NP-MRD: Showing NP-Card for 2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol (NP0270845)

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Record Information

Version

2.0

Created at

2022-09-08 16:55:41 UTC

Updated at

2022-09-08 16:55:42 UTC

NP-MRD ID

NP0270845

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol

Description

Melilotoside C belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Melilotoside C is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, Melilotoside C has been detected, but not quantified in, herbs and spices and pulses. 2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol is found in Melilotus albus and Melilotus officinalis. This could make melilotoside C a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241218462D          

 63 70  0  0  0  0            999 V2000
    5.3592    4.2213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3592    3.3963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0728    2.9838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9291    2.1588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155    1.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    2.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7854    1.7462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7854    0.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005    0.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2155    0.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9291    0.5087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718    0.5087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567    0.9212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3567    1.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3582    2.1588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    1.7462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0718    2.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5005   -0.3162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9291   -0.3162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.0728   -0.7288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0718   -2.7913    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5005   -5.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3582    0.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8876   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1725   -0.1238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9130    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 50  1  0  0  0  0
  2  3  1  0  0  0  0
  2 37  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 12  1  0  0  0  0
  9 10  1  0  0  0  0
  9 18  1  0  0  0  0
 10 11  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 45  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 34  1  0  0  0  0
 16 44  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 55  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 53  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 57  1  0  0  0  0
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 27 28  1  0  0  0  0
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 29 30  1  0  0  0  0
 29 50  1  0  0  0  0
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 31 32  2  0  0  0  0
 31 40  1  0  0  0  0
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 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
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 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 61  1  0  0  0  0
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 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
M  END

     RDKit          3D

141148  0  0  0  0  0  0  0  0999 V2000
  -10.2619   -2.7900   -1.4344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9746   -2.5656   -0.7145 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.5339   -1.2627   -0.8244 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02241218462D          

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M  END
> <DATABASE_ID>
NP0270845

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2C(O)C(O)C(CO)OC2OC2C(O)C(O)COC2OC2CCC3(C)C(CCC4(C)C3CC=C3C5CC(C)(C)CC(O)C5(C)CCC43C)C2(C)CO)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C47H78O16/c1-22-31(52)34(55)36(57)39(59-22)62-38-35(56)33(54)26(19-48)60-41(38)63-37-32(53)25(50)20-58-40(37)61-30-12-13-44(5)27(45(30,6)21-49)11-14-47(8)28(44)10-9-23-24-17-42(2,3)18-29(51)43(24,4)15-16-46(23,47)7/h9,22,24-41,48-57H,10-21H2,1-8H3

> <INCHI_KEY>
HSIIGHDIPGINSY-UHFFFAOYSA-N

> <FORMULA>
C47H78O16

> <MOLECULAR_WEIGHT>
899.1126

> <EXACT_MASS>
898.528986448

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
97.92575281750165

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol

> <ALOGPS_LOGP>
2.34

> <JCHEM_LOGP>
1.2562965823333356

> <ALOGPS_LOGS>
-3.80

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.54245462867081

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.025381058166113

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810838020447186

> <JCHEM_POLAR_SURFACE_AREA>
257.67999999999995

> <JCHEM_REFRACTIVITY>
224.93120000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.43e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol

> <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      10.004   7.880   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.004   6.340   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      11.336   5.570   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -7.334   4.030   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -6.002   3.260   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.668   4.030   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.333   3.260   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.333   1.720   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.668   0.950   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.002   1.720   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -7.334   0.950   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.001   0.950   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.666   1.720   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.666   3.260   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.669   4.030   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.001   3.260   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.001   4.800   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -4.668  -0.590   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -6.002  -1.360   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -7.334  -0.590   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -8.669  -1.360   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -10.001  -0.590   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -11.336  -1.360   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.001  -5.210   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -3.333  -5.980   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -3.333  -7.520   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -4.668  -8.291   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -4.668  -9.831   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.337   7.880   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.337   6.340   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.002   5.570   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.668   6.340   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.335   5.570   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.335   4.030   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.668   3.260   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.004   4.800   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       8.669   5.570   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.669   4.030   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.337   3.260   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.002   4.030   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.002   2.490   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       4.668   1.720   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.335   0.950   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.001   1.720   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       0.669   0.950   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       1.657  -0.231   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -0.322  -0.231   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       0.204  -1.676   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       9.660   9.831   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       8.669   8.650   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       7.681   9.831   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0     -10.001  -3.670   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -8.669  -2.900   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -7.334  -3.670   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      -6.002  -2.900   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0      -4.668  -3.670   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0      -4.668  -5.210   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      -6.002  -5.980   0.000  0.00  0.00           O+0
HETATM   59  C   UNK     0      -6.002  -7.520   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      -7.334  -8.291   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0      -7.334  -5.210   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      -2.001  -8.291   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0       5.438   1.925   0.000  0.00  0.00           C+0
CONECT    1    2   50                                                       
CONECT    2    1    3   37                                                  
CONECT    3    2                                                            
CONECT    4    5                                                            
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   12                                                  
CONECT    9    8   10   18                                                  
CONECT   10    5    9   11                                                  
CONECT   11   10                                                            
CONECT   12    8   13                                                       
CONECT   13   12   14   45                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   34   44                                             
CONECT   17   16                                                            
CONECT   18    9   19                                                       
CONECT   19   18   20   55                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   53                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
CONECT   24   25                                                            
CONECT   25   24   26   57                                                  
CONECT   26   25   27   62                                                  
CONECT   27   26   28   59                                                  
CONECT   28   27                                                            
CONECT   29   30   50                                                       
CONECT   30   29   31   37                                                  
CONECT   31   30   32   40                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   16   33   35                                                  
CONECT   35   34   40   42   63                                             
CONECT   36   37                                                            
CONECT   37    2   30   36   38                                             
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   31   35   39   41                                             
CONECT   41   40                                                            
CONECT   42   35   43                                                       
CONECT   43   42   44                                                       
CONECT   44   16   43   45                                                  
CONECT   45   13   44   46   47                                             
CONECT   46   45                                                            
CONECT   47   45   48                                                       
CONECT   48   47                                                            
CONECT   49   50                                                            
CONECT   50    1   29   49   51                                             
CONECT   51   50                                                            
CONECT   52   53                                                            
CONECT   53   21   52   54                                                  
CONECT   54   53   55   61                                                  
CONECT   55   19   54   56                                                  
CONECT   56   55   57                                                       
CONECT   57   25   56   58                                                  
CONECT   58   57   59                                                       
CONECT   59   27   58   60                                                  
CONECT   60   59                                                            
CONECT   61   54                                                            
CONECT   62   26                                                            
CONECT   63   35                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  140    0
END

View in JSmol

Synonyms

Value	Source
5-Bromo-6-methyl-2-pyridinamine	HMDB
5-Bromo-6-methylpyridin-2-amine	HMDB
5-Bromo-6-methylpyridin-2-ylamine	HMDB
6-Amino-3-bromo-2-methylpyridine	HMDB
6-Amino-3-bromo-2-picoline	HMDB

Chemical Formula

C₄₇H₇₈O₁₆

Average Mass

899.1126 Da

Monoisotopic Mass

898.52899 Da

IUPAC Name

2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1OC(OC2C(O)C(O)C(CO)OC2OC2C(O)C(O)COC2OC2CCC3(C)C(CCC4(C)C3CC=C3C5CC(C)(C)CC(O)C5(C)CCC43C)C2(C)CO)C(O)C(O)C1O

InChI Identifier

InChI=1S/C47H78O16/c1-22-31(52)34(55)36(57)39(59-22)62-38-35(56)33(54)26(19-48)60-41(38)63-37-32(53)25(50)20-58-40(37)61-30-12-13-44(5)27(45(30,6)21-49)11-14-47(8)28(44)10-9-23-24-17-42(2,3)18-29(51)43(24,4)15-16-46(23,47)7/h9,22,24-41,48-57H,10-21H2,1-8H3

InChI Key

HSIIGHDIPGINSY-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
Melilotus albus	LOTUS Database	35616633
Melilotus officinalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Triterpenoids

Alternative Parents

Substituents

Triterpenoid
Oligosaccharide
Steroid
Glycosyl compound
O-glycosyl compound
Oxane
Cyclic alcohol
Secondary alcohol
Polyol
Acetal
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organic oxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

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	2.34	ALOGPS
logP	1.26	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	12.03	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	257.68 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	224.93 m³·mol⁻¹	ChemAxon
Polarizability	97.93 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

HMDB0041466

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB021424

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

73813306

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol (NP0270845)

MOL for NP0270845 (2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol)

3D MOL for NP0270845 (2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol)

3D SDF for NP0270845 (2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol)

3D-SDF for NP0270845 (2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol)

PDB for NP0270845 (2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol)

3D PDB for NP0270845 (2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol)

SMILES for NP0270845 (2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol)

INCHI for NP0270845 (2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol)

Structure for NP0270845 (2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol)

3D Structure for NP0270845 (2-({2-[(4,5-dihydroxy-2-{[9-hydroxy-4-(hydroxymethyl)-4,6a,6b,8a,11,11,14b-heptamethyl-1,2,3,4a,5,6,7,8,9,10,12,12a,14,14a-tetradecahydropicen-3-yl]oxy}oxan-3-yl)oxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl}oxy)-6-methyloxane-3,4,5-triol)