Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 03:51:51 UTC

Update Date

2021-09-24 03:51:51 UTC

HMDB ID

HMDB0303689

Secondary Accession Numbers

None

Metabolite Identification

Common Name

3-O-alpha-D-Xylopyranosyl-L-arabinose

Description

(3R,4S,5S)-4-{[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2,3,5-triol belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Based on a literature review very few articles have been published on (3R,4S,5S)-4-{[(2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxy}oxane-2,3,5-triol.

Structure

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

HMDB0303689
     RDKit          3D
3-O-alpha-D-Xylopyranosyl-L-arabinose
 37 38  0  0  0  0  0  0  0  0999 V2000
   -4.5627    0.4960    0.6810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -0.4187    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4137   -0.4741   -1.0733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7651    0.5865   -1.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0615    1.4801   -0.6546 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2851    2.3966   -1.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2794    0.6121    0.2877 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4382   -0.2808   -0.3500 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8850   -0.1828    0.0653 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2393   -1.4078    0.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729   -1.3882    1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5150   -0.6327    0.4729 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7343   -1.2576    0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739   -0.6279   -0.9865 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0804   -0.1139   -1.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8144    0.2451   -1.0430 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2360    0.2047   -2.2901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2995   -0.2096    1.0540 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5992    0.4823    2.2312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2035    0.1188    1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709   -1.4260    0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592    0.1628   -2.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3906    1.2075   -2.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913    2.0530   -0.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    3.0204   -0.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6604    1.2110    1.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9068    0.6265    0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3430   -1.0164    2.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068   -2.4469    1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.4103    0.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9630   -1.8905   -0.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7568   -1.6414   -1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    0.8510   -1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1906    1.2946   -0.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1162   -0.7276   -2.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8544   -1.1734    1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8180   -0.1431    2.9625 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
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  7 18  1  0
 18 19  1  0
 18  2  1  0
 16  9  1  0
  1 20  1  0
  2 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  1
  6 25  1  0
  7 26  1  1
  9 27  1  1
 11 28  1  0
 11 29  1  0
 12 30  1  1
 13 31  1  0
 14 32  1  6
 15 33  1  0
 16 34  1  1
 17 35  1  0
 18 36  1  1
 19 37  1  0
M  END


  Mrv0541 02011302212D          

 19 20  0  0  0  0            999 V2000
   -2.4161    5.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1305    4.6554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1305    3.8303    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4161    3.4178    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7016    3.8303    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7016    4.6554    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9871    3.4179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4161    2.5928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8450    3.4179    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2504    7.2113    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5746    7.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9871    6.4968    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5746    5.7823    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2504    5.7823    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6629    6.4968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4879    6.4968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6629    5.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9871    5.0679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8121    6.4968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6 18  1  6  0  0  0
  5  7  1  6  0  0  0
  4  8  1  1  0  0  0
  3  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  1  6  0  0  0
 13 18  1  1  0  0  0
 12 19  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0303689

> <DATABASE_NAME>
hmdb

> <SMILES>
O[C@@H]1CO[C@H](O[C@H]2[C@@H](O)COC(O)[C@@H]2O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O9/c11-3-1-18-10(6(14)5(3)13)19-8-4(12)2-17-9(16)7(8)15/h3-16H,1-2H2/t3-,4+,5+,6-,7-,8+,9?,10-/m1/s1

> <INCHI_KEY>
FVPQAMUWCNJRQW-YSBLRUQRSA-N

> <FORMULA>
C10H18O9

> <MOLECULAR_WEIGHT>
282.2445

> <EXACT_MASS>
282.095082174

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
25.700051608908026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5R)-2-{[(3R,4S,5S)-2,3,5-trihydroxyoxan-4-yl]oxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
-3.06

> <JCHEM_LOGP>
-3.442704979666666

> <ALOGPS_LOGS>
0.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.221908114998007

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.269013899586087

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5265806621168716

> <JCHEM_POLAR_SURFACE_AREA>
149.07

> <JCHEM_REFRACTIVITY>
56.411699999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.25e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3R,4S,5R)-2-{[(3R,4S,5S)-2,3,5-trihydroxyoxan-4-yl]oxy}oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303689
     RDKit          3D
3-O-alpha-D-Xylopyranosyl-L-arabinose
 37 38  0  0  0  0  0  0  0  0999 V2000
   -4.5627    0.4960    0.6810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -0.4187    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4137   -0.4741   -1.0733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7651    0.5865   -1.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0615    1.4801   -0.6546 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2851    2.3966   -1.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2794    0.6121    0.2877 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4382   -0.2808   -0.3500 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8850   -0.1828    0.0653 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2393   -1.4078    0.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729   -1.3882    1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5150   -0.6327    0.4729 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7343   -1.2576    0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739   -0.6279   -0.9865 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0804   -0.1139   -1.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8144    0.2451   -1.0430 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2360    0.2047   -2.2901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2995   -0.2096    1.0540 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5992    0.4823    2.2312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2035    0.1188    1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709   -1.4260    0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592    0.1628   -2.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3906    1.2075   -2.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913    2.0530   -0.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    3.0204   -0.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6604    1.2110    1.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9068    0.6265    0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3430   -1.0164    2.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068   -2.4469    1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.4103    0.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9630   -1.8905   -0.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7568   -1.6414   -1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    0.8510   -1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1906    1.2946   -0.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1162   -0.7276   -2.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8544   -1.1734    1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8180   -0.1431    2.9625 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
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  7 18  1  0
 18 19  1  0
 18  2  1  0
 16  9  1  0
  1 20  1  0
  2 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  1
  6 25  1  0
  7 26  1  1
  9 27  1  1
 11 28  1  0
 11 29  1  0
 12 30  1  1
 13 31  1  0
 14 32  1  6
 15 33  1  0
 16 34  1  1
 17 35  1  0
 18 36  1  1
 19 37  1  0
M  END

HEADER    PROTEIN                                 01-FEB-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-FEB-13         0                                  
HETATM    1  O   UNK     0      -4.510   9.460   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.844   8.690   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.844   7.150   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.510   6.380   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.176   7.150   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.176   8.690   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.843   6.380   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -4.510   4.840   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -7.177   6.380   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.467  13.461   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.073  13.461   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.843  12.127   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.073  10.794   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.467  10.794   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.237  12.127   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.777  12.127   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       1.237   9.460   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -1.843   9.460   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -3.383  12.127   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1   18                                                  
CONECT    7    5                                                            
CONECT    8    4                                                            
CONECT    9    3                                                            
CONECT   10   11   15                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   19                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   10   16                                                  
CONECT   16   15                                                            
CONECT   17   14                                                            
CONECT   18    6   13                                                       
CONECT   19   12                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0303689
HETATM    1  O1  UNL     1      -4.563   0.496   0.681  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.571  -0.419   0.285  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.414  -0.474  -1.073  1.00  0.00           O  
HETATM    4  C2  UNL     1      -2.765   0.587  -1.638  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.062   1.480  -0.655  1.00  0.00           C  
HETATM    6  O3  UNL     1      -1.285   2.397  -1.341  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.279   0.612   0.288  1.00  0.00           C  
HETATM    8  O4  UNL     1      -0.438  -0.281  -0.350  1.00  0.00           O  
HETATM    9  C5  UNL     1       0.885  -0.183   0.065  1.00  0.00           C  
HETATM   10  O5  UNL     1       1.239  -1.408   0.608  1.00  0.00           O  
HETATM   11  C6  UNL     1       2.473  -1.388   1.245  1.00  0.00           C  
HETATM   12  C7  UNL     1       3.515  -0.633   0.473  1.00  0.00           C  
HETATM   13  O6  UNL     1       4.734  -1.258   0.640  1.00  0.00           O  
HETATM   14  C8  UNL     1       3.074  -0.628  -0.987  1.00  0.00           C  
HETATM   15  O7  UNL     1       4.080  -0.114  -1.785  1.00  0.00           O  
HETATM   16  C9  UNL     1       1.814   0.245  -1.043  1.00  0.00           C  
HETATM   17  O8  UNL     1       1.236   0.205  -2.290  1.00  0.00           O  
HETATM   18  C10 UNL     1      -2.299  -0.210   1.054  1.00  0.00           C  
HETATM   19  O9  UNL     1      -2.599   0.482   2.231  1.00  0.00           O  
HETATM   20  H1  UNL     1      -5.204   0.119   1.310  1.00  0.00           H  
HETATM   21  H2  UNL     1      -3.971  -1.426   0.607  1.00  0.00           H  
HETATM   22  H3  UNL     1      -1.959   0.163  -2.307  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.391   1.207  -2.314  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.791   2.053  -0.049  1.00  0.00           H  
HETATM   25  H6  UNL     1      -0.906   3.020  -0.676  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.660   1.211   1.004  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.907   0.627   0.835  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.343  -1.016   2.281  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.807  -2.447   1.321  1.00  0.00           H  
HETATM   30  H11 UNL     1       3.522   0.410   0.868  1.00  0.00           H  
HETATM   31  H12 UNL     1       4.963  -1.890  -0.084  1.00  0.00           H  
HETATM   32  H13 UNL     1       2.757  -1.641  -1.282  1.00  0.00           H  
HETATM   33  H14 UNL     1       4.173   0.851  -1.578  1.00  0.00           H  
HETATM   34  H15 UNL     1       2.191   1.295  -0.895  1.00  0.00           H  
HETATM   35  H16 UNL     1       1.116  -0.728  -2.588  1.00  0.00           H  
HETATM   36  H17 UNL     1      -1.854  -1.173   1.356  1.00  0.00           H  
HETATM   37  H18 UNL     1      -2.818  -0.143   2.962  1.00  0.00           H  
CONECT    1    2   20
CONECT    2    3   18   21
CONECT    3    4
CONECT    4    5   22   23
CONECT    5    6    7   24
CONECT    6   25
CONECT    7    8   18   26
CONECT    8    9
CONECT    9   10   16   27
CONECT   10   11
CONECT   11   12   28   29
CONECT   12   13   14   30
CONECT   13   31
CONECT   14   15   16   32
CONECT   15   33
CONECT   16   17   34
CONECT   17   35
CONECT   18   19   36
CONECT   19   37
END

HMDB0303689
     RDKit          3D
3-O-alpha-D-Xylopyranosyl-L-arabinose
 37 38  0  0  0  0  0  0  0  0999 V2000
   -4.5627    0.4960    0.6810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -0.4187    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4137   -0.4741   -1.0733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7651    0.5865   -1.6380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0615    1.4801   -0.6546 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2851    2.3966   -1.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2794    0.6121    0.2877 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4382   -0.2808   -0.3500 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8850   -0.1828    0.0653 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2393   -1.4078    0.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4729   -1.3882    1.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5150   -0.6327    0.4729 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7343   -1.2576    0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0739   -0.6279   -0.9865 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0804   -0.1139   -1.7850 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8144    0.2451   -1.0430 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2360    0.2047   -2.2901 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2995   -0.2096    1.0540 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5992    0.4823    2.2312 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2035    0.1188    1.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9709   -1.4260    0.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9592    0.1628   -2.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3906    1.2075   -2.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7913    2.0530   -0.0493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9058    3.0204   -0.6764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6604    1.2110    1.0041 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9068    0.6265    0.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3430   -1.0164    2.2809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8068   -2.4469    1.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    0.4103    0.8684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9630   -1.8905   -0.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7568   -1.6414   -1.2823 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1730    0.8510   -1.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1906    1.2946   -0.8951 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1162   -0.7276   -2.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8544   -1.1734    1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8180   -0.1431    2.9625 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
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  7 18  1  0
 18 19  1  0
 18  2  1  0
 16  9  1  0
  1 20  1  0
  2 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  1
  6 25  1  0
  7 26  1  1
  9 27  1  1
 11 28  1  0
 11 29  1  0
 12 30  1  1
 13 31  1  0
 14 32  1  6
 15 33  1  0
 16 34  1  1
 17 35  1  0
 18 36  1  1
 19 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-O-a-D-Xylopyranosyl-L-arabinose	Generator
3-O-Α-D-xylopyranosyl-L-arabinose	Generator

Chemical Formula

C₁₀H₁₈O₉

Average Molecular Weight

282.2445

Monoisotopic Molecular Weight

282.095082174

IUPAC Name

(2R,3R,4S,5R)-2-{[(3R,4S,5S)-2,3,5-trihydroxyoxan-4-yl]oxy}oxane-3,4,5-triol

Traditional Name

(2R,3R,4S,5R)-2-{[(3R,4S,5S)-2,3,5-trihydroxyoxan-4-yl]oxy}oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

O[C@@H]1CO[C@H](O[C@H]2[C@@H](O)COC(O)[C@@H]2O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C10H18O9/c11-3-1-18-10(6(14)5(3)13)19-8-4(12)2-17-9(16)7(8)15/h3-16H,1-2H2/t3-,4+,5+,6-,7-,8+,9?,10-/m1/s1

InChI Key

FVPQAMUWCNJRQW-YSBLRUQRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

O-glycosyl compound
Disaccharide
Oxane
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Acetal
Hydrocarbon derivative
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Fruit

Fruits (FooDB: FOOD00871)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-3.1	ALOGPS
logP	-3.4	ChemAxon
logS	0.34	ALOGPS
pKa (Strongest Acidic)	11.27	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	149.07 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	56.41 m³·mol⁻¹	ChemAxon
Polarizability	25.7 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	165.336	32859911
AllCCS	[M+H-H2O]+	161.849	32859911
AllCCS	[M+Na]+	169.499	32859911
AllCCS	[M+NH4]+	168.569	32859911
AllCCS	[M-H]-	160.542	32859911
AllCCS	[M+Na-2H]-	160.288	32859911
AllCCS	[M+HCOO]-	160.121	32859911
DeepCCS	[M+H]+	164.139	30932474
DeepCCS	[M-H]-	161.744	30932474
DeepCCS	[M-2H]-	196.116	30932474
DeepCCS	[M+Na]+	171.238	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-D-Xylopyranosyl-L-arabinose 10V, Positive-QTOF	splash10-00lr-0490000000-58d396d2d0abdb619126	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-D-Xylopyranosyl-L-arabinose 20V, Positive-QTOF	splash10-00lr-0950000000-a6defa13680b0e88a58e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-D-Xylopyranosyl-L-arabinose 40V, Positive-QTOF	splash10-0fz9-8910000000-741a37a11e228626248c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-D-Xylopyranosyl-L-arabinose 10V, Negative-QTOF	splash10-001i-1290000000-ca740044f4ed4e06f23c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-D-Xylopyranosyl-L-arabinose 20V, Negative-QTOF	splash10-01qa-2950000000-61f0446990b7e5188a42	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-D-Xylopyranosyl-L-arabinose 40V, Negative-QTOF	splash10-0006-9300000000-59517e35a27fadf06fc3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-D-Xylopyranosyl-L-arabinose 10V, Positive-QTOF	splash10-00lr-0590000000-7d310c7a4465ede9840e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-D-Xylopyranosyl-L-arabinose 20V, Positive-QTOF	splash10-02au-9700000000-454a5715c6b6cf4a9a5b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-D-Xylopyranosyl-L-arabinose 40V, Positive-QTOF	splash10-014i-7900000000-cd5895098bbaadb6826e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-D-Xylopyranosyl-L-arabinose 10V, Negative-QTOF	splash10-001i-1980000000-d84c0836a79b8d60af35	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-D-Xylopyranosyl-L-arabinose 20V, Negative-QTOF	splash10-0a4l-9520000000-3befc69a6f63d08b4b3f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-O-alpha-D-Xylopyranosyl-L-arabinose 40V, Negative-QTOF	splash10-052f-9200000000-81696d4b6e4733a5e354	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018328

KNApSAcK ID

Not Available

Chemspider ID

59696830

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for 3-O-alpha-D-Xylopyranosyl-L-arabinose (HMDB0303689)

MOL for HMDB0303689 (3-O-alpha-D-Xylopyranosyl-L-arabinose)

3D MOL for HMDB0303689 (3-O-alpha-D-Xylopyranosyl-L-arabinose)

3D SDF for HMDB0303689 (3-O-alpha-D-Xylopyranosyl-L-arabinose)

3D-SDF for HMDB0303689 (3-O-alpha-D-Xylopyranosyl-L-arabinose)

PDB for HMDB0303689 (3-O-alpha-D-Xylopyranosyl-L-arabinose)

3D PDB for HMDB0303689 (3-O-alpha-D-Xylopyranosyl-L-arabinose)

SMILES for HMDB0303689 (3-O-alpha-D-Xylopyranosyl-L-arabinose)

INCHI for HMDB0303689 (3-O-alpha-D-Xylopyranosyl-L-arabinose)

Structure for HMDB0303689 (3-O-alpha-D-Xylopyranosyl-L-arabinose)

3D Structure for HMDB0303689 (3-O-alpha-D-Xylopyranosyl-L-arabinose)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra