NP-MRD: Showing NP-Card for Tolytoxin 23-acetate (NP0070539)

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Record Information

Version

2.0

Created at

2022-04-28 15:55:47 UTC

Updated at

2022-04-28 15:55:47 UTC

NP-MRD ID

NP0070539

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tolytoxin 23-acetate

Description

(2S,3S,4S,8S,9R,10S,11E)-2-[(1S,3S,4R,5S,7R,8S,9S,14E,16S,17R,19R)-16-hydroxy-3,5,7,17-tetramethoxy-8,14-dimethyl-11-oxo-10,23-dioxaspiro[bicyclo[17.3.1]Tricosane-4,2'-oxirane]-12,14,20-trien-9-yl]-9-methoxy-4,8,10-trimethyl-12-(N-methylformamido)-7-oxododec-11-en-3-yl acetate belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety. Tolytoxin 23-acetate is found in Philinopsis speciosa. Based on a literature review very few articles have been published on (2S,3S,4S,8S,9R,10S,11E)-2-[(1S,3S,4R,5S,7R,8S,9S,14E,16S,17R,19R)-16-hydroxy-3,5,7,17-tetramethoxy-8,14-dimethyl-11-oxo-10,23-dioxaspiro[bicyclo[17.3.1]Tricosane-4,2'-oxirane]-12,14,20-trien-9-yl]-9-methoxy-4,8,10-trimethyl-12-(N-methylformamido)-7-oxododec-11-en-3-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282217552D          

 63 65  0  0  1  0            999 V2000
    5.9503   -2.0498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7429   -1.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9411   -1.0201    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3466   -0.4481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539   -0.6769    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3558   -1.4778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9595   -0.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1576    0.6960    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9503    0.9248    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1484    1.7256    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.9411    1.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1392    2.7553    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9318    2.9841    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.1300    3.7850    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.9226    4.0138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5171    3.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3097    3.6705    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3190    2.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    9.7153    1.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.7245    0.2383    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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    8.5263   -0.5625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.3190   -0.3337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3097    0.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5355    4.3570    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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    7.1392    5.7299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3466    5.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521    6.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9595    5.8443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613    5.0434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3650    6.4163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3742    5.3867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5816    5.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779    6.7595    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1760    7.5604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1852    6.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5908    7.1028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7981    6.8739    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6000    6.0731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2037    7.4460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5890    7.2172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5631    7.2172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3374    6.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5263    5.3867    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1300    6.7595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5171    6.4163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7429    4.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5263    2.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5447    3.3273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7521    3.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5539    2.2977    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7613    2.0689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7511    0.7266    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1791    0.1321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5631    1.2680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7705    1.0392    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
  3  4  1  6  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
  3 24  1  0  0  0  0
 23 25  1  1  0  0  0
 25 26  1  0  0  0  0
 22 27  1  6  0  0  0
 20 28  1  0  0  0  0
 14 29  1  1  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
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 29 54  1  1  0  0  0
 13 55  1  1  0  0  0
 12 56  1  1  0  0  0
 56 57  1  0  0  0  0
 10 58  1  1  0  0  0
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  9 60  1  6  0  0  0
 60 61  1  0  0  0  0
  9 61  1  0  0  0  0
  8 62  1  6  0  0  0
 62 63  1  0  0  0  0
M  END

     RDKit          3D

140142  0  0  0  0  0  0  0  0999 V2000
   -8.4903   -3.2203   -0.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7515   -3.4557    0.5537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6163   -2.6366    0.6523 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7862   -1.8097    1.9081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8576   -0.3440    1.5499 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.8641    0.3706    2.4502 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8836    1.7805    1.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8218    1.9735    0.6335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1426    1.0657   -0.2907 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7379    1.3856   -0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4644    2.6921   -1.2887 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5237    3.7928   -0.4374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3234    4.8081   -0.8895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0199    2.5640   -1.8433 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.1726    2.3166   -3.1973 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.2309   -0.2402    0.2216 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.7955    0.3262    0.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652304282217552D          

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M  END
> <DATABASE_ID>
NP0070539

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CO[C@H]([C@@H](C)\C=C\N(C)C=O)[C@H](C)C(=O)CC[C@H](C)[C@H](OC(C)=O)[C@H](C)[C@H]1OC(=O)\C=C\C(\C)=C\[C@H](O)[C@@H](C[C@H]2O[C@@H](CC=C2)C[C@H](OC)[C@]2(CO2)[C@H](C[C@@H](OC)[C@@H]1C)OC)OC

> <INCHI_IDENTIFIER>
InChI=1S/C48H77NO14/c1-29-17-20-44(54)63-47(34(6)46(61-35(7)51)30(2)18-19-38(52)32(4)45(59-13)31(3)21-22-49(8)28-50)33(5)40(55-9)26-43(58-12)48(27-60-48)42(57-11)25-37-16-14-15-36(62-37)24-41(56-10)39(53)23-29/h14-15,17,20-23,28,30-34,36-37,39-43,45-47,53H,16,18-19,24-27H2,1-13H3/b20-17+,22-21+,29-23+/t30-,31-,32+,33-,34-,36-,37-,39-,40+,41+,42-,43-,45+,46-,47-,48+/m0/s1

> <INCHI_KEY>
XRFUHBYDYDAOID-GDBGSYDJSA-N

> <FORMULA>
C48H77NO14

> <MOLECULAR_WEIGHT>
892.137

> <EXACT_MASS>
891.534406163

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
140

> <JCHEM_AVERAGE_POLARIZABILITY>
97.65721883395736

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,8S,9R,10S,11E)-2-[(1S,3S,4R,5S,7R,8S,9S,12E,14E,16S,17R,19R)-16-hydroxy-3,5,7,17-tetramethoxy-8,14-dimethyl-11-oxo-10,23-dioxaspiro[bicyclo[17.3.1]tricosane-4,2'-oxirane]-12,14,20-trien-9-yl]-9-methoxy-4,8,10-trimethyl-12-(N-methylformamido)-7-oxododec-11-en-3-yl acetate

> <ALOGPS_LOGP>
4.36

> <JCHEM_LOGP>
4.298556328333335

> <ALOGPS_LOGS>
-5.63

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.926351436833034

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.801049033355326

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3232197292838395

> <JCHEM_POLAR_SURFACE_AREA>
178.11999999999998

> <JCHEM_REFRACTIVITY>
240.1668000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,8S,9R,10S,11E)-2-[(1S,3S,4R,5S,7R,8S,9S,12E,14E,16S,17R,19R)-16-hydroxy-3,5,7,17-tetramethoxy-8,14-dimethyl-11-oxo-10,23-dioxaspiro[bicyclo[17.3.1]tricosane-4,2'-oxirane]-12,14,20-trien-9-yl]-9-methoxy-4,8,10-trimethyl-12-(N-methylformamido)-7-oxododec-11-en-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0      11.107  -3.826   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.587  -3.399   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.957  -1.904   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      11.847  -0.836   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      10.367  -1.264   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.997  -2.758   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.258  -0.196   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.628   1.299   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.107   1.726   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.477   3.221   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.957   3.648   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.327   5.143   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.806   5.570   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      15.176   7.065   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      16.656   7.492   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      17.765   6.425   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      19.245   6.852   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      17.395   4.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      18.505   3.862   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.135   2.367   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.656   1.940   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.286   0.445   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.806   0.018   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.436  -1.477   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      15.916  -1.050   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      15.546  -2.545   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      17.395  -0.623   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      19.245   1.299   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.066   8.133   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.436   9.628   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      13.327  10.696   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.847  10.269   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      10.737  11.336   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.258  10.909   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       8.888   9.414   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       8.148  11.977   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       6.298  10.055   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       4.819   9.628   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.559  12.618   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.929  14.113   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.079  12.191   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.969  13.258   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0       1.490  12.831   0.000  0.00  0.00           N+0
HETATM   45  C   UNK     0       1.120  11.336   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       0.380  13.899   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      -1.099  13.472   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0       8.518  13.472   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      13.696  12.191   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      15.916  10.055   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      16.286  11.550   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      15.176  12.618   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      17.765  11.977   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      12.587   7.706   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      15.916   4.503   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      12.217   6.211   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      10.737   5.784   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      10.367   4.289   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0       8.888   3.862   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      12.602   1.356   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      11.534   0.247   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       8.518   2.367   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0       7.038   1.940   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   24                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9   62                                                  
CONECT    9    8   10   60   61                                             
CONECT   10    9   11   58                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   56                                                  
CONECT   13   12   14   55                                                  
CONECT   14   13   15   29                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   27                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23    3                                                       
CONECT   25   23   26                                                       
CONECT   26   25                                                            
CONECT   27   22                                                            
CONECT   28   20                                                            
CONECT   29   14   30   54                                                  
CONECT   30   29   31   50                                                  
CONECT   31   30   32   49                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37   48                                                  
CONECT   37   36   38   40                                                  
CONECT   38   37   39                                                       
CONECT   39   38                                                            
CONECT   40   37   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46                                                            
CONECT   48   36                                                            
CONECT   49   31                                                            
CONECT   50   30   51                                                       
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51                                                            
CONECT   54   29                                                            
CONECT   55   13                                                            
CONECT   56   12   57                                                       
CONECT   57   56                                                            
CONECT   58   10   59                                                       
CONECT   59   58                                                            
CONECT   60    9   61                                                       
CONECT   61   60    9                                                       
CONECT   62    8   63                                                       
CONECT   63   62                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  130    0
END

View in JSmol

Synonyms

Value	Source
(2S,3S,4S,8S,9R,10S,11E)-2-[(1S,3S,4R,5S,7R,8S,9S,14E,16S,17R,19R)-16-Hydroxy-3,5,7,17-tetramethoxy-8,14-dimethyl-11-oxo-10,23-dioxaspiro[bicyclo[17.3.1]tricosane-4,2'-oxirane]-12,14,20-trien-9-yl]-9-methoxy-4,8,10-trimethyl-12-(N-methylformamido)-7-oxododec-11-en-3-yl acetic acid	Generator

Chemical Formula

C₄₈H₇₇NO₁₄

Average Mass

892.1370 Da

Monoisotopic Mass

891.53441 Da

IUPAC Name

(2S,3S,4S,8S,9R,10S,11E)-2-[(1S,3S,4R,5S,7R,8S,9S,12E,14E,16S,17R,19R)-16-hydroxy-3,5,7,17-tetramethoxy-8,14-dimethyl-11-oxo-10,23-dioxaspiro[bicyclo[17.3.1]tricosane-4,2'-oxirane]-12,14,20-trien-9-yl]-9-methoxy-4,8,10-trimethyl-12-(N-methylformamido)-7-oxododec-11-en-3-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

CO[C@H]([C@@H](C)\C=C\N(C)C=O)[C@H](C)C(=O)CC[C@H](C)[C@H](OC(C)=O)[C@H](C)[C@H]1OC(=O)\C=C\C(\C)=C\[C@H](O)[C@@H](C[C@H]2O[C@@H](CC=C2)C[C@H](OC)[C@]2(CO2)[C@H](C[C@@H](OC)[C@@H]1C)OC)OC

InChI Identifier

InChI=1S/C48H77NO14/c1-29-17-20-44(54)63-47(34(6)46(61-35(7)51)30(2)18-19-38(52)32(4)45(59-13)31(3)21-22-49(8)28-50)33(5)40(55-9)26-43(58-12)48(27-60-48)42(57-11)25-37-16-14-15-36(62-37)24-41(56-10)39(53)23-29/h14-15,17,20-23,28,30-34,36-37,39-43,45-47,53H,16,18-19,24-27H2,1-13H3/b20-17+,22-21+,29-23+/t30-,31-,32+,33-,34-,36-,37-,39-,40+,41+,42-,43-,45+,46-,47-,48+/m0/s1

InChI Key

XRFUHBYDYDAOID-GDBGSYDJSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Philinopsis speciosa	Animalia	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpene lactones. These are diterpenoids containing a lactone moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Diterpene lactones

Alternative Parents

Substituents

Diterpenoid
Diterpene lactone
Macrolide
Pyran
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tertiary carboxylic acid amide
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Carboxamide group
Oxacycle
Organoheterocyclic compound
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
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	4.36	ALOGPS
logP	4.3	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	13.8	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	178.12 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	240.17 m³·mol⁻¹	ChemAxon
Polarizability	97.66 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163194759

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Tolytoxin 23-acetate (NP0070539)

MOL for NP0070539 (Tolytoxin 23-acetate)

3D MOL for NP0070539 (Tolytoxin 23-acetate)

3D SDF for NP0070539 (Tolytoxin 23-acetate)

3D-SDF for NP0070539 (Tolytoxin 23-acetate)

PDB for NP0070539 (Tolytoxin 23-acetate)

3D PDB for NP0070539 (Tolytoxin 23-acetate)

SMILES for NP0070539 (Tolytoxin 23-acetate)

INCHI for NP0070539 (Tolytoxin 23-acetate)

Structure for NP0070539 (Tolytoxin 23-acetate)

3D Structure for NP0070539 (Tolytoxin 23-acetate)