Np mrd loader

Showing NP-Card for Basellasaponin C (NP0049397)

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Record Information
Version2.0
Created at2022-03-17 21:11:53 UTC
Updated at2022-03-17 21:11:53 UTC
NP-MRD IDNP0049397
Secondary Accession NumbersNone
Natural Product Identification
Common NameBasellasaponin C
DescriptionBasellasaponin C 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. Basellasaponin C is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Basellasaponin C has been detected, but not quantified in, green vegetables and malabar spinachs. Basellasaponin C is found in Basella rubra L. . This could make basellasaponin C a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049397 (Basellasaponin C)


  Mrv0541 05061311062D          

 69 76  0  0  0  0            999 V2000
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M  END
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3D MOL for NP0049397 (Basellasaponin C)

Download
3D SDF for NP0049397 (Basellasaponin C)

  Mrv0541 05061311062D          

 69 76  0  0  0  0            999 V2000
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 63 40  1  0  0  0  0
 64 22  1  0  0  0  0
 64 35  1  0  0  0  0
 65 25  1  0  0  0  0
 65 36  1  0  0  0  0
 66 33  1  0  0  0  0
 66 36  1  0  0  0  0
 67 31  1  0  0  0  0
 67 40  1  0  0  0  0
 68 35  1  0  0  0  0
 68 39  1  0  0  0  0
 69 32  1  0  0  0  0
 69 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049397

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CCC(OC6OC(C7OC(O)(C(OCC(O)=O)OC7C6O)C(O)=O)C(O)=O)C(C)(C5CCC34C)C(O)=O)C2C1)C(=O)OC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C47H68O22/c1-41(2)13-15-46(39(61)68-35-29(53)28(52)27(51)22(18-48)64-35)16-14-43(4)20(21(46)17-41)7-8-23-42(3)11-10-25(45(6,37(57)58)24(42)9-12-44(23,43)5)65-36-30(54)31-32(33(66-36)34(55)56)69-47(62,38(59)60)40(67-31)63-19-26(49)50/h7,21-25,27-33,35-36,40,48,51-54,62H,8-19H2,1-6H3,(H,49,50)(H,55,56)(H,57,58)(H,59,60)

> <INCHI_KEY>
CSVNFXHGUWHHIF-UHFFFAOYSA-N

> <FORMULA>
C47H68O22

> <MOLECULAR_WEIGHT>
985.0296

> <EXACT_MASS>
984.42022386

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
99.79111742603408

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.05

> <JCHEM_LOGP>
2.591955537666666

> <ALOGPS_LOGS>
-3.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
2.893366549543458

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.2426794057418054

> <JCHEM_PKA_STRONGEST_BASIC>
-3.955577794708579

> <JCHEM_POLAR_SURFACE_AREA>
352.2600000000001

> <JCHEM_REFRACTIVITY>
226.82500000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.06e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049397 (Basellasaponin C)
Download
PDB for NP0049397 (Basellasaponin C)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      16.818   7.126   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.798   7.126   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.139   2.096   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.140  -0.214   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.800   1.896   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.795  -2.933   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      13.807   3.636   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.473   2.866   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.473  -1.754   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.472   0.556   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.806   1.326   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.807  -0.984   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.141   5.176   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.474   0.556   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.141   3.636   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.808   1.326   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.474   5.176   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.142  -1.754   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.864  -3.294   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.140   2.866   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      16.474   3.636   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.142  -0.214   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.473   1.326   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.139  -0.984   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.472  -0.984   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.197  -4.064   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      24.476   0.556   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      24.476   2.096   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      23.142   2.866   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.471  -1.754   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.137  -0.984   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       3.137   0.556   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.471   1.326   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.471   2.866   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      21.809   2.096   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.805  -0.984   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.816  -2.933   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.057   2.003   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      19.141   2.096   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.470  -0.984   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      17.808   5.946   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      11.139   0.556   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      15.140   1.326   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      13.807   0.556   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       9.806  -1.754   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      17.808   2.866   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       0.470   0.556   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      24.476  -2.524   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -3.531  -3.294   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      -2.198  -5.604   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      25.810  -0.214   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      25.810   2.866   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      23.142   4.406   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0       4.471  -3.294   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       5.805   3.636   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       3.137   3.636   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       7.299  -2.666   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       9.342  -4.381   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0       0.933   3.183   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      -1.573   2.271   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      19.141   0.556   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      -1.047   0.289   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      -0.864  -1.754   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0      21.809   0.556   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0       7.138  -1.754   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0       5.805   0.556   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0       1.804  -1.754   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0      20.475   2.866   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0       1.804   1.326   0.000  0.00  0.00           O+0
CONECT    1   41                                                            
CONECT    2   41                                                            
CONECT    3   42                                                            
CONECT    4   43                                                            
CONECT    5   44                                                            
CONECT    6   45                                                            
CONECT    7    8   20                                                       
CONECT    8    7   23                                                       
CONECT    9   12   24                                                       
CONECT   10   11   25                                                       
CONECT   11   10   42                                                       
CONECT   12    9   44                                                       
CONECT   13   15   41                                                       
CONECT   14   16   43                                                       
CONECT   15   13   46                                                       
CONECT   16   14   46                                                       
CONECT   17   21   41                                                       
CONECT   18   22   48                                                       
CONECT   19   26   63                                                       
CONECT   20    7   21   43                                                  
CONECT   21   17   20   46                                                  
CONECT   22   18   27   64                                                  
CONECT   23    8   42   44                                                  
CONECT   24    9   42   45                                                  
CONECT   25   10   45   65                                                  
CONECT   26   19   49   50                                                  
CONECT   27   22   28   51                                                  
CONECT   28   27   29   52                                                  
CONECT   29   28   35   53                                                  
CONECT   30   31   36   54                                                  
CONECT   31   30   32   67                                                  
CONECT   32   31   33   69                                                  
CONECT   33   32   34   66                                                  
CONECT   34   33   55   56                                                  
CONECT   35   29   64   68                                                  
CONECT   36   30   65   66                                                  
CONECT   37   45   57   58                                                  
CONECT   38   47   59   60                                                  
CONECT   39   46   61   68                                                  
CONECT   40   47   63   67                                                  
CONECT   41    1    2   13   17                                             
CONECT   42    3   11   23   24                                             
CONECT   43    4   14   20   44                                             
CONECT   44    5   12   23   43                                             
CONECT   45    6   24   25   37                                             
CONECT   46   15   16   21   39                                             
CONECT   47   38   40   62   69                                             
CONECT   48   18                                                            
CONECT   49   26                                                            
CONECT   50   26                                                            
CONECT   51   27                                                            
CONECT   52   28                                                            
CONECT   53   29                                                            
CONECT   54   30                                                            
CONECT   55   34                                                            
CONECT   56   34                                                            
CONECT   57   37                                                            
CONECT   58   37                                                            
CONECT   59   38                                                            
CONECT   60   38                                                            
CONECT   61   39                                                            
CONECT   62   47                                                            
CONECT   63   19   40                                                       
CONECT   64   22   35                                                       
CONECT   65   25   36                                                       
CONECT   66   33   36                                                       
CONECT   67   31   40                                                       
CONECT   68   35   39                                                       
CONECT   69   32   47                                                       
MASTER        0    0    0    0    0    0    0    0   69    0  152    0
END

Download
3D PDB for NP0049397 (Basellasaponin C)
Download
SMILES for NP0049397 (Basellasaponin C)
CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CCC(OC6OC(C7OC(O)(C(OCC(O)=O)OC7C6O)C(O)=O)C(O)=O)C(C)(C5CCC34C)C(O)=O)C2C1)C(=O)OC1OC(CO)C(O)C(O)C1O
Download
INCHI for NP0049397 (Basellasaponin C)
InChI=1S/C47H68O22/c1-41(2)13-15-46(39(61)68-35-29(53)28(52)27(51)22(18-48)64-35)16-14-43(4)20(21(46)17-41)7-8-23-42(3)11-10-25(45(6,37(57)58)24(42)9-12-44(23,43)5)65-36-30(54)31-32(33(66-36)34(55)56)69-47(62,38(59)60)40(67-31)63-19-26(49)50/h7,21-25,27-33,35-36,40,48,51-54,62H,8-19H2,1-6H3,(H,49,50)(H,55,56)(H,57,58)(H,59,60)
Download
View in JSmol
Synonyms
ValueSource
(+)-Basellasaponin CHMDB
7-{[4-carboxy-4,6a,6b,11,11,14b-hexamethyl-8a-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}carbonyl)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-2-(carboxymethoxy)-3,8-dihydroxy-hexahydro-2H-pyrano[3,4-b][1,4]dioxine-3,5-dicarboxylateGenerator
Chemical FormulaC47H68O22
Average Mass985.0296 Da
Monoisotopic Mass984.42022 Da
IUPAC Name7-{[4-carboxy-4,6a,6b,11,11,14b-hexamethyl-8a-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}carbonyl)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}-2-(carboxymethoxy)-3,8-dihydroxy-hexahydro-2H-pyrano[3,4-b][1,4]dioxine-3,5-dicarboxylic acid
Traditional Name7-{[4-carboxy-4,6a,6b,11,11,14b-hexamethyl-8a-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}carbonyl)-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}-2-(carboxymethoxy)-3,8-dihydroxy-hexahydropyrano[3,4-b][1,4]dioxine-3,5-dicarboxylic acid
CAS Registry Number354552-04-8
SMILES
CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CCC(OC6OC(C7OC(O)(C(OCC(O)=O)OC7C6O)C(O)=O)C(O)=O)C(C)(C5CCC34C)C(O)=O)C2C1)C(=O)OC1OC(CO)C(O)C(O)C1O
InChI Identifier
InChI=1S/C47H68O22/c1-41(2)13-15-46(39(61)68-35-29(53)28(52)27(51)22(18-48)64-35)16-14-43(4)20(21(46)17-41)7-8-23-42(3)11-10-25(45(6,37(57)58)24(42)9-12-44(23,43)5)65-36-30(54)31-32(33(66-36)34(55)56)69-47(62,38(59)60)40(67-31)63-19-26(49)50/h7,21-25,27-33,35-36,40,48,51-54,62H,8-19H2,1-6H3,(H,49,50)(H,55,56)(H,57,58)(H,59,60)
InChI KeyCSVNFXHGUWHHIF-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Basella albaFooDB
Basella rubra L.Plant
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
    • 

  • Hydroxysteroid
    • 

  • 15-hydroxysteroid
    • 

  • Steroid
    • 

  • Pentacarboxylic acid or derivatives
    • 

  • Glucuronic acid or derivatives
    • 

  • Hexose monosaccharide
    • 

  • Pyranodioxin
    • 

  • Para-dioxane
    • 

  • Alpha-hydroxy acid
    • 

  • Monosaccharide
    • 

  • Pyran
    • 

  • Hydroxy acid
    • 

  • Oxane
    • 

  • Secondary alcohol
    • 

  • Hemiacetal
    • 

  • Carboxylic acid ester
    • 

  • Acetal
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Polyol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Alcohol
    • 

  • Organic oxide
    • 

  • Primary alcohol
    • 

  • Carbonyl group
    • 

  • Organooxygen compound
    • 

  • 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
logP2.05ALOGPS
logP2.59ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)2.24ChemAxon
pKa (Strongest Basic)-4ChemAxon
Physiological Charge-4ChemAxon
Hydrogen Acceptor Count21ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area352.26 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity226.82 m³·mol⁻¹ChemAxon
Polarizability99.79 ųChemAxon
Number of Rings8ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0039401  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB018975  
KNApSAcK IDC00032757  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound85221223  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References