NP-MRD: Showing NP-Card for 5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate (NP0251641)

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Record Information

Version

2.0

Created at

2022-09-07 14:53:41 UTC

Updated at

2022-09-07 14:53:41 UTC

NP-MRD ID

NP0251641

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

Description

Tragopogonsaponin M belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position. Tragopogonsaponin M is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Tragopogonsaponin M has been detected, but not quantified in, green vegetables. 5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate is found in Tragopogon porrifolius. This could make tragopogonsaponin m a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241208392D          

 67 74  0  0  0  0            999 V2000
   -4.3033   -1.2377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4161    2.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4161    1.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1593    0.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8170    1.2365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5616    0.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.5876   -0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3061    2.0608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0217    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3061   -3.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  1 30  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 11  1  0  0  0  0
  4 19  1  0  0  0  0
  6  7  1  0  0  0  0
  6 33  1  0  0  0  0
  7  8  1  0  0  0  0
  7 16  1  0  0  0  0
  8  9  2  0  0  0  0
  8 19  1  0  0  0  0
  9 10  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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 36 37  1  0  0  0  0
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 47 59  1  0  0  0  0
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 48 53  1  0  0  0  0
 49 50  1  0  0  0  0
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 50 54  1  0  0  0  0
 51 52  1  0  0  0  0
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 52 57  1  0  0  0  0
 53 56  1  0  0  0  0
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 59 60  2  0  0  0  0
 59 64  1  0  0  0  0
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 62 63  1  0  0  0  0
 62 65  1  0  0  0  0
 63 64  2  0  0  0  0
 63 66  1  0  0  0  0
 66 67  1  0  0  0  0
M  END

     RDKit          3D

143150  0  0  0  0  0  0  0  0999 V2000
   -5.4895    5.1279    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4032    4.9987    1.0982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3391    4.1989    2.2161 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3196    2.5515    3.6946 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02241208392D          

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M  END
> <DATABASE_ID>
NP0251641

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(CCC(=O)OC2C(OC(=O)C34CCC(C)(C)CC3C3=CCC5C6(C)CCC(O)C(C)(C)C6CCC5(C)C3(C)CC4O)OCC(O)C2OC2OC(CO)C(O)C(O)C2O)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C51H76O16/c1-46(2)19-20-51(28(22-46)27-11-13-34-48(5)17-16-35(55)47(3,4)33(48)15-18-49(34,6)50(27,7)23-36(51)56)45(61)67-44-42(65-37(57)14-10-26-9-12-29(53)31(21-26)62-8)41(30(54)25-63-44)66-43-40(60)39(59)38(58)32(24-52)64-43/h9,11-12,21,28,30,32-36,38-44,52-56,58-60H,10,13-20,22-25H2,1-8H3

> <INCHI_KEY>
ZIEJINKTIDWSTF-UHFFFAOYSA-N

> <FORMULA>
C51H76O16

> <MOLECULAR_WEIGHT>
945.1395

> <EXACT_MASS>
944.513336384

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
102.54774436871617

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

> <ALOGPS_LOGP>
4.29

> <JCHEM_LOGP>
4.214250876999996

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.177320796860089

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.943250473177711

> <JCHEM_PKA_STRONGEST_BASIC>
-0.8351218782788491

> <JCHEM_POLAR_SURFACE_AREA>
251.35999999999996

> <JCHEM_REFRACTIVITY>
240.9405

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.74e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

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      -8.033  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.648  -3.081   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.415  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.415  -0.772   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.415   0.767   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.643   3.847   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.643   2.308   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.031   1.537   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.258   2.308   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.648   1.537   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.648  -0.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.033  -0.772   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.033   0.767   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.026   3.847   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.026   2.308   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.259   1.537   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.259  -0.001   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.643  -0.772   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.031  -0.001   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.031  -1.543   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.026  -0.772   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.026   0.767   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.361   1.537   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.259  -1.543   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -9.420  -0.001   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -10.650  -0.772   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -10.650  -2.310   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0     -12.040  -3.081   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0     -10.191  -4.471   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -9.420  -3.081   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -8.649  -4.471   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.027   6.005   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -1.259   4.620   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.488   6.005   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.697   2.308   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.697   3.847   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       4.031   4.620   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       5.361   3.847   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.361   2.308   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.031   1.537   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       4.031  -0.001   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       6.697   1.537   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       6.697   4.620   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       4.031  -1.543   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       5.361  -2.310   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       2.697  -2.310   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       6.697  -1.543   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       8.038   2.308   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       8.038   3.847   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0       9.374   4.620   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      10.707   3.847   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      10.707   2.308   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       9.374   1.537   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       9.374   6.161   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       8.038   6.932   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       9.374  -0.001   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      12.040   1.537   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      12.040   4.620   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0       8.038  -2.310   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       9.374  -1.543   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      10.707  -2.310   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      10.707  -3.852   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       9.374  -4.620   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       8.038  -3.852   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0      12.040  -4.620   0.000  0.00  0.00           O+0
HETATM   66  O   UNK     0       9.374  -6.161   0.000  0.00  0.00           O+0
HETATM   67  C   UNK     0       8.038  -6.932   0.000  0.00  0.00           C+0
CONECT    1    2   12   30                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11   19                                             
CONECT    5    4                                                            
CONECT    6    7   33                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11    4   10   12                                                  
CONECT   12    1   11   13   25                                             
CONECT   13   12                                                            
CONECT   14   15   33                                                       
CONECT   15   14   16                                                       
CONECT   16    7   15   17   22                                             
CONECT   17   16   18   24                                                  
CONECT   18   17   19                                                       
CONECT   19    4    8   18   20                                             
CONECT   20   19                                                            
CONECT   21   22                                                            
CONECT   22   16   21   23                                                  
CONECT   23   22   35                                                       
CONECT   24   17                                                            
CONECT   25   12   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27                                                            
CONECT   29   30                                                            
CONECT   30    1   27   29   31                                             
CONECT   31   30                                                            
CONECT   32   33                                                            
CONECT   33    6   14   32   34                                             
CONECT   34   33                                                            
CONECT   35   23   36   40                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   43                                                  
CONECT   39   38   40   42                                                  
CONECT   40   35   39   41                                                  
CONECT   41   40   44                                                       
CONECT   42   39   48                                                       
CONECT   43   38                                                            
CONECT   44   41   45   46                                                  
CONECT   45   44   47                                                       
CONECT   46   44                                                            
CONECT   47   45   59                                                       
CONECT   48   42   49   53                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   54                                                  
CONECT   51   50   52   58                                                  
CONECT   52   51   53   57                                                  
CONECT   53   48   52   56                                                  
CONECT   54   50   55                                                       
CONECT   55   54                                                            
CONECT   56   53                                                            
CONECT   57   52                                                            
CONECT   58   51                                                            
CONECT   59   47   60   64                                                  
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63   65                                                  
CONECT   63   62   64   66                                                  
CONECT   64   59   63                                                       
CONECT   65   62                                                            
CONECT   66   63   67                                                       
CONECT   67   66                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  148    0
END

View in JSmol

Synonyms

Value	Source
5-Hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid	Generator

Chemical Formula

C₅₁H₇₆O₁₆

Average Mass

945.1395 Da

Monoisotopic Mass

944.51334 Da

IUPAC Name

5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

COC1=CC(CCC(=O)OC2C(OC(=O)C34CCC(C)(C)CC3C3=CCC5C6(C)CCC(O)C(C)(C)C6CCC5(C)C3(C)CC4O)OCC(O)C2OC2OC(CO)C(O)C(O)C2O)=CC=C1O

InChI Identifier

InChI=1S/C51H76O16/c1-46(2)19-20-51(28(22-46)27-11-13-34-48(5)17-16-35(55)47(3,4)33(48)15-18-49(34,6)50(27,7)23-36(51)56)45(61)67-44-42(65-37(57)14-10-26-9-12-29(53)31(21-26)62-8)41(30(54)25-63-44)66-43-40(60)39(59)38(58)32(24-52)64-43/h9,11-12,21,28,30,32-36,38-44,52-56,58-60H,10,13-20,22-25H2,1-8H3

InChI Key

ZIEJINKTIDWSTF-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Tragopogon porrifolius	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonoid-3-o-glycosides. These are phenolic compounds containing a flavonoid moiety which is O-glycosidically linked to carbohydrate moiety at the C3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavonoid glycosides

Direct Parent

Flavonoid-3-O-glycosides

Alternative Parents

Substituents

Flavonoid-3-o-glycoside
3'-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Disaccharide
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Oxane
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Acetal
Polyol
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Alcohol
Organic oxygen compound
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

disaccharide derivative (CHEBI:81186 )
glycosyloxyflavone (CHEBI:81186 )
tetrahydroxyflavone (CHEBI:81186 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.29	ALOGPS
logP	4.21	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	9.94	ChemAxon
pKa (Strongest Basic)	-0.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	251.36 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	240.94 m³·mol⁻¹	ChemAxon
Polarizability	102.55 Å³	ChemAxon
Number of Rings	8	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0037929

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB017090

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14827936

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate (NP0251641)

MOL for NP0251641 (5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate)

3D MOL for NP0251641 (5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate)

3D SDF for NP0251641 (5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate)

3D-SDF for NP0251641 (5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate)

PDB for NP0251641 (5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate)

3D PDB for NP0251641 (5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate)

SMILES for NP0251641 (5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate)

INCHI for NP0251641 (5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate)

Structure for NP0251641 (5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate)

3D Structure for NP0251641 (5-hydroxy-3-{[3-(4-hydroxy-3-methoxyphenyl)propanoyl]oxy}-4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl 5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydropicene-4a-carboxylate)