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Showing NP-Card for D-Xylitol (NP0000981)

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Record Information
Version2.0
Created at2006-05-22 15:12:19 UTC
Updated at2021-08-19 23:58:38 UTC
NP-MRD IDNP0000981
Secondary Accession NumbersNone
Natural Product Identification
Common NameD-Xylitol
DescriptionXylitol is a five-carbon sugar alcohol that is obtained through the diet. It is not endogenously produced by humans. Xylitol is used as a diabetic sweetener which is roughly as sweet as sucrose with 33% fewer calories. Xylitol is naturally found in many fruits (strawberries, plums, raspberries) and vegetables (e.G. Cauliflower). Because of fruit and vegetable consumption the human body naturally processes 15 grams of xylitol per day. Xylitol can be produced industrially starting from primary matters rich in xylan which is hydrolyzed to obtain xylose. It is extracted from hemicelluloses present in the corn raids, the almond hulls or the barks of birch (or of the by-products of wood: Shavings hard, paper pulp). Of all polyols, it is the one that has the sweetest flavor (it borders that of saccharose). It gives a strong refreshing impression, making xylitol an ingredient of choice for the sugarless chewing gum industry. In addition to his use in confectionery, it is used in the pharmaceutical industry for certain mouthwashes and toothpastes and in cosmetics (creams, soaps, etc.). Xylitol is produced starting from xylose, the isomaltose, by enzymatic transposition of the saccharose (sugar). Xylitol is not metabolized by cariogenic (cavity-causing) bacteria and gum chewing stimulates the flow of saliva; as a result, chewing xylitol gum may prevent dental caries. Chewing xylitol gum for 4 to 14 days reduces the amount of dental plaque. The reduction in the amount of plaque following xylitol gum chewing within 2 weeks may be a transient phenomenon. Chewing xylitol gum for 6 months reduced mutans streptococci levels in saliva and plaque in adults (PMID: 17426399 , 15964535 ). Studies have also shown xylitol chewing gum can help prevent acute otitis media (ear aches and infections) as the act of chewing and swallowing assists with the disposal of earwax and clearing the middle ear, while the presence of xylitol prevents the growth of bacteria in the eustachian tubes. Xylitol is well established as a life-threatening toxin to dogs. The number of reported cases of xylitol toxicosis in dogs has significantly increased since the first reports in 2002. Dogs that have ingested foods containing xylitol (greater than 100 milligrams of xylitol consumed per kilogram of bodyweight) have presented with low blood sugar (hypoglycemia), which can be life-threatening. Xylitol is found to be associated with ribose-5-phosphate isomerase deficiency, which is an inborn error of metabolism.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0000981 (D-Xylitol)


     RDKit          2D

 22 21  0  0  0  0  0  0  0  0999 V2000
    3.2419   -1.3673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1592   -0.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0766    0.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1148    1.7918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0384   -0.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1210   -1.4117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0442    0.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1269    1.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0825   -0.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1207   -1.5005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6823   -0.9488    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631   -1.0208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1975    0.7536    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286    1.8716    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6964    3.2322    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8601   -1.5746    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7632   -2.8684    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1457    1.8659    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6076    1.4632    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1345   -1.5803    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2836    0.4806    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5774   -1.1427    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  1 11  1  0
  2 12  1  6
  2 13  1  0
  3 14  1  6
  4 15  1  0
  5 16  1  6
  6 17  1  0
  7 18  1  6
  8 19  1  0
  9 20  1  1
  9 21  1  0
 10 22  1  0
M  END
Download

3D MOL for NP0000981 (D-Xylitol)

HMDB0002917
     RDKit          3D
D-Xylitol
 22 21  0  0  0  0  0  0  0  0999 V2000
   -2.7859    1.7060   -0.2330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8804    0.7945    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0364    0.1992   -0.7203 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9427   -0.4443   -1.6009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1127   -0.8927   -0.2458 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5342   -1.4484   -1.3793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892   -0.4271    0.6578 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5435    0.1431    1.8339 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847    0.4665   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0649    0.6503    0.8177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5057    1.2015   -0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5216    0.0464    0.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3163    1.3372    1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4924    0.9877   -1.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956   -1.2862   -1.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6951   -1.6592    0.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9295   -2.3045   -1.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636   -1.3421    0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1359   -0.0616    2.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5669    1.4401   -0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3095   -0.0314   -0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8628    0.9250    0.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  3 14  1  6
  4 15  1  0
  5 16  1  1
  6 17  1  0
  7 18  1  1
  8 19  1  0
  9 20  1  0
  9 21  1  0
 10 22  1  0
M  END
Download

3D SDF for NP0000981 (D-Xylitol)


     RDKit          2D

 22 21  0  0  0  0  0  0  0  0999 V2000
    3.2419   -1.3673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1592   -0.3291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0766    0.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1148    1.7918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0384   -0.3735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1210   -1.4117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0442    0.6647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1269    1.7030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0825   -0.4179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1207   -1.5005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6823   -0.9488    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7631   -1.0208    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1975    0.7536    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1286    1.8716    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6964    3.2322    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8601   -1.5746    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7632   -2.8684    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1457    1.8659    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6076    1.4632    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1345   -1.5803    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2836    0.4806    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5774   -1.1427    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  1 11  1  0
  2 12  1  6
  2 13  1  0
  3 14  1  6
  4 15  1  0
  5 16  1  6
  6 17  1  0
  7 18  1  6
  8 19  1  0
  9 20  1  1
  9 21  1  0
 10 22  1  0
M  END
> <DATABASE_ID>
NP0000981

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+

> <INCHI_KEY>
HEBKCHPVOIAQTA-SCDXWVJYSA-N

> <FORMULA>
C5H12O5

> <MOLECULAR_WEIGHT>
152.1458

> <EXACT_MASS>
152.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
14.421768323067532

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3r,4S)-pentane-1,2,3,4,5-pentol

> <ALOGPS_LOGP>
-2.53

> <JCHEM_LOGP>
-3.099683906666666

> <ALOGPS_LOGS>
0.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.742189661908146

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.760078510562963

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9742034412471314

> <JCHEM_POLAR_SURFACE_AREA>
101.15

> <JCHEM_REFRACTIVITY>
32.4411

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.64e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
xylitol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0000981 (D-Xylitol)

HMDB0002917
     RDKit          3D
D-Xylitol
 22 21  0  0  0  0  0  0  0  0999 V2000
   -2.7859    1.7060   -0.2330 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8804    0.7945    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0364    0.1992   -0.7203 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9427   -0.4443   -1.6009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1127   -0.8927   -0.2458 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5342   -1.4484   -1.3793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9892   -0.4271    0.6578 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5435    0.1431    1.8339 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9847    0.4665   -0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0649    0.6503    0.8177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5057    1.2015   -0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5216    0.0464    0.8711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3163    1.3372    1.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4924    0.9877   -1.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956   -1.2862   -1.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6951   -1.6592    0.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9295   -2.3045   -1.1465 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636   -1.3421    0.9449 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1359   -0.0616    2.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5669    1.4401   -0.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3095   -0.0314   -0.9999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8628    0.9250    0.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  1 11  1  0
  2 12  1  0
  2 13  1  0
  3 14  1  6
  4 15  1  0
  5 16  1  1
  6 17  1  0
  7 18  1  1
  8 19  1  0
  9 20  1  0
  9 21  1  0
 10 22  1  0
M  END
Download

PDB for NP0000981 (D-Xylitol)

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 00508.mol                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  O   UNK     0      -4.006  -0.385   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -2.669   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.332  -0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.337  -0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.669   0.385   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.006  -0.385   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       0.000   1.925   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -1.332  -1.925   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.337  -1.925   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    4                                                            
CONECT    9    3                                                            
CONECT   10    5                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for NP0000981 (D-Xylitol)

COMPND    HMDB0002917
HETATM    1  O1  UNL     1      -2.786   1.706  -0.233  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.880   0.795   0.363  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.036   0.199  -0.720  1.00  0.00           C  
HETATM    4  O2  UNL     1      -1.943  -0.444  -1.601  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.113  -0.893  -0.246  1.00  0.00           C  
HETATM    6  O3  UNL     1       0.534  -1.448  -1.379  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.989  -0.427   0.658  1.00  0.00           C  
HETATM    8  O4  UNL     1       0.543   0.143   1.834  1.00  0.00           O  
HETATM    9  C5  UNL     1       1.985   0.467  -0.064  1.00  0.00           C  
HETATM   10  O5  UNL     1       3.065   0.650   0.818  1.00  0.00           O  
HETATM   11  H1  UNL     1      -3.506   1.201  -0.709  1.00  0.00           H  
HETATM   12  H2  UNL     1      -2.522   0.046   0.871  1.00  0.00           H  
HETATM   13  H3  UNL     1      -1.316   1.337   1.146  1.00  0.00           H  
HETATM   14  H4  UNL     1      -0.492   0.988  -1.270  1.00  0.00           H  
HETATM   15  H5  UNL     1      -2.196  -1.286  -1.111  1.00  0.00           H  
HETATM   16  H6  UNL     1      -0.695  -1.659   0.277  1.00  0.00           H  
HETATM   17  H7  UNL     1       0.929  -2.304  -1.147  1.00  0.00           H  
HETATM   18  H8  UNL     1       1.564  -1.342   0.945  1.00  0.00           H  
HETATM   19  H9  UNL     1       1.136  -0.062   2.602  1.00  0.00           H  
HETATM   20  H10 UNL     1       1.567   1.440  -0.333  1.00  0.00           H  
HETATM   21  H11 UNL     1       2.309  -0.031  -1.000  1.00  0.00           H  
HETATM   22  H12 UNL     1       3.863   0.925   0.299  1.00  0.00           H  
CONECT    1    2   11
CONECT    2    3   12   13
CONECT    3    4    5   14
CONECT    4   15
CONECT    5    6    7   16
CONECT    6   17
CONECT    7    8    9   18
CONECT    8   19
CONECT    9   10   20   21
CONECT   10   22
END
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SMILES for NP0000981 (D-Xylitol)

OC[C@H](O)[C@@H](O)[C@H](O)CO
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INCHI for NP0000981 (D-Xylitol)

InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5+
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View in JSmol
Synonyms
ValueSource
(2R,3R,4S)-Pentane-1,2,3,4,5-pentaolChEBI
XylitChEBI
XyliteChEBI
Xylo-pentitolHMDB
XylitolHMDB
D-XYLITOLChEBI
Chemical FormulaC5H12O5
Average Mass152.1458 Da
Monoisotopic Mass152.06847 Da
IUPAC Name(2R,3r,4S)-pentane-1,2,3,4,5-pentol
Traditional Namexylitol
CAS Registry Number87-99-0
SMILES
OC[C@H](O)C(O)[C@H](O)CO
InChI Identifier
InChI=1S/C5H12O5/c6-1-3(8)5(10)4(9)2-7/h3-10H,1-2H2/t3-,4+,5?
InChI KeyHEBKCHPVOIAQTA-NGQZWQHPSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Arabidopsis thalianaLOTUS Database
Bupleurum fruticescensLOTUS Database
Bupleurum gibraltaricumLOTUS Database
Cajanus cajanLOTUS Database
Cannabis sativaLOTUS Database
Chlamydomonas reinhardtiiLOTUS Database
Citrus sinensisKNApSAcK Database
Evernia prunastriLOTUS Database
Homo sapiensLOTUS Database
Medicago sativaLOTUS Database
Murraya paniculataKNApSAcK Database
Mus musculusLOTUS Database
Pogostemon cablinLOTUS Database
Prunus aviumKNApSAcK Database
Ramalina usneaLOTUS Database
Rubus idaeusLOTUS Database
Trypanosoma bruceiLOTUS Database
Vaccinium oxycoccosLOTUS Database
Species Where Detected
Species NameSourceReference
Homo sapiens (Serum)KNApSAcK Database
Homo sapiens (Urine)KNApSAcK Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sugar alcohols. These are hydrogenated forms of carbohydrate in which the carbonyl group (aldehyde or ketone, reducing sugar) has been reduced to a primary or secondary hydroxyl group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar alcohols
Alternative Parents
Substituents
  • Sugar alcohol
  • Monosaccharide
  • Secondary alcohol
  • Polyol
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point93.5 °CNot Available
Boiling Point216.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility642 mg/mLNot Available
LogP-2.649 (est)The Good Scents Company Information System
Predicted Properties
PropertyValueSource
Water Solubility664 g/LALOGPS
logP-2.5ALOGPS
logP-3.1ChemAxon
logS0.64ALOGPS
pKa (Strongest Acidic)12.76ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area101.15 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity32.44 m³·mol⁻¹ChemAxon
Polarizability14.42 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0002917
DrugBank IDDB01904
Phenol Explorer Compound IDNot Available
FoodDB IDFDB001134
KNApSAcK IDC00052270
Chemspider ID6646
KEGG Compound IDC00379
BioCyc IDXYLITOL
BiGG IDNot Available
Wikipedia LinkXylitol
METLIN IDNot Available
PubChem Compound6912
PDB IDNot Available
ChEBI ID17151
Good Scents IDrw1297141
References
General References
  1. Shetty HU, Holloway HW, Rapoport SI: Capillary gas chromatography combined with ion trap detection for quantitative profiling of polyols in cerebrospinal fluid and plasma. Anal Biochem. 1995 Jan 1;224(1):279-85. [PubMed:7710082 ]
  2. Roe FJ: Perspectives in carbohydrate toxicology with special reference to carcinogenicity. Swed Dent J. 1984;8(3):99-111. [PubMed:6592775 ]
  3. Huck JH, Roos B, Jakobs C, van der Knaap MS, Verhoeven NM: Evaluation of pentitol metabolism in mammalian tissues provides new insight into disorders of human sugar metabolism. Mol Genet Metab. 2004 Jul;82(3):231-7. [PubMed:15234337 ]
  4. Yeo SF, Zhang Y, Schafer D, Campbell S, Wong B: A rapid, automated enzymatic fluorometric assay for determination of D-arabinitol in serum. J Clin Microbiol. 2000 Apr;38(4):1439-43. [PubMed:10747122 ]
  5. Yamamoto T, Moriwaki Y, Takahashi S, Suda M, Higashino K: Xylitol-induced increase in the concentration of oxypurines and its mechanism. Int J Clin Pharmacol Ther. 1995 Jun;33(6):360-5. [PubMed:7582389 ]
  6. Sundaram G, Bartlett D: Preventative measures for bulimic patients with dental erosion. Eur J Prosthodont Restor Dent. 2001 Mar;9(1):25-9. [PubMed:11695131 ]
  7. Trahan L, Soderling E, Drean MF, Chevrier MC, Isokangas P: Effect of xylitol consumption on the plaque-saliva distribution of mutans streptococci and the occurrence and long-term survival of xylitol-resistant strains. J Dent Res. 1992 Nov;71(11):1785-91. [PubMed:1401440 ]
  8. Loo CY, Mitrakul K, Voss IB, Hughes CV, Ganeshkumar N: Involvement of an inducible fructose phosphotransferase operon in Streptococcus gordonii biofilm formation. J Bacteriol. 2003 Nov;185(21):6241-54. [PubMed:14563858 ]
  9. Hauschildt S, Chalmers RA, Lawson AM, Schultis K, Watts RW: Metabolic investigations after xylitol infusion in human subjects. Am J Clin Nutr. 1976 Mar;29(3):258-73. [PubMed:176881 ]
  10. Wang YM, van Eys J: Nutritional significance of fructose and sugar alcohols. Annu Rev Nutr. 1981;1:437-75. [PubMed:6821187 ]
  11. Ylikahri RH, Leino T: Metabolic interactions of xylitol and ethanol in healthy males. Metabolism. 1979 Jan;28(1):25-9. [PubMed:759823 ]
  12. Sestoft L, Gammeltoft A: The effect of intravenous xylitol on the concentration of adenine nucleotides in human liver. Biochem Pharmacol. 1976 Dec 1;25(23):2619-21. [PubMed:985582 ]
  13. Haresaku S, Hanioka T, Tsutsui A, Yamamoto M, Chou T, Gunjishima Y: Long-term effect of xylitol gum use on mutans streptococci in adults. Caries Res. 2007;41(3):198-203. [PubMed:17426399 ]
  14. Grillaud M, Bandon D, Nancy J, Delbos Y, Vaysse F: [The polyols in pediatric dentistry: advantages of xylitol]. Arch Pediatr. 2005 Jul;12(7):1180-6. [PubMed:15964535 ]