MiMeDB: Showing metabocard for Cellobiose (MMDBc0000017)

Plant

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:24:55 UTC

Update Date

2022-08-30 23:03:31 UTC

Metabolite ID

MMDBc0000017

Metabolite Identification

Common Name

Cellobiose

Description

Cellobiose is a disaccharide consisting of two glucose units in a beta (1-4) glycosidic linkage. Obtained from the partial hydrolysis of cellulose, cellobiose is commonly used as an indicator carbohydrate for intestinal permeability in Crohn's disease and malabsorption syndrome. This carbohydrate is exogenous and is a microbial breakdown product from plant material (cellulose). It is not produced by the body nor is it readily metabolized by the body, but may be found in some food products (vegetables, fruits, corn syrups, etc.). Recent studies have shown that cellobiose can be processed or metabolized by endogenous beta glycosidases in the mammalian small intestine (PMID 18752931 ). Cellobiose is also a microbe metabolite.

Structure

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

HMDB0000055
     RDKit          3D
Cellobiose
 45 46  0  0  0  0  0  0  0  0999 V2000
    3.3309    3.1106   -0.0570 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8681    1.8264   -0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9234    0.8488    0.6591 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7562    0.8385   -0.0256 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013   -0.2167    0.2525 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1979   -0.0650   -0.5516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4138   -0.0324    0.0976 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3925   -1.0811   -0.2961 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4082   -1.2915    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7688   -1.4531    2.0519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888   -0.9226   -1.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1027    0.3317   -2.0113 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2614    0.4426   -2.7949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1173    1.4377   -1.0125 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9913    2.6448   -1.7137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0168    1.3719   -0.0074 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4856    1.8336    1.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6306   -1.4808   -0.1454 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8482   -2.5948   -0.2414 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7418   -1.6433    0.9002 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4475   -2.8135    0.7010 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388   -0.4631    0.7581 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5355   -0.3776    1.8440 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3853    3.0330   -0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8652    1.8300    0.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416    1.5422   -1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8040    1.2495    1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6712   -0.3039    1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2022   -0.1527    1.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8322   -2.0566   -0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9870   -2.2225    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0836   -0.4180    0.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128   -0.5860    2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537    0.5154   -2.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0264    0.0279   -2.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1369    1.4818   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5779    2.5053   -2.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1858    2.0742   -0.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4736    1.8776    1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779   -1.2419   -1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3267   -3.2725   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2588   -1.6460    1.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3537   -2.6026    0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2701   -0.6041   -0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8406   -1.2810    2.1211 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
  8 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
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  7  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  1
  7 29  1  1
  8 30  1  6
  9 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  6
 13 35  1  0
 14 36  1  1
 15 37  1  0
 16 38  1  6
 17 39  1  0
 18 40  1  6
 19 41  1  0
 20 42  1  1
 21 43  1  0
 22 44  1  6
 23 45  1  0
M  END

Cellobiose.mol
  Mrv1652303182019232D          

 23 24  0  0  0  0            999 V2000
    0.8250    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6500    1.4289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8875    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4125   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4289    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8875   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  1  0  0  0
  4  6  1  0  0  0  0
  6  7  1  6  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
  8 10  1  0  0  0  0
 10 11  1  6  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  6  0  0  0
 19 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  1  0  0  0
 10 23  1  0  0  0  0
  3 23  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000017

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12+/m1/s1

> <INCHI_KEY>
GUBGYTABKSRVRQ-QRZGKKJRSA-N

> <FORMULA>
C12H22O11

> <MOLECULAR_WEIGHT>
342.2965

> <EXACT_MASS>
342.116211546

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.080234566711404

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol

> <ALOGPS_LOGP>
-3.01

> <JCHEM_LOGP>
-4.703374863666666

> <ALOGPS_LOGS>
0.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.173689317234608

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.254374125721942

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810835652988272

> <JCHEM_POLAR_SURFACE_AREA>
189.52999999999997

> <JCHEM_REFRACTIVITY>
68.3367

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.86e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
β-cellobiose

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000055
     RDKit          3D
Cellobiose
 45 46  0  0  0  0  0  0  0  0999 V2000
    3.3309    3.1106   -0.0570 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8681    1.8264   -0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9234    0.8488    0.6591 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7562    0.8385   -0.0256 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013   -0.2167    0.2525 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1979   -0.0650   -0.5516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4138   -0.0324    0.0976 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3925   -1.0811   -0.2961 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4082   -1.2915    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7688   -1.4531    2.0519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888   -0.9226   -1.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1027    0.3317   -2.0113 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2614    0.4426   -2.7949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1173    1.4377   -1.0125 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9913    2.6448   -1.7137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0168    1.3719   -0.0074 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4856    1.8336    1.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6306   -1.4808   -0.1454 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8482   -2.5948   -0.2414 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7418   -1.6433    0.9002 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4475   -2.8135    0.7010 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388   -0.4631    0.7581 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5355   -0.3776    1.8440 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3853    3.0330   -0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8652    1.8300    0.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416    1.5422   -1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8040    1.2495    1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6712   -0.3039    1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2022   -0.1527    1.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8322   -2.0566   -0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9870   -2.2225    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0836   -0.4180    0.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128   -0.5860    2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537    0.5154   -2.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0264    0.0279   -2.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1369    1.4818   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5779    2.5053   -2.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1858    2.0742   -0.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4736    1.8776    1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779   -1.2419   -1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3267   -3.2725   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2588   -1.6460    1.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3537   -2.6026    0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2701   -0.6041   -0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8406   -1.2810    2.1211 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
  8 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
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  7  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  1
  7 29  1  1
  8 30  1  6
  9 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  6
 13 35  1  0
 14 36  1  1
 15 37  1  0
 16 38  1  6
 17 39  1  0
 18 40  1  6
 19 41  1  0
 20 42  1  1
 21 43  1  0
 22 44  1  6
 23 45  1  0
M  END

HEADER    PROTEIN                                 18-MAR-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Cellobiose.mol                                    
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-MAR-20         0                                  
HETATM    1  O   UNK     0       1.540   5.335   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.770   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.080   2.667   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       3.850   4.001   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.390   1.334   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.080   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.850  -1.334   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.770  -1.334   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.540  -2.667   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.770  -4.001   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.540  -5.335   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.080  -2.667   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -3.850  -1.334   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.390  -1.334   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -3.080   0.000   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.850   1.334   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -0.770   1.334   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.770   1.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   23                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   21                                                  
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   13   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   12   22                                                  
CONECT   22   21                                                            
CONECT   23   10    3                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0000055
HETATM    1  O1  UNL     1       3.331   3.111  -0.057  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.868   1.826  -0.036  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.923   0.849   0.659  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.756   0.839  -0.026  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.901  -0.217   0.253  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.198  -0.065  -0.552  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.414  -0.032   0.098  1.00  0.00           C  
HETATM    8  C5  UNL     1      -2.392  -1.081  -0.296  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.408  -1.291   0.828  1.00  0.00           C  
HETATM   10  O4  UNL     1      -2.769  -1.453   2.052  1.00  0.00           O  
HETATM   11  O5  UNL     1      -2.989  -0.923  -1.510  1.00  0.00           O  
HETATM   12  C7  UNL     1      -3.103   0.332  -2.011  1.00  0.00           C  
HETATM   13  O6  UNL     1      -4.261   0.443  -2.795  1.00  0.00           O  
HETATM   14  C8  UNL     1      -3.117   1.438  -1.012  1.00  0.00           C  
HETATM   15  O7  UNL     1      -2.991   2.645  -1.714  1.00  0.00           O  
HETATM   16  C9  UNL     1      -2.017   1.372  -0.007  1.00  0.00           C  
HETATM   17  O8  UNL     1      -2.486   1.834   1.209  1.00  0.00           O  
HETATM   18  C10 UNL     1       1.631  -1.481  -0.145  1.00  0.00           C  
HETATM   19  O9  UNL     1       0.848  -2.595  -0.241  1.00  0.00           O  
HETATM   20  C11 UNL     1       2.742  -1.643   0.900  1.00  0.00           C  
HETATM   21  O10 UNL     1       3.447  -2.813   0.701  1.00  0.00           O  
HETATM   22  C12 UNL     1       3.639  -0.463   0.758  1.00  0.00           C  
HETATM   23  O11 UNL     1       4.535  -0.378   1.844  1.00  0.00           O  
HETATM   24  H1  UNL     1       2.385   3.033  -0.301  1.00  0.00           H  
HETATM   25  H2  UNL     1       4.865   1.830   0.447  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.042   1.542  -1.096  1.00  0.00           H  
HETATM   27  H4  UNL     1       2.804   1.249   1.696  1.00  0.00           H  
HETATM   28  H5  UNL     1       0.671  -0.304   1.333  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.202  -0.153   1.187  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.832  -2.057  -0.337  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.987  -2.222   0.648  1.00  0.00           H  
HETATM   32  H9  UNL     1      -4.084  -0.418   0.922  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.713  -0.586   2.487  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.254   0.515  -2.723  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.026   0.028  -2.299  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.137   1.482  -0.542  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.578   2.505  -2.606  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.186   2.074  -0.302  1.00  0.00           H  
HETATM   39  H16 UNL     1      -3.474   1.878   1.266  1.00  0.00           H  
HETATM   40  H17 UNL     1       2.178  -1.242  -1.097  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.327  -3.273  -0.764  1.00  0.00           H  
HETATM   42  H19 UNL     1       2.259  -1.646   1.910  1.00  0.00           H  
HETATM   43  H20 UNL     1       4.354  -2.603   0.402  1.00  0.00           H  
HETATM   44  H21 UNL     1       4.270  -0.604  -0.142  1.00  0.00           H  
HETATM   45  H22 UNL     1       4.841  -1.281   2.121  1.00  0.00           H  
CONECT    1    2   24
CONECT    2    3   25   26
CONECT    3    4   22   27
CONECT    4    5
CONECT    5    6   18   28
CONECT    6    7
CONECT    7    8   16   29
CONECT    8    9   11   30
CONECT    9   10   31   32
CONECT   10   33
CONECT   11   12
CONECT   12   13   14   34
CONECT   13   35
CONECT   14   15   16   36
CONECT   15   37
CONECT   16   17   38
CONECT   17   39
CONECT   18   19   20   40
CONECT   19   41
CONECT   20   21   22   42
CONECT   21   43
CONECT   22   23   44
CONECT   23   45
END

HMDB0000055
     RDKit          3D
Cellobiose
 45 46  0  0  0  0  0  0  0  0999 V2000
    3.3309    3.1106   -0.0570 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8681    1.8264   -0.0362 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9234    0.8488    0.6591 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7562    0.8385   -0.0256 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013   -0.2167    0.2525 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1979   -0.0650   -0.5516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4138   -0.0324    0.0976 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3925   -1.0811   -0.2961 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4082   -1.2915    0.8276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7688   -1.4531    2.0519 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888   -0.9226   -1.5102 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1027    0.3317   -2.0113 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2614    0.4426   -2.7949 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1173    1.4377   -1.0125 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9913    2.6448   -1.7137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0168    1.3719   -0.0074 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4856    1.8336    1.2090 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6306   -1.4808   -0.1454 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8482   -2.5948   -0.2414 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7418   -1.6433    0.9002 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4475   -2.8135    0.7010 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6388   -0.4631    0.7581 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5355   -0.3776    1.8440 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3853    3.0330   -0.3005 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8652    1.8300    0.4474 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0416    1.5422   -1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8040    1.2495    1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6712   -0.3039    1.3333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2022   -0.1527    1.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8322   -2.0566   -0.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9870   -2.2225    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0836   -0.4180    0.9222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128   -0.5860    2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2537    0.5154   -2.7225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0264    0.0279   -2.2989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1369    1.4818   -0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5779    2.5053   -2.6057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1858    2.0742   -0.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4736    1.8776    1.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1779   -1.2419   -1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3267   -3.2725   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2588   -1.6460    1.9098 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3537   -2.6026    0.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2701   -0.6041   -0.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8406   -1.2810    2.1211 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
  8 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
  5 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22  3  1  0
 16  7  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  1
  5 28  1  1
  7 29  1  1
  8 30  1  6
  9 31  1  0
  9 32  1  0
 10 33  1  0
 12 34  1  6
 13 35  1  0
 14 36  1  1
 15 37  1  0
 16 38  1  6
 17 39  1  0
 18 40  1  6
 19 41  1  0
 20 42  1  1
 21 43  1  0
 22 44  1  6
 23 45  1  0
M  END

Synonyms

Value	Source
1-beta-D-Glucopyranosyl-4-beta-D-glucopyranose	ChEBI
4-O-beta-D-Glucopyranosyl-beta-D-glucopyranose	ChEBI
beta-D-GLC-(1->4)-beta-D-GLC	ChEBI
beta-D-GLCP-(1->4)-beta-D-GLCP	ChEBI
beta-D-Glucosyl-(1->4)-beta-D-glucose	ChEBI
GLCB1-4GLCB	ChEBI
Glcbeta1-4glcbeta	ChEBI
1-b-D-Glucopyranosyl-4-b-D-glucopyranose	Generator
1-Β-D-glucopyranosyl-4-β-D-glucopyranose	Generator
4-O-b-D-Glucopyranosyl-b-D-glucopyranose	Generator
4-O-Β-D-glucopyranosyl-β-D-glucopyranose	Generator
b-D-GLC-(1->4)-b-D-GLC	Generator
Β-D-GLC-(1->4)-β-D-GLC	Generator
b-D-GLCP-(1->4)-b-D-GLCP	Generator
Β-D-GLCP-(1->4)-β-D-GLCP	Generator
b-D-Glucosyl-(1->4)-b-D-glucose	Generator
Β-D-glucosyl-(1->4)-β-D-glucose	Generator
4-(b-D-Glucosido)-D-glucose	HMDB
4-(b-delta-Glucosido)-delta-glucose	HMDB
4-(beta-D-Glucosido)-D-glucose	HMDB
4-(beta-delta-Glucosido)-delta-glucose	HMDB
4-beta-D-Glucopyranosyl-D-glucopyranose	HMDB
4-beta-delta-Glucopyranosyl-delta-glucopyranose	HMDB
4-O-b-D-Glucopyranosyl-D-glucose	HMDB
4-O-beta-D-Glucopyranosyl-D-glucose	HMDB
4-O-beta-delta-Glucopyranosyl-delta-glucose	HMDB
Cellose	HMDB
D-(+)-Cellobiose	HMDB
D-Cellobiose	HMDB
D-Glucosyl-b-(1->4)-D-glucose	HMDB
D-Glucosyl-beta-(1-4)-D-glucose	HMDB
D-Glucosyl-beta-(1->4)-D-glucose	HMDB
delta-(+)-Cellobiose	HMDB
delta-Cellobiose	HMDB
delta-Glucosyl-beta-(1-4)-delta-glucose	HMDB
delta-Glucosyl-beta-(1->4)-delta-glucose	HMDB
4 O beta D Glucopyranosyl D glucopyranose	HMDB
4-O-beta-D-Glucopyranosyl-D-glucopyranose	HMDB
b-Cellobiose	HMDB
Β-cellobiose	HMDB
CELLOBIOSE	ChEBI

Molecular Formula

C₁₂H₂₂O₁₁

Average Mass

342.2965

Monoisotopic Mass

342.116211546

IUPAC Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-{[(2R,3S,4R,5R,6R)-4,5,6-trihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy}oxane-3,4,5-triol

Traditional Name

β-cellobiose

CAS Registry Number

528-50-7

SMILES

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

InChI Identifier

InChI=1S/C12H22O11/c13-1-3-5(15)6(16)9(19)12(22-3)23-10-4(2-14)21-11(20)8(18)7(10)17/h3-20H,1-2H2/t3-,4-,5-,6+,7-,8-,9-,10-,11-,12+/m1/s1

InChI Key

GUBGYTABKSRVRQ-QRZGKKJRSA-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
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

cellobiose (CHEBI:36217 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	586 g/L	ALOGPS
logP	-3	ALOGPS
logP	-4.7	ChemAxon
logS	0.23	ALOGPS
pKa (Strongest Acidic)	11.25	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	189.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	68.34 m³·mol⁻¹	ChemAxon
Polarizability	31.08 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Intestine
Spleen
Urine

Tissue Locations

Intestine
Spleen

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192763	Glucosidase 2 subunit beta	Enzyme	P14314	Homo_sapiens
MMDBp0193267	Glucosylceramidase	Enzyme	P04062	Homo_sapiens
MMDBp0193791	Cytosolic beta-glucosidase	Unknown	Q9H227	Homo_sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	383	Human ; Human feces; Human vaginal fluid; Human pleural fluid plaque; Pig ; Cattle	Microbial culture; Metabolic reconstruction
Bacteria	Bacteroidetes	124	Human ; Human feces; Human appendix biopsy	Microbial culture; Metabolic reconstruction
Bacteria	Spirochaetes	4	Human feces	Microbial culture; Metabolic reconstruction
Bacteria	Proteobacteria	89	Human ; Human feces; Human feces; pleural fluid plaque; bal	Microbial culture; Metabolic reconstruction
Bacteria	Actinobacteria	87	Human feces; Human ; Human pleural fluid plaque; Human dental plaque; Human sputum	Microbial culture; Metabolic reconstruction
Archaea	Crenarchaeota	2	Human feces	Microbial culture; Metabolic reconstruction
Bacteria	Deinococcus-Thermus	1		Microbial culture
Bacteria	Ignavibacteriae	1	Human	Microbial culture
Bacteria	Chloroflexi	1		Microbial culture
Eukaryota/Fungi	Ascomycota	4	Human feces	Microbial culture; Unknown
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	5	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Bacteria	Thermotogae	1
Bacteria	Dictyoglomi	1

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human	Detected but not Quantified	Adult (>18 years old)	Both	Bladder cancer	HMDB	28157703
Human	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	28157703
Human Intestine	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Spleen	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Urine	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	28157703
Human	Detected but not Quantified				HMDB

External Links

HMDB ID

HMDB0000055

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Cellobiose

METLIN ID

3480

PubChem Compound

10712

PDB ID

Not Available

ChEBI ID

36217

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Matsuura Y: Degradation of konjac glucomannan by enzymes in human feces and formation of short-chain fatty acids by intestinal anaerobic bacteria. J Nutr Sci Vitaminol (Tokyo). 1998 Jun;44(3):423-36. doi: 10.3177/jnsv.44.423. [PubMed:9742462 ]
Nakamura S, Oku T, Ichinose M: Bioavailability of cellobiose by tolerance test and breath hydrogen excretion in humans. Nutrition. 2004 Nov-Dec;20(11-12):979-83. doi: 10.1016/j.nut.2004.08.005. [PubMed:15561487 ]
Cain WJ, Millar JS, Himebauch AS, Tietge UJ, Maugeais C, Usher D, Rader DJ: Lipoprotein [a] is cleared from the plasma primarily by the liver in a process mediated by apolipoprotein [a]. J Lipid Res. 2005 Dec;46(12):2681-91. doi: 10.1194/jlr.M500249-JLR200. Epub 2005 Sep 8. [PubMed:16150825 ]
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Showing metabocard for Cellobiose (MMDBc0000017)

MOL for #<Metabolite:0x00007f12405a8f80>

3D MOL for #<Metabolite:0x00007f12405a8f80>

3D SDF for #<Metabolite:0x00007f12405a8f80>

3D-SDF for #<Metabolite:0x00007f12405a8f80>

PDB for #<Metabolite:0x00007f12405a8f80>

3D PDB for #<Metabolite:0x00007f12405a8f80>

SMILES for #<Metabolite:0x00007f12405a8f80>

INCHI for #<Metabolite:0x00007f12405a8f80>

Structure for #<Metabolite:0x00007f12405a8f80>

3D Structure for #<Metabolite:0x00007f12405a8f80>