NP-MRD: Showing NP-Card for threo-carolignan X (NP0035545)

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Record Information

Version

2.0

Created at

2021-06-20 18:57:41 UTC

Updated at

2021-06-30 00:06:35 UTC

NP-MRD ID

NP0035545

Secondary Accession Numbers

None

Natural Product Identification

Common Name

threo-carolignan X

Provided By

JEOL Database JEOL Logo

Description

(-)-(7'S,8'S)-threo-carolignan X belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed. threo-carolignan X is found in Durio carinatus. threo-carolignan X was first documented in 2010 (Rudiyansyah, et al.). Based on a literature review very few articles have been published on (-)-(7'S,8'S)-threo-carolignan X.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120573D          

 91 94  0  0  0  0            999 V2000
   -2.4817    0.1369   -4.3528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6031   -1.2198   -4.7687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7490   -2.1560   -3.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8635   -1.9024   -2.4103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0133   -2.9613   -1.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0995   -2.6682   -0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0273   -3.2279    0.7264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1455   -3.0049    2.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1117   -3.4054    2.8128 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0612   -2.3753    2.6947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1028   -2.2422    4.1190 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8120   -1.6171    4.6449 C   0  0  2  0  0  0  0  0  0  0  0  0
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    0.9967   -1.0769    3.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 91 94  0  0  0  0  0  0  0  0999 V2000
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M  END


  Mrv1652306202120573D          

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M  END
> <DATABASE_ID>
NP0035545

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(\C([H])=C(/[H])C(=O)OC([H])([H])[C@]([H])(OC2=C([H])C([H])=C(C([H])=C2OC([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])OC(=O)C(\[H])=C(/[H])C2=C([H])C([H])=C(O[H])C(OC([H])([H])[H])=C2[H])[C@@]([H])(O[H])C2=C([H])C([H])=C(O[H])C(OC([H])([H])[H])=C2[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C39H40O12/c1-46-33-21-27(8-15-30(33)41)11-19-37(43)49-20-4-5-26-9-17-32(35(22-26)48-3)51-36(39(45)28-12-16-31(42)34(23-28)47-2)24-50-38(44)18-10-25-6-13-29(40)14-7-25/h6-19,21-23,36,39-42,45H,4-5,20,24H2,1-3H3/b18-10+,19-11+/t36-,39-/m0/s1

> <INCHI_KEY>
ZLYDRQZJTMLSQL-GUOZKVRWSA-N

> <FORMULA>
C39H40O12

> <MOLECULAR_WEIGHT>
700.737

> <EXACT_MASS>
700.251976728

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
91

> <JCHEM_AVERAGE_POLARIZABILITY>
72.11156414762485

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S)-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propyl)-2-methoxyphenoxy]propyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
5.25

> <JCHEM_LOGP>
6.929329560333333

> <ALOGPS_LOGS>
-5.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.738700718031424

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.181561084749871

> <JCHEM_PKA_STRONGEST_BASIC>
-3.521320887510937

> <JCHEM_POLAR_SURFACE_AREA>
170.43999999999997

> <JCHEM_REFRACTIVITY>
189.69839999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
19

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propyl)-2-methoxyphenoxy]propyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 91 94  0  0  0  0  0  0  0  0999 V2000
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 34 77  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -2.482   0.137  -4.353  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.603  -1.220  -4.769  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.749  -2.156  -3.778  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.864  -1.902  -2.410  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.013  -2.961  -1.501  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.099  -2.668  -0.064  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.027  -3.228   0.726  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.146  -3.005   2.180  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.112  -3.405   2.813  0.00  0.00           O+0
HETATM   10  O   UNK     0      -3.061  -2.375   2.695  0.00  0.00           O+0
HETATM   11  C   UNK     0      -3.103  -2.242   4.119  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.812  -1.617   4.645  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.575  -2.500   4.434  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.169  -2.205   3.154  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.997  -1.077   3.076  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.665  -0.776   1.893  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.489  -1.584   0.771  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.167  -1.211  -0.362  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.285  -0.791  -1.429  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.271   0.750  -1.496  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.654   1.310  -0.314  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.699   1.287  -0.293  0.00  0.00           C+0
HETATM   23  O   UNK     0      -1.434   0.966  -1.212  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.146   1.664   1.061  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.451   1.613   1.369  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.005   1.900   2.700  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.193   1.261   3.081  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.763   1.504   4.333  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.154   2.398   5.204  0.00  0.00           C+0
HETATM   30  O   UNK     0      -4.741   2.604   6.416  0.00  0.00           O+0
HETATM   31  C   UNK     0      -2.986   3.059   4.841  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.416   2.813   3.587  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.758  -1.440  -2.754  0.00  0.00           C+0
HETATM   34  O   UNK     0       0.749  -1.279  -3.759  0.00  0.00           O+0
HETATM   35  C   UNK     0       3.086  -0.912  -3.279  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.284  -1.321  -2.668  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.514  -0.839  -3.115  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.548   0.050  -4.179  0.00  0.00           C+0
HETATM   39  O   UNK     0       6.766   0.510  -4.600  0.00  0.00           O+0
HETATM   40  C   UNK     0       4.378   0.473  -4.818  0.00  0.00           C+0
HETATM   41  O   UNK     0       4.568   1.350  -5.855  0.00  0.00           O+0
HETATM   42  C   UNK     0       3.406   1.734  -6.581  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.150  -0.010  -4.361  0.00  0.00           C+0
HETATM   44  C   UNK     0       0.714  -2.750   0.841  0.00  0.00           C+0
HETATM   45  O   UNK     0       0.643  -3.512  -0.297  0.00  0.00           O+0
HETATM   46  C   UNK     0       0.305  -4.881  -0.114  0.00  0.00           C+0
HETATM   47  C   UNK     0       0.044  -3.044   2.034  0.00  0.00           C+0
HETATM   48  C   UNK     0      -3.030  -4.281  -1.976  0.00  0.00           C+0
HETATM   49  C   UNK     0      -2.912  -4.543  -3.340  0.00  0.00           C+0
HETATM   50  C   UNK     0      -2.775  -3.482  -4.223  0.00  0.00           C+0
HETATM   51  O   UNK     0      -2.656  -3.762  -5.557  0.00  0.00           O+0
HETATM   52  H   UNK     0      -3.381   0.473  -3.827  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.585   0.281  -3.745  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.374   0.751  -5.252  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.853  -0.887  -2.028  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.370  -1.961   0.325  0.00  0.00           H+0
HETATM   57  H   UNK     0      -4.785  -3.896   0.329  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.247  -3.227   4.581  0.00  0.00           H+0
HETATM   59  H   UNK     0      -3.948  -1.600   4.393  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.941  -1.463   5.723  0.00  0.00           H+0
HETATM   61  H   UNK     0      -1.666  -0.630   4.192  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.123  -2.331   5.265  0.00  0.00           H+0
HETATM   63  H   UNK     0      -0.838  -3.564   4.488  0.00  0.00           H+0
HETATM   64  H   UNK     0       1.121  -0.425   3.938  0.00  0.00           H+0
HETATM   65  H   UNK     0       2.305   0.100   1.834  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.256  -1.129  -1.246  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.760   1.121  -2.392  0.00  0.00           H+0
HETATM   68  H   UNK     0       2.293   1.143  -1.504  0.00  0.00           H+0
HETATM   69  H   UNK     0      -0.377   1.925   1.776  0.00  0.00           H+0
HETATM   70  H   UNK     0      -3.174   1.307   0.614  0.00  0.00           H+0
HETATM   71  H   UNK     0      -4.683   0.556   2.413  0.00  0.00           H+0
HETATM   72  H   UNK     0      -5.679   0.998   4.624  0.00  0.00           H+0
HETATM   73  H   UNK     0      -4.233   3.276   6.899  0.00  0.00           H+0
HETATM   74  H   UNK     0      -2.509   3.767   5.511  0.00  0.00           H+0
HETATM   75  H   UNK     0      -1.514   3.353   3.314  0.00  0.00           H+0
HETATM   76  H   UNK     0       1.882  -2.521  -2.609  0.00  0.00           H+0
HETATM   77  H   UNK     0       0.044  -1.919  -3.550  0.00  0.00           H+0
HETATM   78  H   UNK     0       4.265  -2.018  -1.832  0.00  0.00           H+0
HETATM   79  H   UNK     0       6.437  -1.154  -2.638  0.00  0.00           H+0
HETATM   80  H   UNK     0       6.562   1.103  -5.349  0.00  0.00           H+0
HETATM   81  H   UNK     0       3.723   2.397  -7.391  0.00  0.00           H+0
HETATM   82  H   UNK     0       2.713   2.296  -5.945  0.00  0.00           H+0
HETATM   83  H   UNK     0       2.916   0.866  -7.034  0.00  0.00           H+0
HETATM   84  H   UNK     0       2.221   0.298  -4.831  0.00  0.00           H+0
HETATM   85  H   UNK     0      -0.754  -4.994   0.137  0.00  0.00           H+0
HETATM   86  H   UNK     0       0.478  -5.397  -1.063  0.00  0.00           H+0
HETATM   87  H   UNK     0       0.939  -5.353   0.644  0.00  0.00           H+0
HETATM   88  H   UNK     0      -0.602  -3.913   2.110  0.00  0.00           H+0
HETATM   89  H   UNK     0      -3.126  -5.119  -1.290  0.00  0.00           H+0
HETATM   90  H   UNK     0      -2.926  -5.563  -3.713  0.00  0.00           H+0
HETATM   91  H   UNK     0      -2.585  -2.890  -5.994  0.00  0.00           H+0
CONECT    1    2   52   53   54                                             
CONECT    2    3    1                                                       
CONECT    3    4   50    2                                                  
CONECT    4    3    5   55                                                  
CONECT    5    6   48    4                                                  
CONECT    6    5    7   56                                                  
CONECT    7    6    8   57                                                  
CONECT    8    9    7   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   58   59                                             
CONECT   12   13   11   60   61                                             
CONECT   13   12   14   62   63                                             
CONECT   14   13   47   15                                                  
CONECT   15   14   16   64                                                  
CONECT   16   15   17   65                                                  
CONECT   17   44   16   18                                                  
CONECT   18   17   19                                                       
CONECT   19   33   20   66   18                                             
CONECT   20   19   21   67   68                                             
CONECT   21   20   22                                                       
CONECT   22   21   24   23                                                  
CONECT   23   22                                                            
CONECT   24   22   25   69                                                  
CONECT   25   24   26   70                                                  
CONECT   26   25   32   27                                                  
CONECT   27   26   28   71                                                  
CONECT   28   27   29   72                                                  
CONECT   29   28   31   30                                                  
CONECT   30   29   73                                                       
CONECT   31   29   32   74                                                  
CONECT   32   26   31   75                                                  
CONECT   33   19   35   34   76                                             
CONECT   34   33   77                                                       
CONECT   35   33   36   43                                                  
CONECT   36   35   37   78                                                  
CONECT   37   36   38   79                                                  
CONECT   38   37   40   39                                                  
CONECT   39   38   80                                                       
CONECT   40   38   43   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41   81   82   83                                             
CONECT   43   40   35   84                                                  
CONECT   44   17   47   45                                                  
CONECT   45   46   44                                                       
CONECT   46   45   85   86   87                                             
CONECT   47   14   44   88                                                  
CONECT   48   49    5   89                                                  
CONECT   49   48   50   90                                                  
CONECT   50    3   51   49                                                  
CONECT   51   50   91                                                       
CONECT   52    1                                                            
CONECT   53    1                                                            
CONECT   54    1                                                            
CONECT   55    4                                                            
CONECT   56    6                                                            
CONECT   57    7                                                            
CONECT   58   11                                                            
CONECT   59   11                                                            
CONECT   60   12                                                            
CONECT   61   12                                                            
CONECT   62   13                                                            
CONECT   63   13                                                            
CONECT   64   15                                                            
CONECT   65   16                                                            
CONECT   66   19                                                            
CONECT   67   20                                                            
CONECT   68   20                                                            
CONECT   69   24                                                            
CONECT   70   25                                                            
CONECT   71   27                                                            
CONECT   72   28                                                            
CONECT   73   30                                                            
CONECT   74   31                                                            
CONECT   75   32                                                            
CONECT   76   33                                                            
CONECT   77   34                                                            
CONECT   78   36                                                            
CONECT   79   37                                                            
CONECT   80   39                                                            
CONECT   81   42                                                            
CONECT   82   42                                                            
CONECT   83   42                                                            
CONECT   84   43                                                            
CONECT   85   46                                                            
CONECT   86   46                                                            
CONECT   87   46                                                            
CONECT   88   47                                                            
CONECT   89   48                                                            
CONECT   90   49                                                            
CONECT   91   51                                                            
MASTER        0    0    0    0    0    0    0    0   91    0  188    0
END

RDKit          3D

91 94  0  0  0  0  0  0  0  0999 V2000
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M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₄₀O₁₂

Average Mass

700.7370 Da

Monoisotopic Mass

700.25198 Da

IUPAC Name

(2S,3S)-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propyl)-2-methoxyphenoxy]propyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

Traditional Name

(2S,3S)-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-{[(2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoyl]oxy}propyl)-2-methoxyphenoxy]propyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(\C([H])=C(/[H])C(=O)OC([H])([H])[C@]([H])(OC2=C([H])C([H])=C(C([H])=C2OC([H])([H])[H])C([H])([H])C([H])([H])C([H])([H])OC(=O)C(\[H])=C(/[H])C2=C([H])C([H])=C(O[H])C(OC([H])([H])[H])=C2[H])[C@@]([H])(O[H])C2=C([H])C([H])=C(O[H])C(OC([H])([H])[H])=C2[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C39H40O12/c1-46-33-21-27(8-15-30(33)41)11-19-37(43)49-20-4-5-26-9-17-32(35(22-26)48-3)51-36(39(45)28-12-16-31(42)34(23-28)47-2)24-50-38(44)18-10-25-6-13-29(40)14-7-25/h6-19,21-23,36,39-42,45H,4-5,20,24H2,1-3H3/b18-10+,19-11+/t36-,39-/m0/s1

InChI Key

ZLYDRQZJTMLSQL-GUOZKVRWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 750 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 750 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Durio carinatus	JEOL database	Rudiyansyah, et al, J. Nat. Prod. 73, 1649 (2010)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignans, neolignans and related compounds. These are plant products of low molecular weight formed primarily from oxidative coupling of two p-propylphenol moieties. They can also be described as micromolecules with two phenylpropanoid units coupled together. They can be attached in various manners, like C5-C5', C8-C8'. Most known natural lignans are oxidized at C9 and C9´ and, based upon the way in which oxygen is incorporated into the skeleton and on the cyclization patterns, a wide range of lignans of very different structural types can be formed.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Not Available

Sub Class

Not Available

Direct Parent

Lignans, neolignans and related compounds

Alternative Parents

Substituents

Norlignan skeleton
Neolignan skeleton
Coumaric acid ester
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Methoxyphenol
Anisole
Phenoxy compound
Methoxybenzene
Phenol ether
Styrene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Phenol
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Ether
Carboxylic acid derivative
Aromatic alcohol
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenylpropanoid (CHEBI:70666 )

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	5.25	ALOGPS
logP	6.93	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	9.18	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	170.44 Å²	ChemAxon
Rotatable Bond Count	19	ChemAxon
Refractivity	189.7 m³·mol⁻¹	ChemAxon
Polarizability	72.11 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

35518458

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49831491

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rudiyansyah, et al. (2010). Rudiyansyah, et al, J. Nat. Prod. 73, 1649 (2010). J. Nat. Prod..

Showing NP-Card for threo-carolignan X (NP0035545)

MOL for NP0035545 (threo-carolignan X)

3D MOL for NP0035545 (threo-carolignan X)

3D SDF for NP0035545 (threo-carolignan X)

3D-SDF for NP0035545 (threo-carolignan X)

PDB for NP0035545 (threo-carolignan X)

3D PDB for NP0035545 (threo-carolignan X)

SMILES for NP0035545 (threo-carolignan X)

INCHI for NP0035545 (threo-carolignan X)

Structure for NP0035545 (threo-carolignan X)

3D Structure for NP0035545 (threo-carolignan X)