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- ChemComp-GPM: (1S)-1,5-anhydro-1-(phosphonomethyl)-D-glucitol -

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Basic information

EntryDatabase: PDB chemical components / ID: GPM
NameName: (1S)-1,5-anhydro-1-(phosphonomethyl)-D-glucitol
Synonyms: GLUCOPYRANOSYL-1-METHYL-PHOSPHONIC ACID; Alpha-1 phosphonomethylene-D-glucopyranose

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Chemical information

Composition
Formula: C7H15O8P / Number of atoms: 31 / Formula weight: 258.163 / Formal charge: 0
Others

5gpb

Type: D-saccharide / PDB classification: ATOMS / Three letter code: GPM / Ideal coordinates details: Corina / Model coordinates PDB-ID: 5GPB
History
Create componentJul 8, 1999
Modify descriptorJun 4, 2011
Modify synonymsSep 10, 2013
Other modificationJul 3, 2020
Modify nameJul 17, 2020
Modify synonymsJul 17, 2020
Modify linking typeJul 17, 2020
Modify leaving atom flagJul 17, 2020
External linksUniChem / ChemSpider / Wikipedia search / Google search

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Structure visualization

Structure viewerMolecule:
MolmilJmol/JSmol

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Details

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SMILES

ACDLabs 12.01O=P(O)(O)CC1OC(C(O)C(O)C1O)CO
CACTVS 3.370OC[CH]1O[CH](C[P](O)(O)=O)[CH](O)[CH](O)[CH]1O
OpenEye OEToolkits 1.7.6C(C1C(C(C(C(O1)CP(=O)(O)O)O)O)O)O

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SMILES CANONICAL

CACTVS 3.370OC[C@H]1O[C@H](C[P](O)(O)=O)[C@H](O)[C@@H](O)[C@@H]1O
OpenEye OEToolkits 1.7.6C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)CP(=O)(O)O)O)O)O)O

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InChI

InChI 1.03InChI=1S/C7H15O8P/c8-1-3-5(9)7(11)6(10)4(15-3)2-16(12,13)14/h3-11H,1-2H2,(H2,12,13,14)/t3-,4-,5-,6+,7+/m1/s1

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InChIKey

InChI 1.03XRMRHVWWWWFMKR-OVHBTUCOSA-N

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SYSTEMATIC NAME

ACDLabs 12.01(1S)-1,5-anhydro-1-(phosphonomethyl)-D-glucitol
OpenEye OEToolkits 1.7.6[(2S,3R,4S,5S,6R)-6-(hydroxymethyl)-3,4,5-tris(oxidanyl)oxan-2-yl]methylphosphonic acid

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PDB entries

Showing all 3 items

PDB-5gpb:
COMPARISON OF THE BINDING OF GLUCOSE AND GLUCOSE-1-PHOSPHATE DERIVATIVES TO T-STATE GLYCOGEN PHOSPHORYLASE B

PDB-6mlh:
Crystal structure of X. citri phosphoglucomutase in complex with GLUCOPYRANOSYL-1-METHYL-PHOSPHONIC ACID

PDB-6nqg:
Xanthomonas citri Phospho-PGM in complex with glucopyranosyl-1-methyl-phosphonic acid at room temperature

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