NP-MRD: Showing NP-Card for Soyasaponin aa (NP0336701)

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Record Information

Version

2.0

Created at

2024-09-11 07:28:38 UTC

Updated at

2024-09-11 07:28:39 UTC

NP-MRD ID

NP0336701

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Soyasaponin aa

Description

Soyasaponin aa belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton. Soyasaponin aa was first documented in 2015 (PMID: 25366162). Based on a literature review a small amount of articles have been published on Soyasaponin aa (PMID: 35695875) (PMID: 37297409).

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262310002D          

 74 82  0  0  0  0            999 V2000
    8.9645   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8522   -3.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4452   -6.0644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5495   -6.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv2104 05262310002D          

 74 82  0  0  0  0            999 V2000
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 42 35  1  0  0  0  0
 43 39  1  0  0  0  0
 44 41  1  0  0  0  0
 45 40  1  0  0  0  0
 46 42  1  0  0  0  0
 47 43  1  0  0  0  0
 48  2  1  0  0  0  0
 48  3  1  0  0  0  0
 48 18  1  0  0  0  0
 48 19  1  0  0  0  0
 49  4  1  0  0  0  0
 49 15  1  0  0  0  0
 49 25  1  0  0  0  0
 49 32  1  0  0  0  0
 50  5  1  0  0  0  0
 50 13  1  0  0  0  0
 50 29  1  0  0  0  0
 50 30  1  0  0  0  0
 51  6  1  0  0  0  0
 51 22  1  0  0  0  0
 51 29  1  0  0  0  0
 51 31  1  0  0  0  0
 52  7  1  0  0  0  0
 52 16  1  0  0  0  0
 52 24  1  0  0  0  0
 53  8  1  0  0  0  0
 53 14  1  0  0  0  0
 53 30  1  0  0  0  0
 53 52  1  0  0  0  0
 54 20  1  0  0  0  0
 55 22  1  0  0  0  0
 56 26  2  0  0  0  0
 57 27  1  0  0  0  0
 58 34  1  0  0  0  0
 59 35  1  0  0  0  0
 60 36  1  0  0  0  0
 61 37  1  0  0  0  0
 62 38  1  0  0  0  0
 63 39  1  0  0  0  0
 64 40  1  0  0  0  0
 65 44  2  0  0  0  0
 66 44  1  0  0  0  0
 67 21  1  0  0  0  0
 67 46  1  0  0  0  0
 68 23  1  0  0  0  0
 68 33  1  0  0  0  0
 69 28  1  0  0  0  0
 69 45  1  0  0  0  0
 70 32  1  0  0  0  0
 70 33  1  0  0  0  0
 71 31  1  0  0  0  0
 71 47  1  0  0  0  0
 72 41  1  0  0  0  0
 72 47  1  0  0  0  0
 73 42  1  0  0  0  0
 73 45  1  0  0  0  0
 74 43  1  0  0  0  0
 74 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336701

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=C(O)C(=O)CC(OC2CC(C)(C)CC3C4=CCC5C6(C)CCC(OC7OC(C(O)C(O)C7OC7OCC(O)C(O)C7OC7OC(CO)C(O)C(O)C7O)C(O)=O)C(C)(CO)C6CCC5(C)C4(C)CCC23C)O1

> <INCHI_IDENTIFIER>
InChI=1/C53H82O21/c1-23-34(58)26(56)17-33(68-23)70-32-19-48(2,3)18-25-24-9-10-30-50(5)13-12-31(51(6,22-55)29(50)11-14-53(30,8)52(24,7)16-15-49(25,32)4)71-47-43(39(63)38(62)41(72-47)44(65)66)74-46-42(35(59)27(57)21-67-46)73-45-40(64)37(61)36(60)28(20-54)69-45/h9,25,27-33,35-43,45-47,54-55,57-64H,10-22H2,1-8H3,(H,65,66)

> <INCHI_KEY>
AKVKZWDTBCHBPM-UHFFFAOYNA-N

> <FORMULA>
C53H82O21

> <MOLECULAR_WEIGHT>
1055.218

> <EXACT_MASS>
1054.53485966

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_ATOM_COUNT>
156

> <JCHEM_AVERAGE_POLARIZABILITY>
113.43846743271685

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(4,5-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)oxy]-3,4-dihydroxy-6-({9-[(5-hydroxy-6-methyl-4-oxo-3,4-dihydro-2H-pyran-2-yl)oxy]-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl}oxy)oxane-2-carboxylic acid

> <JCHEM_LOGP>
1.2041519723333325

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.131851589625718

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.363933620021664

> <JCHEM_PKA_STRONGEST_BASIC>
-3.678622842883525

> <JCHEM_POLAR_SURFACE_AREA>
330.5100000000001

> <JCHEM_REFRACTIVITY>
257.36030000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
5-[(4,5-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)oxy]-3,4-dihydroxy-6-({9-[(5-hydroxy-6-methyl-4-oxo-2,3-dihydropyran-2-yl)oxy]-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl}oxy)oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0      16.734  -8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.791  -6.610   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.076  -5.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.574 -11.137   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.644  -7.136   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.831 -11.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.626 -11.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.090 -11.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.724  -7.136   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.184  -7.136   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.874 -11.137   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.564  -7.136   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.104  -7.136   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.414 -11.137   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.034 -11.137   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.494 -11.137   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.424 -12.471   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.804  -7.136   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.114  -8.470   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -10.986 -13.805   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -8.676  -7.136   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.883 -10.330   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      15.964  -9.804   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.494  -8.470   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.034  -8.470   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.964 -12.471   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -9.446  -8.470   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -9.446 -13.805   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.104  -9.804   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.414  -8.470   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -0.206  -8.470   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.344  -9.804   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.654 -11.137   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      16.734 -11.137   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -8.676  -9.804   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -8.676 -15.138   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -7.136 -15.138   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -4.056  -4.469   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -4.826  -5.803   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -6.366 -13.805   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -2.516  -4.469   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -7.136  -9.804   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -4.056  -7.136   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -1.746  -3.135   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -7.136 -12.471   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -6.366  -8.470   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -2.516  -7.136   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      11.344  -7.136   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       9.804  -9.804   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       2.874  -8.470   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       0.564  -9.804   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       6.724  -9.804   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       5.184  -9.804   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0     -11.756 -15.138   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      -1.151 -11.847   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      16.734 -13.805   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0     -10.986  -8.470   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      18.274 -11.137   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      -9.446 -11.137   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      -9.446 -16.472   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      -6.366 -16.472   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      -4.826  -3.135   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      -6.366  -5.803   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0      -4.826 -13.805   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      -0.206  -3.135   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      -2.516  -1.802   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0      -7.136  -7.136   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0      14.424  -9.804   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0      -8.676 -12.471   0.000  0.00  0.00           O+0
HETATM   70  O   UNK     0      12.114 -11.137   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0      -1.746  -8.470   0.000  0.00  0.00           O+0
HETATM   72  O   UNK     0      -1.746  -5.803   0.000  0.00  0.00           O+0
HETATM   73  O   UNK     0      -6.366 -11.137   0.000  0.00  0.00           O+0
HETATM   74  O   UNK     0      -4.826  -8.470   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2   48                                                            
CONECT    3   48                                                            
CONECT    4   49                                                            
CONECT    5   50                                                            
CONECT    6   51                                                            
CONECT    7   52                                                            
CONECT    8   53                                                            
CONECT    9   10   24                                                       
CONECT   10    9   30                                                       
CONECT   11   14   29                                                       
CONECT   12   13   31                                                       
CONECT   13   12   50                                                       
CONECT   14   11   53                                                       
CONECT   15   16   49                                                       
CONECT   16   15   52                                                       
CONECT   17   26   33                                                       
CONECT   18   25   48                                                       
CONECT   19   32   48                                                       
CONECT   20   28   54                                                       
CONECT   21   27   67                                                       
CONECT   22   51   55                                                       
CONECT   23    1   34   68                                                  
CONECT   24    9   25   52                                                  
CONECT   25   18   24   49                                                  
CONECT   26   17   34   56                                                  
CONECT   27   21   35   57                                                  
CONECT   28   20   36   69                                                  
CONECT   29   11   50   51                                                  
CONECT   30   10   50   53                                                  
CONECT   31   12   51   71                                                  
CONECT   32   19   49   70                                                  
CONECT   33   17   68   70                                                  
CONECT   34   23   26   58                                                  
CONECT   35   27   42   59                                                  
CONECT   36   28   37   60                                                  
CONECT   37   36   40   61                                                  
CONECT   38   39   41   62                                                  
CONECT   39   38   43   63                                                  
CONECT   40   37   45   64                                                  
CONECT   41   38   44   72                                                  
CONECT   42   35   46   73                                                  
CONECT   43   39   47   74                                                  
CONECT   44   41   65   66                                                  
CONECT   45   40   69   73                                                  
CONECT   46   42   67   74                                                  
CONECT   47   43   71   72                                                  
CONECT   48    2    3   18   19                                             
CONECT   49    4   15   25   32                                             
CONECT   50    5   13   29   30                                             
CONECT   51    6   22   29   31                                             
CONECT   52    7   16   24   53                                             
CONECT   53    8   14   30   52                                             
CONECT   54   20                                                            
CONECT   55   22                                                            
CONECT   56   26                                                            
CONECT   57   27                                                            
CONECT   58   34                                                            
CONECT   59   35                                                            
CONECT   60   36                                                            
CONECT   61   37                                                            
CONECT   62   38                                                            
CONECT   63   39                                                            
CONECT   64   40                                                            
CONECT   65   44                                                            
CONECT   66   44                                                            
CONECT   67   21   46                                                       
CONECT   68   23   33                                                       
CONECT   69   28   45                                                       
CONECT   70   32   33                                                       
CONECT   71   31   47                                                       
CONECT   72   41   47                                                       
CONECT   73   42   45                                                       
CONECT   74   43   46                                                       
MASTER        0    0    0    0    0    0    0    0   74    0  164    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₅₃H₈₂O₂₁

Average Mass

1055.2180 Da

Monoisotopic Mass

1054.53486 Da

IUPAC Name

5-[(4,5-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)oxy]-3,4-dihydroxy-6-({9-[(5-hydroxy-6-methyl-4-oxo-3,4-dihydro-2H-pyran-2-yl)oxy]-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl}oxy)oxane-2-carboxylic acid

Traditional Name

5-[(4,5-dihydroxy-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)oxy]-3,4-dihydroxy-6-({9-[(5-hydroxy-6-methyl-4-oxo-2,3-dihydropyran-2-yl)oxy]-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl}oxy)oxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

CC1=C(O)C(=O)CC(OC2CC(C)(C)CC3C4=CCC5C6(C)CCC(OC7OC(C(O)C(O)C7OC7OCC(O)C(O)C7OC7OC(CO)C(O)C(O)C7O)C(O)=O)C(C)(CO)C6CCC5(C)C4(C)CCC23C)O1

InChI Identifier

InChI=1/C53H82O21/c1-23-34(58)26(56)17-33(68-23)70-32-19-48(2,3)18-25-24-9-10-30-50(5)13-12-31(51(6,22-55)29(50)11-14-53(30,8)52(24,7)16-15-49(25,32)4)71-47-43(39(63)38(62)41(72-47)44(65)66)74-46-42(35(59)27(57)21-67-46)73-45-40(64)37(61)36(60)28(20-54)69-45/h9,25,27-33,35-43,45-47,54-55,57-64H,10-22H2,1-8H3,(H,65,66)

InChI Key

AKVKZWDTBCHBPM-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as triterpene saponins. These are glycosylated derivatives of triterpene sapogenins. The sapogenin moiety backbone is usually based on the oleanane, ursane, taraxastane, bauerane, lanostane, lupeol, lupane, dammarane, cycloartane, friedelane, hopane, 9b,19-cyclo-lanostane, cycloartane, or cycloartanol skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Triterpene saponins

Alternative Parents

Substituents

Triterpene saponin
Triterpenoid
Oligosaccharide
Steroid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Dihydropyranone
Pyran
Hydroxy acid
Oxane
Vinylogous ester
Secondary alcohol
Ketone
Cyclic ketone
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Acetal
Alcohol
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Primary alcohol
Organic oxide
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	1.2	ChemAxon
pKa (Strongest Acidic)	3.36	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	330.51 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	257.36 m³·mol⁻¹	ChemAxon
Polarizability	113.44 Å³	ChemAxon
Number of Rings	9	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Baiseitova A, Ban YJ, Kim JY, Lee G, Shah AB, Kim JH, Lee YH, Park KH: Soybean phytochemicals responsible for bacterial neuraminidase inhibition and their characterization by UPLC-ESI-TOF/MS. Food Funct. 2022 Jul 4;13(13):6923-6933. doi: 10.1039/d2fo00537a. [PubMed:35695875 ]
Bljahhina A, Kuhtinskaja M, Krisciunaite T: Development of Extraction Method for Determination of Saponins in Soybean-Based Yoghurt Alternatives: Effect of Sample pH. Foods. 2023 May 27;12(11):2164. doi: 10.3390/foods12112164. [PubMed:37297409 ]
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Showing NP-Card for Soyasaponin aa (NP0336701)

MOL for NP0336701 (Soyasaponin aa)

3D MOL for NP0336701 (Soyasaponin aa)

3D SDF for NP0336701 (Soyasaponin aa)

3D-SDF for NP0336701 (Soyasaponin aa)

PDB for NP0336701 (Soyasaponin aa)

3D PDB for NP0336701 (Soyasaponin aa)

SMILES for NP0336701 (Soyasaponin aa)

INCHI for NP0336701 (Soyasaponin aa)

Structure for NP0336701 (Soyasaponin aa)

3D Structure for NP0336701 (Soyasaponin aa)