Chemical Components in the PDB

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CEZ : Summary

Code

CEZ

One-letter code

X

Molecule name

4-O-beta-D-glucopyranosyl-D-gluconic acid

Systematic names

ProgramVersionName
ACDLabs 12.01 4-O-beta-D-glucopyranosyl-D-gluconic acid
OpenEye OEToolkits 1.9.2 (2R,3R,4R,5R)-4-[(2S,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-2,3,5,6-tetrakis(oxidanyl)hexanoi c acid

Formula

C12 H22 O12

Formal charge

0

Molecular weight

358.296 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 12.01 O(C(C(C(C(O)=O)O)O)C(O)CO)C1OC(CO)C(O)C(C1O)O
SMILES CACTVS 3.385 OC[CH](O)[CH](O[CH]1O[CH](CO)[CH](O)[CH](O)[CH]1O)[CH](O)[CH](O)C(O)=O
SMILES OpenEye OEToolkits 1.9.2 C(C1C(C(C(C(O1)OC(C(CO)O)C(C(C(=O)O)O)O)O)O)O)O
Canonical SMILES CACTVS 3.385 OC[C@@H](O)[C@@H](O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)[C@H](O)[C@@H](O)C(O)=O
Canonical SMILES OpenEye OEToolkits 1.9.2 C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@H]([C@@H](CO)O)[C@@H]([C@H](C(=O)O)O)O)O)O)O)O

IUPAC InChI

InChI=1S/C12H22O12/c13-1-3(15)10(7(18)8(19)11(21)22)24-12-9(20)6(17)5(16)4(2-14)23-12/h3-10,12-20H,1-2H2,(H,21,22)/t3-,4-,5-,6+,7-,8-,9-,10-,12+/m1/s1

IUPAC InChI key

JYTUSYBCFIZPBE-ZNLUKOTNSA-N
CEZ

wwPDB Information

Atom count

46 (24 without Hydrogen)

Polymer type

Saccharide

Type description

D-saccharide

Type code

ATOMS

Is modified

Yes

Standard parent

BGC

Defined at

2015-05-12

Last modified at

2020-07-17

Status

Released

Obsoleted

Not Assigned



CEZ : Atoms of Molecule

Total Number of Atoms: 46
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 O1 O O1 N N N 0 -0.376 -0.689 -0.6
2 C1 C C1 S N N 0 0.962 -0.531 -0.125
3 C2 C C2 R N N 0 1.937 -0.635 -1.301
4 O2 O O2 N N N 0 1.841 -1.936 -1.886
5 O5 O O5 N N N 0 1.1 0.75 0.494
6 C5 C C5 R N N 0 2.401 1.002 1.03
7 C4 C C4 S N N 0 3.434 0.959 -0.1
8 O4 O O4 N N N 0 4.742 1.155 0.441
9 C3 C C3 S N N 0 3.364 -0.405 -0.793
10 O3 O O3 N N N 0 4.273 -0.428 -1.895
11 C6 C C6 N N N 0 2.423 2.383 1.688
12 O6 O O6 N N N 0 1.543 2.387 2.814
13 O12 O O12 N N N 0 -4.424 2.388 0.293
14 C11 C C11 N N N 0 -3.388 2.224 -0.544
15 O11 O O11 N N N 0 -3.421 2.713 -1.649
16 C21 C C21 R N N 0 -2.184 1.43 -0.108
17 O21 O O21 N N N 0 -1.177 1.496 -1.12
18 C31 C C31 R N N 0 -2.588 -0.029 0.115
19 O31 O O31 N N N 0 -3.207 -0.537 -1.068
20 C41 C C41 R N N 0 -1.344 -0.86 0.437
21 C51 C C51 R N N 0 -1.73 -2.337 0.537
22 O51 O O51 N N N 0 -2.779 -2.492 1.494
23 C61 C C61 N N N 0 -0.512 -3.153 0.977
24 O61 O O61 N N N 0 -0.841 -4.543 0.964
25 H1 H H1 N N N 0 1.185 -1.312 0.603
26 H2 H H2 N N N 0 1.69 0.119 -2.047
27 HO2 H H3 N N Y 0 0.962 -2.15 -2.225
28 H5 H H4 N N N 0 2.642 0.241 1.772
29 H4 H H5 N N N 0 3.217 1.746 -0.822
30 HO4 H H6 N N Y 0 5.447 1.139 -0.22
31 H3 H H7 N N N 0 3.629 -1.189 -0.083
32 HO3 H H8 N N Y 0 4.276 -1.262 -2.385
33 H61 H H9 N N N 0 3.436 2.612 2.018
34 H62 H H10 N N N 0 2.096 3.134 0.969
35 HO6 H H11 N N Y 0 1.506 3.233 3.282
36 H12 H H12 N N N 0 -5.173 2.905 -0.032
37 H13 H H13 N N N 0 -1.793 1.844 0.822
38 H14 H H14 N N N 0 -1.456 1.143 -1.976
39 H15 H H15 N N N 0 -3.29 -0.088 0.947
40 H16 H H16 N N N 0 -2.639 -0.515 -1.85
41 H17 H H17 N N N 0 -0.923 -0.529 1.386
42 H18 H H18 N N N 0 -2.071 -2.69 -0.437
43 H19 H H19 N N N 0 -2.545 -2.197 2.385
44 H20 H H20 N N N 0 0.316 -2.968 0.293
45 H21 H H21 N N N 0 -0.223 -2.857 1.986
46 H22 H H22 N N N 0 -0.114 -5.122 1.233



CEZ : Chemical Bonds

Total Number of Bonds: 46
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 O2 C2 O C sing 1.43 N N
2 O3 C3 O C sing 1.43 N N
3 C3 C2 C C sing 1.53 N N
4 C3 C4 C C sing 1.53 N N
5 C2 C1 C C sing 1.53 N N
6 O61 C61 O C sing 1.43 N N
7 C61 C51 C C sing 1.53 N N
8 O4 C4 O C sing 1.43 N N
9 O51 C51 O C sing 1.43 N N
10 C1 O1 C O sing 1.43 N N
11 C1 O5 C O sing 1.43 N N
12 C4 C5 C C sing 1.53 N N
13 O1 C41 O C sing 1.43 N N
14 C51 C41 C C sing 1.53 N N
15 C5 O5 C O sing 1.43 N N
16 C5 C6 C C sing 1.53 N N
17 C41 C31 C C sing 1.53 N N
18 C31 O31 C O sing 1.43 N N
19 C31 C21 C C sing 1.53 N N
20 C6 O6 C O sing 1.43 N N
21 C21 O21 C O sing 1.43 N N
22 C21 C11 C C sing 1.51 N N
23 O11 C11 O C doub 1.21 N N
24 C11 O12 C O sing 1.34 N N
25 C1 H1 C H sing 1.09 N N
26 C2 H2 C H sing 1.09 N N
27 O2 HO2 O H sing 0.97 N N
28 C5 H5 C H sing 1.09 N N
29 C4 H4 C H sing 1.09 N N
30 O4 HO4 O H sing 0.97 N N
31 C3 H3 C H sing 1.09 N N
32 O3 HO3 O H sing 0.97 N N
33 C6 H61 C H sing 1.09 N N
34 C6 H62 C H sing 1.09 N N
35 O6 HO6 O H sing 0.97 N N
36 O12 H12 O H sing 0.97 N N
37 C21 H13 C H sing 1.09 N N
38 O21 H14 O H sing 0.97 N N
39 C31 H15 C H sing 1.09 N N
40 O31 H16 O H sing 0.97 N N
41 C41 H17 C H sing 1.09 N N
42 C51 H18 C H sing 1.09 N N
43 O51 H19 O H sing 0.97 N N
44 C61 H20 C H sing 1.09 N N
45 C61 H21 C H sing 1.09 N N
46 O61 H22 O H sing 0.97 N N



CEZ : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
CEZ 4zlf Open in New Window Bound ligand 1 1