NP-MRD: Showing NP-Card for galbacin (NP0278452)

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Record Information

Version

2.0

Created at

2022-09-09 03:29:06 UTC

Updated at

2022-09-09 03:29:06 UTC

NP-MRD ID

NP0278452

Secondary Accession Numbers

None

Natural Product Identification

Common Name

galbacin

Description

(-)-Galbacin belongs to the class of organic compounds known as 7,7'-epoxylignans. These are lignans with a structure based on a 2,5-diaryl-3, 4-dimethyltetrahydrofuran skeleton. galbacin is found in Aristolochia arcuata, Bicuiba oleifera, Holostylis reniformis, Knema elegans, Machilus thunbergii, Magnolia denudata, Magnolia liliifera, Myristica fragrans, Piper kadsura, Saururus chinensis and Virola surinamensis. galbacin was first documented in 2018 (PMID: 29446433). Based on a literature review a small amount of articles have been published on (-)-Galbacin (PMID: 34276370) (PMID: 31411258) (PMID: 31317982).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092205292D          

 25 29  0  0  1  0            999 V2000
    5.2955    4.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1929    2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6779    3.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4983    3.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8339    2.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3490    1.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5285    1.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8339    1.0319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6185    1.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6185    2.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204    2.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5399    3.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  2  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
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 14 24  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  1  0  0  0
M  END

     RDKit          3D

 45 49  0  0  0  0  0  0  0  0999 V2000
    0.9717   -3.3005    0.3514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6450   -1.9786   -0.2744 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9269   -0.8045    0.6156 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2580   -0.2417    0.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2799   -0.8683   -0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5529   -0.3201   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8088    0.9331    0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7859    1.5712    0.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5187    0.9892    1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3141    2.7795    1.4266 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7475    2.6719    1.3991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9366    1.7276    0.3658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0093    0.1761    0.3412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8233   -0.2841   -0.6867 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1251    0.3641   -0.6257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6919    0.8432   -1.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9270    1.4720   -1.8124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6331    1.6317   -0.6206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0824    1.1588    0.5525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8394    0.5319    0.5418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9812    1.4417    1.5888 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7603    2.5172    1.0948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8469    2.1891   -0.2800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8565   -1.7759   -0.4464 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3941   -2.5345   -1.6327 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4006   -3.1746    1.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7478   -3.7929   -0.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0752   -3.9545    0.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0783   -1.8801   -1.2885 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7734   -1.1511    1.6659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0900   -1.8285   -0.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3577   -0.8269   -0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7772    1.5543    1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2040    3.6420    1.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0773    2.2069    2.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3502   -0.1251   -1.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1784    0.7417   -2.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3748    1.8503   -2.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3780    0.1485    1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7826    2.3811    1.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3317    3.4997    1.2849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3885   -2.0227    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6103   -2.5824   -2.4038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6484   -3.5555   -1.2712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3139   -2.0200   -1.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2 24  1  0
 24 25  1  0
 24 14  1  0
 14 13  1  0
 13  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7 12  1  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 23  1  0
 23 22  1  0
 22 21  1  0
 21 19  1  0
 19 20  2  0
  3  2  1  0
  9  4  1  0
 20 15  1  0
  8  7  1  0
 19 18  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  6
 24 42  1  1
 25 43  1  0
 25 44  1  0
 25 45  1  0
 14 36  1  6
  3 30  1  1
  5 31  1  0
  6 32  1  0
 11 34  1  0
 11 35  1  0
  9 33  1  0
 16 37  1  0
 17 38  1  0
 22 40  1  0
 22 41  1  0
 20 39  1  0
M  END


  Mrv1652309092205292D          

 25 29  0  0  1  0            999 V2000
    5.2955    4.0936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9600    3.3400    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3725    2.6255    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1929    2.5392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6779    3.2067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4983    3.1204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8339    2.3668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3490    1.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5285    1.7856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8339    1.0319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6185    1.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6185    2.1118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8204    2.0124    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530    3.1684    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5399    3.7205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  3  4  1  1  0  0  0
  4  5  2  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
  4  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
  7 12  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 18 23  1  0  0  0  0
 14 24  1  0  0  0  0
  2 24  1  0  0  0  0
 24 25  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0278452

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@H]1[C@H](C)[C@H](O[C@@H]1C1=CC=C2OCOC2=C1)C1=CC=C2OCOC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H20O5/c1-11-12(2)20(14-4-6-16-18(8-14)24-10-22-16)25-19(11)13-3-5-15-17(7-13)23-9-21-15/h3-8,11-12,19-20H,9-10H2,1-2H3/t11-,12-,19-,20-/m0/s1

> <INCHI_KEY>
QFUXQRHAJWXPGP-HIGYNYDNSA-N

> <FORMULA>
C20H20O5

> <MOLECULAR_WEIGHT>
340.375

> <EXACT_MASS>
340.131073744

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
36.807297821101834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(2S,3S,4S,5S)-5-(2H-1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-2H-1,3-benzodioxole

> <JCHEM_LOGP>
4.075239864333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.024051586120543

> <JCHEM_POLAR_SURFACE_AREA>
46.150000000000006

> <JCHEM_REFRACTIVITY>
89.59610000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-[(2S,3S,4S,5S)-5-(2H-1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-2H-1,3-benzodioxole

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       9.885   7.641   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.259   6.235   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.029   4.901   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.560   4.740   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.465   5.986   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.997   5.825   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.623   4.418   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.718   3.172   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.187   3.333   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      14.623   1.926   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      16.088   2.402   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.088   3.942   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       8.998   3.756   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       7.591   4.383   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       2.126   1.597   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       7.752   5.914   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.608   6.945   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   24                                                  
CONECT    3    2    4   13                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8    4                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11    7                                                       
CONECT   13    3   14                                                       
CONECT   14   13   15   24                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   23                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   15                                                       
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   14    2   25                                                  
CONECT   25   24                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   58    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₀O₅

Average Mass

340.3750 Da

Monoisotopic Mass

340.13107 Da

IUPAC Name

5-[(2S,3S,4S,5S)-5-(2H-1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-2H-1,3-benzodioxole

Traditional Name

5-[(2S,3S,4S,5S)-5-(2H-1,3-benzodioxol-5-yl)-3,4-dimethyloxolan-2-yl]-2H-1,3-benzodioxole

CAS Registry Number

Not Available

SMILES

C[C@H]1[C@H](C)[C@H](O[C@@H]1C1=CC=C2OCOC2=C1)C1=CC=C2OCOC2=C1

InChI Identifier

InChI=1S/C20H20O5/c1-11-12(2)20(14-4-6-16-18(8-14)24-10-22-16)25-19(11)13-3-5-15-17(7-13)23-9-21-15/h3-8,11-12,19-20H,9-10H2,1-2H3/t11-,12-,19-,20-/m0/s1

InChI Key

QFUXQRHAJWXPGP-HIGYNYDNSA-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
Aristolochia arcuata	LOTUS Database	35616633
Bicuiba oleifera	LOTUS Database	35616633
Holostylis reniformis	LOTUS Database	35616633
Knema elegans	LOTUS Database	35616633
Machilus thunbergii	LOTUS Database	35616633
Magnolia denudata	LOTUS Database	35616633
Magnolia liliifera	LOTUS Database	35616633
Myristica fragrans	LOTUS Database	35616633
Piper kadsura	LOTUS Database	35616633
Saururus chinensis	LOTUS Database	35616633
Virola surinamensis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7,7'-epoxylignans. These are lignans with a structure based on a 2,5-diaryl-3, 4-dimethyltetrahydrofuran skeleton.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Furanoid lignans

Sub Class

Tetrahydrofuran lignans

Direct Parent

7,7'-epoxylignans

Alternative Parents

Substituents

7,7p-epoxylignan
Dibenzylbutane lignan skeleton
Benzodioxole
Benzenoid
Oxolane
Oxacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Acetal
Organic oxygen compound
Hydrocarbon derivative
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	4.08	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	46.15 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	89.6 m³·mol⁻¹	ChemAxon
Polarizability	36.81 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00007213

Chemspider ID

9350274

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11175182

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Khan MA, Srivastava V, Kabir M, Samal M, Insaf A, Ibrahim M, Zahiruddin S, Ahmad S: Development of Synergy-Based Combination for Learning and Memory Using in vitro, in vivo and TLC-MS-Bioautographic Studies. Front Pharmacol. 2021 Jul 2;12:678611. doi: 10.3389/fphar.2021.678611. eCollection 2021. [PubMed:34276370 ]
Oliveira SQ, Kratz JM, Chaves VC, Guimaraes TR, Costa DTM, Dimitrakoudi S, Vontzalidou A, Bordignon SAL, Simionato CP, Steindel M, Reginatto FH, Simoes CMO, Schenkel EP: Chemical Constituents and Pharmacology properties of Aristolochia triangularis: a south brazilian highly-consumed botanical with multiple bioactivities. An Acad Bras Cienc. 2019 Aug 12;91(3):e20180621. doi: 10.1590/0001-3765201920180621. [PubMed:31411258 ]
Luo HY, Xie YY, Song XF, Dong JW, Zhu D, Chen ZM: Lewis base-catalyzed asymmetric sulfenylation of alkenes: construction of sulfenylated lactones and application to the formal syntheses of (-)-nicotlactone B and (-)-galbacin. Chem Commun (Camb). 2019 Aug 14;55(63):9367-9370. doi: 10.1039/c9cc04758a. Epub 2019 Jul 18. [PubMed:31317982 ]
Henrion S, Mace A, Vallejos MM, Roisnel T, Carboni B, Villalgordo JM, Carreaux F: Asymmetric synthesis of trans-4,5-disubstituted gamma-butyrolactones involving a key allylboration step. First access to (-)-nicotlactone B and (-)-galbacin. Org Biomol Chem. 2018 Mar 7;16(10):1672-1678. doi: 10.1039/c8ob00101d. [PubMed:29446433 ]
LOTUS database [Link]

Showing NP-Card for galbacin (NP0278452)

MOL for NP0278452 (galbacin)

3D MOL for NP0278452 (galbacin)

3D SDF for NP0278452 (galbacin)

3D-SDF for NP0278452 (galbacin)

PDB for NP0278452 (galbacin)

3D PDB for NP0278452 (galbacin)

SMILES for NP0278452 (galbacin)

INCHI for NP0278452 (galbacin)

Structure for NP0278452 (galbacin)

3D Structure for NP0278452 (galbacin)