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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:44:46 UTC

HMDB ID

HMDB0000055

Secondary Accession Numbers

HMDB00055

Metabolite Identification

Common Name

Cellobiose

Description

Cellobiose, also known as GLCB1-4GLCB or cellose, is a disaccharide. It is also classified as a reducing sugar. In terms of its chemical structure, it is derived from the condensation of a pair beta-glucose molecules creating a beta (1‚Üí4) bond. It belongs to the class of organic compounds known as O-glycosyl compounds. These are glycosides in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Cellobiose can be obtained by enzymatic hydrolysis of cellulose and cellulose-rich materials such as cotton, jute, or paper. Cellobiose is a plant metabolite found in flowering plants, conifers and other gymnosperms. Cellobiose can also be found in vertebrates that have consumed plant foods. It has been detected, but not quantified in, several different foods, such as okra, common chokecherries, cherry tomatoes, and welsh onions. Cellobiose can be used as an indicator carbohydrate for Crohn's disease and malabsorption syndrome. Intestinal permeability to detect Crohn's disease and malabsorption syndrome can be measured by the sugar absorption test. This test is based on determining the ratio of the urinary excretion of a large (a disaccharide such as cellobiose) and a small carbohydrate (a monosaccharide such as lactulose or rhamnose) after oral administration. Patients with Crohn's disease or with ulcerative colitis have increased permeability indices in comparison to healthy controls (PMID: 15546811 ).

Structure

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

     RDKit          3D

 45 46  0  0  0  0  0  0  0  0999 V2000
    3.4195    1.8259    2.6032 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175    1.5146    1.2885 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1071    0.2550    0.8180 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7634    0.4904    0.8562 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9653   -0.5080    0.3718 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0533    0.1142   -0.3883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3083   -0.1331    0.1295 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1143   -0.8945   -0.8827 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0011   -1.9344   -0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5634   -2.7904   -1.1550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7938   -0.1120   -1.7759 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7013    0.7556   -1.2429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9609    0.1244   -1.1856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3617    1.3087    0.0958 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6945    2.6805    0.1342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9275    1.1954    0.4849 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8407    1.3592    1.8772 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6590   -1.4648   -0.5510 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4889   -2.3615    0.1111 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5695   -0.6187   -1.4508 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8522    0.3914   -2.0820 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6503   -0.0792   -0.5410 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6732   -1.0179   -0.3786 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8823    2.6616    2.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4738    2.3846    0.6623 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9042    1.4131    1.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3585   -0.5301    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4580   -1.0502    1.2154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2356   -0.7780    1.0452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3767   -1.5020   -1.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3614   -2.5604    0.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7913   -1.4979    0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8983   -3.2498   -1.7040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8137    1.6073   -1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6406    0.7827   -0.8653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9886    0.8425    0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3075    3.0744    0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3789    2.0534    0.0181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9278    1.0336    2.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9349   -2.0435   -1.1355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1436   -2.5716    1.0245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0006   -1.2576   -2.2583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7810    1.2174   -1.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0940    0.7938   -1.0563 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0444   -0.9243    0.5383 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  6
 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>
HMDB0000055

> <DATABASE_NAME>
hmdb

> <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

$$$$

10712
  -OEChem-10221910583D

 45 46  0     1  0  0  0  0  0999 V2000
   -0.1014    0.8340    0.8158 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3535   -0.7755   -0.0428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3893    0.7192   -0.7935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9150   -1.9196    1.1511 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0271    2.6980    0.8690 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6430    1.3725    1.1539 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9338   -0.7262   -0.8125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8364   -2.0982    1.4895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2227   -0.7021   -0.5444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6752    3.2826   -1.4833 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4650   -2.9979   -1.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2099    0.2345    0.1502 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8308   -0.8272    1.0581 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1125    0.6229    0.0953 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2346    1.3159   -0.2004 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2455    1.2874    0.8771 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6067    0.9810    0.2522 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7632   -0.5137   -0.0278 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1623   -1.3259    0.4962 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5451   -1.0560   -0.7793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0690   -0.1612    0.0983 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6733    2.3233   -1.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6245   -2.5678   -0.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9039   -0.2567   -0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9558   -0.4438    2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0105    1.0834   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5471    1.8655    0.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292    0.9702    1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7527    1.5698   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9017   -1.0493    0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4568   -0.5950   -1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9790   -1.9910   -0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4248    0.3960    0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3930    1.8420   -2.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8031    2.8504   -0.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6528   -3.0896   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5015   -2.8585   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8293   -2.3165    0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334    2.9988   -0.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4924    1.1528    0.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170   -0.2605   -1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6800   -2.3938    1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442   -1.4467   -1.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4457    2.8068   -1.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6919   -2.7099   -1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  1 14  1  0  0  0  0
  2 14  1  0  0  0  0
  2 20  1  0  0  0  0
  3 15  1  0  0  0  0
  3 21  1  0  0  0  0
  4 13  1  0  0  0  0
  4 38  1  0  0  0  0
  5 16  1  0  0  0  0
  5 39  1  0  0  0  0
  6 17  1  0  0  0  0
  6 40  1  0  0  0  0
  7 18  1  0  0  0  0
  7 41  1  0  0  0  0
  8 19  1  0  0  0  0
  8 42  1  0  0  0  0
  9 21  1  0  0  0  0
  9 43  1  0  0  0  0
 10 22  1  0  0  0  0
 10 44  1  0  0  0  0
 11 23  1  0  0  0  0
 11 45  1  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 12 24  1  0  0  0  0
 13 19  1  0  0  0  0
 13 25  1  0  0  0  0
 14 16  1  0  0  0  0
 14 26  1  0  0  0  0
 15 22  1  0  0  0  0
 15 27  1  0  0  0  0
 16 17  1  0  0  0  0
 16 28  1  0  0  0  0
 17 18  1  0  0  0  0
 17 29  1  0  0  0  0
 18 20  1  0  0  0  0
 18 30  1  0  0  0  0
 19 21  1  0  0  0  0
 19 32  1  0  0  0  0
 20 23  1  0  0  0  0
 20 31  1  0  0  0  0
 21 33  1  0  0  0  0
 22 34  1  0  0  0  0
 22 35  1  0  0  0  0
 23 36  1  0  0  0  0
 23 37  1  0  0  0  0
M  END
> <PUBCHEM_COMPOUND_CID>
10712

> <PUBCHEM_CONFORMER_RMSD>
0.8

> <PUBCHEM_CONFORMER_DIVERSEORDER>
1
113
54
90
114
37
56
20
78
74
39
95
41
10
36
61
7
27
121
80
18
127
24
107
122
92
12
91
116
94
130
60
110
58
57
132
124
86
97
89
31
69
103
4
102
101
136
67
35
14
133
46
59
106
88
118
26
123
17
93
99
48
19
84
135
30
40
38
115
96
49
72
8
117
131
15
128
120
22
105
71
34
50
129
73
81
33
76
79
2
77
52
6
126
111
23
63
100
112
9
64
11
32
125
62
65
70
42
55
104
21
53
51
66
3
5
45
85
28
75
82
43
47
134
98
108
83
119
16
44
109
13
25
29
87
68

> <PUBCHEM_MMFF94_PARTIAL_CHARGES>
31
1 -0.56
10 -0.68
11 -0.68
12 0.28
13 0.28
14 0.56
15 0.28
16 0.28
17 0.28
18 0.28
19 0.28
2 -0.56
20 0.28
21 0.56
22 0.28
23 0.28
3 -0.56
38 0.4
39 0.4
4 -0.68
40 0.4
41 0.4
42 0.4
43 0.4
44 0.4
45 0.4
5 -0.68
6 -0.68
7 -0.68
8 -0.68
9 -0.68

> <PUBCHEM_EFFECTIVE_ROTOR_COUNT>
6.4

> <PUBCHEM_PHARMACOPHORE_FEATURES>
21
1 1 acceptor
1 10 acceptor
1 10 donor
1 11 acceptor
1 11 donor
1 2 acceptor
1 3 acceptor
1 4 acceptor
1 4 donor
1 5 acceptor
1 5 donor
1 6 acceptor
1 6 donor
1 7 acceptor
1 7 donor
1 8 acceptor
1 8 donor
1 9 acceptor
1 9 donor
6 2 14 16 17 18 20 rings
6 3 12 13 15 19 21 rings

> <PUBCHEM_HEAVY_ATOM_COUNT>
23

> <PUBCHEM_ATOM_DEF_STEREO_COUNT>
10

> <PUBCHEM_ATOM_UDEF_STEREO_COUNT>
0

> <PUBCHEM_BOND_DEF_STEREO_COUNT>
0

> <PUBCHEM_BOND_UDEF_STEREO_COUNT>
0

> <PUBCHEM_ISOTOPIC_ATOM_COUNT>
0

> <PUBCHEM_COMPONENT_COUNT>
1

> <PUBCHEM_CACTVS_TAUTO_COUNT>
1

> <PUBCHEM_CONFORMER_ID>
000029D800000001

> <PUBCHEM_MMFF94_ENERGY>
63.8763

> <PUBCHEM_FEATURE_SELFOVERLAP>
106.717

> <PUBCHEM_SHAPE_FINGERPRINT>
10366900 7 18409736161739202990
10498660 4 17895184459915975125
1100329 8 13292254385045638555
12236239 1 15985108530610277259
12403259 226 18409448124010207656
12553582 1 17335920988594203294
12596602 18 15985100864236383971
13402501 40 18410292527359884426
14251757 17 18266740177626329137
14386348 63 18409171030121795283
15219456 202 18413108385307713848
15375358 24 18410293644109709250
15635459 17 18341899558559923782
15961568 22 17823137994328761356
17357779 13 18335695070489773661
18186145 218 18265333897928080008
19049666 15 18266178340027252272
19141452 34 18342181124379872163
19433438 38 18338797814867157142
200 152 17704071802471984979
20600515 1 17242163780746171389
20645477 70 17846498102328218564
20693207 138 18268724813373644150
21285901 2 18407757036988823991
221357 26 18340202999301643125
221490 88 18341620270006358006
22182313 1 18343014489668840608
22802520 49 18409732841961481249
23402539 116 18115575084455177251
23526113 38 18268712714424585530
23557571 272 18260269616285193173
23559900 14 18335421274745815428
238 59 18125974174935709183
2748010 2 18343586252974060256
33824 294 18273215317930850882
5104073 3 18341613694200204784
58051976 378 18333444352580435853
59755656 215 18335696109766227605
621550 34 18341047505646359885
6913067 236 18269257114334783083
7399639 24 18341038718154068728
81228 2 18113909247278085889
9709674 26 18410294674980948935

> <PUBCHEM_SHAPE_MULTIPOLES>
408.77
9.05
3.04
1.29
0.16
0.32
0.11
-1.1
0.2
0.1
0.91
0.14
-0.1
2.84

> <PUBCHEM_SHAPE_SELFOVERLAP>
836.426

> <PUBCHEM_SHAPE_VOLUME>
230.7

> <PUBCHEM_COORDINATE_TYPE>
2
5
10

$$$$

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    https://cactus.nci.nih.gov/chemical/structure/OC%5BC@H%5D1O%5BC@@H%5D(O%5BC@H... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  O   UNL     1      -1.684   3.353  -0.868  1.00  0.00           O  
HETATM    2  C   UNL     1      -2.729   2.632  -0.211  1.00  0.00           C  
HETATM    3  C   UNL     1      -2.566   1.136  -0.483  1.00  0.00           C  
HETATM    4  H   UNL     1      -2.528   0.963  -1.558  1.00  0.00           H  
HETATM    5  O   UNL     1      -1.354   0.672   0.117  1.00  0.00           O  
HETATM    6  C   UNL     1      -1.090  -0.716  -0.099  1.00  0.00           C  
HETATM    7  H   UNL     1      -1.033  -0.912  -1.169  1.00  0.00           H  
HETATM    8  O   UNL     1       0.151  -1.066   0.517  1.00  0.00           O  
HETATM    9  C   UNL     1       1.289  -0.423  -0.062  1.00  0.00           C  
HETATM   10  H   UNL     1       1.101  -0.233  -1.119  1.00  0.00           H  
HETATM   11  C   UNL     1       1.549   0.904   0.658  1.00  0.00           C  
HETATM   12  H   UNL     1       1.686   0.719   1.724  1.00  0.00           H  
HETATM   13  O   UNL     1       0.436   1.779   0.464  1.00  0.00           O  
HETATM   14  C   UNL     1       2.815   1.545   0.082  1.00  0.00           C  
HETATM   15  H   UNL     1       2.659   1.775  -0.972  1.00  0.00           H  
HETATM   16  O   UNL     1       3.107   2.749   0.795  1.00  0.00           O  
HETATM   17  C   UNL     1       3.984   0.568   0.226  1.00  0.00           C  
HETATM   18  H   UNL     1       4.165   0.370   1.282  1.00  0.00           H  
HETATM   19  O   UNL     1       5.156   1.137  -0.360  1.00  0.00           O  
HETATM   20  O   UNL     1       3.664  -0.656  -0.440  1.00  0.00           O  
HETATM   21  C   UNL     1       2.517  -1.325   0.086  1.00  0.00           C  
HETATM   22  H   UNL     1       2.677  -1.548   1.140  1.00  0.00           H  
HETATM   23  C   UNL     1       2.290  -2.629  -0.683  1.00  0.00           C  
HETATM   24  O   UNL     1       3.385  -3.517  -0.449  1.00  0.00           O  
HETATM   25  C   UNL     1      -2.217  -1.550   0.514  1.00  0.00           C  
HETATM   26  H   UNL     1      -2.249  -1.384   1.591  1.00  0.00           H  
HETATM   27  O   UNL     1      -1.984  -2.935   0.251  1.00  0.00           O  
HETATM   28  C   UNL     1      -3.552  -1.126  -0.108  1.00  0.00           C  
HETATM   29  H   UNL     1      -3.539  -1.338  -1.177  1.00  0.00           H  
HETATM   30  O   UNL     1      -4.618  -1.850   0.510  1.00  0.00           O  
HETATM   31  C   UNL     1      -3.753   0.376   0.115  1.00  0.00           C  
HETATM   32  H   UNL     1      -3.815   0.580   1.184  1.00  0.00           H  
HETATM   33  O   UNL     1      -4.960   0.796  -0.523  1.00  0.00           O  
HETATM   34  H   UNL     1      -1.725   4.310  -0.739  1.00  0.00           H  
HETATM   35  H   UNL     1      -2.678   2.815   0.862  1.00  0.00           H  
HETATM   36  H   UNL     1      -3.695   2.967  -0.591  1.00  0.00           H  
HETATM   37  H   UNL     1       0.533   2.640   0.894  1.00  0.00           H  
HETATM   38  H   UNL     1       3.898   3.209   0.483  1.00  0.00           H  
HETATM   39  H   UNL     1       5.938   0.571  -0.305  1.00  0.00           H  
HETATM   40  H   UNL     1       1.365  -3.095  -0.342  1.00  0.00           H  
HETATM   41  H   UNL     1       2.217  -2.414  -1.749  1.00  0.00           H  
HETATM   42  H   UNL     1       3.308  -4.365  -0.906  1.00  0.00           H  
HETATM   43  H   UNL     1      -1.153  -3.270   0.613  1.00  0.00           H  
HETATM   44  H   UNL     1      -4.551  -2.809   0.412  1.00  0.00           H  
HETATM   45  H   UNL     1      -5.754   0.350  -0.195  1.00  0.00           H  
CONECT    1    2   34                                                 
CONECT    2    1    3   35   36                                       
CONECT    3    2    4    5   31                                       
CONECT    4    3                                                      
CONECT    5    3    6                                                 
CONECT    6    5    7    8   25                                       
CONECT    7    6                                                      
CONECT    8    6    9                                                 
CONECT    9    8   10   11   21                                       
CONECT   10    9                                                      
CONECT   11    9   12   13   14                                       
CONECT   12   11                                                      
CONECT   13   11   37                                                 
CONECT   14   11   15   16   17                                       
CONECT   15   14                                                      
CONECT   16   14   38                                                 
CONECT   17   14   18   19   20                                       
CONECT   18   17                                                      
CONECT   19   17   39                                                 
CONECT   20   17   21                                                 
CONECT   21   20   22    9   23                                       
CONECT   22   21                                                      
CONECT   23   21   24   40   41                                       
CONECT   24   23   42                                                 
CONECT   25    6   26   27   28                                       
CONECT   26   25                                                      
CONECT   27   25   43                                                 
CONECT   28   25   29   30   31                                       
CONECT   29   28                                                      
CONECT   30   28   44                                                 
CONECT   31   28   32    3   33                                       
CONECT   32   31                                                      
CONECT   33   31   45                                                 
CONECT   34    1                                                      
CONECT   35    2                                                      
CONECT   36    2                                                      
CONECT   37   13                                                      
CONECT   38   16                                                      
CONECT   39   19                                                      
CONECT   40   23                                                      
CONECT   41   23                                                      
CONECT   42   24                                                      
CONECT   43   27                                                      
CONECT   44   30                                                      
CONECT   45   33                                                      
MASTER        0    0    0    0    0    0    0    0   45    0   45    0
END

10712
  -OEChem-10221910583D

45 46  0     1  0  0  0  0  0999 V2000
   -0.1014    0.8340    0.8158 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3535   -0.7755   -0.0428 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3893    0.7192   -0.7935 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9150   -1.9196    1.1511 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0271    2.6980    0.8690 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6430    1.3725    1.1539 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9338   -0.7262   -0.8125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8364   -2.0982    1.4895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2227   -0.7021   -0.5444 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6752    3.2826   -1.4833 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4650   -2.9979   -1.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2099    0.2345    0.1502 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8308   -0.8272    1.0581 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1125    0.6229    0.0953 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2346    1.3159   -0.2004 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2455    1.2874    0.8771 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6067    0.9810    0.2522 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7632   -0.5137   -0.0278 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1623   -1.3259    0.4962 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5451   -1.0560   -0.7793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0690   -0.1612    0.0983 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6733    2.3233   -1.1989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6245   -2.5678   -0.9672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9039   -0.2567   -0.7858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9558   -0.4438    2.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0105    1.0834   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5471    1.8655    0.6980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2292    0.9702    1.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7527    1.5698   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9017   -1.0493    0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4568   -0.5950   -1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9790   -1.9910   -0.3570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4248    0.3960    0.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3930    1.8420   -2.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8031    2.8504   -0.7981 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6528   -3.0896   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5015   -2.8585   -1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8293   -2.3165    0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0334    2.9988   -0.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4924    1.1528    0.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8170   -0.2605   -1.6582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6800   -2.3938    1.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442   -1.4467   -1.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4457    2.8068   -1.8379 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6919   -2.7099   -1.1431 H   0  0  0  0  0  0  0  0  0  0  0  0
  1 12  1  0  0  0  0
  1 14  1  0  0  0  0
  2 14  1  0  0  0  0
  2 20  1  0  0  0  0
  3 15  1  0  0  0  0
  3 21  1  0  0  0  0
  4 13  1  0  0  0  0
  4 38  1  0  0  0  0
  5 16  1  0  0  0  0
  5 39  1  0  0  0  0
  6 17  1  0  0  0  0
  6 40  1  0  0  0  0
  7 18  1  0  0  0  0
  7 41  1  0  0  0  0
  8 19  1  0  0  0  0
  8 42  1  0  0  0  0
  9 21  1  0  0  0  0
  9 43  1  0  0  0  0
 10 22  1  0  0  0  0
 10 44  1  0  0  0  0
 11 23  1  0  0  0  0
 11 45  1  0  0  0  0
 12 13  1  0  0  0  0
 12 15  1  0  0  0  0
 12 24  1  0  0  0  0
 13 19  1  0  0  0  0
 13 25  1  0  0  0  0
 14 16  1  0  0  0  0
 14 26  1  0  0  0  0
 15 22  1  0  0  0  0
 15 27  1  0  0  0  0
 16 17  1  0  0  0  0
 16 28  1  0  0  0  0
 17 18  1  0  0  0  0
 17 29  1  0  0  0  0
 18 20  1  0  0  0  0
 18 30  1  0  0  0  0
 19 21  1  0  0  0  0
 19 32  1  0  0  0  0
 20 23  1  0  0  0  0
 20 31  1  0  0  0  0
 21 33  1  0  0  0  0
 22 34  1  0  0  0  0
 22 35  1  0  0  0  0
 23 36  1  0  0  0  0
 23 37  1  0  0  0  0
M  END
> <PUBCHEM_COMPOUND_CID>
10712

> <PUBCHEM_CONFORMER_RMSD>
0.8

> <PUBCHEM_CONFORMER_DIVERSEORDER>
1
113
54
90
114
37
56
20
78
74
39
95
41
10
36
61
7
27
121
80
18
127
24
107
122
92
12
91
116
94
130
60
110
58
57
132
124
86
97
89
31
69
103
4
102
101
136
67
35
14
133
46
59
106
88
118
26
123
17
93
99
48
19
84
135
30
40
38
115
96
49
72
8
117
131
15
128
120
22
105
71
34
50
129
73
81
33
76
79
2
77
52
6
126
111
23
63
100
112
9
64
11
32
125
62
65
70
42
55
104
21
53
51
66
3
5
45
85
28
75
82
43
47
134
98
108
83
119
16
44
109
13
25
29
87
68

> <PUBCHEM_MMFF94_PARTIAL_CHARGES>
31
1 -0.56
10 -0.68
11 -0.68
12 0.28
13 0.28
14 0.56
15 0.28
16 0.28
17 0.28
18 0.28
19 0.28
2 -0.56
20 0.28
21 0.56
22 0.28
23 0.28
3 -0.56
38 0.4
39 0.4
4 -0.68
40 0.4
41 0.4
42 0.4
43 0.4
44 0.4
45 0.4
5 -0.68
6 -0.68
7 -0.68
8 -0.68
9 -0.68

> <PUBCHEM_EFFECTIVE_ROTOR_COUNT>
6.4

> <PUBCHEM_PHARMACOPHORE_FEATURES>
21
1 1 acceptor
1 10 acceptor
1 10 donor
1 11 acceptor
1 11 donor
1 2 acceptor
1 3 acceptor
1 4 acceptor
1 4 donor
1 5 acceptor
1 5 donor
1 6 acceptor
1 6 donor
1 7 acceptor
1 7 donor
1 8 acceptor
1 8 donor
1 9 acceptor
1 9 donor
6 2 14 16 17 18 20 rings
6 3 12 13 15 19 21 rings

> <PUBCHEM_HEAVY_ATOM_COUNT>
23

> <PUBCHEM_ATOM_DEF_STEREO_COUNT>
10

> <PUBCHEM_ATOM_UDEF_STEREO_COUNT>
0

> <PUBCHEM_BOND_DEF_STEREO_COUNT>
0

> <PUBCHEM_BOND_UDEF_STEREO_COUNT>
0

> <PUBCHEM_ISOTOPIC_ATOM_COUNT>
0

> <PUBCHEM_COMPONENT_COUNT>
1

> <PUBCHEM_CACTVS_TAUTO_COUNT>
1

> <PUBCHEM_CONFORMER_ID>
000029D800000001

> <PUBCHEM_MMFF94_ENERGY>
63.8763

> <PUBCHEM_FEATURE_SELFOVERLAP>
106.717

> <PUBCHEM_SHAPE_FINGERPRINT>
10366900 7 18409736161739202990
10498660 4 17895184459915975125
1100329 8 13292254385045638555
12236239 1 15985108530610277259
12403259 226 18409448124010207656
12553582 1 17335920988594203294
12596602 18 15985100864236383971
13402501 40 18410292527359884426
14251757 17 18266740177626329137
14386348 63 18409171030121795283
15219456 202 18413108385307713848
15375358 24 18410293644109709250
15635459 17 18341899558559923782
15961568 22 17823137994328761356
17357779 13 18335695070489773661
18186145 218 18265333897928080008
19049666 15 18266178340027252272
19141452 34 18342181124379872163
19433438 38 18338797814867157142
200 152 17704071802471984979
20600515 1 17242163780746171389
20645477 70 17846498102328218564
20693207 138 18268724813373644150
21285901 2 18407757036988823991
221357 26 18340202999301643125
221490 88 18341620270006358006
22182313 1 18343014489668840608
22802520 49 18409732841961481249
23402539 116 18115575084455177251
23526113 38 18268712714424585530
23557571 272 18260269616285193173
23559900 14 18335421274745815428
238 59 18125974174935709183
2748010 2 18343586252974060256
33824 294 18273215317930850882
5104073 3 18341613694200204784
58051976 378 18333444352580435853
59755656 215 18335696109766227605
621550 34 18341047505646359885
6913067 236 18269257114334783083
7399639 24 18341038718154068728
81228 2 18113909247278085889
9709674 26 18410294674980948935

> <PUBCHEM_SHAPE_MULTIPOLES>
408.77
9.05
3.04
1.29
0.16
0.32
0.11
-1.1
0.2
0.1
0.91
0.14
-0.1
2.84

> <PUBCHEM_SHAPE_SELFOVERLAP>
836.426

> <PUBCHEM_SHAPE_VOLUME>
230.7

> <PUBCHEM_COORDINATE_TYPE>
2
5
10

$$$$

View in JSmol View Stereo Labels

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

Chemical Formula

C₁₂H₂₂O₁₁

Average Molecular Weight

342.2965

Monoisotopic Molecular Weight

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 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Cytoplasm

Organ and components:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	229 - 230 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	111 mg/mL at 15 °C	Not Available
LogP	Not Available	Not Available

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

GC-MS

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 8 TMS)	splash10-0wmi-1794000000-0677096b4c9ccf48f063	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 8 TMS)	splash10-0uxr-1793000000-4b9e3693e06370d25b79	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (8 TMS)	splash10-0udi-0592000000-fd6c9b6fc37768f90f50	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0uxs-0951000000-5a3ac52d468ddc5c332a	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0uxr-0951000000-c862eeafae784cc54fa3	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03e9-4897000000-332d470623cd7f1e1ced	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-014i-3222149000-51b76bf2eab425e81425	2017-10-06	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-03e9-4897000000-332d470623cd7f1e1ced	2021-09-05	View Spectrum

LC-MS/MS

Spectrum Type	Description	Splash Key	Deposition Date	View
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-03di-0901000000-4f5e21e94576c46b5a30	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-000i-9300000000-e62e4ba03fc46e7f06bc	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000i-9000000000-ca047c1ce7b82c7aa87c	2012-07-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01tc-0419000000-7756e1f28bcc76e75af1	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03fr-1915000000-f7a01cbe1a1eba1f39b1	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01we-4920000000-0dcd848ee51f4218f67a	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-2379000000-abb41b2f1a43083992ca	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0200-3923000000-87a71f93194716a7f75d	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004l-6900000000-a0954b0f7ffc379d1dee	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000x-1069000000-9cd867711bca0eecf935	2021-09-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9365000000-65403961bfb5e35eaa0d	2021-09-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000l-9200000000-0de9785c1c5df1430dd2	2021-09-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-0109000000-9d0f9a68a67bafd734ab	2021-09-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01rw-3898000000-7f495a1bcfdbed6466c4	2021-09-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ti-9210000000-b8a83657f0266d372bee	2021-09-09	View Spectrum

NMR

Spectrum Type	Description	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	View Spectrum
2D NMR	[¹H, ¹H] 2D NMR Spectrum (predicted)	2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, H₂O, predicted)	2012-12-04	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Urine

Tissue Locations

Intestine
Spleen

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	28157703	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Bladder cancer	28157703	details

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

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

VMH ID

Not Available

MarkerDB ID

Not Available

References

Synthesis Reference

Machida, Makoto; Hosokawa, Koji. Enzymic preparation of cellooligosaccharide with cellulase. Jpn. Kokai Tokkyo Koho (2006), 20pp. CODEN: JKXXAF JP 2006204294 A 20060810 CAN 145:187210 AN 2006:786561

Material Safety Data Sheet (MSDS)

Download (PDF)

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. [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. [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. Epub 2005 Sep 8. [PubMed:16150825 ]
Cobden I, Hamilton I, Rothwell J, Axon AT: Cellobiose/mannitol test: physiological properties of probe molecules and influence of extraneous factors. Clin Chim Acta. 1985 May 15;148(1):53-62. [PubMed:3924445 ]
Welcker K, Martin A, Kolle P, Siebeck M, Gross M: Increased intestinal permeability in patients with inflammatory bowel disease. Eur J Med Res. 2004 Oct 29;9(10):456-60. [PubMed:15546811 ]
Calero M, Ghiso J: Radiolabeling of amyloid-beta peptides. Methods Mol Biol. 2005;299:325-48. [PubMed:15980615 ]
Sakamoto M, Huang Y, Umeda M, Ishikawa I, Benno Y: Prevotella multiformis sp. nov., isolated from human subgingival plaque. Int J Syst Evol Microbiol. 2005 Mar;55(Pt 2):815-9. [PubMed:15774668 ]
Hu WL, Chindemi PA, Regoeczi E: In vivo behaviour of rat transferrin bearing a hybrid glycan and its interaction with macrophages. Biochem Cell Biol. 1992 Aug;70(8):636-42. [PubMed:1476702 ]
Potier M, Dallaire L, Melancon SB: Occurrence and properties of fetal intestinal glycosidases (disaccharidases) in human amniotic fluid. Biol Neonate. 1975;27(3-4):141-52. [PubMed:241430 ]
Johansson AG, Sundqvist T, Skogh T: IgG immune complex binding to and activation of liver cells. An in vitro study with IgG immune complexes, Kupffer cells, sinusoidal endothelial cells and hepatocytes. Int Arch Allergy Immunol. 2000 Apr;121(4):329-36. [PubMed:10828724 ]
Kaczmarczyk A, Blom AM, Alston-Smith J, Sjoquist M, Fries E: Plasma bikunin: half-life and tissue uptake. Mol Cell Biochem. 2005 Mar;271(1-2):61-7. [PubMed:15881656 ]
Garcia-Martos P, Garcia-Agudo L, Ruiz-Aragon J, Saldarreaga A, Marin P: [Carbohydrate assimilation by clinical and environmental Rhodotorula glutinis strains]. Rev Iberoam Micol. 2004 Jun;21(2):90-2. [PubMed:15538836 ]
Juby LD, Rothwell J, Axon AT: Cellobiose/mannitol sugar test--a sensitive tubeless test for coeliac disease: results on 1010 unselected patients. Gut. 1989 Apr;30(4):476-80. [PubMed:2497056 ]
Morita T, Ozawa M, Ito H, Kimio S, Kiriyama S: Cellobiose is extensively digested in the small intestine by beta-galactosidase in rats. Nutrition. 2008 Nov-Dec;24(11-12):1199-204. doi: 10.1016/j.nut.2008.06.029. Epub 2008 Aug 26. [PubMed:18752931 ]

Enzymes

Enzyme Details

1. Glucosidase 2 subunit beta

General function:: Involved in calcium ion binding
Specific function:: Regulatory subunit of glucosidase II
Gene Name:: PRKCSH
Uniprot ID:: P14314
Molecular weight:: 59424.9

References

Morita T, Ozawa M, Ito H, Kimio S, Kiriyama S: Cellobiose is extensively digested in the small intestine by beta-galactosidase in rats. Nutrition. 2008 Nov-Dec;24(11-12):1199-204. doi: 10.1016/j.nut.2008.06.029. Epub 2008 Aug 26. [PubMed:18752931 ]

Enzyme Details

2. Glucosylceramidase

General function:: Involved in catalytic activity
Specific function:: Not Available
Gene Name:: GBA
Uniprot ID:: P04062
Molecular weight:: 59715.745

Enzyme Details

3. Cytosolic beta-glucosidase

General function:: Involved in hydrolase activity, hydrolyzing O-glycosyl compounds
Specific function:: Glycosidase probably involved in the intestinal absorption and metabolism of dietary flavonoid glycosides. Able to hydrolyze a broad variety of glycosides including phytoestrogens, flavonols, flavones, flavanones and cyanogens. Possesses beta-glycosylceramidase activity and may be involved in a nonlysosomal catabolic pathway of glycosylceramide.
Gene Name:: GBA3
Uniprot ID:: Q9H227
Molecular weight:: Not Available

Reactions

Cellobiose + Water → D-Glucose	details

References

Morita T, Ozawa M, Ito H, Kimio S, Kiriyama S: Cellobiose is extensively digested in the small intestine by beta-galactosidase in rats. Nutrition. 2008 Nov-Dec;24(11-12):1199-204. doi: 10.1016/j.nut.2008.06.029. Epub 2008 Aug 26. [PubMed:18752931 ]

Showing metabocard for Cellobiose (HMDB0000055)

MOL for HMDB0000055 (Cellobiose)

3D MOL for HMDB0000055 (Cellobiose)

3D SDF for HMDB0000055 (Cellobiose)

3D-SDF for HMDB0000055 (Cellobiose)

PDB for HMDB0000055 (Cellobiose)

3D PDB for HMDB0000055 (Cellobiose)

SMILES for HMDB0000055 (Cellobiose)

INCHI for HMDB0000055 (Cellobiose)

Structure for HMDB0000055 (Cellobiose)

3D Structure for HMDB0000055 (Cellobiose)

GC-MS

LC-MS/MS

NMR

Enzymes

References

Reactions

References