GLP

2-amino-2-deoxy-6-O-phosphono-alpha-D-glucopyranose

Created:	1999-07-08
Last modified:	2020-07-17

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19 entries where GLP is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	30
Chiral Atom Count	5
Bond Count	30
Aromatic Bond Count	0

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Chemical Component Summary
Name	2-amino-2-deoxy-6-O-phosphono-alpha-D-glucopyranose
Synonyms	GLUCOSAMINE 6-PHOSPHATE; 6-O-phosphono-alpha-D-glucosamine; 2-amino-2-deoxy-6-O-phosphono-alpha-D-glucose; 2-amino-2-deoxy-6-O-phosphono-D-glucose; 2-amino-2-deoxy-6-O-phosphono-glucose
Systematic Name (OpenEye OEToolkits)	[(2R,3S,4R,5R,6S)-5-amino-3,4,6-trihydroxy-oxan-2-yl]methyl dihydrogen phosphate
Formula	C₆ H₁₄ N O₈ P
Molecular Weight	259.151
Type	D-SACCHARIDE, ALPHA LINKING

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=P(O)(O)OCC1OC(O)C(N)C(O)C1O
SMILES	CACTVS	3.341	N[CH]1[CH](O)O[CH](CO[P](O)(O)=O)[CH](O)[CH]1O
SMILES	OpenEye OEToolkits	1.5.0	C(C1C(C(C(C(O1)O)N)O)O)OP(=O)(O)O
Canonical SMILES	CACTVS	3.341	N[C@H]1[C@@H](O)O[C@H](CO[P](O)(O)=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)N)O)O)OP(=O)(O)O
InChI	InChI	1.03	InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6+/m1/s1
InChIKey	InChI	1.03	XHMJOUIAFHJHBW-UKFBFLRUSA-N

Drug Info: DrugBank

DrugBank ID	DB02657
Name	Glucosamine 6-Phosphate
Groups	experimental
Synonyms	Glucosamine 6-Phosphate
Categories	Amino Sugars Carbohydrates Glucosephosphates Hexosamines Hexosephosphates Sugar Phosphates
CAS number	3616-42-0

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Glutamine--fructose-6-phosphate aminotransferase [isomerizing]	MCGIVGAIAQRDVAEILLEGLRRLEYRGYDSAGLAVVDAEGHMTRLRRLG...	unknown
N-acetylglucosamine-6-phosphate deacetylase	MAESLLIKDIAIVTENEVIKNGYVGINDGKISTVSTERPKEPYSKEIQAP...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682