Chemical Components in the PDB

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  • BGP (Stereoisomer)
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  • M6P (Stereoisomer)
  • A6P (Stereoisomer)
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BG6 : Summary

Code

BG6

One-letter code

X

Molecule name

6-O-phosphono-beta-D-glucopyranose

Synonyms

BETA-D-GLUCOSE-6-PHOSPHATE
6-O-phosphono-beta-D-glucose
6-O-phosphono-D-glucose
6-O-phosphono-glucose

Systematic names

ProgramVersionName
ACDLabs 10.04 6-O-phosphono-beta-D-glucopyranose
OpenEye OEToolkits 1.5.0 [(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl dihydrogen phosphate

Formula

C6 H13 O9 P

Formal charge

0

Molecular weight

260.136 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=P(O)(O)OCC1OC(O)C(O)C(O)C1O
SMILES CACTVS 3.341 O[CH]1O[CH](CO[P](O)(O)=O)[CH](O)[CH](O)[CH]1O
SMILES OpenEye OEToolkits 1.5.0 C(C1C(C(C(C(O1)O)O)O)O)OP(=O)(O)O
Canonical SMILES CACTVS 3.341 O[C@@H]1O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H](O)[C@H]1O
Canonical SMILES OpenEye OEToolkits 1.5.0 C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)O)O)O)OP(=O)(O)O

IUPAC InChI

InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5-,6-/m1/s1

IUPAC InChI key

NBSCHQHZLSJFNQ-VFUOTHLCSA-N

Is part of

XYT
BG6

wwPDB Information

Atom count

29 (16 without Hydrogen)

Polymer type

Saccharide

Type description

D-saccharide, beta linking

Type code

ATOMS

Is modified

Yes

Standard parent

BGC

Defined at

2000-08-29

Last modified at

2020-07-17

Status

Released

Obsoleted

Not Assigned



BG6 : Atoms of Molecule

Total Number of Atoms: 29
Record Atom Name Symbol PDB Name Stereochemistry Is Aromatic Is Leaving Atom Charge X-Coordinate Y-Coordinate Z-Coordinate
1 C1 C C1 R N N 0 1.427 0.289 -2.105
2 C2 C C2 R N N 0 0.465 -0.244 -3.169
3 O1 O O1 N N Y 0 2.763 -0.096 -2.437
4 O5 O O5 N N N 0 1.082 -0.248 -0.83
5 C3 C C3 S N N 0 -0.959 0.204 -2.823
6 O2 O O2 N N N 0 0.832 0.274 -4.449
7 C4 C C4 S N N 0 -1.272 -0.227 -1.386
8 O3 O O3 N N N 0 -1.888 -0.406 -3.72
9 C5 C C5 R N N 0 -0.178 0.303 -0.456
10 O4 O O4 N N N 0 -2.537 0.306 -0.99
11 C6 C C6 N N N 0 -0.501 -0.094 0.984
12 O6 O O6 N N N 0 0.515 0.406 1.855
13 P P P N N N 0 0.114 -0.047 3.347
14 O1P O O1P N N N 0 1.222 0.486 4.386
15 O2P O O2P N N N 0 -1.321 0.573 3.729
16 O3P O O3P N N N 0 0.046 -1.524 3.413
17 H1 H HC1 N N N 0 1.362 1.376 -2.07
18 H2 H HC2 N N N 0 0.509 -1.333 -3.19
19 HO1 H HO1 N N Y 0 3.337 0.26 -1.745
20 H3 H HC3 N N N 0 -1.032 1.288 -2.904
21 HO2 H HO2 N N Y 0 1.732 -0.03 -4.626
22 H4 H HC4 N N N 0 -1.302 -1.315 -1.33
23 HO3 H HO3 N N Y 0 -1.655 -0.108 -4.61
24 H5 H HC5 N N N 0 -0.135 1.39 -0.531
25 HO4 H HO4 N N Y 0 -3.196 -0.052 -1.6
26 H61 H HC61 N N N 0 -1.465 0.326 1.271
27 H62 H HC62 N N N 0 -0.542 -1.181 1.061
28 H1O1 H H1O1 N N N 0 0.944 0.193 5.265
29 H2O2 H H2O2 N N N 0 -1.234 1.534 3.674



BG6 : Chemical Bonds

Total Number of Bonds: 29
Record First Atom Second Atom First Element Second Element Bond Order Type Bond Length Bond Stereochemistry Is Aromatic
1 C1 C2 C C sing 1.53 N N
2 C1 O1 C O sing 1.43 N N
3 C1 O5 C O sing 1.43 N N
4 C1 H1 C H sing 1.09 N N
5 C2 C3 C C sing 1.53 N N
6 C2 O2 C O sing 1.43 N N
7 C2 H2 C H sing 1.09 N N
8 O1 HO1 O H sing 0.97 N N
9 O5 C5 O C sing 1.43 N N
10 C3 C4 C C sing 1.53 N N
11 C3 O3 C O sing 1.43 N N
12 C3 H3 C H sing 1.09 N N
13 O2 HO2 O H sing 0.97 N N
14 C4 C5 C C sing 1.53 N N
15 C4 O4 C O sing 1.43 N N
16 C4 H4 C H sing 1.09 N N
17 O3 HO3 O H sing 0.97 N N
18 C5 C6 C C sing 1.53 N N
19 C5 H5 C H sing 1.09 N N
20 O4 HO4 O H sing 0.97 N N
21 C6 O6 C O sing 1.43 N N
22 C6 H61 C H sing 1.09 N N
23 C6 H62 C H sing 1.09 N N
24 O6 P O P sing 1.61 N N
25 P O1P P O sing 1.61 N N
26 P O2P P O sing 1.61 N N
27 P O3P P O doub 1.48 N N
28 O1P H1O1 O H sing 0.97 N N
29 O2P H2O2 O H sing 0.97 N N



BG6 : Used in PDB Entries

Total Number of PDB Entries: 46
Ligand Code PDB Entry ID Type Total Distinct
BG6 1e77 Open in New Window Bound ligand 1 1
BG6 1e7y Open in New Window Bound ligand 1 1
BG6 2bhl Open in New Window Bound ligand 2 1
BG6 2cir Open in New Window Bound ligand 1 1
BG6 2nzt Open in New Window Bound ligand 4 1
BG6 2nzu Open in New Window Bound ligand 1 1
BG6 2poc Open in New Window Bound ligand 4 1
BG6 2puw Open in New Window Bound ligand 2 1
BG6 2q8m Open in New Window Bound ligand 1 1
BG6 2wf5 Open in New Window Bound ligand 1 1
BG6 2wf6 Open in New Window Bound ligand 1 1
BG6 2wf8 Open in New Window Bound ligand 1 1
BG6 2wf9 Open in New Window Bound ligand 1 1
BG6 3bxg Open in New Window Bound ligand 2 1
BG6 3hm8 Open in New Window Bound ligand 4 1
BG6 3zi4 Open in New Window Bound ligand 1 1
BG6 4f66 Open in New Window Bound ligand 2 1
BG6 4fpa Open in New Window Bound ligand 4 1
BG6 4gpn Open in New Window s 2 1
BG6 4zep Open in New Window Bound ligand 2 1
BG6 4zfm Open in New Window Bound ligand 2 1
BG6 5aq1 Open in New Window Bound ligand 3 1
BG6 5hg1 Open in New Window Bound ligand 1 1
BG6 5hj5 Open in New Window Bound ligand 4 1
BG6 5ok2 Open in New Window Bound ligand 1 1
BG6 5oke Open in New Window s 2 1
BG6 5okg Open in New Window Bound ligand 2 1
BG6 5okr Open in New Window Bound ligand 2 1
BG6 5oks Open in New Window Bound ligand 2 1
BG6 5olx Open in New Window Bound ligand 1 1
BG6 5ukw Open in New Window Bound ligand 1 1
BG6 6d24 Open in New Window Bound ligand 4 1
BG6 6hdj Open in New Window Bound ligand 1 1
BG6 6hdk Open in New Window Bound ligand 1 1
BG6 6hdl Open in New Window Bound ligand 1 1
BG6 6hdm Open in New Window Bound ligand 1 1
BG6 6i03 Open in New Window Bound ligand 1 1
BG6 6ydj Open in New Window Bound ligand 1 1
BG6 7e6i Open in New Window Bound ligand 1 1
BG6 7oyl Open in New Window Bound ligand 1 1
BG6 7sni Open in New Window Bound ligand 4 1
BG6 7ual Open in New Window Bound ligand 4 1
BG6 7zhv Open in New Window Bound ligand 1 1
BG6 7zhw Open in New Window Bound ligand 1 1
BG6 7zhz Open in New Window Bound ligand 1 1
BG6 8b81 Open in New Window s 2 1