Np mrd loader

Showing NP-Card for Fistuloside B (NP0049287)

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Record Information
Version2.0
Created at2022-03-17 21:10:02 UTC
Updated at2022-03-17 21:10:02 UTC
NP-MRD IDNP0049287
Secondary Accession NumbersNone
Natural Product Identification
Common NameFistuloside B
DescriptionFistuloside B 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. Fistuloside B is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, fistuloside b has been detected, but not quantified in, onion-family vegetables. This could make fistuloside b a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049287 (Fistuloside B)


  Mrv0541 05061310472D          

 63 71  0  0  0  0            999 V2000
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M  END
Download

3D MOL for NP0049287 (Fistuloside B)

Download
3D SDF for NP0049287 (Fistuloside B)

  Mrv0541 05061310472D          

 63 71  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
NP0049287

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1C2C(CC3C4CC=C5CC(OC6OC(CO)C(O)C(OC7OC(CO)C(O)C(O)C7O)C6OC6OC(C)C(O)C(O)C6O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1

> <INCHI_IDENTIFIER>
InChI=1S/C45H72O18/c1-18-8-11-45(56-17-18)19(2)30-27(63-45)13-24-22-7-6-21-12-26(25(48)14-44(21,5)23(22)9-10-43(24,30)4)58-42-39(62-40-36(54)34(52)31(49)20(3)57-40)38(33(51)29(16-47)60-42)61-41-37(55)35(53)32(50)28(15-46)59-41/h6,18-20,22-42,46-55H,7-17H2,1-5H3

> <INCHI_KEY>
HCWNBMHHBWNUPV-UHFFFAOYSA-N

> <FORMULA>
C45H72O18

> <MOLECULAR_WEIGHT>
901.0424

> <EXACT_MASS>
900.4718655

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
95.95552355298105

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-15'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.06

> <JCHEM_LOGP>
-0.41319512333333464

> <ALOGPS_LOGS>
-3.05

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.372725303310144

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.883216182019726

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1683160262759715

> <JCHEM_POLAR_SURFACE_AREA>
276.14

> <JCHEM_REFRACTIVITY>
217.32360000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.10e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-15'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049287 (Fistuloside B)
Download
PDB for NP0049287 (Fistuloside B)
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       8.032  -6.133   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.454  -7.990   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.109  -2.882   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      15.746  -7.289   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.498  -7.100   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.034  -3.061   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.497  -3.150   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.528  -7.075   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.960  -7.189   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.423  -7.279   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.047  -6.825   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.418  -4.258   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.173  -3.533   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.035  -7.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      30.878 -13.175   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.111 -10.781   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.095  -4.443   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.552  -5.884   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.686  -6.467   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.646  -2.792   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.880  -4.347   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.805  -4.526   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.652  -5.813   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.268  -4.616   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      23.573  -6.921   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      24.264  -5.545   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.805  -4.240   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      31.570 -11.799   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      26.802  -9.405   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.054  -5.760   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      26.337  -1.416   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      33.107 -11.710   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      28.340  -9.315   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      27.875  -1.327   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      33.798 -10.333   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      28.721  -2.613   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      32.952  -9.047   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      29.031  -7.939   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      28.185  -6.652   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      28.030  -3.989   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      31.415  -9.136   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      26.647  -6.742   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      16.577  -5.992   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      21.189  -5.724   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      12.591  -5.384   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0      31.725 -14.462   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      24.574 -10.870   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      24.419  -8.208   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      25.491  -0.130   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      33.953 -12.996   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      29.186 -10.602   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      28.566   0.049   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      35.336 -10.244   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      30.258  -2.524   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      33.643  -7.671   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      11.615  -4.193   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      26.492  -4.079   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      25.801  -5.455   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      30.723 -10.512   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      25.956  -8.118   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      30.568  -7.850   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      28.876  -5.276   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      13.282  -4.008   0.000  0.00  0.00           O+0
CONECT    1   18                                                            
CONECT    2   19                                                            
CONECT    3   20                                                            
CONECT    4   43                                                            
CONECT    5   44                                                            
CONECT    6    7   21                                                       
CONECT    7    6   22                                                       
CONECT    8   11   18                                                       
CONECT    9   10   23                                                       
CONECT   10    9   43                                                       
CONECT   11    8   45                                                       
CONECT   12   21   26                                                       
CONECT   13   24   27                                                       
CONECT   14   25   44                                                       
CONECT   15   28   46                                                       
CONECT   16   29   47                                                       
CONECT   17   18   56                                                       
CONECT   18    1    8   17                                                  
CONECT   19    2   30   45                                                  
CONECT   20    3   31   57                                                  
CONECT   21    6   12   44                                                  
CONECT   22    7   23   24                                                  
CONECT   23    9   22   44                                                  
CONECT   24   13   22   43                                                  
CONECT   25   14   26   48                                                  
CONECT   26   12   25   58                                                  
CONECT   27   13   30   63                                                  
CONECT   28   15   32   59                                                  
CONECT   29   16   33   60                                                  
CONECT   30   19   27   43                                                  
CONECT   31   20   34   49                                                  
CONECT   32   28   35   50                                                  
CONECT   33   29   38   51                                                  
CONECT   34   31   36   52                                                  
CONECT   35   32   37   53                                                  
CONECT   36   34   40   54                                                  
CONECT   37   35   41   55                                                  
CONECT   38   33   39   61                                                  
CONECT   39   38   42   62                                                  
CONECT   40   36   57   62                                                  
CONECT   41   37   59   61                                                  
CONECT   42   39   58   60                                                  
CONECT   43    4   10   24   30                                             
CONECT   44    5   14   21   23                                             
CONECT   45   11   19   56   63                                             
CONECT   46   15                                                            
CONECT   47   16                                                            
CONECT   48   25                                                            
CONECT   49   31                                                            
CONECT   50   32                                                            
CONECT   51   33                                                            
CONECT   52   34                                                            
CONECT   53   35                                                            
CONECT   54   36                                                            
CONECT   55   37                                                            
CONECT   56   17   45                                                       
CONECT   57   20   40                                                       
CONECT   58   26   42                                                       
CONECT   59   28   41                                                       
CONECT   60   29   42                                                       
CONECT   61   38   41                                                       
CONECT   62   39   40                                                       
CONECT   63   27   45                                                       
MASTER        0    0    0    0    0    0    0    0   63    0  142    0
END

Download
3D PDB for NP0049287 (Fistuloside B)
Download
SMILES for NP0049287 (Fistuloside B)
CC1C2C(CC3C4CC=C5CC(OC6OC(CO)C(O)C(OC7OC(CO)C(O)C(O)C7O)C6OC6OC(C)C(O)C(O)C6O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1
Download
INCHI for NP0049287 (Fistuloside B)
InChI=1S/C45H72O18/c1-18-8-11-45(56-17-18)19(2)30-27(63-45)13-24-22-7-6-21-12-26(25(48)14-44(21,5)23(22)9-10-43(24,30)4)58-42-39(62-40-36(54)34(52)31(49)20(3)57-40)38(33(51)29(16-47)60-42)61-41-37(55)35(53)32(50)28(15-46)59-41/h6,18-20,22-42,46-55H,7-17H2,1-5H3
Download
View in JSmol
Synonyms
ValueSource
3-(3,5-Difluorophenyl)-2-(2-pyridinyl)acrylonitrileHMDB
Chemical FormulaC45H72O18
Average Mass901.0424 Da
Monoisotopic Mass900.47187 Da
IUPAC Name2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-15'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Traditional Name2-{[3-hydroxy-2-(hydroxymethyl)-6-{5,7',9',13'-tetramethyl-5'-oxaspiro[oxane-2,6'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-18'-en-15'-oloxy}-5-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-4-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
CAS Registry Number142287-77-2
SMILES
CC1C2C(CC3C4CC=C5CC(OC6OC(CO)C(O)C(OC7OC(CO)C(O)C(O)C7O)C6OC6OC(C)C(O)C(O)C6O)C(O)CC5(C)C4CCC23C)OC11CCC(C)CO1
InChI Identifier
InChI=1S/C45H72O18/c1-18-8-11-45(56-17-18)19(2)30-27(63-45)13-24-22-7-6-21-12-26(25(48)14-44(21,5)23(22)9-10-43(24,30)4)58-42-39(62-40-36(54)34(52)31(49)20(3)57-40)38(33(51)29(16-47)60-42)61-41-37(55)35(53)32(50)28(15-46)59-41/h6,18-20,22-42,46-55H,7-17H2,1-5H3
InChI KeyHCWNBMHHBWNUPV-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Allium cepaFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Allium fistulosumFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
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
    • 

  • 2-hydroxysteroid
    • 

  • Hydroxysteroid
    • 

  • Delta-5-steroid
    • 

  • O-glycosyl compound
    • 

  • Glycosyl compound
    • 

  • Ketal
    • 

  • Oxane
    • 

  • Tetrahydrofuran
    • 

  • Cyclic alcohol
    • 

  • Secondary alcohol
    • 

  • Organoheterocyclic compound
    • 

  • Oxacycle
    • 

  • Polyol
    • 

  • Acetal
    • 

  • Hydrocarbon derivative
    • 

  • Alcohol
    • 

  • Organic oxygen compound
    • 

  • Organooxygen compound
    • 

  • 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
logP0.06ALOGPS
logP-0.41ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)11.88ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count10ChemAxon
Polar Surface Area276.14 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity217.32 m³·mol⁻¹ChemAxon
Polarizability95.96 ųChemAxon
Number of Rings9ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0039004  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB018498  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131752506  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References