NP-MRD: Showing NP-Card for [3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid (NP0059611)

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Record Information

Version

2.0

Created at

2022-04-28 04:50:16 UTC

Updated at

2022-04-28 04:50:16 UTC

NP-MRD ID

NP0059611

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid

Description

(1S,2S,4R,5R,6R,7R,9R,12S)-5,12-bis(acetyloxy)-6-[(acetyloxy)methyl]-4-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-7-yl pyridine-3-carboxylate belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. [3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid is found in Maytenus myrsinoides . Based on a literature review very few articles have been published on (1S,2S,4R,5R,6R,7R,9R,12S)-5,12-bis(acetyloxy)-6-[(acetyloxy)methyl]-4-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0¹,⁶]Dodecan-7-yl pyridine-3-carboxylate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282206502D          

 46 50  0  0  1  0            999 V2000
    1.1500    0.6634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5568    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4112    1.4682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8267    0.7055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4150   -0.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9585   -0.7318    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7894   -0.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1324    0.1004    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6582    0.7789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5137    1.4665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2098    2.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3515    2.9937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0560    2.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0130   -0.2096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5900   -0.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3941   -1.7041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4231   -0.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6843    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4926    0.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0397   -0.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7785   -1.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9702   -1.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8881   -1.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7071   -0.6302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9577   -0.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4067    1.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1028    1.7409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8884    5.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6979    5.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2405    4.8493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9737    4.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
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  7  8  1  0  0  0  0
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  9 10  1  1  0  0  0
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  4 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
  3 38  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
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 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 41 46  1  0  0  0  0
M  END

     RDKit          3D

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M  END


  Mrv1652304282206502D          

 46 50  0  0  1  0            999 V2000
    1.1500    0.6634    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5568    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4112    1.4682    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8267    0.7055    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4150   -0.0750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9585   -0.7318    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7894   -0.6546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1324    0.1004    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6582    0.7789    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5137    1.4665    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2098    2.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3515    2.9937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0560    2.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0130   -0.2096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5900   -0.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3941   -1.7041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4231   -0.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6843    0.2109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4926    0.3760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0397   -0.2415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7785   -1.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9702   -1.1892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8881   -1.6021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7071   -0.6302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9577   -0.1808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5033   -0.9195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1206    0.0558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8099    0.3253    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9842    1.1430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6352    2.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7450    1.6803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1034    2.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4067    1.3785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1028    1.7409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2871    0.8527    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6397    0.2426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0030    0.4786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2172    2.3894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5992    3.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7475    3.4293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1642    3.9094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6215    4.5309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8884    5.3115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6979    5.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2405    4.8493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9737    4.0686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  2  3  1  0  0  0  0
  3  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  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
  8 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
  6 23  1  6  0  0  0
  5 24  1  6  0  0  0
 24 25  1  0  0  0  0
  1 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
  5 28  1  0  0  0  0
  1 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
  4 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
  3 38  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  2  0  0  0  0
 41 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0059611

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1C[C@@H](OC(=O)C2=CC=CC=C2)[C@H](OC(C)=O)[C@@]2(COC(C)=O)[C@@H](C[C@@H]3[C@H](OC(C)=O)[C@]12OC3(C)C)OC(=O)C1=CC=CN=C1

> <INCHI_IDENTIFIER>
InChI=1S/C34H39NO11/c1-19-15-26(44-30(39)23-11-8-7-9-12-23)29(43-22(4)38)33(18-41-20(2)36)27(45-31(40)24-13-10-14-35-17-24)16-25-28(42-21(3)37)34(19,33)46-32(25,5)6/h7-14,17,19,25-29H,15-16,18H2,1-6H3/t19-,25+,26+,27+,28-,29-,33+,34+/m0/s1

> <INCHI_KEY>
POTZRPXUXIFDOH-PVFLFJDLSA-N

> <FORMULA>
C34H39NO11

> <MOLECULAR_WEIGHT>
637.682

> <EXACT_MASS>
637.25231108

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
85

> <JCHEM_AVERAGE_POLARIZABILITY>
64.34084529992543

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,4R,5R,6R,7R,9R,12S)-5,12-bis(acetyloxy)-6-[(acetyloxy)methyl]-4-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl pyridine-3-carboxylate

> <ALOGPS_LOGP>
3.89

> <JCHEM_LOGP>
3.2053909899999997

> <ALOGPS_LOGS>
-4.94

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
3.240858001922801

> <JCHEM_POLAR_SURFACE_AREA>
153.62

> <JCHEM_REFRACTIVITY>
158.8965

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.31e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,4R,5R,6R,7R,9R,12S)-5,12-bis(acetyloxy)-6-[(acetyloxy)methyl]-4-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl pyridine-3-carboxylate

> <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       2.147   1.238   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.906   2.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.501   2.741   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.277   1.317   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.508  -0.140   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.522  -1.366   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.074  -1.222   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.714   0.187   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.829   1.454   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.426   2.737   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.725   3.932   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.989   5.588   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.305   4.115   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       9.358  -0.391   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      10.435  -1.638   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      10.069  -3.181   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      11.990  -1.067   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.477   0.394   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.986   0.702   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.008  -0.451   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.520  -1.912   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      13.011  -2.220   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.391  -2.991   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.187  -1.176   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.788  -0.337   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.940  -1.716   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.225   0.104   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.378   0.607   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.704   2.134   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.052   3.809   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       1.391   3.136   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.926   5.405   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.359   2.573   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       7.659   3.250   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       8.003   1.592   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       6.794   0.453   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       9.339   0.893   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.139   4.460   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       2.985   5.991   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       1.395   6.401   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       4.040   7.298   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       3.027   8.458   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.525   9.915   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       5.036  10.212   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0       6.049   9.052   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0       5.551   7.595   0.000  0.00  0.00           C+0
CONECT    1    2   25   28                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   38                                                  
CONECT    4    3    5    9   33                                             
CONECT    5    4    6   24   28                                             
CONECT    6    5    7   23                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   14                                                  
CONECT    9    8    4   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    8   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23    6                                                            
CONECT   24    5   25                                                       
CONECT   25   24    1   26   27                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28    5    1   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33    4   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38    3   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42   46                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   41                                                       
MASTER        0    0    0    0    0    0    0    0   46    0  100    0
END

View in JSmol

Synonyms

Value	Source
(1S,2S,4R,5R,6R,7R,9R,12S)-5,12-Bis(acetyloxy)-6-[(acetyloxy)methyl]-4-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0,]dodecan-7-yl pyridine-3-carboxylic acid	Generator

Chemical Formula

C₃₄H₃₉NO₁₁

Average Mass

637.6820 Da

Monoisotopic Mass

637.25231 Da

IUPAC Name

(1S,2S,4R,5R,6R,7R,9R,12S)-5,12-bis(acetyloxy)-6-[(acetyloxy)methyl]-4-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl pyridine-3-carboxylate

Traditional Name

(1S,2S,4R,5R,6R,7R,9R,12S)-5,12-bis(acetyloxy)-6-[(acetyloxy)methyl]-4-(benzoyloxy)-2,10,10-trimethyl-11-oxatricyclo[7.2.1.0^{1,6}]dodecan-7-yl pyridine-3-carboxylate

CAS Registry Number

Not Available

SMILES

C[C@H]1C[C@@H](OC(=O)C2=CC=CC=C2)[C@H](OC(C)=O)[C@@]2(COC(C)=O)[C@@H](C[C@@H]3[C@H](OC(C)=O)[C@]12OC3(C)C)OC(=O)C1=CC=CN=C1

InChI Identifier

InChI=1S/C34H39NO11/c1-19-15-26(44-30(39)23-11-8-7-9-12-23)29(43-22(4)38)33(18-41-20(2)36)27(45-31(40)24-13-10-14-35-17-24)16-25-28(42-21(3)37)34(19,33)46-32(25,5)6/h7-14,17,19,25-29H,15-16,18H2,1-6H3/t19-,25+,26+,27+,28-,29-,33+,34+/m0/s1

InChI Key

POTZRPXUXIFDOH-PVFLFJDLSA-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
Maytenus myrsinoides	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Sesquiterpenoid
Agarofuran
Benzoate ester
Pyridine carboxylic acid or derivatives
Pyridine carboxylic acid
Benzoic acid or derivatives
Benzoyl
Oxepane
Benzenoid
Pyridine
Monocyclic benzene moiety
Heteroaromatic compound
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Azacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
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	3.89	ALOGPS
logP	3.21	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	3.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	153.62 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	158.9 m³·mol⁻¹	ChemAxon
Polarizability	64.34 Å³	ChemAxon
Number of Rings	5	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

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DrugBank ID

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Phenol Explorer Compound ID

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FoodDB ID

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KNApSAcK ID

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Chemspider ID

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KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

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Wikipedia Link

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METLIN ID

Not Available

PubChem Compound

162932851

PDB ID

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ChEBI ID

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Good Scents ID

Not Available

References

General References

Showing NP-Card for [3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid (NP0059611)

MOL for NP0059611 ([3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid)

3D MOL for NP0059611 ([3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid)

3D SDF for NP0059611 ([3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid)

3D-SDF for NP0059611 ([3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid)

PDB for NP0059611 ([3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid)

3D PDB for NP0059611 ([3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid)

SMILES for NP0059611 ([3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid)

INCHI for NP0059611 ([3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid)

Structure for NP0059611 ([3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid)

3D Structure for NP0059611 ([3R-(3alpha,5beta,5aalpha,6alpha,7alpha,9alpha,9aalpha,10R*)]-6,10-bis(Acetyloxy)-5a-[(acetyloxy)methyl]-7-(benzoyloxy)octahydro-2,2,9-trimethyl-2H-3,9a-methano-1-benzoxepin-5-yl ester 3-pyridinecarboxylic acid)