NP-MRD: Showing NP-Card for (1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate (NP0153661)

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Record Information

Version

2.0

Created at

2022-09-02 10:21:43 UTC

Updated at

2022-09-02 10:21:44 UTC

NP-MRD ID

NP0153661

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate

Description

(1S,3S,5R,6R,7S)-8-Methyl-8-azabicyclo[3.2.1]Octane-3,6,7-triol 3-(3,4,5-trimethoxy-trans-cinnamate)6-(3,4,5-trimethoxybenzoate) belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety. (1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate is found in Erythroxylum rotundifolium. Based on a literature review very few articles have been published on (1S,3S,5R,6R,7S)-8-Methyl-8-azabicyclo[3.2.1]Octane-3,6,7-triol 3-(3,4,5-trimethoxy-trans-cinnamate)6-(3,4,5-trimethoxybenzoate).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022212212D          

 42 45  0  0  1  0            999 V2000
    3.6130    6.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    5.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    4.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    4.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    3.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    2.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    2.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    1.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8505    1.3508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2374    1.4068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2374   -0.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -0.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4158   -3.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3940    0.6363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    3.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.5505    4.2087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3755    5.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5505    5.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
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  6  7  2  0  0  0  0
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  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  6  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  1  0  0  0
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 16 32  1  0  0  0  0
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 13 34  1  1  0  0  0
 34 35  1  0  0  0  0
  5 36  2  0  0  0  0
 36 37  1  0  0  0  0
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 38 39  1  0  0  0  0
 37 40  2  0  0  0  0
  3 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

 79 82  0  0  0  0  0  0  0  0999 V2000
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    8.0988   -0.0794    1.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9609    0.6034    0.5699 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5165    0.7102    0.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5208    1.9677   -0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2555    2.5873   -0.7681 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2129    3.7850   -1.1448 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1056    1.8526   -0.7679 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5342    2.0086   -0.3738 C   0  0  1  0  0  0  0  0  0  0  0  0
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    6.6683   -3.3228    1.7185 O   0  0  0  0  0  0  0  0  0  0  0  0
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 39 76  1  0
 42 77  1  0
 42 78  1  0
 42 79  1  0
M  END


  Mrv1652309022212212D          

 42 45  0  0  1  0            999 V2000
    3.6130    6.3521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    5.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    4.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6130    3.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    2.7798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    2.0653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0255    1.3508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8505    1.3508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6130    0.6363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    0.6363    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4300    1.3796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257    1.5632    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9807    1.0488    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2374    1.4068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807    0.2238    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2374   -0.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1758   -0.9568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5675   -1.3148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2824   -1.5283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0257   -1.1704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7073   -1.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2207   -2.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9024   -2.8158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8407   -3.6385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4774   -2.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4158   -3.5317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6725   -3.8896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7958   -2.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6257   -0.2905    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4300   -0.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940    0.6363    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5690    0.6363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    3.4942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3755    4.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5505    4.2087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1380    4.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7880    4.9232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3755    5.6376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5505    5.6376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 11 10  1  6  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  1  0  0  0
 14 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 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
 22 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 28 31  2  0  0  0  0
 20 31  1  0  0  0  0
 16 32  1  0  0  0  0
 32 33  1  0  0  0  0
 11 33  1  0  0  0  0
 32 34  1  1  0  0  0
 13 34  1  1  0  0  0
 34 35  1  0  0  0  0
  5 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 37 40  2  0  0  0  0
  3 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0153661

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(\C=C\C(=O)O[C@H]2C[C@H]3[C@H](O)[C@H](OC(=O)C4=CC(OC)=C(OC)C(OC)=C4)[C@@H](C2)N3C)=CC(OC)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C30H37NO11/c1-31-19-14-18(41-25(32)9-8-16-10-21(35-2)28(39-6)22(11-16)36-3)15-20(31)27(26(19)33)42-30(34)17-12-23(37-4)29(40-7)24(13-17)38-5/h8-13,18-20,26-27,33H,14-15H2,1-7H3/b9-8+/t18-,19-,20+,26-,27+/m0/s1

> <INCHI_KEY>
KOHAOVSIVQWVAQ-PIDWFFPOSA-N

> <FORMULA>
C30H37NO11

> <MOLECULAR_WEIGHT>
587.622

> <EXACT_MASS>
587.236661015

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
79

> <JCHEM_AVERAGE_POLARIZABILITY>
60.32296550435937

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,3S,5R,6R,7S)-7-hydroxy-8-methyl-3-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
2.7787313436666663

> <ALOGPS_LOGS>
-4.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.525460832142151

> <JCHEM_PKA_STRONGEST_BASIC>
7.504689378047229

> <JCHEM_POLAR_SURFACE_AREA>
131.45000000000002

> <JCHEM_REFRACTIVITY>
151.17769999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,3S,5R,6R,7S)-7-hydroxy-8-methyl-3-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0       6.744  11.857   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.514  10.524   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       6.744   9.190   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.514   7.856   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.744   6.523   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.514   5.189   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.744   3.855   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.514   2.522   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.054   2.522   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       6.744   1.188   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       5.204   1.188   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.536   2.575   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.035   2.918   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.831   1.958   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.443   2.626   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.831   0.418   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.443  -0.250   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.328  -1.786   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.059  -2.454   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.600  -2.654   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.988  -1.985   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.260  -2.853   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       5.648  -2.185   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       6.920  -3.052   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.145  -4.389   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.418  -5.256   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.303  -6.792   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.758  -5.057   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.643  -6.592   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       1.255  -7.261   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.485  -4.189   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.035  -0.542   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.536  -0.200   0.000  0.00  0.00           C+0
HETATM   34  N   UNK     0       2.602   1.188   0.000  0.00  0.00           N+0
HETATM   35  C   UNK     0       1.062   1.188   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.204   6.523   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.434   7.856   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       2.894   7.856   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       2.124   9.190   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.204   9.190   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       4.434  10.524   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       2.894  10.524   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   40                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   36                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   33                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   34                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   32                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   31                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29   31                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31   28   20                                                       
CONECT   32   16   33   34                                                  
CONECT   33   32   11                                                       
CONECT   34   32   13   35                                                  
CONECT   35   34                                                            
CONECT   36    5   37                                                       
CONECT   37   36   38   40                                                  
CONECT   38   37   39                                                       
CONECT   39   38                                                            
CONECT   40   37    3   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   90    0
END

View in JSmol

Synonyms

Value	Source
(1S,3S,5R,6R,7S)-8-Methyl-8-azabicyclo[3.2.1]octane-3,6,7-triol 3-(3,4,5-trimethoxy-trans-cinnamic acid)6-(3,4,5-trimethoxybenzoic acid)	Generator

Chemical Formula

C₃₀H₃₇NO₁₁

Average Mass

587.6220 Da

Monoisotopic Mass

587.23666 Da

IUPAC Name

(1S,3S,5R,6R,7S)-7-hydroxy-8-methyl-3-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate

Traditional Name

(1S,3S,5R,6R,7S)-7-hydroxy-8-methyl-3-{[(2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC(\C=C\C(=O)O[C@H]2C[C@H]3[C@H](O)[C@H](OC(=O)C4=CC(OC)=C(OC)C(OC)=C4)[C@@H](C2)N3C)=CC(OC)=C1OC

InChI Identifier

InChI=1S/C30H37NO11/c1-31-19-14-18(41-25(32)9-8-16-10-21(35-2)28(39-6)22(11-16)36-3)15-20(31)27(26(19)33)42-30(34)17-12-23(37-4)29(40-7)24(13-17)38-5/h8-13,18-20,26-27,33H,14-15H2,1-7H3/b9-8+/t18-,19-,20+,26-,27+/m0/s1

InChI Key

KOHAOVSIVQWVAQ-PIDWFFPOSA-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
Erythroxylum rotundifolium	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Gallic acid and derivatives

Alternative Parents

Substituents

Cinnamic acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Gallic acid or derivatives
P-methoxybenzoic acid or derivatives
M-methoxybenzoic acid or derivatives
Benzoate ester
Tropane alkaloid
Phenol ether
Styrene
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Alkyl aryl ether
Fatty acid ester
N-alkylpyrrolidine
Piperidine
Dicarboxylic acid or derivatives
Fatty acyl
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Pyrrolidine
Secondary alcohol
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Carboxylic acid ester
1,2-aminoalcohol
Carboxylic acid derivative
Ether
Azacycle
Organoheterocyclic compound
Amine
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Alcohol
Organonitrogen compound
Hydrocarbon derivative
Organic nitrogen compound
Organooxygen compound
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	2.66	ALOGPS
logP	2.78	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	13.53	ChemAxon
pKa (Strongest Basic)	7.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	131.45 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	151.18 m³·mol⁻¹	ChemAxon
Polarizability	60.32 Å³	ChemAxon
Number of Rings	4	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

9040139

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10864852

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate (NP0153661)

MOL for NP0153661 ((1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate)

3D MOL for NP0153661 ((1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate)

3D SDF for NP0153661 ((1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate)

3D-SDF for NP0153661 ((1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate)

PDB for NP0153661 ((1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate)

3D PDB for NP0153661 ((1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate)

SMILES for NP0153661 ((1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate)

INCHI for NP0153661 ((1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate)

Structure for NP0153661 ((1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate)

3D Structure for NP0153661 ((1s,3s,5r,6r,7s)-7-hydroxy-8-methyl-3-{[(2e)-3-(3,4,5-trimethoxyphenyl)prop-2-enoyl]oxy}-8-azabicyclo[3.2.1]octan-6-yl 3,4,5-trimethoxybenzoate)