Np mrd loader

Showing NP-Card for Chinenoside II (NP0049830)

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Record Information
Version2.0
Created at2022-03-17 21:18:48 UTC
Updated at2022-03-17 21:18:49 UTC
NP-MRD IDNP0049830
Secondary Accession NumbersNone
Natural Product Identification
Common NameChinenoside II
DescriptionChinenoside II 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. Chinenoside II is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, chinenoside II has been detected, but not quantified in, onion-family vegetables. Chinenoside II is found in Allium chinense G.DON . This could make chinenoside II a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0049830 (Chinenoside II)


  Mrv0541 05061312352D          

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M  END
Download

3D MOL for NP0049830 (Chinenoside II)

Download
3D SDF for NP0049830 (Chinenoside II)

  Mrv0541 05061312352D          

 71 79  0  0  0  0            999 V2000
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 50 14  1  0  0  0  0
 51 26  2  0  0  0  0
 52 27  1  0  0  0  0
 53 28  1  0  0  0  0
 54 34  1  0  0  0  0
 55 35  1  0  0  0  0
 56 36  1  0  0  0  0
 57 37  1  0  0  0  0
 58 38  1  0  0  0  0
 59 39  1  0  0  0  0
 60 40  1  0  0  0  0
 61 41  1  0  0  0  0
 62 42  1  0  0  0  0
 63 15  1  0  0  0  0
 63 45  1  0  0  0  0
 64 16  1  0  0  0  0
 64 44  1  0  0  0  0
 65 17  1  0  0  0  0
 65 46  1  0  0  0  0
 66 18  1  0  0  0  0
 66 44  1  0  0  0  0
 67 21  1  0  0  0  0
 67 47  1  0  0  0  0
 68 29  1  0  0  0  0
 68 30  1  0  0  0  0
 69 31  1  0  0  0  0
 69 45  1  0  0  0  0
 70 32  1  0  0  0  0
 70 47  1  0  0  0  0
 71 43  1  0  0  0  0
 71 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049830

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC1=C(C)C2C(CC3C4CC(=O)C5CC(CCC5(C)C4CCC23C)OC2OC(COC3OCC(O)C(O)C3O)C(OC3OCC(O)C(O)C3O)C(O)C2O)O1)COC1OC(CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C49H78O22/c1-19(15-63-45-41(61)37(57)36(56)31(14-50)69-45)5-6-29-20(2)33-30(68-29)13-24-22-12-26(51)25-11-21(7-9-48(25,3)23(22)8-10-49(24,33)4)67-47-42(62)38(58)43(71-46-40(60)35(55)28(53)17-65-46)32(70-47)18-66-44-39(59)34(54)27(52)16-64-44/h19,21-25,27-28,30-47,50,52-62H,5-18H2,1-4H3

> <INCHI_KEY>
ALMJXWPCHVBUTP-UHFFFAOYSA-N

> <FORMULA>
C49H78O22

> <MOLECULAR_WEIGHT>
1019.1304

> <EXACT_MASS>
1018.49847418

> <JCHEM_ACCEPTOR_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
107.9881356434756

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
16-({3,4-dihydroxy-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icos-6-en-19-one

> <ALOGPS_LOGP>
-1.20

> <JCHEM_LOGP>
-2.4958737960000006

> <ALOGPS_LOGS>
-3.04

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
9

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.097598192918465

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.678373684491932

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6726782095585158

> <JCHEM_POLAR_SURFACE_AREA>
342.90000000000015

> <JCHEM_REFRACTIVITY>
240.9924000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16-({3,4-dihydroxy-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icos-6-en-19-one

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0049830 (Chinenoside II)
Download
PDB for NP0049830 (Chinenoside II)
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      -4.101  -6.986   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.410  -8.557   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.398  -7.301   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.662  -7.737   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.129  -5.190   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.092  -6.329   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.459  -6.962   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.867  -7.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.928  -7.131   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.337  -7.640   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.165  -4.311   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.192  -3.409   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.893  -3.965   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.314   0.503   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.670  -4.381   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.498  -1.713   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.727   2.572   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.906  -2.222   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.634  -5.519   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.563  -7.024   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.078  -5.551   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.573  -4.819   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.486  -6.060   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.043  -4.989   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.635  -4.480   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.723  -3.239   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      23.117  -0.303   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.345   3.982   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.412  -6.000   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.563  -4.742   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -7.781  -0.965   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.376  -2.391   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.892  -6.247   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      22.204   0.938   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      14.876   4.152   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -9.286  -1.293   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -9.753  -2.761   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      13.933  -1.320   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      20.674   0.769   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      15.788   2.911   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -8.716  -3.899   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      13.314  -2.731   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      15.463  -1.151   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      20.055  -0.642   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -7.212  -3.571   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      15.170   1.501   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      14.227  -3.971   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       9.016  -5.890   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       4.424  -6.399   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -8.350   1.641   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       9.341  -1.829   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      24.647  -0.133   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      12.433   5.223   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      22.823   2.349   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      15.494   5.562   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0     -10.322  -0.155   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0     -11.258  -3.089   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      13.021  -0.079   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      19.762   2.009   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      17.319   3.081   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      -9.184  -5.366   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      11.784  -2.900   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      -6.175  -4.709   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0      20.968  -1.883   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0      13.639   1.331   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0      18.525  -0.811   0.000  0.00  0.00           O+0
HETATM   67  O   UNK     0      13.608  -5.382   0.000  0.00  0.00           O+0
HETATM   68  O   UNK     0       1.031  -4.590   0.000  0.00  0.00           O+0
HETATM   69  O   UNK     0      -6.744  -2.103   0.000  0.00  0.00           O+0
HETATM   70  O   UNK     0      15.757  -3.802   0.000  0.00  0.00           O+0
HETATM   71  O   UNK     0      16.082   0.260   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3   48                                                            
CONECT    4   49                                                            
CONECT    5    6   19                                                       
CONECT    6    5   29                                                       
CONECT    7    9   21                                                       
CONECT    8   10   23                                                       
CONECT    9    7   48                                                       
CONECT   10    8   49                                                       
CONECT   11   21   25                                                       
CONECT   12   22   26                                                       
CONECT   13   24   30                                                       
CONECT   14   31   50                                                       
CONECT   15   19   63                                                       
CONECT   16   27   64                                                       
CONECT   17   28   65                                                       
CONECT   18   32   66                                                       
CONECT   19    1    5   15                                                  
CONECT   20    2   29   33                                                  
CONECT   21    7   11   67                                                  
CONECT   22   12   23   24                                                  
CONECT   23    8   22   48                                                  
CONECT   24   13   22   49                                                  
CONECT   25   11   26   48                                                  
CONECT   26   12   25   51                                                  
CONECT   27   16   34   52                                                  
CONECT   28   17   35   53                                                  
CONECT   29    6   20   68                                                  
CONECT   30   13   33   68                                                  
CONECT   31   14   36   69                                                  
CONECT   32   18   43   70                                                  
CONECT   33   20   30   49                                                  
CONECT   34   27   39   54                                                  
CONECT   35   28   40   55                                                  
CONECT   36   31   37   56                                                  
CONECT   37   36   41   57                                                  
CONECT   38   42   43   58                                                  
CONECT   39   34   44   59                                                  
CONECT   40   35   46   60                                                  
CONECT   41   37   45   61                                                  
CONECT   42   38   47   62                                                  
CONECT   43   32   38   71                                                  
CONECT   44   39   64   66                                                  
CONECT   45   41   63   69                                                  
CONECT   46   40   65   71                                                  
CONECT   47   42   67   70                                                  
CONECT   48    3    9   23   25                                             
CONECT   49    4   10   24   33                                             
CONECT   50   14                                                            
CONECT   51   26                                                            
CONECT   52   27                                                            
CONECT   53   28                                                            
CONECT   54   34                                                            
CONECT   55   35                                                            
CONECT   56   36                                                            
CONECT   57   37                                                            
CONECT   58   38                                                            
CONECT   59   39                                                            
CONECT   60   40                                                            
CONECT   61   41                                                            
CONECT   62   42                                                            
CONECT   63   15   45                                                       
CONECT   64   16   44                                                       
CONECT   65   17   46                                                       
CONECT   66   18   44                                                       
CONECT   67   21   47                                                       
CONECT   68   29   30                                                       
CONECT   69   31   45                                                       
CONECT   70   32   47                                                       
CONECT   71   43   46                                                       
MASTER        0    0    0    0    0    0    0    0   71    0  158    0
END

Download
3D PDB for NP0049830 (Chinenoside II)
Download
SMILES for NP0049830 (Chinenoside II)
CC(CCC1=C(C)C2C(CC3C4CC(=O)C5CC(CCC5(C)C4CCC23C)OC2OC(COC3OCC(O)C(O)C3O)C(OC3OCC(O)C(O)C3O)C(O)C2O)O1)COC1OC(CO)C(O)C(O)C1O
Download
INCHI for NP0049830 (Chinenoside II)
InChI=1S/C49H78O22/c1-19(15-63-45-41(61)37(57)36(56)31(14-50)69-45)5-6-29-20(2)33-30(68-29)13-24-22-12-26(51)25-11-21(7-9-48(25,3)23(22)8-10-49(24,33)4)67-47-42(62)38(58)43(71-46-40(60)35(55)28(53)17-65-46)32(70-47)18-66-44-39(59)34(54)27(52)16-64-44/h19,21-25,27-28,30-47,50,52-62H,5-18H2,1-4H3
Download
View in JSmol
Synonyms
ValueSource
26-O-Glucopyranosyl-3,26-dihydroxy-5alpha-furost-20(22)en-6-one 3-O-xylopyranosyl-1-4-(arabinopyranosyl-1-6-)glucopyranosideMeSH
Chinenoside IIMeSH
Chemical FormulaC49H78O22
Average Mass1019.1304 Da
Monoisotopic Mass1018.49847 Da
IUPAC Name16-({3,4-dihydroxy-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icos-6-en-19-one
Traditional Name16-({3,4-dihydroxy-5-[(3,4,5-trihydroxyoxan-2-yl)oxy]-6-{[(3,4,5-trihydroxyoxan-2-yl)oxy]methyl}oxan-2-yl}oxy)-7,9,13-trimethyl-6-(3-methyl-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}butyl)-5-oxapentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icos-6-en-19-one
CAS Registry Number172589-64-9
SMILES
CC(CCC1=C(C)C2C(CC3C4CC(=O)C5CC(CCC5(C)C4CCC23C)OC2OC(COC3OCC(O)C(O)C3O)C(OC3OCC(O)C(O)C3O)C(O)C2O)O1)COC1OC(CO)C(O)C(O)C1O
InChI Identifier
InChI=1S/C49H78O22/c1-19(15-63-45-41(61)37(57)36(56)31(14-50)69-45)5-6-29-20(2)33-30(68-29)13-24-22-12-26(51)25-11-21(7-9-48(25,3)23(22)8-10-49(24,33)4)67-47-42(62)38(58)43(71-46-40(60)35(55)28(53)17-65-46)32(70-47)18-66-44-39(59)34(54)27(52)16-64-44/h19,21-25,27-28,30-47,50,52-62H,5-18H2,1-4H3
InChI KeyALMJXWPCHVBUTP-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 chinensePlant
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
    • 

  • Diterpene glycoside
    • 

  • Furostane-skeleton
    • 

  • Oligosaccharide
    • 

  • Diterpenoid
    • 

  • Oxosteroid
    • 

  • 6-oxosteroid
    • 

  • Terpene glycoside
    • 

  • Fatty acyl glycoside
    • 

  • Alkyl glycoside
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Oxane
    • 

  • Fatty acyl
    • 

  • Dihydrofuran
    • 

  • Ketone
    • 

  • Secondary alcohol
    • 

  • Oxacycle
    • 

  • Polyol
    • 

  • Organoheterocyclic compound
    • 

  • Acetal
    • 

  • Organooxygen compound
    • 

  • Primary alcohol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • 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
logP-1.2ALOGPS
logP-2.5ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)11.68ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count22ChemAxon
Hydrogen Donor Count12ChemAxon
Polar Surface Area342.9 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity240.99 m³·mol⁻¹ChemAxon
Polarizability107.99 ųChemAxon
Number of Rings9ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
HMDB IDHMDB0041342  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB021265  
KNApSAcK IDC00024130  
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131753112  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References