Np mrd loader

Showing NP-Card for Azukisaponin III (NP0049384)

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Record Information
Version2.0
Created at2022-03-17 21:11:41 UTC
Updated at2022-03-17 21:11:41 UTC
NP-MRD IDNP0049384
Secondary Accession NumbersNone
Natural Product Identification
Common NameAzukisaponin III
DescriptionAzukisaponin III 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. Azukisaponin III is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Azukisaponin III has been detected, but not quantified in, adzuki beans and pulses. Azukisaponin III is found in Oxytropis glabra. This could make azukisaponin III a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049384 (Azukisaponin III)


  Mrv1572001071617142D          

 57 63  0  0  0  0            999 V2000
    4.2692   -0.4965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5418   -0.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8418   -0.4470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0559    1.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0270    0.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2981    0.3285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9980   -0.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130    0.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6842   -0.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0158   -0.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433   -0.7330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7722   -1.5567    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5010   -1.9445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2009   -1.5086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9298   -1.8950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6298   -1.4577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5995   -0.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3008   -0.1967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0131    0.4785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8707    0.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5982    0.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0  0  0  0
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  3 31  1  0  0  0  0
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  9 33  1  0  0  0  0
 10 11  1  0  0  0  0
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 22 23  1  0  0  0  0
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 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 42  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
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 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
M  END
Download

3D MOL for NP0049384 (Azukisaponin III)

Download
3D SDF for NP0049384 (Azukisaponin III)

  Mrv1572001071617142D          

 57 63  0  0  0  0            999 V2000
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    4.9980   -0.1087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130    0.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6842   -0.7825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0158   -0.3465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 38 39  1  0  0  0  0
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 44 45  2  0  0  0  0
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M  END
> <DATABASE_ID>
NP0049384

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC12CCC(C)(CC1C1=CCC3C4(C)CCC(OC5OC(C(O)C(O)C5OC5OC(CO)C(O)C(O)C5O)C(O)=O)C(C)(CO)C4CCC3(C)C1(C)CC2)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C42H66O15/c1-37-13-14-38(2,36(52)53)17-21(37)20-7-8-24-39(3)11-10-25(40(4,19-44)23(39)9-12-42(24,6)41(20,5)16-15-37)55-35-32(29(48)28(47)31(56-35)33(50)51)57-34-30(49)27(46)26(45)22(18-43)54-34/h7,21-32,34-35,43-49H,8-19H2,1-6H3,(H,50,51)(H,52,53)

> <INCHI_KEY>
FXYSHYMHTAACSV-UHFFFAOYSA-N

> <FORMULA>
C42H66O15

> <MOLECULAR_WEIGHT>
810.975

> <EXACT_MASS>
810.440171425

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
123

> <JCHEM_AVERAGE_POLARIZABILITY>
86.65683745408616

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.24

> <JCHEM_LOGP>
2.092665523333331

> <ALOGPS_LOGS>
-3.95

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.639097901429497

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.340259240783751

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483775957536775

> <JCHEM_POLAR_SURFACE_AREA>
253.12999999999994

> <JCHEM_REFRACTIVITY>
200.09320000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.20e-02 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049384 (Azukisaponin III)
Download
PDB for NP0049384 (Azukisaponin III)
HEADER    PROTEIN                                 07-JAN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-JAN-16         0                                  
HETATM    1  C   UNK     0       7.969  -0.927   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.611  -1.651   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.305  -0.834   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.438   2.877   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.384   1.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.023   0.613   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.330  -0.203   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.331   0.077   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.277  -1.461   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.029  -0.647   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.387  -1.368   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.441  -2.906   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.802  -3.630   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -4.108  -2.816   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -5.469  -3.537   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -6.776  -2.721   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.719  -1.183   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -8.028  -0.367   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.024   0.893   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.280   1.707   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.228   3.247   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -2.535   4.064   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.478   5.604   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       0.813  -4.939   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.135  -3.725   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.167  -4.870   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.689  -6.333   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       1.223  -3.003   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.530  -3.820   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.890  -3.096   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.944  -1.556   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.251  -2.372   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.638  -0.737   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.691   0.801   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.052   1.522   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.359   0.708   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.717   1.432   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       6.770   2.970   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.131   3.691   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       9.160   4.836   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       7.759   6.333   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       7.181   4.905   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0       5.659   4.692   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -8.187  -4.985   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -8.133  -3.445   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      -9.438  -2.631   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -5.307   1.078   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      -5.359  -0.462   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      -4.054  -1.276   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -2.694  -0.552   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -2.637   0.985   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      -3.947   1.802   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -3.893   3.342   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -5.197   4.158   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0      -5.145   5.699   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       0.132   3.971   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0       6.075  -2.169   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2   31   36   57                                             
CONECT    4    5   39                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    7   37                                             
CONECT    7    6                                                            
CONECT    8    9                                                            
CONECT    9    8   10   28   33                                             
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   25                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   49                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   45                                                  
CONECT   17   16   18   48                                                  
CONECT   18   17                                                            
CONECT   19   20                                                            
CONECT   20   19   21   51                                                  
CONECT   21   20   22   56                                                  
CONECT   22   21   23   53                                                  
CONECT   23   22                                                            
CONECT   24   25                                                            
CONECT   25   12   24   26   28                                             
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28    9   25   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31    3   30   32   33                                             
CONECT   32   31                                                            
CONECT   33    9   31   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36    3   35   37                                                  
CONECT   37    6   36   38                                                  
CONECT   38   37   39                                                       
CONECT   39    4   38   40   42                                             
CONECT   40   39                                                            
CONECT   41   42                                                            
CONECT   42   39   41   43                                                  
CONECT   43   42                                                            
CONECT   44   45                                                            
CONECT   45   16   44   46                                                  
CONECT   46   45                                                            
CONECT   47   48                                                            
CONECT   48   17   47   49                                                  
CONECT   49   14   48   50                                                  
CONECT   50   49   51                                                       
CONECT   51   20   50   52                                                  
CONECT   52   51   53                                                       
CONECT   53   22   52   54                                                  
CONECT   54   53   55                                                       
CONECT   55   54                                                            
CONECT   56   21                                                            
CONECT   57    3                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  126    0
END

Download
3D PDB for NP0049384 (Azukisaponin III)
Download
SMILES for NP0049384 (Azukisaponin III)
CC12CCC(C)(CC1C1=CCC3C4(C)CCC(OC5OC(C(O)C(O)C5OC5OC(CO)C(O)C(O)C5O)C(O)=O)C(C)(CO)C4CCC3(C)C1(C)CC2)C(O)=O
Download
INCHI for NP0049384 (Azukisaponin III)
InChI=1S/C42H66O15/c1-37-13-14-38(2,36(52)53)17-21(37)20-7-8-24-39(3)11-10-25(40(4,19-44)23(39)9-12-42(24,6)41(20,5)16-15-37)55-35-32(29(48)28(47)31(56-35)33(50)51)57-34-30(49)27(46)26(45)22(18-43)54-34/h7,21-32,34-35,43-49H,8-19H2,1-6H3,(H,50,51)(H,52,53)
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View in JSmol
Synonyms
ValueSource
6-{[11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2-carboxylateGenerator
Chemical FormulaC42H66O15
Average Mass810.9750 Da
Monoisotopic Mass810.44017 Da
IUPAC Name6-{[11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2-carboxylic acid
Traditional Name6-{[11-carboxy-4-(hydroxymethyl)-4,6a,6b,8a,11,14b-hexamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-3,4-dihydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxane-2-carboxylic acid
CAS Registry Number82801-38-5
SMILES
CC12CCC(C)(CC1C1=CCC3C4(C)CCC(OC5OC(C(O)C(O)C5OC5OC(CO)C(O)C(O)C5O)C(O)=O)C(C)(CO)C4CCC3(C)C1(C)CC2)C(O)=O
InChI Identifier
InChI=1S/C42H66O15/c1-37-13-14-38(2,36(52)53)17-21(37)20-7-8-24-39(3)11-10-25(40(4,19-44)23(39)9-12-42(24,6)41(20,5)16-15-37)55-35-32(29(48)28(47)31(56-35)33(50)51)57-34-30(49)27(46)26(45)22(18-43)54-34/h7,21-32,34-35,43-49H,8-19H2,1-6H3,(H,50,51)(H,52,53)
InChI KeyFXYSHYMHTAACSV-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Oxytropis glabraLOTUS Database
Vigna angularisFooDB
Chemical Taxonomy
Description 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.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassPrenol lipids  
Sub ClassTerpene glycosides  
Direct ParentTriterpene saponins  
Alternative Parents
Substituents
  • Triterpene saponin
    • 

  • Triterpenoid
    • 

  • Steroid
    • 

  • Fatty acyl glycoside
    • 

  • Fatty acyl glycoside of mono- or disaccharide
    • 

  • 1-o-glucuronide
    • 

  • O-glucuronide
    • 

  • Glucuronic acid or derivatives
    • 

  • Disaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Beta-hydroxy acid
    • 

  • Pyran
    • 

  • Oxane
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Fatty acyl
    • 

  • Hydroxy acid
    • 

  • Secondary alcohol
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Acetal
    • 

  • Oxacycle
    • 

  • Organooxygen compound
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Alcohol
    • 

  • Primary alcohol
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic 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
logP2.24ALOGPS
logP2.09ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)3.34ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count15ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area253.13 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity200.09 m³·mol⁻¹ChemAxon
Polarizability86.66 ųChemAxon
Number of Rings7ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0039352  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB018908  
KNApSAcK IDC00003504  
Chemspider ID3681115  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound4483254  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References