NP-MRD: Showing NP-Card for 2-[(17s)-17-(acetyloxy)-17-[(1s,2s,3r)-3-{[(2s,3s,4s,5s,6r)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid (NP0281256)

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Record Information

Version

2.0

Created at

2022-09-09 07:29:16 UTC

Updated at

2022-09-09 07:29:16 UTC

NP-MRD ID

NP0281256

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-[(17s)-17-(acetyloxy)-17-[(1s,2s,3r)-3-{[(2s,3s,4s,5s,6r)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid

Description

160471-36-3, Also known as caloporoside, belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Based on a literature review very few articles have been published on 160471-36-3.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092209292D          

 57 58  0  0  1  0            999 V2000
  -14.8421   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4296   -3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8421   -4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6046   -3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1921   -4.0954    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.3671   -4.0954    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.9546   -3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3671   -2.6664    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -13.1921   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6046   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9546   -1.9520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -12.3671   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1296   -1.9520    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.7171   -2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7171   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.3046   -0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  -12.3671   -5.5243    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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  -14.4296   -4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  1  0  0  0
 13 15  1  0  0  0  0
 15 16  1  1  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 15 20  1  6  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  2  0  0  0  0
 40 46  1  0  0  0  0
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 47 48  2  0  0  0  0
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  6 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  6  0  0  0
 52 53  1  0  0  0  0
 51 54  1  0  0  0  0
 54 55  1  1  0  0  0
 54 56  1  0  0  0  0
  5 56  1  0  0  0  0
 56 57  1  6  0  0  0
M  END

     RDKit          3D

121122  0  0  0  0  0  0  0  0999 V2000
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   -3.4569    0.7761    2.9914 O   0  0  0  0  0  0  0  0  0  0  0  0
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   10.3820   -2.3218    0.1890 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8131   -1.5031   -0.8581 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3985   -2.0485   -1.9680 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5501   -3.4030   -2.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1205   -4.2351   -0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3070   -5.5690   -1.1138 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


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M  END
> <DATABASE_ID>
NP0281256

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCCCCCCCCCCCCCCC1=CC=CC(O)=C1C(O)=O)[C@](OC(C)=O)([C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1OC(C)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C40H64O17/c1-24(18-15-13-11-9-7-5-4-6-8-10-12-14-16-19-27-20-17-21-28(45)31(27)37(50)51)40(39(52)53,57-26(3)44)36(49)33(47)30(23-42)56-38-35(54-25(2)43)34(48)32(46)29(22-41)55-38/h17,20-21,24,29-30,32-36,38,41-42,45-49H,4-16,18-19,22-23H2,1-3H3,(H,50,51)(H,52,53)/t24?,29-,30-,32-,33-,34+,35+,36+,38+,40+/m1/s1

> <INCHI_KEY>
BRQJNWFMGNHEQO-LYJPMCOASA-N

> <FORMULA>
C40H64O17

> <MOLECULAR_WEIGHT>
816.935

> <EXACT_MASS>
816.414350601

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
121

> <JCHEM_AVERAGE_POLARIZABILITY>
88.57300541636057

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(17S)-17-(acetyloxy)-17-[(1S,2S,3R)-3-{[(2S,3S,4S,5S,6R)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid

> <JCHEM_LOGP>
4.828283505666668

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.5477266968423025

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5832963456315037

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9811000121096436

> <JCHEM_POLAR_SURFACE_AREA>
287.27

> <JCHEM_REFRACTIVITY>
201.04330000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
30

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-[(17S)-17-(acetyloxy)-17-[(1S,2S,3R)-3-{[(2S,3S,4S,5S,6R)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0     -27.705  -4.977   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -26.935  -6.311   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0     -27.705  -7.645   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0     -25.395  -6.311   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0     -24.625  -7.645   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -23.085  -7.645   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0     -22.315  -6.311   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0     -23.085  -4.977   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -24.625  -4.977   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0     -25.395  -3.644   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0     -22.315  -3.644   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0     -23.085  -2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0     -20.775  -3.644   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0     -20.005  -4.977   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0     -20.005  -2.310   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -19.235  -0.976   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0     -20.005   0.357   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -21.545   0.357   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0     -19.235   1.691   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0     -21.339  -1.540   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0     -22.870  -1.379   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0     -22.244  -0.294   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0     -18.672  -3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -18.672  -4.620   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -17.338  -2.310   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -22.315  -8.978   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0     -23.085 -10.312   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -22.315 -11.646   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0     -23.085 -12.979   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0     -24.625 -10.312   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0     -25.395 -11.646   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0     -25.395  -8.978   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0     -26.935  -8.978   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   56                                                  
CONECT    6    5    7   50                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   20   23                                             
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   15   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   15   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   46                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   40   47                                                  
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50    6   51                                                       
CONECT   51   50   52   54                                                  
CONECT   52   51   53                                                       
CONECT   53   52                                                            
CONECT   54   51   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54    5   57                                                  
CONECT   57   56                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  116    0
END

View in JSmol

Synonyms

Value	Source
Caloporoside	MeSH

Chemical Formula

C₄₀H₆₄O₁₇

Average Mass

816.9350 Da

Monoisotopic Mass

816.41435 Da

IUPAC Name

2-[(17S)-17-(acetyloxy)-17-[(1S,2S,3R)-3-{[(2S,3S,4S,5S,6R)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid

Traditional Name

2-[(17S)-17-(acetyloxy)-17-[(1S,2S,3R)-3-{[(2S,3S,4S,5S,6R)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid

CAS Registry Number

Not Available

SMILES

CC(CCCCCCCCCCCCCCCC1=CC=CC(O)=C1C(O)=O)[C@](OC(C)=O)([C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1OC(C)=O)C(O)=O

InChI Identifier

InChI=1S/C40H64O17/c1-24(18-15-13-11-9-7-5-4-6-8-10-12-14-16-19-27-20-17-21-28(45)31(27)37(50)51)40(39(52)53,57-26(3)44)36(49)33(47)30(23-42)56-38-35(54-25(2)43)34(48)32(46)29(22-41)55-38/h17,20-21,24,29-30,32-36,38,41-42,45-49H,4-16,18-19,22-23H2,1-3H3,(H,50,51)(H,52,53)/t24?,29-,30-,32-,33-,34+,35+,36+,38+,40+/m1/s1

InChI Key

BRQJNWFMGNHEQO-LYJPMCOASA-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Tetracarboxylic acid or derivatives
Alkyl glycoside
O-glycosyl compound
Glycosyl compound
Disaccharide
Salicylic acid
Salicylic acid or derivatives
Hydroxybenzoic acid
Fatty alcohol
Benzoic acid
Benzoic acid or derivatives
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Beta-hydroxy acid
Benzenoid
Oxane
Hydroxy acid
Monocyclic benzene moiety
Vinylogous acid
Secondary alcohol
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Polyol
Carboxylic acid
Carboxylic acid derivative
Acetal
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Carbonyl group
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	4.83	ChemAxon
pKa (Strongest Acidic)	2.58	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	287.27 Å²	ChemAxon
Rotatable Bond Count	30	ChemAxon
Refractivity	201.04 m³·mol⁻¹	ChemAxon
Polarizability	88.57 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00016687

Chemspider ID

171117

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

197691

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-[(17s)-17-(acetyloxy)-17-[(1s,2s,3r)-3-{[(2s,3s,4s,5s,6r)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid (NP0281256)

MOL for NP0281256 (2-[(17s)-17-(acetyloxy)-17-[(1s,2s,3r)-3-{[(2s,3s,4s,5s,6r)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid)

3D MOL for NP0281256 (2-[(17s)-17-(acetyloxy)-17-[(1s,2s,3r)-3-{[(2s,3s,4s,5s,6r)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid)

3D SDF for NP0281256 (2-[(17s)-17-(acetyloxy)-17-[(1s,2s,3r)-3-{[(2s,3s,4s,5s,6r)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid)

3D-SDF for NP0281256 (2-[(17s)-17-(acetyloxy)-17-[(1s,2s,3r)-3-{[(2s,3s,4s,5s,6r)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid)

PDB for NP0281256 (2-[(17s)-17-(acetyloxy)-17-[(1s,2s,3r)-3-{[(2s,3s,4s,5s,6r)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid)

3D PDB for NP0281256 (2-[(17s)-17-(acetyloxy)-17-[(1s,2s,3r)-3-{[(2s,3s,4s,5s,6r)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid)

SMILES for NP0281256 (2-[(17s)-17-(acetyloxy)-17-[(1s,2s,3r)-3-{[(2s,3s,4s,5s,6r)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid)

INCHI for NP0281256 (2-[(17s)-17-(acetyloxy)-17-[(1s,2s,3r)-3-{[(2s,3s,4s,5s,6r)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid)

Structure for NP0281256 (2-[(17s)-17-(acetyloxy)-17-[(1s,2s,3r)-3-{[(2s,3s,4s,5s,6r)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid)

3D Structure for NP0281256 (2-[(17s)-17-(acetyloxy)-17-[(1s,2s,3r)-3-{[(2s,3s,4s,5s,6r)-3-(acetyloxy)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1,2,4-trihydroxybutyl]-17-carboxy-16-methylheptadecyl]-6-hydroxybenzoic acid)