Np mrd loader

Showing NP-Card for Graecunin G (NP0049435)

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Record Information
Version2.0
Created at2022-03-17 21:12:30 UTC
Updated at2022-03-17 21:12:30 UTC
NP-MRD IDNP0049435
Secondary Accession NumbersNone
Natural Product Identification
Common NameGraecunin G
DescriptionGraecunin G belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative. Graecunin G is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, graecunin g has been detected, but not quantified in, fenugreeks and herbs and spices. This could make graecunin g a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049435 (Graecunin G)


  Mrv0541 02241216192D          

 62 70  0  0  0  0            999 V2000
    4.3461    1.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6033    0.5241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6047   -0.8114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1206   -1.4798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3366   -1.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6214   -1.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9076   -1.2268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.6200    0.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
Download

3D MOL for NP0049435 (Graecunin G)

Download
3D SDF for NP0049435 (Graecunin G)

  Mrv0541 02241216192D          

 62 70  0  0  0  0            999 V2000
    4.3461    1.3079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END
> <DATABASE_ID>
NP0049435

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2C(CC3C4CC=C5CC(CCC5(C)C4CCC23C)OC2OC(COC3OC(C)C(O)C(O)C3OC3OC(CO)C(O)C(O)C3O)C(O)C(O)C2O)OC11CCC(C)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C45H72O17/c1-19-8-13-45(56-17-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)58-40-37(53)35(51)33(49)29(60-40)18-55-42-39(36(52)31(47)21(3)57-42)61-41-38(54)34(50)32(48)28(16-46)59-41/h6,19-21,23-42,46-54H,7-18H2,1-5H3

> <INCHI_KEY>
CLTHDRYPLHEQEI-UHFFFAOYSA-N

> <FORMULA>
C45H72O17

> <MOLECULAR_WEIGHT>
885.043

> <EXACT_MASS>
884.476950878

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
95.88052666162244

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(4,5-dihydroxy-6-methyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)oxy]methyl}-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-eneoxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.75

> <JCHEM_LOGP>
0.661708483666668

> <ALOGPS_LOGS>
-3.50

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.321316557798902

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.852380671180098

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6124791887312107

> <JCHEM_POLAR_SURFACE_AREA>
255.90999999999994

> <JCHEM_REFRACTIVITY>
215.96210000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.78e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(4,5-dihydroxy-6-methyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)oxy]methyl}-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-eneoxy}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049435 (Graecunin G)
Download
PDB for NP0049435 (Graecunin G)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       8.113   2.441   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.593   0.978   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.689  -0.269   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.595  -1.515   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.692  -2.762   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.228  -2.290   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.893  -3.060   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.561  -2.290   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.561  -0.752   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.891   0.015   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.228  -0.750   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.382   0.783   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.893  -4.601   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.561  -5.371   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.231  -4.603   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.893  -5.373   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.437  -4.606   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.437  -3.070   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.893  -2.303   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.223  -3.063   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.223  -1.525   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      10.059  -1.037   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      10.059   0.503   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.466  -0.121   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.711   0.788   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      12.547   2.318   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      13.792   3.227   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.774  -5.378   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -3.104  -4.611   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.444  -5.384   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -4.444  -6.927   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -3.104  -3.076   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.444  -2.303   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -4.444  -0.765   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -5.781   0.005   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -5.781   1.543   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -7.119   2.316   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -8.457   1.543   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -4.452   2.311   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -4.452   3.856   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.119   4.624   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -7.112  -2.305   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -5.781  -3.076   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -5.774  -4.616   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -7.112  -5.386   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0     -11.124  -0.008   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0     -11.124   1.538   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -9.787   2.311   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      -9.787   3.846   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0     -11.124   4.619   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -11.124   6.154   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0     -12.462   6.927   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0     -13.792   1.533   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0     -12.454   2.305   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -12.462   3.846   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0     -13.792   4.613   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      -5.789   6.164   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0      -5.789   4.626   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      -7.119   3.851   0.000  0.00  0.00           C+0
HETATM   60  O   UNK     0      -8.457   4.624   0.000  0.00  0.00           O+0
HETATM   61  C   UNK     0      11.140   2.942   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0       9.895   2.036   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   23                                                  
CONECT    3    2    4   11                                                  
CONECT    4    3    5   22                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    3    6   10   12                                             
CONECT   12   11                                                            
CONECT   13    7   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   28                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20    8   15   19   21                                             
CONECT   21   20                                                            
CONECT   22    4   23                                                       
CONECT   23    2   22   24   62                                             
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   61                                                  
CONECT   27   26                                                            
CONECT   28   17   29                                                       
CONECT   29   28   30   32                                                  
CONECT   30   29   31   44                                                  
CONECT   31   30                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34   43                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   39                                                  
CONECT   37   36   38   59                                                  
CONECT   38   37   48                                                       
CONECT   39   36   40                                                       
CONECT   40   39   41   58                                                  
CONECT   41   40                                                            
CONECT   42   43                                                            
CONECT   43   33   42   44                                                  
CONECT   44   30   43   45                                                  
CONECT   45   44                                                            
CONECT   46   47                                                            
CONECT   47   46   48   54                                                  
CONECT   48   38   47   49                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   55                                                  
CONECT   51   50   52                                                       
CONECT   52   51                                                            
CONECT   53   54                                                            
CONECT   54   47   53   55                                                  
CONECT   55   50   54   56                                                  
CONECT   56   55                                                            
CONECT   57   58                                                            
CONECT   58   40   57   59                                                  
CONECT   59   37   58   60                                                  
CONECT   60   59                                                            
CONECT   61   26   62                                                       
CONECT   62   23   61                                                       
MASTER        0    0    0    0    0    0    0    0   62    0  140    0
END

Download
3D PDB for NP0049435 (Graecunin G)
Download
SMILES for NP0049435 (Graecunin G)
CC1C2C(CC3C4CC=C5CC(CCC5(C)C4CCC23C)OC2OC(COC3OC(C)C(O)C(O)C3OC3OC(CO)C(O)C(O)C3O)C(O)C(O)C2O)OC11CCC(C)CO1
Download
INCHI for NP0049435 (Graecunin G)
InChI=1S/C45H72O17/c1-19-8-13-45(56-17-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)58-40-37(53)35(51)33(49)29(60-40)18-55-42-39(36(52)31(47)21(3)57-42)61-41-38(54)34(50)32(48)28(16-46)59-41/h6,19-21,23-42,46-54H,7-18H2,1-5H3
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View in JSmol
SynonymsNot Available
Chemical FormulaC45H72O17
Average Mass885.0430 Da
Monoisotopic Mass884.47695 Da
IUPAC Name2-{[(4,5-dihydroxy-6-methyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)oxy]methyl}-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-eneoxy}oxane-3,4,5-triol
Traditional Name2-{[(4,5-dihydroxy-6-methyl-3-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl)oxy]methyl}-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-eneoxy}oxane-3,4,5-triol
CAS Registry Number74350-31-5
SMILES
CC1C2C(CC3C4CC=C5CC(CCC5(C)C4CCC23C)OC2OC(COC3OC(C)C(O)C(O)C3OC3OC(CO)C(O)C(O)C3O)C(O)C(O)C2O)OC11CCC(C)CO1
InChI Identifier
InChI=1S/C45H72O17/c1-19-8-13-45(56-17-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)58-40-37(53)35(51)33(49)29(60-40)18-55-42-39(36(52)31(47)21(3)57-42)61-41-38(54)34(50)32(48)28(16-46)59-41/h6,19-21,23-42,46-54H,7-18H2,1-5H3
InChI KeyCLTHDRYPLHEQEI-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Trigonella foenum-graecumFooDB
Chemical Taxonomy
Description Belongs to the class of organic compounds known as steroidal saponins. These are saponins in which the aglycone moiety is a steroid. The steroidal aglycone is usually a spirostane, furostane, spirosolane, solanidane, or curcubitacin derivative.
KingdomOrganic compounds  
Super ClassLipids and lipid-like molecules  
ClassSteroids and steroid derivatives  
Sub ClassSteroidal glycosides  
Direct ParentSteroidal saponins  
Alternative Parents
Substituents
  • Steroidal saponin
    • 

  • Triterpenoid
    • 

  • Spirostane skeleton
    • 

  • Oligosaccharide
    • 

  • Delta-5-steroid
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Ketal
    • 

  • Oxane
    • 

  • Tetrahydrofuran
    • 

  • Secondary alcohol
    • 

  • Oxacycle
    • 

  • Polyol
    • 

  • Acetal
    • 

  • Organoheterocyclic compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary alcohol
    • 

  • Organooxygen compound
    • 

  • Alcohol
    • 

  • Organic oxygen 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
logP0.75ALOGPS
logP0.66ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)11.85ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count17ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area255.91 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity215.96 m³·mol⁻¹ChemAxon
Polarizability95.88 ųChemAxon
Number of Rings9ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0039514  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB019125  
KNApSAcK IDNot Available
Chemspider ID138025  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound156784  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References