|
8YV : Summary
Code
|
8YV
|
One-letter code
|
X
|
Molecule name
|
2-keto-D-gluconic acid
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Synonyms
|
(3S,4R,5R)-3,4,5,6-tetrahydroxy-2-oxohexanoic acid
D-fructosonic acid
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Systematic names
|
|
Formula
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C6 H10 O7
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Formal charge
|
0
|
Molecular weight
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194.139 Da
|
SMILES
|
Type | Program | Version | Descriptor |
SMILES
|
ACDLabs |
12.01 |
C(C(CO)O)(O)C(C(C(=O)O)=O)O |
SMILES
|
CACTVS |
3.385 |
OC[CH](O)[CH](O)[CH](O)C(=O)C(O)=O |
SMILES
|
OpenEye OEToolkits |
2.0.6 |
C(C(C(C(C(=O)C(=O)O)O)O)O)O |
Canonical SMILES
|
CACTVS |
3.385 |
OC[C@@H](O)[C@@H](O)[C@H](O)C(=O)C(O)=O |
Canonical SMILES
|
OpenEye OEToolkits |
2.0.6 |
C([C@H]([C@H]([C@@H](C(=O)C(=O)O)O)O)O)O |
|
IUPAC InChI | InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h2-4,7-10H,1H2,(H,12,13)/t2-,3-,4+/m1/s1 |
IUPAC InChI key | VBUYCZFBVCCYFD-JJYYJPOSSA-N |
|
wwPDB Information |
Atom count
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23 (13 without Hydrogen)
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Polymer type
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Saccharide
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Type description
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D-saccharide
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Type code
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ATOMS
|
Is modified
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No
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Standard parent
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Not Assigned
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Defined at
|
2017-03-21
|
Last modified at
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2020-06-24
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Status
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Released
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Obsoleted
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Not Assigned
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|
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8YV : Atoms of Molecule
Total Number of Atoms: 23
Record |
Atom Name |
Symbol |
PDB Name |
Stereochemistry |
Is Aromatic |
Is Leaving Atom |
Charge |
X-Coordinate |
Y-Coordinate |
Z-Coordinate |
1 |
C4 |
C |
C1 |
R |
N |
N |
0 |
-0.573 |
0.077 |
0.32 |
2 |
C2 |
C |
C2 |
N |
N |
N |
0 |
1.798 |
-0.494 |
-0.126 |
3 |
O4 |
O |
O1 |
N |
N |
N |
0 |
-0.468 |
-0.665 |
1.537 |
4 |
O1A |
O |
O2 |
N |
N |
N |
0 |
2.06 |
1.824 |
-0.37 |
5 |
C1 |
C |
C3 |
N |
N |
N |
0 |
2.559 |
0.781 |
-0.002 |
6 |
O1B |
O |
O3 |
N |
N |
N |
0 |
3.801 |
0.776 |
0.518 |
7 |
O2 |
O |
O4 |
N |
N |
N |
0 |
2.296 |
-1.533 |
0.24 |
8 |
C3 |
C |
C4 |
S |
N |
N |
0 |
0.408 |
-0.489 |
-0.709 |
9 |
O3 |
O |
O5 |
N |
N |
N |
0 |
0.028 |
-1.824 |
-1.046 |
10 |
C5 |
C |
C5 |
R |
N |
N |
0 |
-2.0 |
-0.033 |
-0.222 |
11 |
O5 |
O |
O6 |
N |
N |
N |
0 |
-2.105 |
0.709 |
-1.439 |
12 |
C6 |
C |
C6 |
N |
N |
N |
0 |
-2.981 |
0.533 |
0.806 |
13 |
O6 |
O |
O7 |
N |
N |
N |
0 |
-4.32 |
0.325 |
0.352 |
14 |
H4 |
H |
H1 |
N |
N |
N |
0 |
-0.336 |
1.123 |
0.511 |
15 |
HO4 |
H |
H2 |
N |
N |
N |
0 |
-0.666 |
-1.607 |
1.441 |
16 |
HO1B |
H |
H3 |
N |
N |
N |
0 |
4.255 |
1.628 |
0.578 |
17 |
H3 |
H |
H4 |
N |
N |
N |
0 |
0.392 |
0.131 |
-1.605 |
18 |
HO3 |
H |
H5 |
N |
N |
N |
0 |
0.02 |
-2.433 |
-0.295 |
19 |
H5 |
H |
H6 |
N |
N |
N |
0 |
-2.237 |
-1.079 |
-0.413 |
20 |
HO5 |
H |
H7 |
N |
N |
N |
0 |
-1.907 |
1.651 |
-1.344 |
21 |
H61 |
H |
H8 |
N |
N |
N |
0 |
-2.839 |
0.026 |
1.761 |
22 |
H62 |
H |
H9 |
N |
N |
N |
0 |
-2.801 |
1.6 |
0.932 |
23 |
HO6 |
H |
H10 |
N |
N |
N |
0 |
-4.997 |
0.66 |
0.956 |
8YV : Chemical Bonds
Total Number of Bonds: 22
Record |
First Atom |
Second Atom |
First Element |
Second Element |
Bond Order Type |
Bond Length |
Bond Stereochemistry |
Is Aromatic |
1 |
O3 |
C3 |
O |
C |
sing |
1.43 |
N |
N |
2 |
O4 |
C4 |
O |
C |
sing |
1.43 |
N |
N |
3 |
C3 |
C4 |
C |
C |
sing |
1.53 |
N |
N |
4 |
C3 |
C2 |
C |
C |
sing |
1.51 |
N |
N |
5 |
C4 |
C5 |
C |
C |
sing |
1.53 |
N |
N |
6 |
O1A |
C1 |
O |
C |
doub |
1.21 |
N |
N |
7 |
C2 |
C1 |
C |
C |
sing |
1.49 |
N |
N |
8 |
C2 |
O2 |
C |
O |
doub |
1.21 |
N |
N |
9 |
C1 |
O1B |
C |
O |
sing |
1.35 |
N |
N |
10 |
C5 |
C6 |
C |
C |
sing |
1.53 |
N |
N |
11 |
C5 |
O5 |
C |
O |
sing |
1.43 |
N |
N |
12 |
C6 |
O6 |
C |
O |
sing |
1.43 |
N |
N |
13 |
C4 |
H4 |
C |
H |
sing |
1.09 |
N |
N |
14 |
O4 |
HO4 |
O |
H |
sing |
0.97 |
N |
N |
15 |
O1B |
HO1B |
O |
H |
sing |
0.97 |
N |
N |
16 |
C3 |
H3 |
C |
H |
sing |
1.09 |
N |
N |
17 |
O3 |
HO3 |
O |
H |
sing |
0.97 |
N |
N |
18 |
C5 |
H5 |
C |
H |
sing |
1.09 |
N |
N |
19 |
O5 |
HO5 |
O |
H |
sing |
0.97 |
N |
N |
20 |
C6 |
H61 |
C |
H |
sing |
1.09 |
N |
N |
21 |
C6 |
H62 |
C |
H |
sing |
1.09 |
N |
N |
22 |
O6 |
HO6 |
O |
H |
sing |
0.97 |
N |
N |
8YV : Used in PDB Entries
Total Number of PDB Entries: 1
Ligand Code |
PDB Entry ID |
Type |
Total |
Distinct |
8YV |
5v7n |
Bound ligand
|
4 |
1 |
|