NP-MRD: Showing NP-Card for (1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate (NP0306390)

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Record Information

Version

2.0

Created at

2022-09-10 22:49:50 UTC

Updated at

2022-09-10 22:49:50 UTC

NP-MRD ID

NP0306390

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate

Description

(1S,3R,18S,24R,26S)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]Hexacosa-7(12),8,10-trien-19-yl benzoate belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. (1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate is found in Peritassa campestris and Tripterygium wilfordii. Based on a literature review very few articles have been published on (1S,3R,18S,24R,26S)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]Hexacosa-7(12),8,10-trien-19-yl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309112200492D          

 59 64  0  0  1  0            999 V2000
    2.2089    3.7488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0754    4.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279    4.8856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7341    3.3739    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1240    2.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1407    1.8368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008    2.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019    2.5016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1447    3.1389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9919    4.3363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0857    5.2900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4090    6.1179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5198    1.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
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  9 19  1  0  0  0  0
 19 20  1  1  0  0  0
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 31 32  2  0  0  0  0
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M  END

     RDKit          3D

106111  0  0  0  0  0  0  0  0999 V2000
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 59106  1  0
M  END


  Mrv1652309112200492D          

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    2.6008    2.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6019    2.5016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9919    4.3363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0123    0.6680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4643   -0.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7750   -1.0206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6611   -0.5033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9448    0.0667    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0693   -0.1232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6512    0.9628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2554    1.6866    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5198    1.1050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2627    1.3378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3064   -0.1670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4170   -0.0414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7985    0.3581    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5981    0.5360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1384   -0.4963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1483   -1.5354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   -2.2982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6380   -2.2641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8166    1.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976    1.0540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7111    0.7579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4290    1.4145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0456   -0.1962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8974    2.4482    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0749    2.1355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1791    2.9658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  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
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
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 25 26  1  0  0  0  0
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 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 27 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  1  0  0  0
 37 39  1  0  0  0  0
 40 39  1  1  0  0  0
  6 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
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 37 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 47 52  1  0  0  0  0
  6 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  2  0  0  0  0
 40 57  1  0  0  0  0
 19 57  1  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0306390

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1CCC2=NC=CC=C2C(=O)OC[C@]2(C)O[C@]34C(OC(C)=O)[C@H]2C(OC(C)=O)C(OC(C)=O)C3(COC(C)=O)C(O)C(OC(=O)C2=CC=CC=C2)[C@H](OC1=O)[C@]4(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C41H47NO17/c1-20-15-16-27-26(14-11-17-42-27)37(50)53-18-38(6)28-29(54-22(3)44)34(56-24(5)46)40(19-52-21(2)43)31(47)30(57-36(49)25-12-9-8-10-13-25)33(58-35(20)48)39(7,51)41(40,59-38)32(28)55-23(4)45/h8-14,17,20,28-34,47,51H,15-16,18-19H2,1-7H3/t20?,28-,29?,30?,31?,32?,33+,34?,38+,39+,40?,41+/m1/s1

> <INCHI_KEY>
IMNNEHTZSRSGSH-OGEDKADDSA-N

> <FORMULA>
C41H47NO17

> <MOLECULAR_WEIGHT>
825.817

> <EXACT_MASS>
825.284399057

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
106

> <JCHEM_AVERAGE_POLARIZABILITY>
81.53869583048936

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3R,18S,24R,26S)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0^{1,21}.0^{3,24}.0^{7,12}]hexacosa-7,9,11-trien-19-yl benzoate

> <JCHEM_LOGP>
1.2716525096666635

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.486221060961437

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.647671463961494

> <JCHEM_PKA_STRONGEST_BASIC>
2.7173916784868686

> <JCHEM_POLAR_SURFACE_AREA>
246.67999999999995

> <JCHEM_REFRACTIVITY>
194.34210000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3R,18S,24R,26S)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0^{1,21}.0^{3,24}.0^{7,12}]hexacosa-7,9,11-trien-19-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 11-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-22         0                                  
HETATM    1  C   UNK     0       4.123   6.998   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.741   7.900   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       6.959   9.120   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       5.104   6.298   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       3.965   4.920   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.996   3.429   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.855   4.624   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       6.724   4.670   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.003   5.859   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.718   8.094   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.893   9.875   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.497  11.420   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.401  10.352   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.097   9.534   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.264  10.255   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.321  11.794   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.984  12.612   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.345  11.891   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.450   5.940   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       3.257   7.341   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       4.871   7.575   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.354   9.240   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.359   6.958   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.831   7.842   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.523   5.831   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.153   4.316   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.010   2.697   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       9.276   3.328   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      10.520   1.796   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      10.000   0.346   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.306  -0.053   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.490   1.247   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.467  -0.169   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       7.047  -1.905   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       4.967  -0.940   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       3.259  -0.882   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.764   0.125   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.129  -0.230   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       1.216   1.797   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       2.343   3.148   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.837   2.063   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       4.224   2.497   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       3.895   1.214   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       4.305  -0.312   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       2.645  -0.077   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       3.357   0.668   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.850   1.001   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       5.858  -0.926   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       5.877  -2.866   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       6.743  -4.290   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       4.924  -4.226   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       5.258   2.471   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0       6.902   1.967   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0       8.794   1.415   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      10.134   2.640   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       9.419  -0.366   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       1.675   4.570   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       0.140   3.986   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       0.334   5.536   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   40   52                                             
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   19                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19    9   20   57                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   27   33                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39   46                                             
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39    6   41   57                                             
CONECT   41   40   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   41   37   47                                                  
CONECT   47   46   48   52                                                  
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   47    6   53                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   40   19   58   59                                             
CONECT   58   57                                                            
CONECT   59   57                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  128    0
END

View in JSmol

Synonyms

Value	Source
(1S,3R,18S,24R,26S)-22,23,25-Tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0,.0,.0,]hexacosa-7(12),8,10-trien-19-yl benzoic acid	Generator

Chemical Formula

C₄₁H₄₇NO₁₇

Average Mass

825.8170 Da

Monoisotopic Mass

825.28440 Da

IUPAC Name

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1CCC2=NC=CC=C2C(=O)OC[C@]2(C)O[C@]34C(OC(C)=O)[C@H]2C(OC(C)=O)C(OC(C)=O)C3(COC(C)=O)C(O)C(OC(=O)C2=CC=CC=C2)[C@H](OC1=O)[C@]4(C)O

InChI Identifier

InChI=1S/C41H47NO17/c1-20-15-16-27-26(14-11-17-42-27)37(50)53-18-38(6)28-29(54-22(3)44)34(56-24(5)46)40(19-52-21(2)43)31(47)30(57-36(49)25-12-9-8-10-13-25)33(58-35(20)48)39(7,51)41(40,59-38)32(28)55-23(4)45/h8-14,17,20,28-34,47,51H,15-16,18-19H2,1-7H3/t20?,28-,29?,30?,31?,32?,33+,34?,38+,39+,40?,41+/m1/s1

InChI Key

IMNNEHTZSRSGSH-OGEDKADDSA-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
Peritassa campestris	LOTUS Database	35616633
Tripterygium wilfordii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Sesquiterpenoid
Agarofuran
Benzoate ester
Pyridine carboxylic acid
Benzoic acid or derivatives
Benzoyl
Oxepane
Benzenoid
Pyridine
Monosaccharide
Monocyclic benzene moiety
Heteroaromatic compound
Tetrahydrofuran
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Azacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	1.27	ChemAxon
pKa (Strongest Acidic)	12.65	ChemAxon
pKa (Strongest Basic)	2.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	246.68 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	194.34 m³·mol⁻¹	ChemAxon
Polarizability	81.54 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	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

4474664

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5315315

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate (NP0306390)

MOL for NP0306390 ((1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate)

3D MOL for NP0306390 ((1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate)

3D SDF for NP0306390 ((1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate)

3D-SDF for NP0306390 ((1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate)

PDB for NP0306390 ((1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate)

3D PDB for NP0306390 ((1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate)

SMILES for NP0306390 ((1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate)

INCHI for NP0306390 ((1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate)

Structure for NP0306390 ((1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate)

3D Structure for NP0306390 ((1s,3r,18s,24r,26s)-22,23,25-tris(acetyloxy)-21-[(acetyloxy)methyl]-20,26-dihydroxy-3,15,26-trimethyl-6,16-dioxo-2,5,17-trioxa-11-azapentacyclo[16.7.1.0¹,²¹.0³,²⁴.0⁷,¹²]hexacosa-7,9,11-trien-19-yl benzoate)