NP-MRD: Showing NP-Card for (9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol (NP0291705)

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Record Information

Version

2.0

Created at

2022-09-09 22:53:50 UTC

Updated at

2022-09-09 22:53:51 UTC

NP-MRD ID

NP0291705

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol

Description

Schisandrol A belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. (9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol is found in Kadsura angustifolia, Schisandra chinensis and Schisandra henryi. (9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol was first documented in 2021 (PMID: 34371773). Based on a literature review a significant number of articles have been published on Schisandrol A (PMID: 36044818) (PMID: 35091014) (PMID: 35035908) (PMID: 34987399) (PMID: 34788696) (PMID: 34770916).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309102200532D          

 31 33  0  0  1  0            999 V2000
    4.6228    1.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8951    1.4170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886    2.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    2.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    1.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6219    1.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3162    0.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7189   -0.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0113    0.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7828   -0.2873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    1.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7969    2.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0104    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9032    1.3858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6329    1.8495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4271    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9598    0.0924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7346   -0.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3698    1.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8518    0.3511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7099   -0.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5834    3.8271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1255    4.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7151    4.7011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    3.8271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9075    4.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    3.2438    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  2  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
  7 10  2  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  6 13  1  0  0  0  0
 13 14  2  0  0  0  0
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 16 17  1  0  0  0  0
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 26 29  1  0  0  0  0
 29 30  1  1  0  0  0
 29 31  1  0  0  0  0
  5 31  1  0  0  0  0
M  END

     RDKit          3D

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   -1.7697   -2.4454    0.0108 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9638   -3.0247   -0.3786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1314   -3.6908   -1.6258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4417   -1.1402   -0.2626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2276   -0.2701   -0.9657 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2166   -0.1195   -2.3722 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0573   -1.2133    1.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9092   -0.6815    0.2003 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3280   -1.1612    0.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5328   -1.3495   -0.9763 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8829    0.7928    0.0581 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2784    1.3881   -0.0628 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212    1.2823   -1.1981 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6395   -5.5134    1.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0971   -3.9978   -1.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7255   -4.6184   -1.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2424   -0.3217   -2.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0727   -0.3913    2.1273 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5150   -2.1128    1.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
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 29 30  1  0
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 10  3  1  0
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 31  5  1  0
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 24 51  1  0
M  END


  Mrv1652309102200532D          

 31 33  0  0  1  0            999 V2000
    4.6228    1.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8951    1.4170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0021    1.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7886    2.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    2.4188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    1.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6219    1.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3162    0.0378    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7189   -0.7564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4188    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0113    0.1239    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5834    1.8354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.9032    1.3858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7346   -0.3064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3698    1.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8518    0.3511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7099   -0.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5834    3.8271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1255    4.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7151    4.7011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4084    3.8271    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9075    4.5498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9917    3.2438    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
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  6  7  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0291705

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(C(OC)=C1OC)C1=C(C[C@@](C)(O)[C@@H](C)C2)C=C(OC)C(OC)=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C24H32O7/c1-13-9-14-10-16(26-3)20(28-5)22(30-7)18(14)19-15(12-24(13,2)25)11-17(27-4)21(29-6)23(19)31-8/h10-11,13,25H,9,12H2,1-8H3/t13-,24+/m0/s1

> <INCHI_KEY>
YEFOAORQXAOVJQ-RKNYENMMSA-N

> <FORMULA>
C24H32O7

> <MOLECULAR_WEIGHT>
432.513

> <EXACT_MASS>
432.21480337

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
46.43047877563323

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9R,10S)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol

> <JCHEM_LOGP>
3.385528757666667

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.639729749653103

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9563822075017328

> <JCHEM_POLAR_SURFACE_AREA>
75.61000000000001

> <JCHEM_REFRACTIVITY>
118.23490000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(9R,10S)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-22         0                                  
HETATM    1  C   UNK     0       8.629   3.511   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.271   2.645   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.604   2.629   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.205   4.116   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.718   4.515   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.629   3.426   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.028   1.939   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.457   0.070   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.209  -1.412   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.515   1.540   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.621   0.231   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       7.061  -0.536   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.089   3.426   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.000   4.515   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.488   4.116   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.886   2.629   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.553   2.587   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.915   3.452   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.797   1.540   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -1.792   0.172   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -3.238  -0.572   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.690   1.939   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.590   0.655   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       1.325  -1.106   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.000   6.055   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.089   7.144   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.234   8.143   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.335   8.775   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.629   7.144   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.561   8.493   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.718   6.055   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   31                                                  
CONECT    6    5    7   13                                                  
CONECT    7    6    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    7    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13    6   14   22                                                  
CONECT   14   13   15   25                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   13   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   14   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29    5                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₂O₇

Average Mass

432.5130 Da

Monoisotopic Mass

432.21480 Da

IUPAC Name

(9R,10S)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol

Traditional Name

(9R,10S)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(C(OC)=C1OC)C1=C(C[C@@](C)(O)[C@@H](C)C2)C=C(OC)C(OC)=C1OC

InChI Identifier

InChI=1S/C24H32O7/c1-13-9-14-10-16(26-3)20(28-5)22(30-7)18(14)19-15(12-24(13,2)25)11-17(27-4)21(29-6)23(19)31-8/h10-11,13,25H,9,12H2,1-8H3/t13-,24+/m0/s1

InChI Key

YEFOAORQXAOVJQ-RKNYENMMSA-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
Kadsura angustifolia	LOTUS Database	35616633
Schisandra chinensis	LOTUS Database	35616633
Schisandra henryi	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Dibenzocyclooctane lignan
Phenol ether
Anisole
Alkyl aryl ether
Benzenoid
Tertiary alcohol
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	3.39	ChemAxon
pKa (Strongest Acidic)	14.64	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	75.61 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	118.23 m³·mol⁻¹	ChemAxon
Polarizability	46.43 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

C00034219

Chemspider ID

9277234

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11102092

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lee D, Kim YM, Chin YW, Kang KS: Schisandrol A Exhibits Estrogenic Activity via Estrogen Receptor alpha-Dependent Signaling Pathway in Estrogen Receptor-Positive Breast Cancer Cells. Pharmaceutics. 2021 Jul 15;13(7):1082. doi: 10.3390/pharmaceutics13071082. [PubMed:34371773 ]
Zhang Y, Li S, Yang P, Zhang Q, Xu H, Bi K, Li Q: A multidimensional strategy for uncovering comprehensive quality markers of Schisandra chinensis (Turcz.) Baill based on pharmacodynamics and chemical properties. Phytomedicine. 2022 Nov;106:154273. doi: 10.1016/j.phymed.2022.154273. Epub 2022 Jun 12. [PubMed:36044818 ]
Wu Z, Jia M, Zhao W, Huang X, Yang X, Chen D, Qiaolongbatu X, Li X, Wu J, Qian F, Lou Y, Fan G: Schisandrol A, the main active ingredient of Schisandrae Chinensis Fructus, inhibits pulmonary fibrosis through suppression of the TGF-beta signaling pathway as revealed by UPLC-Q-TOF/MS, network pharmacology and experimental verification. J Ethnopharmacol. 2022 May 10;289:115031. doi: 10.1016/j.jep.2022.115031. Epub 2022 Jan 26. [PubMed:35091014 ]
Wang X, Xu S, Wu Z, Li Y, Wang Y, Wu Z, Zhu G, Yang M: A novel ultrasound-assisted vacuum drying technique for improving drying efficiency and physicochemical properties of Schisandra chinensis extract powder. Food Sci Nutr. 2021 Nov 3;10(1):49-59. doi: 10.1002/fsn3.2645. eCollection 2022 Jan. [PubMed:35035908 ]
Xu G, Feng Y, Li H, Chen C, Li H, Wang C, Chen J, Sun J: Molecular Mechanism of the Regulatory Effect of Schisandrol A on the Immune Function of Mice Based on a Transcription Factor Regulatory Network. Front Pharmacol. 2021 Dec 20;12:785353. doi: 10.3389/fphar.2021.785353. eCollection 2021. [PubMed:34987399 ]
Li X, Ge J, Li M, Deng S, Li J, Ma Y, Zhang J, Zheng Y, Ma L: Network pharmacology, molecular docking technology integrated with pharmacodynamic study to reveal the potential targets of Schisandrol A in drug-induced liver injury by acetaminophen. Bioorg Chem. 2022 Jan;118:105476. doi: 10.1016/j.bioorg.2021.105476. Epub 2021 Nov 11. [PubMed:34788696 ]
Lee D, Kim YM, Kim HW, Choi YK, Park BJ, Joo SH, Kang KS: Schisandrin C Affects Glucose-Stimulated Insulin Secretion in Pancreatic beta-Cells and Glucose Uptake in Skeletal Muscle Cells. Molecules. 2021 Oct 28;26(21):6509. doi: 10.3390/molecules26216509. [PubMed:34770916 ]
Yang K, Qiu J, Huang Z, Yu Z, Wang W, Hu H, You Y: A comprehensive review of ethnopharmacology, phytochemistry, pharmacology, and pharmacokinetics of Schisandra chinensis (Turcz.) Baill. and Schisandra sphenanthera Rehd. et Wils. J Ethnopharmacol. 2022 Feb 10;284:114759. doi: 10.1016/j.jep.2021.114759. Epub 2021 Oct 19. [PubMed:34678416 ]
Gong S, Liu J, Wan S, Yang W, Zhang Y, Yu B, Li F, Kou J: Schisandrol A Attenuates Myocardial Ischemia/Reperfusion-Induced Myocardial Apoptosis through Upregulation of 14-3-3theta. Oxid Med Cell Longev. 2021 Jun 26;2021:5541753. doi: 10.1155/2021/5541753. eCollection 2021. [PubMed:34257806 ]
Lu J, Yu Y, Wang XJ, Chai RP, Lyu XK, Deng MH, Hu MG, Qi Y, Chen X: Mechanism of Shengmai Injection on Anti-Sepsis and Protective Activities of Intestinal Mucosal Barrier in Mice. Chin J Integr Med. 2022 Sep;28(9):817-822. doi: 10.1007/s11655-021-3292-y. Epub 2021 Jul 9. [PubMed:34241804 ]
LOTUS database [Link]

Showing NP-Card for (9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol (NP0291705)

MOL for NP0291705 ((9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

3D MOL for NP0291705 ((9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

3D SDF for NP0291705 ((9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

3D-SDF for NP0291705 ((9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

PDB for NP0291705 ((9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

3D PDB for NP0291705 ((9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

SMILES for NP0291705 ((9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

INCHI for NP0291705 ((9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

Structure for NP0291705 ((9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)

3D Structure for NP0291705 ((9r,10s)-3,4,5,14,15,16-hexamethoxy-9,10-dimethyltricyclo[10.4.0.0²,⁷]hexadeca-1(12),2(7),3,5,13,15-hexaen-9-ol)