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

2021-09-23 17:47:16 UTC

Update Date

2021-09-23 17:47:16 UTC

HMDB ID

HMDB0302439

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Rutinose

Description

Rutinose, also known as 6-O-(6-deoxy-alpha-L-mannopyranosyl)-D-glucose or (α-rhamnopyranosyl-β-glucopyranose, is a member of the class of compounds known as O-glycosyl compounds. O-glycosyl compounds are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Rutinose is soluble (in water) and a very weakly acidic compound (based on its pKa). Rutinose can be found in capers, which makes rutinose a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302439
     RDKit          3D
Rutinose
 44 45  0  0  0  0  0  0  0  0999 V2000
   -4.5474   -0.7999    1.8114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4743   -0.6545    0.7356 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4198   -0.0162    1.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234    0.5937    0.4346 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4490   -0.2677    0.2291 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167    0.2535    0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9113   -0.6172    0.5446 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2017   -0.8977   -0.7693 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5226   -1.3003   -0.9484 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6915   -1.9031   -2.1915 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4368   -0.1165   -0.8610 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6977   -0.4454   -0.3392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8264    0.8841    0.0975 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9398    1.6850   -0.5953 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1058    0.1120    1.1664 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9343   -0.7559    1.8408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0289    1.0437   -0.8946 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6786    2.2694   -0.7406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    0.0904   -1.5202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5519    0.6390   -2.6592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1252   -0.0444   -0.4622 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1550   -0.8286   -0.9200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7529   -1.8479    2.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4739   -0.2347    1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2034   -0.3333    2.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646   -1.6990    0.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1229    1.4857    0.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5679    0.3754    1.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361    1.2748    0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -1.5764    1.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7862   -2.0905   -0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3482   -1.3579   -2.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516    0.3114   -1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0359    0.2823    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5792    1.5278    0.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054    1.4587   -1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7393    0.8607    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5103   -1.0096    2.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1644    1.2310   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6188    2.6116    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5181   -0.8837   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0349    1.4238   -2.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462    1.0086   -0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0995   -1.7421   -0.5192 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  2  1  0
 15  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  6
  4 27  1  1
  6 28  1  0
  6 29  1  0
  7 30  1  1
  9 31  1  1
 10 32  1  0
 11 33  1  6
 12 34  1  0
 13 35  1  1
 14 36  1  0
 15 37  1  1
 16 38  1  0
 17 39  1  6
 18 40  1  0
 19 41  1  6
 20 42  1  0
 21 43  1  1
 22 44  1  0
M  END


  Mrv0541 02241221512D          

 22 23  0  0  0  0            999 V2000
    1.1371    0.8216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1371   -0.0034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8513    1.2342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4194    1.2342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8513   -0.4160    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4194   -0.4160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5654    0.8216    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2947    0.8251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5654   -0.0034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8547   -1.2411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2796    1.2342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509    0.2913    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2796   -0.4160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509   -0.5338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8616    0.7072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8616   -0.9429    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4333   -0.9429    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5793    0.2913    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5793   -0.5338    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8616   -1.7715    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2935    0.7072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2935   -0.9464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  1  0  0  0
  2  5  1  0  0  0  0
  2  6  1  6  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  5 10  1  1  0  0  0
  7 11  1  1  0  0  0
 12  8  1  1  0  0  0
  9 13  1  6  0  0  0
 12 14  1  0  0  0  0
 12 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  6  0  0  0
 15 18  1  0  0  0  0
 16 19  1  0  0  0  0
 16 20  1  6  0  0  0
 18 21  1  6  0  0  0
 19 22  1  1  0  0  0
  7  9  1  0  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302439

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O10/c1-3-5(13)7(15)10(18)12(21-3)20-2-4-6(14)8(16)9(17)11(19)22-4/h3-19H,2H2,1H3/t3-,4+,5-,6+,7+,8-,9+,10+,11+,12+/m0/s1

> <INCHI_KEY>
OVVGHDNPYGTYIT-BNXXONSGSA-N

> <FORMULA>
C12H22O10

> <MOLECULAR_WEIGHT>
326.2971

> <EXACT_MASS>
326.121296924

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
30.173986687921264

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol

> <ALOGPS_LOGP>
-2.44

> <JCHEM_LOGP>
-3.6564648969999993

> <ALOGPS_LOGS>
0.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.142592971848309

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.249682871240303

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6121823516836606

> <JCHEM_POLAR_SURFACE_AREA>
169.29999999999998

> <JCHEM_REFRACTIVITY>
66.79299999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.07e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rutinose

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302439
     RDKit          3D
Rutinose
 44 45  0  0  0  0  0  0  0  0999 V2000
   -4.5474   -0.7999    1.8114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4743   -0.6545    0.7356 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4198   -0.0162    1.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234    0.5937    0.4346 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4490   -0.2677    0.2291 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167    0.2535    0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9113   -0.6172    0.5446 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2017   -0.8977   -0.7693 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5226   -1.3003   -0.9484 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6915   -1.9031   -2.1915 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4368   -0.1165   -0.8610 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6977   -0.4454   -0.3392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8264    0.8841    0.0975 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9398    1.6850   -0.5953 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1058    0.1120    1.1664 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9343   -0.7559    1.8408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0289    1.0437   -0.8946 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6786    2.2694   -0.7406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    0.0904   -1.5202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5519    0.6390   -2.6592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1252   -0.0444   -0.4622 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1550   -0.8286   -0.9200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7529   -1.8479    2.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4739   -0.2347    1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2034   -0.3333    2.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646   -1.6990    0.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1229    1.4857    0.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5679    0.3754    1.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361    1.2748    0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -1.5764    1.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7862   -2.0905   -0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3482   -1.3579   -2.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516    0.3114   -1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0359    0.2823    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5792    1.5278    0.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054    1.4587   -1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7393    0.8607    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5103   -1.0096    2.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1644    1.2310   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6188    2.6116    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5181   -0.8837   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0349    1.4238   -2.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462    1.0086   -0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0995   -1.7421   -0.5192 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  2  1  0
 15  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  6
  4 27  1  1
  6 28  1  0
  6 29  1  0
  7 30  1  1
  9 31  1  1
 10 32  1  0
 11 33  1  6
 12 34  1  0
 13 35  1  1
 14 36  1  0
 15 37  1  1
 16 38  1  0
 17 39  1  6
 18 40  1  0
 19 41  1  6
 20 42  1  0
 21 43  1  1
 22 44  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.123   1.534   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.123  -0.006   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.456   2.304   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.783   2.304   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.456  -0.777   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.783  -0.777   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       4.789   1.534   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.550   1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.789  -0.006   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.462  -2.317   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       6.122   2.304   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.148   0.544   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       6.122  -0.777   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.148  -0.996   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.475   1.320   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.475  -1.760   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.809  -1.760   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      -4.815   0.544   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.815  -0.996   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.475  -3.307   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -6.148   1.320   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -6.148  -1.767   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9   10                                                  
CONECT    6    2                                                            
CONECT    7    3   11    9                                                  
CONECT    8    4   12                                                       
CONECT    9    5   13    7                                                  
CONECT   10    5                                                            
CONECT   11    7                                                            
CONECT   12    8   14   15                                                  
CONECT   13    9                                                            
CONECT   14   12   16   17                                                  
CONECT   15   12   18                                                       
CONECT   16   14   19   20                                                  
CONECT   17   14                                                            
CONECT   18   15   21   19                                                  
CONECT   19   16   22   18                                                  
CONECT   20   16                                                            
CONECT   21   18                                                            
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0302439
HETATM    1  C1  UNL     1      -4.547  -0.800   1.811  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.474  -0.655   0.736  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.420  -0.016   1.250  1.00  0.00           O  
HETATM    4  C3  UNL     1      -1.523   0.594   0.435  1.00  0.00           C  
HETATM    5  O2  UNL     1      -0.449  -0.268   0.229  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.717   0.254   0.730  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.911  -0.617   0.545  1.00  0.00           C  
HETATM    8  O3  UNL     1       2.202  -0.898  -0.769  1.00  0.00           O  
HETATM    9  C6  UNL     1       3.523  -1.300  -0.948  1.00  0.00           C  
HETATM   10  O4  UNL     1       3.692  -1.903  -2.192  1.00  0.00           O  
HETATM   11  C7  UNL     1       4.437  -0.117  -0.861  1.00  0.00           C  
HETATM   12  O5  UNL     1       5.698  -0.445  -0.339  1.00  0.00           O  
HETATM   13  C8  UNL     1       3.826   0.884   0.098  1.00  0.00           C  
HETATM   14  O6  UNL     1       2.940   1.685  -0.595  1.00  0.00           O  
HETATM   15  C9  UNL     1       3.106   0.112   1.166  1.00  0.00           C  
HETATM   16  O7  UNL     1       3.934  -0.756   1.841  1.00  0.00           O  
HETATM   17  C10 UNL     1      -2.029   1.044  -0.895  1.00  0.00           C  
HETATM   18  O8  UNL     1      -2.679   2.269  -0.741  1.00  0.00           O  
HETATM   19  C11 UNL     1      -3.021   0.090  -1.520  1.00  0.00           C  
HETATM   20  O9  UNL     1      -3.552   0.639  -2.659  1.00  0.00           O  
HETATM   21  C12 UNL     1      -4.125  -0.044  -0.462  1.00  0.00           C  
HETATM   22  O10 UNL     1      -5.155  -0.829  -0.920  1.00  0.00           O  
HETATM   23  H1  UNL     1      -4.753  -1.848   2.033  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.474  -0.235   1.538  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.203  -0.333   2.770  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.165  -1.699   0.440  1.00  0.00           H  
HETATM   27  H5  UNL     1      -1.123   1.486   0.961  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.568   0.375   1.840  1.00  0.00           H  
HETATM   29  H7  UNL     1       0.836   1.275   0.338  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.729  -1.576   1.067  1.00  0.00           H  
HETATM   31  H9  UNL     1       3.786  -2.090  -0.188  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.348  -1.358  -2.940  1.00  0.00           H  
HETATM   33  H11 UNL     1       4.552   0.311  -1.882  1.00  0.00           H  
HETATM   34  H12 UNL     1       6.036   0.282   0.264  1.00  0.00           H  
HETATM   35  H13 UNL     1       4.579   1.528   0.584  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.905   1.459  -1.569  1.00  0.00           H  
HETATM   37  H15 UNL     1       2.739   0.861   1.912  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.510  -1.010   2.694  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.164   1.231  -1.576  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.619   2.612   0.188  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.518  -0.884  -1.679  1.00  0.00           H  
HETATM   42  H20 UNL     1      -3.035   1.424  -2.930  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.446   1.009  -0.225  1.00  0.00           H  
HETATM   44  H22 UNL     1      -5.100  -1.742  -0.519  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   21   26
CONECT    3    4
CONECT    4    5   17   27
CONECT    5    6
CONECT    6    7   28   29
CONECT    7    8   15   30
CONECT    8    9
CONECT    9   10   11   31
CONECT   10   32
CONECT   11   12   13   33
CONECT   12   34
CONECT   13   14   15   35
CONECT   14   36
CONECT   15   16   37
CONECT   16   38
CONECT   17   18   19   39
CONECT   18   40
CONECT   19   20   21   41
CONECT   20   42
CONECT   21   22   43
CONECT   22   44
END

HMDB0302439
     RDKit          3D
Rutinose
 44 45  0  0  0  0  0  0  0  0999 V2000
   -4.5474   -0.7999    1.8114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4743   -0.6545    0.7356 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4198   -0.0162    1.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5234    0.5937    0.4346 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4490   -0.2677    0.2291 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7167    0.2535    0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9113   -0.6172    0.5446 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2017   -0.8977   -0.7693 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5226   -1.3003   -0.9484 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6915   -1.9031   -2.1915 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4368   -0.1165   -0.8610 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.6977   -0.4454   -0.3392 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8264    0.8841    0.0975 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9398    1.6850   -0.5953 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1058    0.1120    1.1664 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9343   -0.7559    1.8408 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0289    1.0437   -0.8946 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6786    2.2694   -0.7406 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0211    0.0904   -1.5202 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5519    0.6390   -2.6592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1252   -0.0444   -0.4622 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1550   -0.8286   -0.9200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7529   -1.8479    2.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4739   -0.2347    1.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2034   -0.3333    2.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1646   -1.6990    0.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1229    1.4857    0.9611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5679    0.3754    1.8401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8361    1.2748    0.3375 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -1.5764    1.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7862   -2.0905   -0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3482   -1.3579   -2.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5516    0.3114   -1.8824 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0359    0.2823    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5792    1.5278    0.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9054    1.4587   -1.5692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7393    0.8607    1.9123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5103   -1.0096    2.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1644    1.2310   -1.5764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6188    2.6116    0.1879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5181   -0.8837   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0349    1.4238   -2.9297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4462    1.0086   -0.2248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0995   -1.7421   -0.5192 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
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
  4 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  2  1  0
 15  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  6
  4 27  1  1
  6 28  1  0
  6 29  1  0
  7 30  1  1
  9 31  1  1
 10 32  1  0
 11 33  1  6
 12 34  1  0
 13 35  1  1
 14 36  1  0
 15 37  1  1
 16 38  1  0
 17 39  1  6
 18 40  1  0
 19 41  1  6
 20 42  1  0
 21 43  1  1
 22 44  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranose	ChEBI
6-O-(6-Deoxy-alpha-L-mannopyranosyl)-D-glucose	ChEBI
6-O-alpha-L-Rhamnopyranosyl-D-glucose	ChEBI
6-O-(6-Deoxy-a-L-mannopyranosyl)-b-D-glucopyranose	Generator
6-O-(6-Deoxy-α-L-mannopyranosyl)-β-D-glucopyranose	Generator
6-O-(6-Deoxy-a-L-mannopyranosyl)-D-glucose	Generator
6-O-(6-Deoxy-α-L-mannopyranosyl)-D-glucose	Generator
6-O-a-L-Rhamnopyranosyl-D-glucose	Generator
6-O-Α-L-rhamnopyranosyl-D-glucose	Generator

Chemical Formula

C₁₂H₂₂O₁₀

Average Molecular Weight

326.2971

Monoisotopic Molecular Weight

326.121296924

IUPAC Name

(2R,3R,4S,5S,6R)-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxane-2,3,4,5-tetrol

Traditional Name

rutinose

CAS Registry Number

Not Available

SMILES

C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C12H22O10/c1-3-5(13)7(15)10(18)12(21-3)20-2-4-6(14)8(16)9(17)11(19)22-4/h3-19H,2H2,1H3/t3-,4+,5-,6+,7+,8-,9+,10+,11+,12+/m0/s1

InChI Key

OVVGHDNPYGTYIT-BNXXONSGSA-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

glycosylglucose (CHEBI:27522 )
Disaccharides (C08247 )

Ontology

Not Available

Cherry tomato (FooDB: FOOD00172)
Olive (FooDB: FOOD00121)

Shoot vegetable

Asparagus (FooDB: FOOD00021)

Fruit

Berry

Blackberry (FooDB: FOOD00906)

Drupe

Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)

Beverage

Other beverage

Fruit juice (FooDB: FOOD00763)

Herb and spice

Spice

Capers (FooDB: FOOD00039)

Tea

Black tea (FooDB: FOOD00907)
Green tea (FooDB: FOOD00908)

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	-2.4	ALOGPS
logP	-3.7	ChemAxon
logS	0.1	ALOGPS
pKa (Strongest Acidic)	11.25	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	169.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	66.79 m³·mol⁻¹	ChemAxon
Polarizability	30.17 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]+	176.718	32859911
AllCCS	[M+H-H2O]+	173.641	32859911
AllCCS	[M+Na]+	180.38	32859911
AllCCS	[M+NH4]+	179.564	32859911
AllCCS	[M-H]-	173.317	32859911
AllCCS	[M+Na-2H]-	173.071	32859911
AllCCS	[M+HCOO]-	172.929	32859911
DeepCCS	[M+H]+	173.118	30932474
DeepCCS	[M-H]-	171.088	30932474
DeepCCS	[M-2H]-	204.84	30932474
DeepCCS	[M+Na]+	178.945	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 - Rutinose 10V, Positive-QTOF	splash10-056r-0419000000-6e5fed7ec7793aa24b7a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutinose 20V, Positive-QTOF	splash10-03e9-1901000000-be58414ece26ea663555	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutinose 40V, Positive-QTOF	splash10-01p2-6910000000-71906cde0a014d0d6434	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutinose 10V, Negative-QTOF	splash10-004i-4769000000-745e14d87ed1fc7278ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutinose 20V, Negative-QTOF	splash10-08fs-5922000000-8894f8a40d8641bededc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutinose 40V, Negative-QTOF	splash10-0btl-9600000000-456d774be5f9032d171e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutinose 10V, Positive-QTOF	splash10-004i-0609000000-83bf0fcb05157732eeca	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutinose 20V, Positive-QTOF	splash10-03di-2921000000-b2a4f5a5375e0e8f4d41	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutinose 40V, Positive-QTOF	splash10-06y7-9420000000-36e09f922f6990218dbf	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutinose 10V, Negative-QTOF	splash10-004i-0019000000-fc4de6c8f7a47c64c89b	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutinose 20V, Negative-QTOF	splash10-0a6r-9482000000-ac7fedd632fd3189851d	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Rutinose 40V, Negative-QTOF	splash10-0a4l-9100000000-1f6cf82adc05b50bb08b	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Rutinose

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

27522

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1698931

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Rutinose (HMDB0302439)

MOL for HMDB0302439 (Rutinose)

3D MOL for HMDB0302439 (Rutinose)

3D SDF for HMDB0302439 (Rutinose)

3D-SDF for HMDB0302439 (Rutinose)

PDB for HMDB0302439 (Rutinose)

3D PDB for HMDB0302439 (Rutinose)

SMILES for HMDB0302439 (Rutinose)

INCHI for HMDB0302439 (Rutinose)

Structure for HMDB0302439 (Rutinose)

3D Structure for HMDB0302439 (Rutinose)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra