0
 37 85  1  6
 10 51  1  6
 11 52  1  0
 11 53  1  0
 13 54  1  0
 13 55  1  0
 14 56  1  6
 15 57  1  0
 15 58  1  0
 15 59  1  0
 16 60  1  0
 16 61  1  0
 17 62  1  0
 17 63  1  0
 18 64  1  1
 20 65  1  0
 20 66  1  0
 20 67  1  0
 21 68  1  0
  9 50  1  6
M  END


  Mrv1533004161502492D          

 41 47  0  0  0  0            999 V2000
    2.2319    5.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0568    5.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4576    4.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2825    4.2824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0336    3.5882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2087    3.6016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4344    2.8671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0103    2.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1854    2.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7846    2.8939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7614    1.4652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3031    2.1512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622    0.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5475    0.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7042    0.5168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0192   -0.2966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968   -0.9129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7094   -1.7101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2796   -0.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4475   -1.4403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0924   -0.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2283    0.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4304    0.6209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8154    1.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1391    0.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5174    1.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1654    1.7552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9056    1.3386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9871    0.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3879    0.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2128   -0.0038    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6136   -0.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4385   -0.7383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8393   -1.4594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8626   -0.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4617    0.6904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6369    0.7038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2360    1.4249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0158    1.6945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1060    2.2396    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111    1.4383    0.0000 C   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
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 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
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 11 28  1  0  0  0  0
 15 28  1  0  0  0  0
 13 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  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
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
  8 41  1  0  0  0  0
 29 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0202346

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC=C(C)C(=O)OC1C(O)C2(O)C(CC34OC(=O)C5(O)CCC3(C)C5CCC24)C2CN3CC(C)CCC3C(C)(O)C12

> <INCHI_IDENTIFIER>
InChI=1S/C32H47NO8/c1-6-17(3)26(35)40-24-23-18(15-33-14-16(2)7-10-22(33)29(23,5)37)19-13-31-21(32(19,39)25(24)34)9-8-20-28(31,4)11-12-30(20,38)27(36)41-31/h6,16,18-25,34,37-39H,7-15H2,1-5H3

> <INCHI_KEY>
IYZYKWQSJTULSG-UHFFFAOYSA-N

> <FORMULA>
C32H47NO8

> <MOLECULAR_WEIGHT>
573.727

> <EXACT_MASS>
573.330167477

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
63.71996869011794

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate

> <ALOGPS_LOGP>
2.32

> <JCHEM_LOGP>
1.9754111463333321

> <ALOGPS_LOGS>
-3.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.87960814597098

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.06790190141359

> <JCHEM_PKA_STRONGEST_BASIC>
9.730813377052586

> <JCHEM_POLAR_SURFACE_AREA>
136.76

> <JCHEM_REFRACTIVITY>
149.1568

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-15         0                                  
HETATM    1  C   UNK     0       4.166   9.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.706   9.365   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.454   8.019   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.994   7.994   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.663   6.698   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.123   6.723   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       6.411   5.352   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.619   4.031   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.079   4.056   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.331   5.402   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.288   2.735   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.433   4.016   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.036   1.389   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.889   0.382   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.315   0.965   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.903  -0.554   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.927  -1.704   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       1.324  -3.192   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -0.522  -1.181   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.835  -2.689   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.039  -1.084   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.293   0.468   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.803   1.159   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.522   2.521   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.260   0.477   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.966   2.260   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.309   3.276   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.690   2.499   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.576   1.364   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.324   0.018   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       7.864  -0.007   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       8.612  -1.353   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.152  -1.378   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.900  -2.724   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.943  -0.057   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.195   1.289   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.655   1.314   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.907   2.660   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       9.363   3.163   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       7.665   4.181   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       6.367   2.685   0.000  0.00  0.00           C+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   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   28                                             
CONECT   12   11                                                            
CONECT   13   11   14   29                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   23   28                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21   25                                             
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   15   24   25                                             
CONECT   24   23                                                            
CONECT   25   23   19   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   11   15                                                  
CONECT   29   13   30   41                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   31   38                                                  
CONECT   38   37   39   40   41                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   38    8   29                                                  
MASTER        0    0    0    0    0    0    0    0   41    0   94    0
END

View in JSmol

Synonyms

Value	Source
10,13,14,22-Tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0,.0,.0,.0,.0,]hexacosan-12-yl 2-methylbut-2-enoic acid	Generator
10,13,14,22-Tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoic acid	Generator

Chemical Formula

C₃₂H₄₇NO₈

Average Mass

573.7270 Da

Monoisotopic Mass

573.33017 Da

IUPAC Name

10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate

Traditional Name

10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

CC=C(C)C(=O)OC1C(O)C2(O)C(CC34OC(=O)C5(O)CCC3(C)C5CCC24)C2CN3CC(C)CCC3C(C)(O)C12

InChI Identifier

InChI=1S/C32H47NO8/c1-6-17(3)26(35)40-24-23-18(15-33-14-16(2)7-10-22(33)29(23,5)37)19-13-31-21(32(19,39)25(24)34)9-8-20-28(31,4)11-12-30(20,38)27(36)41-31/h6,16,18-25,34,37-39H,7-15H2,1-5H3

InChI Key

IYZYKWQSJTULSG-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
Veratrum grandiflorum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as quinolizidines. Quinolizidines are compounds containing a quinolizidine moiety, which is a octahydro-2H-quinolizine derivative.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolizidines

Sub Class

Not Available

Direct Parent

Quinolizidines

Alternative Parents

Substituents

Quinolizidine
Caprolactone
Delta valerolactone
Fatty acid ester
Delta_valerolactone
Oxepane
Dicarboxylic acid or derivatives
Oxane
Fatty acyl
Piperidine
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Amino acid or derivatives
Lactone
Carboxylic acid ester
1,2-aminoalcohol
Polyol
Azacycle
Oxacycle
Carboxylic acid derivative
Alcohol
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Amine
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.32	ALOGPS
logP	1.98	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	12.07	ChemAxon
pKa (Strongest Basic)	9.73	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	136.76 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	149.16 m³·mol⁻¹	ChemAxon
Polarizability	63.72 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	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

74346953

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate (NP0202346)

MOL for NP0202346 (10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate)

3D MOL for NP0202346 (10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate)

3D SDF for NP0202346 (10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate)

3D-SDF for NP0202346 (10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate)

PDB for NP0202346 (10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate)

3D PDB for NP0202346 (10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate)

SMILES for NP0202346 (10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate)

INCHI for NP0202346 (10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate)

Structure for NP0202346 (10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate)

3D Structure for NP0202346 (10,13,14,22-tetrahydroxy-6,10,19-trimethyl-23-oxo-24-oxa-4-azaheptacyclo[12.12.0.0²,¹¹.0⁴,⁹.0¹⁵,²⁵.0¹⁸,²².0¹⁹,²⁵]hexacosan-12-yl 2-methylbut-2-enoate)