Np mrd loader

Showing NP-Card for (+)-Gomisin A (NP0050449)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version1.0
Created at2022-04-27 21:39:50 UTC
Updated at2022-04-27 21:39:51 UTC
NP-MRD IDNP0050449
Secondary Accession NumbersNone
Natural Product Identification
Common Name(+)-Gomisin A
Description (+)-Gomisin A is found in Kadsura heteroclita , Kadsura interior, Schisandra chinensis, Schisandra propinqua, Schisandra sphenanthera and Schizandra chinensis.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0050449 ((+)-Gomisin A)


  Mrv1533007131514022D          

 31 34  0  0  1  0            999 V2000
    1.0525   -0.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9563   -0.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6833    2.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1651    4.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1458    4.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2589    4.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6257    0.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163    1.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0429    2.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5473    0.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295    2.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3419   -0.0257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4087    1.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302    1.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0393    2.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8320    1.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180    1.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140    2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3230    3.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    2.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6104    2.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024    2.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1379    0.1914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2421   -0.6804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8666    3.2385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682    4.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0042    3.6560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4437    3.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397    2.0567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9773    3.2156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029   -0.6306    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  6  0  0  0
 12  7  1  0  0  0  0
 13  7  1  0  0  0  0
 13  8  2  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  9  1  0  0  0  0
 16  8  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 18 17  1  0  0  0  0
 19 15  2  0  0  0  0
 20 16  2  0  0  0  0
 21 18  2  0  0  0  0
 21 19  1  0  0  0  0
 22 17  2  0  0  0  0
 22 20  1  0  0  0  0
 23  2  1  6  0  0  0
 23 10  1  0  0  0  0
 23 12  1  0  0  0  0
 23 24  1  1  0  0  0
 25  3  1  0  0  0  0
 25 15  1  0  0  0  0
 26  4  1  0  0  0  0
 26 19  1  0  0  0  0
 27  5  1  0  0  0  0
 27 21  1  0  0  0  0
 28  6  1  0  0  0  0
 28 22  1  0  0  0  0
 29 11  1  0  0  0  0
 29 16  1  0  0  0  0
 30 11  1  0  0  0  0
 30 20  1  0  0  0  0
 12 31  1  1  0  0  0
M  END
Download

3D MOL for NP0050449 ((+)-Gomisin A)

Download
3D SDF for NP0050449 ((+)-Gomisin A)

  Mrv1533007131514022D          

 31 34  0  0  1  0            999 V2000
    1.0525   -0.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9563   -0.1301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6833    2.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1651    4.8692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1458    4.6084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2589    4.1273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6257    0.3837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4163    1.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0429    2.1192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5473    0.9076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7295    2.8768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3419   -0.0257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4087    1.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3302    1.7036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0393    2.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8320    1.8887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8180    1.8959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6140    2.1129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3230    3.3536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    2.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6104    2.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024    2.6086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1379    0.1914    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2421   -0.6804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8666    3.2385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5682    4.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0042    3.6560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4437    3.5417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6397    2.0567    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9773    3.2156    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029   -0.6306    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
 12  1  1  6  0  0  0
 12  7  1  0  0  0  0
 13  7  1  0  0  0  0
 13  8  2  0  0  0  0
 14  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15  9  1  0  0  0  0
 16  8  1  0  0  0  0
 17 13  1  0  0  0  0
 18 14  1  0  0  0  0
 18 17  1  0  0  0  0
 19 15  2  0  0  0  0
 20 16  2  0  0  0  0
 21 18  2  0  0  0  0
 21 19  1  0  0  0  0
 22 17  2  0  0  0  0
 22 20  1  0  0  0  0
 23  2  1  6  0  0  0
 23 10  1  0  0  0  0
 23 12  1  0  0  0  0
 23 24  1  1  0  0  0
 25  3  1  0  0  0  0
 25 15  1  0  0  0  0
 26  4  1  0  0  0  0
 26 19  1  0  0  0  0
 27  5  1  0  0  0  0
 27 21  1  0  0  0  0
 28  6  1  0  0  0  0
 28 22  1  0  0  0  0
 29 11  1  0  0  0  0
 29 16  1  0  0  0  0
 30 11  1  0  0  0  0
 30 20  1  0  0  0  0
 12 31  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0050449

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]1(C)CC2=CC3=C(OCO3)C(OC)=C2C2=C(OC)C(OC)=C(OC)C=C2C[C@@]1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C23H28O7/c1-12-7-13-8-16-20(30-11-29-16)22(28-6)17(13)18-14(10-23(12,2)24)9-15(25-3)19(26-4)21(18)27-5/h8-9,12,24H,7,10-11H2,1-6H3/t12-,23-/m1/s1

> <INCHI_KEY>
ZWRRJEICIPUPHZ-SFDCACGMSA-N

> <FORMULA>
C23H28O7

> <MOLECULAR_WEIGHT>
416.47

> <EXACT_MASS>
416.183503242

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
44.19442690051507

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9R,10R)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2,4,6,12,14(18)-hexaen-9-ol

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
3.3241047566666664

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.63955577923825

> <JCHEM_PKA_STRONGEST_BASIC>
-2.956458302161189

> <JCHEM_POLAR_SURFACE_AREA>
75.61000000000001

> <JCHEM_REFRACTIVITY>
111.07539999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.60e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gomisin A

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0050449 ((+)-Gomisin A)
Download
PDB for NP0050449 ((+)-Gomisin A)
HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0       1.965  -1.568   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.518  -0.243   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.742   5.552   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.908   9.089   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.139   8.602   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.483   7.704   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.168   0.716   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.777   2.195   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.680   3.956   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.755   1.694   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.228   5.370   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.505  -0.048   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.763   2.202   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.350   3.180   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.673   5.496   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.553   3.526   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.527   3.539   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.013   3.944   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.336   6.260   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.789   4.863   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.006   5.484   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.751   4.869   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.991   0.357   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       4.185  -1.270   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       7.218   6.045   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.794   7.910   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.875   6.825   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.828   6.611   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -3.061   3.839   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -1.824   6.003   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0       3.552  -1.177   0.000  0.00  0.00           H+0
CONECT    1   12                                                            
CONECT    2   23                                                            
CONECT    3   25                                                            
CONECT    4   26                                                            
CONECT    5   27                                                            
CONECT    6   28                                                            
CONECT    7   12   13                                                       
CONECT    8   13   16                                                       
CONECT    9   14   15                                                       
CONECT   10   14   23                                                       
CONECT   11   29   30                                                       
CONECT   12    1    7   23   31                                             
CONECT   13    7    8   17                                                  
CONECT   14    9   10   18                                                  
CONECT   15    9   19   25                                                  
CONECT   16    8   20   29                                                  
CONECT   17   13   18   22                                                  
CONECT   18   14   17   21                                                  
CONECT   19   15   21   26                                                  
CONECT   20   16   22   30                                                  
CONECT   21   18   19   27                                                  
CONECT   22   17   20   28                                                  
CONECT   23    2   10   12   24                                             
CONECT   24   23                                                            
CONECT   25    3   15                                                       
CONECT   26    4   19                                                       
CONECT   27    5   21                                                       
CONECT   28    6   22                                                       
CONECT   29   11   16                                                       
CONECT   30   11   20                                                       
CONECT   31   12                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   68    0
END

Download
3D PDB for NP0050449 ((+)-Gomisin A)
Download
SMILES for NP0050449 ((+)-Gomisin A)
[H][C@@]1(C)CC2=CC3=C(OCO3)C(OC)=C2C2=C(OC)C(OC)=C(OC)C=C2C[C@@]1(C)O
Download
INCHI for NP0050449 ((+)-Gomisin A)
InChI=1S/C23H28O7/c1-12-7-13-8-16-20(30-11-29-16)22(28-6)17(13)18-14(10-23(12,2)24)9-15(25-3)19(26-4)21(18)27-5/h8-9,12,24H,7,10-11H2,1-6H3/t12-,23-/m1/s1
Download
View in JSmol
Synonyms
ValueSource
TJN-101MeSH
5,6,7,8-tetrahydro-1,2,3,12-Tetramethoxy-6,7-dimethyl-10,11-methylenedioxy-6-dibenzo(a,c)cyclooctenolMeSH
Schisandrol bMeSH
TJN 101MeSH
Schizandrol bMeSH
Gomisin aMeSH
Chemical FormulaC23H28O7
Average Mass416.4700 Da
Monoisotopic Mass416.18350 Da
IUPAC Name(9R,10R)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0²,⁷.0¹⁴,¹⁸]nonadeca-1(19),2,4,6,12,14(18)-hexaen-9-ol
Traditional Namegomisin A
CAS Registry NumberNot Available
SMILES
[H][C@@]1(C)CC2=CC3=C(OCO3)C(OC)=C2C2=C(OC)C(OC)=C(OC)C=C2C[C@@]1(C)O
InChI Identifier
InChI=1S/C23H28O7/c1-12-7-13-8-16-20(30-11-29-16)22(28-6)17(13)18-14(10-23(12,2)24)9-15(25-3)19(26-4)21(18)27-5/h8-9,12,24H,7,10-11H2,1-6H3/t12-,23-/m1/s1
InChI KeyZWRRJEICIPUPHZ-SFDCACGMSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Kadsura heteroclitaPlant
Kadsura interiorPlant
Schisandra chinensisLOTUS Database
Schisandra propinquaPlant
Schisandra sphenantheraLOTUS Database
Schizandra chinensis-
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) that 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.
KingdomOrganic compounds  
Super ClassPhenylpropanoids and polyketides  
ClassTannins  
Sub ClassHydrolyzable tannins  
Direct ParentHydrolyzable tannins  
Alternative Parents
Substituents
  • Hydrolyzable tannin
    • 

  • Dibenzocyclooctane lignan
    • 

  • Benzodioxole
    • 

  • Anisole
    • 

  • Alkyl aryl ether
    • 

  • Benzenoid
    • 

  • Tertiary alcohol
    • 

  • Acetal
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Ether
    • 

  • Alcohol
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.37ALOGPS
logP3.32ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)14.64ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area75.61 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity111.08 m³·mol⁻¹ChemAxon
Polarizability44.19 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB029992  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound68781  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available