Chemical Components in the PDB

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G16 : Summary

Code

G16

One-letter code

X

Molecule name

1,6-di-O-phosphono-alpha-D-glucopyranose

Synonyms

ALPHA-D-GLUCOSE 1,6-BISPHOSPHATE
1,6-di-O-phosphono-alpha-D-glucose
1,6-di-O-phosphono-D-glucose
1,6-di-O-phosphono-glucose

Systematic names

ProgramVersionName
ACDLabs 10.04 1-O-(hydroxyphosphinato)-6-O-phosphono-alpha-D-glucopyranose
OpenEye OEToolkits 1.5.0 [(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(phosphonooxymethyl)oxan-2-yl] hydrogen phosphate

Formula

C6 H13 O12 P2

Formal charge

-1

Molecular weight

339.108 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 10.04 O=P([O-])(OC1OC(C(O)C(O)C1O)COP(=O)(O)O)O
SMILES CACTVS 3.341 O[CH]1[CH](O)[CH](CO[P](O)(O)=O)O[CH](O[P](O)([O-])=O)[CH]1O
SMILES OpenEye OEToolkits 1.5.0 C(C1C(C(C(C(O1)OP(=O)(O)[O-])O)O)O)OP(=O)(O)O
Canonical SMILES CACTVS 3.341 O[C@H]1[C@H](O)[C@@H](CO[P](O)(O)=O)O[C@H](O[P](O)([O-])=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[P@](=O)(O)[O-])O)O)O)OP(=O)(O)O

IUPAC InChI

InChI=1S/C6H14O12P2/c7-3-2(1-16-19(10,11)12)17-6(5(9)4(3)8)18-20(13,14)15/h2-9H,1H2,(H2,10,11,12)(H2,13,14,15)/p-1/t2-,3-,4+,5-,6-/m1/s1

IUPAC InChI key

RWHOZGRAXYWRNX-VFUOTHLCSA-M
G16

wwPDB Information

Atom count

33 (20 without Hydrogen)

Polymer type

Saccharide

Type description

D-saccharide

Type code

ATOMS

Is modified

Yes

Standard parent

GLC

Defined at

1999-08-11

Last modified at

2020-07-17

Status

Released

Obsoleted

Not Assigned



G16 : Atoms of Molecule

Total Number of Atoms: 33
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 1.811 0.014 -0.79
2 C2 C C2 R N N 0 2.526 1.368 -0.814
3 C3 C C3 S N N 0 1.945 2.258 0.29
4 C4 C C4 S N N 0 0.422 2.317 0.127
5 C5 C C5 R N N 0 -0.131 0.891 0.082
6 C6 C C6 N N N 0 -1.654 0.939 -0.049
7 O1 O O1 N N N 0 1.993 -0.591 0.491
8 O2 O O2 N N N 0 3.924 1.174 -0.595
9 O3 O O3 N N N 0 2.49 3.574 0.181
10 O4 O O4 N N N 0 -0.151 3.019 1.232
11 O5 O O5 N N N 0 0.418 0.195 -1.036
12 O6 O O6 N N N 0 -2.181 -0.387 0.026
13 P P P N N N 0 -3.78 -0.261 -0.118
14 O1P O O1P N N N 0 -4.107 0.471 -1.362
15 O2P O O2P N N N 0 -4.431 -1.733 -0.174
16 O3P O O3P N N N 0 -4.371 0.54 1.147
17 P' P P' N N N 0 1.985 -2.184 0.258
18 O1X O O1X N N N 0 2.316 -2.931 1.646
19 O2X O O2X N N N 0 0.592 -2.625 -0.243
20 O3X O O3X N N N -1 3.053 -2.556 -0.794
21 H1 H H1 N N N 0 2.234 -0.632 -1.56
22 H2 H H2 N N N 0 2.371 1.845 -1.782
23 H3 H H3 N N N 0 2.192 1.839 1.265
24 H4 H H4 N N N 0 0.174 2.834 -0.801
25 H5 H H5 N N N 0 0.138 0.369 1.0
26 H61 H H61 N N N 0 -2.069 1.541 0.759
27 H62 H H62 N N N 0 -1.923 1.383 -1.008
28 HO2 H HO2 N N Y 0 4.243 0.606 -1.31
29 HO3 H HO3 N N Y 0 3.448 3.49 0.285
30 HO4 H HO4 N N Y 0 0.229 3.908 1.226
31 HOP2 H HOP2 N N N 0 -5.387 -1.612 -0.26
32 HOP3 H HOP3 N N N 0 -4.137 0.031 1.935
33 HO1' H HO1' N N N 0 2.302 -3.88 1.463



G16 : Chemical Bonds

Total Number of Bonds: 33
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 C3 C4 C C sing 1.53 N N
9 C3 O3 C O sing 1.43 N N
10 C3 H3 C H sing 1.09 N N
11 C4 C5 C C sing 1.53 N N
12 C4 O4 C O sing 1.43 N N
13 C4 H4 C H sing 1.09 N N
14 C5 C6 C C sing 1.53 N N
15 C5 O5 C O sing 1.43 N N
16 C5 H5 C H sing 1.09 N N
17 C6 O6 C O sing 1.43 N N
18 C6 H61 C H sing 1.09 N N
19 C6 H62 C H sing 1.09 N N
20 O1 P' O P sing 1.61 N N
21 O2 HO2 O H sing 0.97 N N
22 O3 HO3 O H sing 0.97 N N
23 O4 HO4 O H sing 0.97 N N
24 O6 P O P sing 1.61 N N
25 P O1P P O doub 1.48 N N
26 P O2P P O sing 1.61 N N
27 P O3P P O sing 1.61 N N
28 O2P HOP2 O H sing 0.97 N N
29 O3P HOP3 O H sing 0.97 N N
30 P' O1X P O sing 1.61 N N
31 P' O2X P O doub 1.54 N N
32 P' O3X P O sing 1.54 N N
33 O1X HO1' O H sing 0.97 N N



G16 : Used in PDB Entries

Total Number of PDB Entries: 13
Ligand Code PDB Entry ID Type Total Distinct
G16 1c47 Open in New Window Bound ligand 1 1
G16 1o03 Open in New Window Bound ligand 1 1
G16 1o08 Open in New Window Bound ligand 1 1
G16 2fkf Open in New Window Bound ligand 1 1
G16 2fkm Open in New Window Bound ligand 1 1
G16 3ot9 Open in New Window Bound ligand 1 1
G16 3un3 Open in New Window Bound ligand 2 1
G16 3uo0 Open in New Window Bound ligand 1 1
G16 4foi Open in New Window Bound ligand 4 1
G16 5kl0 Open in New Window Bound ligand 1 1
G16 5o9x Open in New Window Bound ligand 1 1
G16 6nnt Open in New Window Bound ligand 1 1
G16 6nnu Open in New Window Bound ligand 1 1