MiMeDB: Showing metabocard for Salicin (MMDBc0029810)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:42:38 UTC

Update Date

2024-04-30 19:42:17 UTC

Metabolite ID

MMDBc0029810

Metabolite Identification

Common Name

Salicin

Description

Salicin is an alcoholic beta-glucoside. Salicin is closely related in chemical make-up to aspirin. Salicin can be used as a sugar substrate by E. coli and can be imported into the cytoplasm as salicin-6-phosphate through the ascF gene product.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0003546
     RDKit          3D
Salicin
 38 39  0  0  0  0  0  0  0  0999 V2000
    4.1282    2.2867   -0.7564 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2311    1.2585   -1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300    0.2825    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2592   -0.3349    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0675   -1.2045    1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8632   -1.4397    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493   -0.7496    1.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8676    0.0761    0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909    0.7614   -0.0551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.5469   -0.3831 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3423    1.1947    0.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6631    0.9453   -0.0672 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5271    1.6287    0.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    1.0994    2.2241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9878   -0.5248   -0.1562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2904   -0.7010   -0.4929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0332   -1.0921   -1.2185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3840   -2.4073   -1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525   -0.9636   -0.6147 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3503   -1.3690   -1.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5011    3.0947   -0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2747    1.6285   -1.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7348    0.7412   -2.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451   -0.2592    0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -1.7374    1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8213   -2.0382    3.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8174   -0.9391    2.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062    0.8826   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917    1.3993   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5814    1.3593    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    2.7025    0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1491    1.8762    2.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6740   -1.0668    0.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4139   -0.8524   -1.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1615   -0.4643   -2.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740   -2.7219   -2.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6422   -1.4413    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0358   -1.4575   -2.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8  3  1  0
 19 10  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  6
 12 29  1  6
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  1
 16 34  1  0
 17 35  1  6
 18 36  1  0
 19 37  1  1
 20 38  1  0
M  END


  Mrv1652305271900282D          

 20 21  0  0  1  0            999 V2000
   12.1223   -7.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4078   -7.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8367   -7.8971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4078   -8.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5513   -9.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2644   -9.9596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8367   -8.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1223   -9.1346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9789  -10.3721    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.9789  -11.1971    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.6933  -11.6096    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4078  -11.1971    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.4078  -10.3721    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2657   -8.7221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2644   -9.1346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2644  -11.6096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6933  -12.4346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1223  -11.6096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1223   -9.9596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6933   -9.9596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  1  2  1  0  0  0  0
  2  4  2  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5 14  1  0  0  0  0
  5  7  1  0  0  0  0
  9  6  1  1  0  0  0
  6 15  1  0  0  0  0
  7  8  2  0  0  0  0
  8 19  1  0  0  0  0
  9 10  1  0  0  0  0
  9 20  1  0  0  0  0
 10 11  1  0  0  0  0
 10 16  1  6  0  0  0
 11 12  1  0  0  0  0
 11 17  1  1  0  0  0
 12 13  1  0  0  0  0
 12 18  1  6  0  0  0
 13 19  1  1  0  0  0
 13 20  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029810

> <DATABASE_NAME>
MIME

> <SMILES>
OC[C@H]1O[C@@H](OC2=C(CO)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1

> <INCHI_KEY>
NGFMICBWJRZIBI-UJPOAAIJSA-N

> <FORMULA>
C13H18O7

> <MOLECULAR_WEIGHT>
286.2778

> <EXACT_MASS>
286.10525293

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
27.889424057181387

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol

> <ALOGPS_LOGP>
-1.15

> <JCHEM_LOGP>
-1.3657373663333332

> <ALOGPS_LOGS>
-1.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.183713426774577

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.198710719721928

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9360965919196627

> <JCHEM_POLAR_SURFACE_AREA>
119.61000000000001

> <JCHEM_REFRACTIVITY>
66.9992

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.49e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
salicin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003546
     RDKit          3D
Salicin
 38 39  0  0  0  0  0  0  0  0999 V2000
    4.1282    2.2867   -0.7564 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2311    1.2585   -1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300    0.2825    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2592   -0.3349    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0675   -1.2045    1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8632   -1.4397    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493   -0.7496    1.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8676    0.0761    0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909    0.7614   -0.0551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.5469   -0.3831 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3423    1.1947    0.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6631    0.9453   -0.0672 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5271    1.6287    0.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    1.0994    2.2241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9878   -0.5248   -0.1562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2904   -0.7010   -0.4929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0332   -1.0921   -1.2185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3840   -2.4073   -1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525   -0.9636   -0.6147 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3503   -1.3690   -1.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5011    3.0947   -0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2747    1.6285   -1.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7348    0.7412   -2.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451   -0.2592    0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -1.7374    1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8213   -2.0382    3.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8174   -0.9391    2.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062    0.8826   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917    1.3993   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5814    1.3593    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    2.7025    0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1491    1.8762    2.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6740   -1.0668    0.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4139   -0.8524   -1.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1615   -0.4643   -2.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740   -2.7219   -2.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6422   -1.4413    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0358   -1.4575   -2.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8  3  1  0
 19 10  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  6
 12 29  1  6
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  1
 16 34  1  0
 17 35  1  6
 18 36  1  0
 19 37  1  1
 20 38  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      22.628 -13.971   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.295 -14.741   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      23.962 -14.741   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.295 -16.281   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.296 -17.051   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.294 -18.591   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.962 -16.281   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      22.628 -17.051   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.627 -19.361   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.627 -20.901   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.961 -21.671   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.295 -20.901   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.295 -19.361   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      26.629 -16.281   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      17.294 -17.051   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      17.294 -21.671   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      19.961 -23.211   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      22.628 -21.671   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      22.628 -18.591   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      19.961 -18.591   0.000  0.00  0.00           O+0
CONECT    1    3    2                                                       
CONECT    2    1    4                                                       
CONECT    3    1    7                                                       
CONECT    4    2    8                                                       
CONECT    5   14    7                                                       
CONECT    6    9   15                                                       
CONECT    7    3    5    8                                                  
CONECT    8    4    7   19                                                  
CONECT    9    6   10   20                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12   17                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   19   20                                                  
CONECT   14    5                                                            
CONECT   15    6                                                            
CONECT   16   10                                                            
CONECT   17   11                                                            
CONECT   18   12                                                            
CONECT   19    8   13                                                       
CONECT   20    9   13                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0003546
HETATM    1  O1  UNL     1       4.128   2.287  -0.756  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.231   1.259  -1.126  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.130   0.283   0.019  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.259  -0.335   0.478  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.068  -1.204   1.558  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.863  -1.440   2.154  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.749  -0.750   1.597  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.868   0.076   0.571  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.891   0.761  -0.055  1.00  0.00           O  
HETATM   10  C8  UNL     1      -0.421   0.547  -0.383  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.342   1.195   0.324  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.663   0.945  -0.067  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.527   1.629   0.985  1.00  0.00           C  
HETATM   14  O4  UNL     1      -3.145   1.099   2.224  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.988  -0.525  -0.156  1.00  0.00           C  
HETATM   16  O5  UNL     1      -4.290  -0.701  -0.493  1.00  0.00           O  
HETATM   17  C12 UNL     1      -2.033  -1.092  -1.219  1.00  0.00           C  
HETATM   18  O6  UNL     1      -2.384  -2.407  -1.454  1.00  0.00           O  
HETATM   19  C13 UNL     1      -0.652  -0.964  -0.615  1.00  0.00           C  
HETATM   20  O7  UNL     1       0.350  -1.369  -1.492  1.00  0.00           O  
HETATM   21  H1  UNL     1       3.501   3.095  -0.578  1.00  0.00           H  
HETATM   22  H2  UNL     1       2.275   1.628  -1.408  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.735   0.741  -2.000  1.00  0.00           H  
HETATM   24  H4  UNL     1       5.245  -0.259   0.031  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.973  -1.737   1.916  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.821  -2.038   3.019  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.817  -0.939   2.155  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.406   0.883  -1.520  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.892   1.399  -1.056  1.00  0.00           H  
HETATM   30  H10 UNL     1      -4.581   1.359   0.742  1.00  0.00           H  
HETATM   31  H11 UNL     1      -3.329   2.702   0.944  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.149   1.876   2.844  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.674  -1.067   0.785  1.00  0.00           H  
HETATM   34  H14 UNL     1      -4.414  -0.852  -1.446  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.161  -0.464  -2.129  1.00  0.00           H  
HETATM   36  H16 UNL     1      -2.174  -2.722  -2.365  1.00  0.00           H  
HETATM   37  H17 UNL     1      -0.642  -1.441   0.358  1.00  0.00           H  
HETATM   38  H18 UNL     1      -0.036  -1.458  -2.383  1.00  0.00           H  
CONECT    1    2   21
CONECT    2    3   22   23
CONECT    3    4    4    8
CONECT    4    5   24
CONECT    5    6    6   25
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9
CONECT    9   10
CONECT   10   11   19   28
CONECT   11   12
CONECT   12   13   15   29
CONECT   13   14   30   31
CONECT   14   32
CONECT   15   16   17   33
CONECT   16   34
CONECT   17   18   19   35
CONECT   18   36
CONECT   19   20   37
CONECT   20   38
END

HMDB0003546
     RDKit          3D
Salicin
 38 39  0  0  0  0  0  0  0  0999 V2000
    4.1282    2.2867   -0.7564 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2311    1.2585   -1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1300    0.2825    0.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2592   -0.3349    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0675   -1.2045    1.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8632   -1.4397    2.1536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7493   -0.7496    1.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8676    0.0761    0.5709 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8909    0.7614   -0.0551 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4207    0.5469   -0.3831 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3423    1.1947    0.3243 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6631    0.9453   -0.0672 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5271    1.6287    0.9849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1454    1.0994    2.2241 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9878   -0.5248   -0.1562 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2904   -0.7010   -0.4929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0332   -1.0921   -1.2185 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3840   -2.4073   -1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6525   -0.9636   -0.6147 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3503   -1.3690   -1.4920 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5011    3.0947   -0.5776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2747    1.6285   -1.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7348    0.7412   -2.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2451   -0.2592    0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9732   -1.7374    1.9156 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8213   -2.0382    3.0188 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8174   -0.9391    2.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4062    0.8826   -1.5199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8917    1.3993   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5814    1.3593    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    2.7025    0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1491    1.8762    2.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6740   -1.0668    0.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4139   -0.8524   -1.4457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1615   -0.4643   -2.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740   -2.7219   -2.3653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6422   -1.4413    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0358   -1.4575   -2.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 12 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8  3  1  0
 19 10  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
 10 28  1  6
 12 29  1  6
 13 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  1
 16 34  1  0
 17 35  1  6
 18 36  1  0
 19 37  1  1
 20 38  1  0
M  END

Synonyms

Value	Source
2(Hydroxymethyl)phenyl-beta-D-glucopyranoside	ChEBI
2-(Hydroxymethyl)phenyl-beta-D-glucopyranoside	ChEBI
2-(Hydroxymethyl)phenyl-O-beta-D-glucopyranoside	ChEBI
D-(-)-Salicin	ChEBI
O-(Hydroxymethyl)phenyl beta-D-glucopyranoside	ChEBI
Salicoside	ChEBI
Salicyl alcohol glucoside	ChEBI
Saligenin beta-D-glucopyranoside	ChEBI
2(Hydroxymethyl)phenyl-b-D-glucopyranoside	Generator
2(Hydroxymethyl)phenyl-β-D-glucopyranoside	Generator
2-(Hydroxymethyl)phenyl-b-D-glucopyranoside	Generator
2-(Hydroxymethyl)phenyl-β-D-glucopyranoside	Generator
2-(Hydroxymethyl)phenyl-O-b-D-glucopyranoside	Generator
2-(Hydroxymethyl)phenyl-O-β-D-glucopyranoside	Generator
O-(Hydroxymethyl)phenyl b-D-glucopyranoside	Generator
O-(Hydroxymethyl)phenyl β-D-glucopyranoside	Generator
Saligenin b-D-glucopyranoside	Generator
Saligenin β-D-glucopyranoside	Generator
2-(Hydroxymethyl)phenyl hexopyranoside	HMDB
D-Salicin	HMDB
delta-Salicin	HMDB
Salicine	HMDB
Saligenin beta-delta-glucopyranoside	HMDB
Saligenin-b-D-glucopyranoside	HMDB
Saligenin-beta-D-glucopyranoside	HMDB
Saligenin-beta-delta-glucopyranoside	HMDB

Molecular Formula

C₁₃H₁₈O₇

Average Mass

286.2778

Monoisotopic Mass

286.10525293

IUPAC Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol

Traditional Name

salicin

CAS Registry Number

138-52-3

SMILES

OC[C@H]1O[C@@H](OC2=C(CO)C=CC=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1

InChI Key

NGFMICBWJRZIBI-UJPOAAIJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
O-glycosyl compound
Phenoxy compound
Benzyl alcohol
Phenol ether
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Secondary alcohol
Polyol
Organoheterocyclic compound
Oxacycle
Acetal
Alcohol
Hydrocarbon derivative
Primary alcohol
Aromatic alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

benzyl alcohols (CHEBI:17814 )
aromatic primary alcohol (CHEBI:17814 )
aryl beta-D-glucoside (CHEBI:17814 )
Phenylpropanoids (C01451 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	24.9 g/L	ALOGPS
logP	-1.2	ALOGPS
logP	-1.4	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	12.2	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	119.61 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	67 m³·mol⁻¹	ChemAxon
Polarizability	27.89 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-016s-0931000000-d7cfab7dda5ba5b8cb8d	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-016s-0931000000-d7cfab7dda5ba5b8cb8d	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0aor-6970000000-4a3fc41bdfdcae61270a	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (5 TMS) - 70eV, Positive	splash10-001i-1111149000-413e4462b838237eb990	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0a4i-0920000000-dd9147181f57af043933	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0a4i-0900000000-5f01886cdb3b1b83482d	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0a6r-6900000000-60990058ed2008115d3c	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0aor-0970000000-b0ab03332dc31197e24d	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0aor-0970000000-1eff788038412eafc6e0	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-001i-0920000000-e1a9ed30eb900b2d13f5	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-001i-0930000000-53b80e6d9343986fce22	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0a4i-0479000000-e3d1fa41cebd0db517ec	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0a4i-0469000000-7bd2e826ca0d8c4e246b	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0900000000-a9a3323c5bcb7537be88	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0079-4990000000-21e7ed9f578486c41d30	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-00dl-6900000000-abca856686e2a48f338b	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-d01a7791218632604919	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0900000000-2ce515c6b24230bee91d	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0910000000-8157b002a15ff7712810	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0a59-0900000000-08e0bc3883a8879210c3	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a6r-7900000000-60f3f4e5be9e785ee227	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05r9-0970000000-300143a83a460b0b8de6	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0900000000-d56d227c3ed2911b275e	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-3900000000-da1f6546fa4860684208	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0079-0790000000-705ce708dcc235d02e31	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05fu-3940000000-1b35dca166815881ea11	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9400000000-45d5d35d6bc2783638e4	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4j-3920000000-e8aa896614066fd2844c	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014r-2940000000-2eba30eb86decafa5403	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, experimental)		2012-12-05	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	142	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Human stool; Human subgingival plaque	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	387	Pig ; Human feces; Human ; Human stool; Human subgingival plaque; Cattle ; Human saliva; Human urine; Human mucosa; Human vaginal fluid; Human sputum; Human supragingival plaque	Metabolic reconstruction
Bacteria	Actinobacteria	114	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human nasopharyngeal swab; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	45	Human feces; Human appendix biopsy; Human ; Human stool; Human gastric fluid; Human urine; Human saliva; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	8	Human feces; Human	Metabolic reconstruction
Bacteria	Tenericutes	3	Human feces	Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	2	Human feces	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0003546

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Salicin

METLIN ID

6948

PubChem Compound

439503

PDB ID

Not Available

ChEBI ID

17814

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Sadatsune T, Moreno G: [Contribution to the study of the haemolytic streptococci isolated from dogs (author's transl)]. Arq Inst Biol (Sao Paulo). 1975;42:257-64. [PubMed:1236057 ]
Brenner DJ, Hickman-Brenner FW, Holmes B, Hawkey PM, Penner JL, Grimont PA, O'Hara CM: Replacement of NCTC 4175, the current type strain of Proteus vulgaris, with ATCC 29905. Request for an opinion. Int J Syst Bacteriol. 1995 Oct;45(4):870-1. doi: 10.1099/00207713-45-4-870. [PubMed:7547312 ]
Sakurai M, Ohsako M, Nagano M, Nakamura C, Tsuzuki O, Ichikawa M, Matsumoto Y: [Effect of human serum albumin on transport of drugs through human erythrocyte membranes]. Yakugaku Zasshi. 1996 Aug;116(8):630-8. doi: 10.1248/yakushi1947.116.8_630. [PubMed:8831264 ]
Mahdi JG, Mahdi AJ, Mahdi AJ, Bowen ID: The historical analysis of aspirin discovery, its relation to the willow tree and antiproliferative and anticancer potential. Cell Prolif. 2006 Apr;39(2):147-55. doi: 10.1111/j.1365-2184.2006.00377.x. [PubMed:16542349 ]

Showing metabocard for Salicin (MMDBc0029810)

MOL for #<Metabolite:0x00007fecce5cd330>

3D MOL for #<Metabolite:0x00007fecce5cd330>

3D SDF for #<Metabolite:0x00007fecce5cd330>

3D-SDF for #<Metabolite:0x00007fecce5cd330>

PDB for #<Metabolite:0x00007fecce5cd330>

3D PDB for #<Metabolite:0x00007fecce5cd330>

SMILES for #<Metabolite:0x00007fecce5cd330>

INCHI for #<Metabolite:0x00007fecce5cd330>

Structure for #<Metabolite:0x00007fecce5cd330>

3D Structure for #<Metabolite:0x00007fecce5cd330>