Hmdb loader

Showing metabocard for 3-Deoxyfructose (HMDB0005876)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2007-04-12 16:31:23 UTC
Update Date2023-05-30 20:56:02 UTC
HMDB IDHMDB0005876
Secondary Accession Numbers
  • HMDB05876
Metabolite Identification
Common Name3-Deoxyfructose
Description3-Deoxyglucosone (3DG) is a dicarbonyl sugar used as a marker of hyperglycemia in diabetic patients (PMID: 10491986 ). 3DG is naturally synthesized from the Maillard reaction. It forms after glucose reacts with primary amino groups of lysine and arginine, found in proteins. 3DG also arises via the degradation of fructose 3-phsophate (PMID: 2300805 ). 3DG is highly reactive toward amine groups. It reacts with amino groups of proteins and forms advanced glycation end-products (AGEs). 3DG as well as AGEs play a role in the modification and cross-linking of long-lived proteins such as crystallin and collagen, contributing to diseases such as the vascular complications of diabetes, atherosclerosis, hypertension, Alzheimer's disease, inflammation, and aging (PMID: 27164965 , 10491986 , 9836531 , 9430981 ). 3DG inactivates aldehyde reductase (PMID: 7827091 ). Aldehyde reductase is the cellular enzyme that protects the body from 3DG. Detoxification of 3DG to 3-deoxyfructose (3DF) is impaired in diabetics. Aminoguanidine (AG) is an investigational drug used to deactivate 3-DG (PMID: 8194672 ).
Structure
Data?1676999830
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0005876 (3-Deoxyfructose)

3080627
  Mrv1652303102016452D          

 23 22  0  0  1  0            999 V2000
    4.9509   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.2063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6655    0.2063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2365    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3940   -0.4620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5652    0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9077    0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512   -0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7087   -0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.2870    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1084    1.2870    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1363    0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787    0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5374   -0.0495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  1  0  0  0
  1 18  1  0  0  0  0
  7  2  1  6  0  0  0
  2 19  1  0  0  0  0
  3  9  1  0  0  0  0
  3 22  1  0  0  0  0
  4 10  2  0  0  0  0
  5 11  1  0  0  0  0
  5 23  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 12  1  0  0  0  0
  7  9  1  0  0  0  0
  7 13  1  0  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  8 15  1  0  0  0  0
  9 16  1  0  0  0  0
  9 17  1  0  0  0  0
 10 11  1  0  0  0  0
 11 20  1  0  0  0  0
 11 21  1  0  0  0  0
M  END
Download

3D MOL for HMDB0005876 (3-Deoxyfructose)

HMDB0005876
     RDKit          3D
3-Deoxyfructose
 23 22  0  0  0  0  0  0  0  0999 V2000
    1.3184    0.0620    1.6351 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677    0.1368    0.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7871    0.8636    0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747    1.3650    1.1239 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185   -0.4625   -0.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4838   -1.1705   -0.0508 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1898   -1.6840   -1.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4258   -0.2780    0.6948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5156   -1.0787    1.0940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0057    0.8092   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9339    1.5278    0.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341    1.6996   -0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4854    0.2096   -0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2029    0.7472    1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756    0.3147   -1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3428   -1.2236   -1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1594   -1.9874    0.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404   -2.6582   -1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0165    0.1526    1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7002   -1.6645    0.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5780    0.4033   -1.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2300    1.4746   -0.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    2.4417    0.7922 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  1
  7 18  1  0
  8 19  1  1
  9 20  1  0
 10 21  1  0
 10 22  1  0
 11 23  1  0
M  END
Download

3D SDF for HMDB0005876 (3-Deoxyfructose)

3080627
  Mrv1652303102016452D          

 23 22  0  0  1  0            999 V2000
    4.9509   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655    1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944    0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -1.0313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930   -0.2063    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509   -0.2063    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6655    0.2063    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2365    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220   -0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3940   -0.4620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.4620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5652    0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9077    0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0512   -0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7087   -0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.2870    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1084    1.2870    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1363    0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787    0.5981    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5374   -0.0495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0495    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  1  0  0  0
  1 18  1  0  0  0  0
  7  2  1  6  0  0  0
  2 19  1  0  0  0  0
  3  9  1  0  0  0  0
  3 22  1  0  0  0  0
  4 10  2  0  0  0  0
  5 11  1  0  0  0  0
  5 23  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6 12  1  0  0  0  0
  7  9  1  0  0  0  0
  7 13  1  0  0  0  0
  8 10  1  0  0  0  0
  8 14  1  0  0  0  0
  8 15  1  0  0  0  0
  9 16  1  0  0  0  0
  9 17  1  0  0  0  0
 10 11  1  0  0  0  0
 11 20  1  0  0  0  0
 11 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0005876

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O5/c7-2-4(9)1-5(10)6(11)3-8/h5-8,10-11H,1-3H2/t5-,6+/m0/s1

> <INCHI_KEY>
OXFWZSUJNURRMW-NTSWFWBYSA-N

> <FORMULA>
C6H12O5

> <MOLECULAR_WEIGHT>
164.1565

> <EXACT_MASS>
164.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
15.54461615183908

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S,5R)-1,4,5,6-tetrahydroxyhexan-2-one

> <ALOGPS_LOGP>
-2.23

> <JCHEM_LOGP>
-2.551873431333333

> <ALOGPS_LOGS>
0.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.87585712795229

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.385246029408497

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9723528245402644

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
36.2236

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.99e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S,5R)-1,4,5,6-tetrahydroxyhexan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0005876 (3-Deoxyfructose)

HMDB0005876
     RDKit          3D
3-Deoxyfructose
 23 22  0  0  0  0  0  0  0  0999 V2000
    1.3184    0.0620    1.6351 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677    0.1368    0.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7871    0.8636    0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747    1.3650    1.1239 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7185   -0.4625   -0.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4838   -1.1705   -0.0508 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1898   -1.6840   -1.1531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4258   -0.2780    0.6948 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5156   -1.0787    1.0940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0057    0.8092   -0.1831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9339    1.5278    0.5958 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341    1.6996   -0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4854    0.2096   -0.5436 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2029    0.7472    1.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4756    0.3147   -1.3312 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3428   -1.2236   -1.1140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1594   -1.9874    0.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0404   -2.6582   -1.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0165    0.1526    1.6194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7002   -1.6645    0.3120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5780    0.4033   -1.0322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2300    1.4746   -0.5663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    2.4417    0.7922 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  5 15  1  0
  5 16  1  0
  6 17  1  1
  7 18  1  0
  8 19  1  1
  9 20  1  0
 10 21  1  0
 10 22  1  0
 11 23  1  0
M  END
Download

PDB for HMDB0005876 (3-Deoxyfructose)

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 3080627                                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  O   UNK     0       9.242  -1.925   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      10.576   1.925   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.243   0.385   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       6.574  -1.925   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.907  -0.385   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.242  -0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.576   0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.908   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.909  -0.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.574  -0.385   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.241   0.385   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0      10.069  -0.862   0.000  0.00  0.00           H+0
HETATM   13  H   UNK     0       9.748   0.862   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0       8.522   1.116   0.000  0.00  0.00           H+0
HETATM   15  H   UNK     0       7.294   1.116   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0      11.296  -1.116   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0      12.523  -1.116   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       8.415  -2.402   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0      11.402   2.402   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0       5.854   1.116   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       4.627   1.116   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      14.070  -0.092   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.080   0.092   0.000  0.00  0.00           H+0
CONECT    1    6   18                                                       
CONECT    2    7   19                                                       
CONECT    3    9   22                                                       
CONECT    4   10                                                            
CONECT    5   11   23                                                       
CONECT    6    1    7    8   12                                             
CONECT    7    2    6    9   13                                             
CONECT    8    6   10   14   15                                             
CONECT    9    3    7   16   17                                             
CONECT   10    4    8   11                                                  
CONECT   11    5   10   20   21                                             
CONECT   12    6                                                            
CONECT   13    7                                                            
CONECT   14    8                                                            
CONECT   15    8                                                            
CONECT   16    9                                                            
CONECT   17    9                                                            
CONECT   18    1                                                            
CONECT   19    2                                                            
CONECT   20   11                                                            
CONECT   21   11                                                            
CONECT   22    3                                                            
CONECT   23    5                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END
Download

3D PDB for HMDB0005876 (3-Deoxyfructose)

COMPND    HMDB0005876
HETATM    1  O1  UNL     1       1.318   0.062   1.635  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.568   0.137   0.464  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.787   0.864   0.025  1.00  0.00           C  
HETATM    4  O2  UNL     1       3.475   1.365   1.124  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.718  -0.463  -0.598  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.484  -1.170  -0.051  1.00  0.00           C  
HETATM    7  O3  UNL     1      -1.190  -1.684  -1.153  1.00  0.00           O  
HETATM    8  C5  UNL     1      -1.426  -0.278   0.695  1.00  0.00           C  
HETATM    9  O4  UNL     1      -2.516  -1.079   1.094  1.00  0.00           O  
HETATM   10  C6  UNL     1      -2.006   0.809  -0.183  1.00  0.00           C  
HETATM   11  O5  UNL     1      -2.934   1.528   0.596  1.00  0.00           O  
HETATM   12  H1  UNL     1       2.534   1.700  -0.665  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.485   0.210  -0.544  1.00  0.00           H  
HETATM   14  H3  UNL     1       4.203   0.747   1.376  1.00  0.00           H  
HETATM   15  H4  UNL     1       0.476   0.315  -1.331  1.00  0.00           H  
HETATM   16  H5  UNL     1       1.343  -1.224  -1.114  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.159  -1.987   0.585  1.00  0.00           H  
HETATM   18  H7  UNL     1      -1.040  -2.658  -1.198  1.00  0.00           H  
HETATM   19  H8  UNL     1      -1.017   0.153   1.619  1.00  0.00           H  
HETATM   20  H9  UNL     1      -2.700  -1.665   0.312  1.00  0.00           H  
HETATM   21  H10 UNL     1      -2.578   0.403  -1.032  1.00  0.00           H  
HETATM   22  H11 UNL     1      -1.230   1.475  -0.566  1.00  0.00           H  
HETATM   23  H12 UNL     1      -2.628   2.442   0.792  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    5
CONECT    3    4   12   13
CONECT    4   14
CONECT    5    6   15   16
CONECT    6    7    8   17
CONECT    7   18
CONECT    8    9   10   19
CONECT    9   20
CONECT   10   11   21   22
CONECT   11   23
END
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SMILES for HMDB0005876 (3-Deoxyfructose)

[H]OC([H])([H])C(=O)C([H])([H])[C@]([H])(O[H])[C@]([H])(O[H])C([H])([H])O[H]
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INCHI for HMDB0005876 (3-Deoxyfructose)

InChI=1S/C6H12O5/c7-2-4(9)1-5(10)6(11)3-8/h5-8,10-11H,1-3H2/t5-,6+/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(4S,5R)-1,4,5,6-Tetrahydroxyhexan-2-oneChEBI
3-Deoxy-D-erythro-2-hexuloseChEBI
3-Deoxy-D-erythro-hexuloseChEBI
3-DeoxyhexuloseChEBI
3-DeoxyfructoseMeSH, ChEBI
Chemical FormulaC6H12O5
Average Molecular Weight164.1565
Monoisotopic Molecular Weight164.068473494
IUPAC Name(4S,5R)-1,4,5,6-tetrahydroxyhexan-2-one
Traditional Name(4S,5R)-1,4,5,6-tetrahydroxyhexan-2-one
CAS Registry Number6196-57-2
SMILES
[H]OC([H])([H])C(=O)C([H])([H])[C@]([H])(O[H])[C@]([H])(O[H])C([H])([H])O[H]
InChI Identifier
InChI=1S/C6H12O5/c7-2-4(9)1-5(10)6(11)3-8/h5-8,10-11H,1-3H2/t5-,6+/m0/s1
InChI KeyOXFWZSUJNURRMW-NTSWFWBYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as fatty alcohols. These are aliphatic alcohols consisting of a chain of a least six carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty alcohols
Direct ParentFatty alcohols
Alternative Parents
Substituents
  • Fatty alcohol
  • Beta-hydroxy ketone
  • Alpha-hydroxy ketone
  • Secondary alcohol
  • Ketone
  • Polyol
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility399 g/LALOGPS
logP-2.2ALOGPS
logP-2.6ChemAxon
logS0.39ALOGPS
pKa (Strongest Acidic)11.39ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area97.99 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity36.22 m³·mol⁻¹ChemAxon
Polarizability15.54 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+137.33731661259
DarkChem[M-H]-132.54131661259
DeepCCS[M+H]+136.13330932474
DeepCCS[M-H]-133.89330932474
DeepCCS[M-2H]-167.41130932474
DeepCCS[M+Na]+142.24530932474
AllCCS[M+H]+136.932859911
AllCCS[M+H-H2O]+133.032859911
AllCCS[M+NH4]+140.632859911
AllCCS[M+Na]+141.632859911
AllCCS[M-H]-130.532859911
AllCCS[M+Na-2H]-132.332859911
AllCCS[M+HCOO]-134.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-Deoxyfructose[H]OC([H])([H])C(=O)C([H])([H])[C@]([H])(O[H])[C@]([H])(O[H])C([H])([H])O[H]1921.5Standard polar33892256
3-Deoxyfructose[H]OC([H])([H])C(=O)C([H])([H])[C@]([H])(O[H])[C@]([H])(O[H])C([H])([H])O[H]811.4Standard non polar33892256
3-Deoxyfructose[H]OC([H])([H])C(=O)C([H])([H])[C@]([H])(O[H])[C@]([H])(O[H])C([H])([H])O[H]794.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-Deoxyfructose,1TMS,isomer #1C[Si](C)(C)OCC(=O)C[C@H](O)[C@H](O)CO1606.3Semi standard non polar33892256
3-Deoxyfructose,1TMS,isomer #2C[Si](C)(C)O[C@@H](CC(=O)CO)[C@H](O)CO1547.7Semi standard non polar33892256
3-Deoxyfructose,1TMS,isomer #3C[Si](C)(C)O[C@H](CO)[C@@H](O)CC(=O)CO1546.3Semi standard non polar33892256
3-Deoxyfructose,1TMS,isomer #4C[Si](C)(C)OC[C@@H](O)[C@@H](O)CC(=O)CO1569.9Semi standard non polar33892256
3-Deoxyfructose,1TMS,isomer #5C[Si](C)(C)OC(=C[C@H](O)[C@H](O)CO)CO1669.0Semi standard non polar33892256
3-Deoxyfructose,1TMS,isomer #6C[Si](C)(C)OC(=CO)C[C@H](O)[C@H](O)CO1702.1Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #1C[Si](C)(C)OCC(=O)C[C@H](O[Si](C)(C)C)[C@H](O)CO1671.3Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #10C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](O)CC(=O)CO1629.9Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #11C[Si](C)(C)OC(=CO)C[C@H](O)[C@@H](CO)O[Si](C)(C)C1726.4Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #12C[Si](C)(C)OC(=C[C@H](O)[C@@H](CO)O[Si](C)(C)C)CO1723.0Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #13C[Si](C)(C)OC[C@@H](O)[C@@H](O)CC(=CO)O[Si](C)(C)C1720.8Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #14C[Si](C)(C)OC[C@@H](O)[C@@H](O)C=C(CO)O[Si](C)(C)C1703.9Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #2C[Si](C)(C)OCC(=O)C[C@H](O)[C@@H](CO)O[Si](C)(C)C1691.8Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #3C[Si](C)(C)OCC(=O)C[C@H](O)[C@H](O)CO[Si](C)(C)C1711.3Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #4C[Si](C)(C)OCC(=C[C@H](O)[C@H](O)CO)O[Si](C)(C)C1736.8Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #5C[Si](C)(C)OC=C(C[C@H](O)[C@H](O)CO)O[Si](C)(C)C1791.7Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #6C[Si](C)(C)O[C@@H](CC(=O)CO)[C@@H](CO)O[Si](C)(C)C1620.7Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #7C[Si](C)(C)OC[C@@H](O)[C@H](CC(=O)CO)O[Si](C)(C)C1614.3Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #8C[Si](C)(C)OC(=CO)C[C@H](O[Si](C)(C)C)[C@H](O)CO1708.2Semi standard non polar33892256
3-Deoxyfructose,2TMS,isomer #9C[Si](C)(C)OC(=C[C@H](O[Si](C)(C)C)[C@H](O)CO)CO1695.3Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #1C[Si](C)(C)OCC(=O)C[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C1719.5Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #10C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](CC(=O)CO)O[Si](C)(C)C1684.2Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #11C[Si](C)(C)OC(=CO)C[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C1762.7Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #12C[Si](C)(C)OC(=C[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C)CO1769.4Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #13C[Si](C)(C)OC[C@@H](O)[C@H](CC(=CO)O[Si](C)(C)C)O[Si](C)(C)C1764.6Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #14C[Si](C)(C)OC[C@@H](O)[C@H](C=C(CO)O[Si](C)(C)C)O[Si](C)(C)C1762.9Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #15C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](O)CC(=CO)O[Si](C)(C)C1788.3Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #16C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@@H](O)C=C(CO)O[Si](C)(C)C1774.4Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #2C[Si](C)(C)OCC(=O)C[C@H](O[Si](C)(C)C)[C@H](O)CO[Si](C)(C)C1736.4Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #3C[Si](C)(C)OCC(=C[C@H](O[Si](C)(C)C)[C@H](O)CO)O[Si](C)(C)C1795.3Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #4C[Si](C)(C)OC=C(C[C@H](O[Si](C)(C)C)[C@H](O)CO)O[Si](C)(C)C1813.6Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #5C[Si](C)(C)OCC(=O)C[C@H](O)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C1750.2Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #6C[Si](C)(C)OCC(=C[C@H](O)[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C1819.8Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #7C[Si](C)(C)OC=C(C[C@H](O)[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C1845.2Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #8C[Si](C)(C)OCC(=C[C@H](O)[C@H](O)CO[Si](C)(C)C)O[Si](C)(C)C1797.7Semi standard non polar33892256
3-Deoxyfructose,3TMS,isomer #9C[Si](C)(C)OC=C(C[C@H](O)[C@H](O)CO[Si](C)(C)C)O[Si](C)(C)C1840.6Semi standard non polar33892256
3-Deoxyfructose,4TMS,isomer #1C[Si](C)(C)OCC(=O)C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C1734.8Semi standard non polar33892256
3-Deoxyfructose,4TMS,isomer #2C[Si](C)(C)OCC(=C[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C1805.3Semi standard non polar33892256
3-Deoxyfructose,4TMS,isomer #3C[Si](C)(C)OC=C(C[C@H](O[Si](C)(C)C)[C@@H](CO)O[Si](C)(C)C)O[Si](C)(C)C1849.3Semi standard non polar33892256
3-Deoxyfructose,4TMS,isomer #4C[Si](C)(C)OCC(=C[C@H](O[Si](C)(C)C)[C@H](O)CO[Si](C)(C)C)O[Si](C)(C)C1841.1Semi standard non polar33892256
3-Deoxyfructose,4TMS,isomer #5C[Si](C)(C)OC=C(C[C@H](O[Si](C)(C)C)[C@H](O)CO[Si](C)(C)C)O[Si](C)(C)C1855.2Semi standard non polar33892256
3-Deoxyfructose,4TMS,isomer #6C[Si](C)(C)OCC(=C[C@H](O)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1841.6Semi standard non polar33892256
3-Deoxyfructose,4TMS,isomer #7C[Si](C)(C)OC=C(C[C@H](O)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1875.8Semi standard non polar33892256
3-Deoxyfructose,4TMS,isomer #8C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](CC(=CO)O[Si](C)(C)C)O[Si](C)(C)C1796.9Semi standard non polar33892256
3-Deoxyfructose,4TMS,isomer #9C[Si](C)(C)OC[C@@H](O[Si](C)(C)C)[C@H](C=C(CO)O[Si](C)(C)C)O[Si](C)(C)C1820.0Semi standard non polar33892256
3-Deoxyfructose,5TMS,isomer #1C[Si](C)(C)OCC(=C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1856.1Semi standard non polar33892256
3-Deoxyfructose,5TMS,isomer #1C[Si](C)(C)OCC(=C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1802.4Standard non polar33892256
3-Deoxyfructose,5TMS,isomer #1C[Si](C)(C)OCC(=C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1738.5Standard polar33892256
3-Deoxyfructose,5TMS,isomer #2C[Si](C)(C)OC=C(C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1893.5Semi standard non polar33892256
3-Deoxyfructose,5TMS,isomer #2C[Si](C)(C)OC=C(C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1832.4Standard non polar33892256
3-Deoxyfructose,5TMS,isomer #2C[Si](C)(C)OC=C(C[C@H](O[Si](C)(C)C)[C@@H](CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1809.6Standard polar33892256
3-Deoxyfructose,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)C[C@H](O)[C@H](O)CO1844.1Semi standard non polar33892256
3-Deoxyfructose,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H](CC(=O)CO)[C@H](O)CO1782.7Semi standard non polar33892256
3-Deoxyfructose,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H](CO)[C@@H](O)CC(=O)CO1791.7Semi standard non polar33892256
3-Deoxyfructose,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)CC(=O)CO1819.7Semi standard non polar33892256
3-Deoxyfructose,1TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC(=C[C@H](O)[C@H](O)CO)CO1912.5Semi standard non polar33892256
3-Deoxyfructose,1TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC(=CO)C[C@H](O)[C@H](O)CO1920.2Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO2106.2Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CC(=O)CO2073.5Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #11CC(C)(C)[Si](C)(C)OC(=CO)C[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C2214.3Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #12CC(C)(C)[Si](C)(C)OC(=C[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C)CO2191.1Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #13CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)CC(=CO)O[Si](C)(C)C(C)(C)C2202.1Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #14CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@@H](O)C=C(CO)O[Si](C)(C)C(C)(C)C2178.7Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(=O)C[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C2133.2Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OCC(=O)C[C@H](O)[C@H](O)CO[Si](C)(C)C(C)(C)C2127.0Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(=C[C@H](O)[C@H](O)CO)O[Si](C)(C)C(C)(C)C2162.0Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC=C(C[C@H](O)[C@H](O)CO)O[Si](C)(C)C(C)(C)C2217.2Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@@H](CC(=O)CO)[C@@H](CO)O[Si](C)(C)C(C)(C)C2070.8Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](CC(=O)CO)O[Si](C)(C)C(C)(C)C2065.6Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC(=CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO2182.4Semi standard non polar33892256
3-Deoxyfructose,2TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC(=C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO)CO2172.5Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C2414.9Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #10CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CC(=O)CO)O[Si](C)(C)C(C)(C)C2355.7Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #11CC(C)(C)[Si](C)(C)OC(=CO)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C2438.0Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #12CC(C)(C)[Si](C)(C)OC(=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C)CO2453.9Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #13CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](CC(=CO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2440.6Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #14CC(C)(C)[Si](C)(C)OC[C@@H](O)[C@H](C=C(CO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2450.4Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #15CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CC(=CO)O[Si](C)(C)C(C)(C)C2461.0Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #16CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)C=C(CO)O[Si](C)(C)C(C)(C)C2450.2Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO[Si](C)(C)C(C)(C)C2404.0Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OCC(=C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO)O[Si](C)(C)C(C)(C)C2430.1Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO)O[Si](C)(C)C(C)(C)C2451.6Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)OCC(=O)C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2420.3Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OCC(=C[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2460.9Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC=C(C[C@H](O)[C@@H](CO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2488.9Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #8CC(C)(C)[Si](C)(C)OCC(=C[C@H](O)[C@H](O)CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2424.6Semi standard non polar33892256
3-Deoxyfructose,3TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC=C(C[C@H](O)[C@H](O)CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2467.4Semi standard non polar33892256
3-Deoxyfructose,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=O)C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2635.5Semi standard non polar33892256
3-Deoxyfructose,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2676.5Semi standard non polar33892256
3-Deoxyfructose,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2691.9Semi standard non polar33892256
3-Deoxyfructose,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(=C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2700.2Semi standard non polar33892256
3-Deoxyfructose,4TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC=C(C[C@H](O[Si](C)(C)C(C)(C)C)[C@H](O)CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2691.9Semi standard non polar33892256
3-Deoxyfructose,4TBDMS,isomer #6CC(C)(C)[Si](C)(C)OCC(=C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2682.9Semi standard non polar33892256
3-Deoxyfructose,4TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC=C(C[C@H](O)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2705.6Semi standard non polar33892256
3-Deoxyfructose,4TBDMS,isomer #8CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](CC(=CO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2686.0Semi standard non polar33892256
3-Deoxyfructose,4TBDMS,isomer #9CC(C)(C)[Si](C)(C)OC[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](C=C(CO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2683.5Semi standard non polar33892256
3-Deoxyfructose,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2874.2Semi standard non polar33892256
3-Deoxyfructose,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2684.1Standard non polar33892256
3-Deoxyfructose,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(=C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2331.0Standard polar33892256
3-Deoxyfructose,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2896.0Semi standard non polar33892256
3-Deoxyfructose,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2684.3Standard non polar33892256
3-Deoxyfructose,5TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(C[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2366.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-Deoxyfructose GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pbc-9600000000-20ba3085ce9bfc24d58d2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Deoxyfructose GC-MS (4 TMS) - 70eV, Positivesplash10-00ui-6337900000-af93c00c7c8c706cd1e22017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-Deoxyfructose GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Deoxyfructose 10V, Positive-QTOFsplash10-00kb-0900000000-212216ad5fd2c7fcb1ea2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Deoxyfructose 20V, Positive-QTOFsplash10-0adi-9400000000-bedacba25c1d960ac32c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Deoxyfructose 40V, Positive-QTOFsplash10-052u-9000000000-fa9c7dda29cc1a027f692017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Deoxyfructose 10V, Negative-QTOFsplash10-03di-3900000000-f906096c292c2e01b7822017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Deoxyfructose 20V, Negative-QTOFsplash10-00di-9300000000-07132dd2a36ece628ab32017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Deoxyfructose 40V, Negative-QTOFsplash10-05fr-9000000000-0cdd66416ef54b3657462017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Deoxyfructose 10V, Negative-QTOFsplash10-03ki-5900000000-24f370e738c778cb01322021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Deoxyfructose 20V, Negative-QTOFsplash10-05fu-9000000000-d4e4a4f9e3e36cc8d4e62021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Deoxyfructose 40V, Negative-QTOFsplash10-006x-9000000000-9e5fa8b4f00e6f5f699a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Deoxyfructose 10V, Positive-QTOFsplash10-004i-0900000000-9b003037d22d4412a6b42021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Deoxyfructose 20V, Positive-QTOFsplash10-0a4i-9000000000-f6d0189125b522d33a492021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-Deoxyfructose 40V, Positive-QTOFsplash10-0a4i-9000000000-528939fafea052ddde232021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified7.12 (5.01-8.52) umol/mmol creatinineNewborn (0-30 days old)Both
Normal
    • Analysis of 40 NI...
 details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID2338378
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3080627
PDB IDNot Available
ChEBI ID142685
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
  2. 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. Epub 2006 Aug 10. [PubMed:16902246 ]
  3. 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. Epub 2007 Mar 20. [PubMed:17374880 ]
  4. 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 ]
  5. Niwa T: 3-Deoxyglucosone: metabolism, analysis, biological activity, and clinical implication. J Chromatogr B Biomed Sci Appl. 1999 Aug 6;731(1):23-36. doi: 10.1016/s0378-4347(99)00113-9. [PubMed:10491986 ]
  6. Szwergold BS, Kappler F, Brown TR: Identification of fructose 3-phosphate in the lens of diabetic rats. Science. 1990 Jan 26;247(4941):451-4. doi: 10.1126/science.2300805. [PubMed:2300805 ]
  7. Ajith TA, Vinodkumar P: Advanced Glycation End Products: Association with the Pathogenesis of Diseases and the Current Therapeutic Advances. Curr Clin Pharmacol. 2016;11(2):118-27. doi: 10.2174/1574884711666160511150028. [PubMed:27164965 ]
  8. Eriksson UJ, Wentzel P, Minhas HS, Thornalley PJ: Teratogenicity of 3-deoxyglucosone and diabetic embryopathy. Diabetes. 1998 Dec;47(12):1960-6. doi: 10.2337/diabetes.47.12.1960. [PubMed:9836531 ]
  9. Araki A: [Oxidative stress and diabetes mellitus: a possible role of alpha-dicarbonyl compounds in free radical formation]. Nihon Ronen Igakkai Zasshi. 1997 Sep;34(9):716-20. [PubMed:9430981 ]
  10. Takahashi M, Lu YB, Myint T, Fujii J, Wada Y, Taniguchi N: In vivo glycation of aldehyde reductase, a major 3-deoxyglucosone reducing enzyme: identification of glycation sites. Biochemistry. 1995 Jan 31;34(4):1433-8. doi: 10.1021/bi00004a038. [PubMed:7827091 ]
  11. Brownlee M: Lilly Lecture 1993. Glycation and diabetic complications. Diabetes. 1994 Jun;43(6):836-41. doi: 10.2337/diab.43.6.836. [PubMed:8194672 ]
  12. Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.