Chemical Components in the PDB

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P6P : Summary

Code

P6P

One-letter code

X

Molecule name

6-O-phosphono-alpha-D-fructofuranose

Synonyms

alpha fructose-6-phosphate
6-O-phosphono-alpha-D-fructose
6-O-phosphono-D-fructose
6-O-phosphono-fructose

Systematic names

ProgramVersionName
ACDLabs 11.02 6-O-phosphono-alpha-D-fructofuranose
OpenEye OEToolkits 1.6.1 [(2R,3S,4S,5S)-3,4,5-trihydroxy-5-(hydroxymethyl)oxolan-2-yl]methyl dihydrogen phosphate

Formula

C6 H13 O9 P

Formal charge

0

Molecular weight

260.136 Da

SMILES

TypeProgramVersionDescriptor
SMILES ACDLabs 11.02 O=P(O)(O)OCC1OC(O)(CO)C(O)C1O
SMILES CACTVS 3.352 OC[C]1(O)O[CH](CO[P](O)(O)=O)[CH](O)[CH]1O
SMILES OpenEye OEToolkits 1.7.0 C(C1C(C(C(O1)(CO)O)O)O)OP(=O)(O)O
Canonical SMILES CACTVS 3.352 OC[C@]1(O)O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@@H]1O
Canonical SMILES OpenEye OEToolkits 1.7.0 C([C@@H]1[C@H]([C@@H]([C@@](O1)(CO)O)O)O)OP(=O)(O)O

IUPAC InChI

InChI=1S/C6H13O9P/c7-2-6(10)5(9)4(8)3(15-6)1-14-16(11,12)13/h3-5,7-10H,1-2H2,(H2,11,12,13)/t3-,4-,5+,6+/m1/s1

IUPAC InChI key

BGWGXPAPYGQALX-ZXXMMSQZSA-N
P6P

wwPDB Information

Atom count

29 (16 without Hydrogen)

Polymer type

Saccharide

Type description

D-saccharide, alpha linking

Type code

ATOMS

Is modified

Yes

Standard parent

Z9N

Defined at

2009-08-17

Last modified at

2020-07-17

Status

Released

Obsoleted

Not Assigned



P6P : 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 P P P N N N 0 3.341 -0.242 0.095
2 C1 C C1 N N N 0 -3.294 -1.52 0.517
3 O1 O O1 N N N 0 -2.954 -2.829 0.057
4 C2 C C2 S N N 0 -2.503 -0.478 -0.277
5 O2 O O2 N N Y 0 -2.798 -0.588 -1.671
6 C3 C C3 S N N 0 -2.826 0.945 0.23
7 O3 O O3 N N N 0 -3.292 0.901 1.581
8 C4 C C4 S N N 0 -1.475 1.69 0.145
9 O4 O O4 N N N 0 -1.57 2.796 -0.754
10 C5 C C5 R N N 0 -0.496 0.629 -0.405
11 O5 O O5 N N N 0 -1.086 -0.641 -0.049
12 C6 C C6 N N N 0 0.878 0.781 0.252
13 O6 O O6 N N N 0 1.798 -0.13 -0.351
14 O1P O O1P N N N 0 4.043 -1.453 -0.701
15 O2P O O2P N N N 0 4.1 1.136 -0.247
16 O3P O O3P N N N 0 3.416 -0.499 1.55
17 H11 H H1 N N N 0 -4.361 -1.351 0.375
18 H12 H H1A N N N 0 -3.049 -1.432 1.576
19 HO1 H HO1 N N Y 0 -3.419 -3.541 0.517
20 HO2 H HO2 N N Y 0 -2.592 -1.454 -2.05
21 H3 H H3 N N N 0 -3.566 1.42 -0.413
22 HO3 H HO3 N N Y 0 -3.51 1.767 1.95
23 H4 H H4 N N N 0 -1.161 2.025 1.133
24 HO4 H HO4 N N Y 0 -2.217 3.465 -0.488
25 H5 H H5 N N N 0 -0.41 0.717 -1.488
26 H61 H H6 N N N 0 1.234 1.802 0.116
27 H62 H H6A N N N 0 0.797 0.564 1.317
28 HO1P H HO1P N N N 0 4.977 -1.579 -0.481
29 HO2P H HO2P N N N 0 4.09 1.368 -1.186



P6P : 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 O3P P O P doub 1.48 N N
2 O6 P O P sing 1.61 N N
3 P O1P P O sing 1.61 N N
4 P O2P P O sing 1.61 N N
5 C2 C1 C C sing 1.53 N N
6 O1 C1 O C sing 1.43 N N
7 C1 H11 C H sing 1.09 N N
8 C1 H12 C H sing 1.09 N N
9 O1 HO1 O H sing 0.97 N N
10 C3 C2 C C sing 1.54 N N
11 C2 O2 C O sing 1.43 N N
12 C2 O5 C O sing 1.44 N N
13 O2 HO2 O H sing 0.97 N N
14 C4 C3 C C sing 1.55 N N
15 O3 C3 O C sing 1.43 N N
16 C3 H3 C H sing 1.09 N N
17 O3 HO3 O H sing 0.97 N N
18 O4 C4 O C sing 1.43 N N
19 C4 C5 C C sing 1.54 N N
20 C4 H4 C H sing 1.09 N N
21 O4 HO4 O H sing 0.97 N N
22 C5 C6 C C sing 1.53 N N
23 C5 O5 C O sing 1.44 N N
24 C5 H5 C H sing 1.09 N N
25 C6 O6 C O sing 1.43 N N
26 C6 H61 C H sing 1.09 N N
27 C6 H62 C H sing 1.09 N N
28 O1P HO1P O H sing 0.97 N N
29 O2P HO2P O H sing 0.97 N N



P6P : Used in PDB Entries

Total Number of PDB Entries: 1
Ligand Code PDB Entry ID Type Total Distinct
P6P 3ifc Open in New Window Bound ligand 4 1