MiMeDB: Showing metabocard for Turanose (MMDBc0000261)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:47:55 UTC

Update Date

2024-04-30 19:31:42 UTC

Metabolite ID

MMDBc0000261

Metabolite Identification

Common Name

Turanose

Description

D-(+)-Turanose is a reducing disaccharide. Its systematic name is a-D-glucopyranosyl-(1-->3)-a-D-fructofuranose. It is an analog of sucrose not metabolized by higher plants, but rather acquired through the action of sucrose transporters for intracellular carbohydrate signaling. In addition to its involvement in signal transduction, D-(+)-Turanose can also be used as a carbon source by many organisms including numerous species of bacteria and fungi (Wikipedia ).

Structure

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

HMDB0011740
     RDKit          3D
Turanose
 45 45  0  0  0  0  0  0  0  0999 V2000
   -1.8460   -2.3148   -0.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8795   -1.5858    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -2.1838    1.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1181   -3.4104    1.3115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2983   -0.2338    0.2983 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3101   -0.3609   -0.7440 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -0.0845   -0.2863 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6834   -1.2937   -0.2673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0392   -1.1031   -0.3194 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7477   -2.2133    0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1143   -1.9466    0.3533 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4866    0.1951    0.3074 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8930    0.2169    0.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668    1.3965   -0.3229 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4097    2.3032    0.6531 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384    0.9503   -1.1053 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0184    0.4852   -2.3664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2833    0.7279   -0.3114 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5977    1.9678   -0.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4779    1.1073    0.4811 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3878    0.1283    0.7593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1472    2.2833   -0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7034    1.8580   -1.4561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6546   -2.4850    2.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -1.5395    2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3333   -3.3954    0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8405    0.1032    1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9704    0.2392    0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4224   -1.2041   -1.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5797   -3.1959   -0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4857   -2.2045    1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3297   -1.9317   -0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2047    0.1508    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2883    0.6319    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5889    1.9414   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1927    1.7969    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597    1.7964   -1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8273    0.9645   -2.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    0.4100   -1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8408    2.3509   -1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1328    1.5618    1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7287    0.2126    1.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4499    3.1055   -0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9753    2.6018    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4220    1.2006   -1.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 16  7  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  1
  7 28  1  1
  9 29  1  6
 10 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  1
 13 34  1  0
 14 35  1  6
 15 36  1  0
 16 37  1  6
 17 38  1  0
 18 39  1  6
 19 40  1  0
 20 41  1  1
 21 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
M  END


  Mrv0541 02241201532D          

 23 23  0  0  1  0            999 V2000
    7.8809   -7.8158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5928   -8.2329    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5875   -9.0579    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.2993   -9.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.0164   -9.0671    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0216   -8.2421    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.3098   -7.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7386   -7.8341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7439   -7.0092    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4609   -6.6012    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.4662   -5.7762    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.1832   -5.3683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1885   -4.5433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7544   -5.3593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1728   -7.0183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0321   -6.5920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0376   -5.7676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3150   -7.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6035   -6.5834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7282   -9.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2941  -10.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8705   -9.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1639   -8.2237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1 23  1  0  0  0  0
  2  3  1  0  0  0  0
  2  7  1  0  0  0  0
  3  4  1  0  0  0  0
  3 22  1  6  0  0  0
  4  5  1  0  0  0  0
  4 21  1  1  0  0  0
  5  6  1  0  0  0  0
  5 20  1  6  0  0  0
  6  7  1  0  0  0  0
  6  8  1  6  0  0  0
  9  8  1  6  0  0  0
  9 10  1  0  0  0  0
  9 16  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  1  0  0  0
 11 12  1  0  0  0  0
 11 14  1  6  0  0  0
 12 13  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000261

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O11/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h4,6-16,18-21H,1-3H2/t4-,6-,7-,8-,9+,10-,11-,12-/m1/s1

> <INCHI_KEY>
RULSWEULPANCDV-PIXUTMIVSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.2965

> <EXACT_MASS>
342.116211546

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
31.333865297403396

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,4R,5R)-1,4,5,6-tetrahydroxy-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexan-2-one

> <ALOGPS_LOGP>
-2.76

> <JCHEM_LOGP>
-5.037867537666667

> <ALOGPS_LOGS>
-0.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.724664040335874

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.102689001697511

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9745083571660924

> <JCHEM_POLAR_SURFACE_AREA>
197.36999999999998

> <JCHEM_REFRACTIVITY>
69.9751

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.98e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
turanose

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011740
     RDKit          3D
Turanose
 45 45  0  0  0  0  0  0  0  0999 V2000
   -1.8460   -2.3148   -0.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8795   -1.5858    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -2.1838    1.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1181   -3.4104    1.3115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2983   -0.2338    0.2983 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3101   -0.3609   -0.7440 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -0.0845   -0.2863 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6834   -1.2937   -0.2673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0392   -1.1031   -0.3194 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7477   -2.2133    0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1143   -1.9466    0.3533 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4866    0.1951    0.3074 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8930    0.2169    0.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668    1.3965   -0.3229 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4097    2.3032    0.6531 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384    0.9503   -1.1053 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0184    0.4852   -2.3664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2833    0.7279   -0.3114 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5977    1.9678   -0.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4779    1.1073    0.4811 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3878    0.1283    0.7593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1472    2.2833   -0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7034    1.8580   -1.4561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6546   -2.4850    2.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -1.5395    2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3333   -3.3954    0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8405    0.1032    1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9704    0.2392    0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4224   -1.2041   -1.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5797   -3.1959   -0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4857   -2.2045    1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3297   -1.9317   -0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2047    0.1508    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2883    0.6319    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5889    1.9414   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1927    1.7969    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597    1.7964   -1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8273    0.9645   -2.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    0.4100   -1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8408    2.3509   -1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1328    1.5618    1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7287    0.2126    1.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4499    3.1055   -0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9753    2.6018    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4220    1.2006   -1.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 16  7  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  1
  7 28  1  1
  9 29  1  6
 10 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  1
 13 34  1  0
 14 35  1  6
 15 36  1  0
 16 37  1  6
 17 38  1  0
 18 39  1  6
 19 40  1  0
 20 41  1  1
 21 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
M  END

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      14.711 -14.589   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.040 -15.368   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      16.030 -16.908   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.359 -17.687   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.697 -16.925   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      18.707 -15.385   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      17.378 -14.607   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      20.045 -14.624   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      20.055 -13.084   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      21.394 -12.322   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      21.404 -10.782   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.742 -10.021   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      22.752  -8.481   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      20.075 -10.004   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      22.723 -13.101   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      18.727 -12.305   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      18.737 -10.766   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      17.388 -13.067   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      16.060 -12.289   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      20.026 -17.704   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      17.349 -19.227   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      14.692 -17.669   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      13.373 -15.351   0.000  0.00  0.00           O+0
CONECT    1    2   23                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4   22                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6   20                                                  
CONECT    6    5    7    8                                                  
CONECT    7    2    6                                                       
CONECT    8    6    9                                                       
CONECT    9    8   10   16                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14   11                                                            
CONECT   15   10                                                            
CONECT   16    9   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20    5                                                            
CONECT   21    4                                                            
CONECT   22    3                                                            
CONECT   23    1                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   46    0
END

COMPND    HMDB0011740
HETATM    1  O1  UNL     1      -1.846  -2.315  -0.599  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.880  -1.586   0.403  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.501  -2.184   1.601  1.00  0.00           C  
HETATM    4  O2  UNL     1      -3.118  -3.410   1.311  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.298  -0.234   0.298  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.310  -0.361  -0.744  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.952  -0.085  -0.286  1.00  0.00           C  
HETATM    8  O4  UNL     1       1.683  -1.294  -0.267  1.00  0.00           O  
HETATM    9  C5  UNL     1       3.039  -1.103  -0.319  1.00  0.00           C  
HETATM   10  C6  UNL     1       3.748  -2.213   0.455  1.00  0.00           C  
HETATM   11  O5  UNL     1       5.114  -1.947   0.353  1.00  0.00           O  
HETATM   12  C7  UNL     1       3.487   0.195   0.307  1.00  0.00           C  
HETATM   13  O6  UNL     1       4.893   0.217   0.233  1.00  0.00           O  
HETATM   14  C8  UNL     1       2.867   1.396  -0.323  1.00  0.00           C  
HETATM   15  O7  UNL     1       2.410   2.303   0.653  1.00  0.00           O  
HETATM   16  C9  UNL     1       1.638   0.950  -1.105  1.00  0.00           C  
HETATM   17  O8  UNL     1       2.018   0.485  -2.366  1.00  0.00           O  
HETATM   18  C10 UNL     1      -2.283   0.728  -0.311  1.00  0.00           C  
HETATM   19  O9  UNL     1      -1.598   1.968  -0.550  1.00  0.00           O  
HETATM   20  C11 UNL     1      -3.478   1.107   0.481  1.00  0.00           C  
HETATM   21  O10 UNL     1      -4.388   0.128   0.759  1.00  0.00           O  
HETATM   22  C12 UNL     1      -4.147   2.283  -0.258  1.00  0.00           C  
HETATM   23  O11 UNL     1      -4.703   1.858  -1.456  1.00  0.00           O  
HETATM   24  H1  UNL     1      -1.655  -2.485   2.312  1.00  0.00           H  
HETATM   25  H2  UNL     1      -3.156  -1.540   2.170  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.333  -3.395   0.342  1.00  0.00           H  
HETATM   27  H4  UNL     1      -0.840   0.103   1.231  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.970   0.239   0.787  1.00  0.00           H  
HETATM   29  H6  UNL     1       3.422  -1.204  -1.370  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.580  -3.196  -0.034  1.00  0.00           H  
HETATM   31  H8  UNL     1       3.486  -2.205   1.522  1.00  0.00           H  
HETATM   32  H9  UNL     1       5.330  -1.932  -0.612  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.205   0.151   1.378  1.00  0.00           H  
HETATM   34  H11 UNL     1       5.288   0.632   1.028  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.589   1.941  -0.945  1.00  0.00           H  
HETATM   36  H13 UNL     1       2.193   1.797   1.476  1.00  0.00           H  
HETATM   37  H14 UNL     1       0.960   1.796  -1.292  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.827   0.964  -2.680  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.615   0.410  -1.313  1.00  0.00           H  
HETATM   40  H17 UNL     1      -1.841   2.351  -1.408  1.00  0.00           H  
HETATM   41  H18 UNL     1      -3.133   1.562   1.446  1.00  0.00           H  
HETATM   42  H19 UNL     1      -4.729   0.213   1.669  1.00  0.00           H  
HETATM   43  H20 UNL     1      -3.450   3.105  -0.408  1.00  0.00           H  
HETATM   44  H21 UNL     1      -4.975   2.602   0.401  1.00  0.00           H  
HETATM   45  H22 UNL     1      -5.422   1.201  -1.295  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    5
CONECT    3    4   24   25
CONECT    4   26
CONECT    5    6   18   27
CONECT    6    7
CONECT    7    8   16   28
CONECT    8    9
CONECT    9   10   12   29
CONECT   10   11   30   31
CONECT   11   32
CONECT   12   13   14   33
CONECT   13   34
CONECT   14   15   16   35
CONECT   15   36
CONECT   16   17   37
CONECT   17   38
CONECT   18   19   20   39
CONECT   19   40
CONECT   20   21   22   41
CONECT   21   42
CONECT   22   23   43   44
CONECT   23   45
END

HMDB0011740
     RDKit          3D
Turanose
 45 45  0  0  0  0  0  0  0  0999 V2000
   -1.8460   -2.3148   -0.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8795   -1.5858    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5012   -2.1838    1.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1181   -3.4104    1.3115 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2983   -0.2338    0.2983 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3101   -0.3609   -0.7440 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9524   -0.0845   -0.2863 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6834   -1.2937   -0.2673 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0392   -1.1031   -0.3194 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7477   -2.2133    0.4552 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1143   -1.9466    0.3533 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4866    0.1951    0.3074 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.8930    0.2169    0.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8668    1.3965   -0.3229 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4097    2.3032    0.6531 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6384    0.9503   -1.1053 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0184    0.4852   -2.3664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2833    0.7279   -0.3114 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5977    1.9678   -0.5496 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4779    1.1073    0.4811 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3878    0.1283    0.7593 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1472    2.2833   -0.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7034    1.8580   -1.4561 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6546   -2.4850    2.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -1.5395    2.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3333   -3.3954    0.3424 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8405    0.1032    1.2310 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9704    0.2392    0.7867 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4224   -1.2041   -1.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5797   -3.1959   -0.0342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4857   -2.2045    1.5221 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3297   -1.9317   -0.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2047    0.1508    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2883    0.6319    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5889    1.9414   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1927    1.7969    1.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597    1.7964   -1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8273    0.9645   -2.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6151    0.4100   -1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8408    2.3509   -1.4078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1328    1.5618    1.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7287    0.2126    1.6692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4499    3.1055   -0.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9753    2.6018    0.4010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4220    1.2006   -1.2951 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
  9 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 16  7  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  5 27  1  1
  7 28  1  1
  9 29  1  6
 10 30  1  0
 10 31  1  0
 11 32  1  0
 12 33  1  1
 13 34  1  0
 14 35  1  6
 15 36  1  0
 16 37  1  6
 17 38  1  0
 18 39  1  6
 19 40  1  0
 20 41  1  1
 21 42  1  0
 22 43  1  0
 22 44  1  0
 23 45  1  0
M  END

Synonyms

Value	Source
3-O-alpha-D-Glucopyranosyl-D-fructose	ChEBI
alpha-D-GLCP-(1->3)-D-fru	ChEBI
D-(+)-Turanose	ChEBI
D-Turanose	ChEBI
3-O-a-D-Glucopyranosyl-D-fructose	Generator
3-O-Α-D-glucopyranosyl-D-fructose	Generator
a-D-GLCP-(1->3)-D-fru	Generator
Α-D-GLCP-(1->3)-D-fru	Generator
3-O-Hexopyranosylhex-2-ulose	HMDB

Molecular Formula

C₁₂H₂₂O₁₁

Average Mass

342.2965

Monoisotopic Mass

342.116211546

IUPAC Name

(3S,4R,5R)-1,4,5,6-tetrahydroxy-3-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}hexan-2-one

Traditional Name

turanose

CAS Registry Number

547-25-1

SMILES

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

InChI Identifier

InChI=1S/C12H22O11/c13-1-4(16)7(18)11(5(17)2-14)23-12-10(21)9(20)8(19)6(3-15)22-12/h4,6-16,18-21H,1-3H2/t4-,6-,7-,8-,9+,10-,11-,12-/m1/s1

InChI Key

RULSWEULPANCDV-PIXUTMIVSA-N

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
Alkyl glycoside
Disaccharide
Glycosyl compound
O-glycosyl compound
Fatty alcohol
Beta-hydroxy ketone
Oxane
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Acetal
Organoheterocyclic compound
Oxacycle
Polyol
Alcohol
Primary alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

glycosylfructose (CHEBI:32528 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	298 g/L	ALOGPS
logP	-2.8	ALOGPS
logP	-5	ChemAxon
logS	-0.06	ALOGPS
pKa (Strongest Acidic)	12.1	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	197.37 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	69.98 m³·mol⁻¹	ChemAxon
Polarizability	31.33 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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-MS (1 MEOX; 8 TMS)	splash10-0uxr-0892000000-e8ab17454ea3418a8d75	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 8 TMS)	splash10-1000-1892000000-56f7efd87990218227e8	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-0941000000-7f32f8dee830f3f6bcbd	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0uxs-0941000000-7205b28e43abbbe9c824	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03k9-9558000000-ff59077c1fe357edc2cf	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-07w9-6501239000-ce62c87dc5f53187c36f	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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_4_82) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_4_83) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_4_105) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_4_106) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("Turanose,4TBDMS,#82" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-002v-4869000000-85a1e952e9ed60ffc211	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-004s-9702000000-2ab0e4671f636f3381c1	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-002s-9300000000-a9c970dbec22a064e622	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9500000000-0fc14fd7b5f352a930c8	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-004r-3910000000-23c848b14bc6766b600a	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-03g0-3900000000-63242df36fd6cb300707	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-3819dd93ec7566b8d343	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-01p9-9700000000-e19e19dc80f82cfe6055	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-33bf837976a7e8481f9b	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03gl-1908000000-61eefa62dae8fd8a80d7	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-6901000000-8d8d2739984c831239ba	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9700000000-9751d050646634523820	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0036-7794000000-8e533bd6a826e2e2fb71	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01t9-7922000000-f95a7becdb85adefd933	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-07g0-9800000000-2c0a51d0022f26da8707	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-2229000000-341c174526e5c93c508f	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9541000000-aca2ea0d8bd4d68d03b7	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000000000-87cd0a5182dbce70600f	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-055f-0419000000-df5328dbeb55a86aabe4	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ow-9701000000-c1a562ab69bbb37a00bb	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002f-9600000000-d065fc1df999a062601b	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

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

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Prostate cancer		Association	Human Blood	HMDB	19212411

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	8	Human feces; Human	Microbial culture
Bacteria	Fusobacteria	6	Human ; Human supragingival plaque; Human subgingival plaque; Human saliva; bal; Human saliva	Microbial culture

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected and Quantified	0.5		0.0	1.0	uM	Adult (>18 years old)	Both	Prostate Cancer	HMDB	19212411

External Links

HMDB ID

HMDB0011740

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

Turanose

METLIN ID

Not Available

PubChem Compound

5460935

PDB ID

OTU

ChEBI ID

32528

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Turanose (MMDBc0000261)

MOL for #<Metabolite:0x00007fdb586e0f60>

3D MOL for #<Metabolite:0x00007fdb586e0f60>

3D SDF for #<Metabolite:0x00007fdb586e0f60>

3D-SDF for #<Metabolite:0x00007fdb586e0f60>

PDB for #<Metabolite:0x00007fdb586e0f60>

3D PDB for #<Metabolite:0x00007fdb586e0f60>

SMILES for #<Metabolite:0x00007fdb586e0f60>

INCHI for #<Metabolite:0x00007fdb586e0f60>

Structure for #<Metabolite:0x00007fdb586e0f60>

3D Structure for #<Metabolite:0x00007fdb586e0f60>