16G

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

Created:	2000-09-13
Last modified:	2020-07-17

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16 entries where 16G is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	35
Chiral Atom Count	5
Bond Count	35
Aromatic Bond Count	0

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Chemical Component Summary
Name	2-acetamido-2-deoxy-6-O-phosphono-alpha-D-glucopyranose
Synonyms	N-ACETYL-D-GLUCOSAMINE-6-PHOSPHATE; N-acetyl-6-O-phosphono-alpha-D-glucosamine; 2-acetamido-2-deoxy-6-O-phosphono-alpha-D-glucose; 2-acetamido-2-deoxy-6-O-phosphono-D-glucose; 2-acetamido-2-deoxy-6-O-phosphono-glucose
Systematic Name (OpenEye OEToolkits)	[(2R,3S,4R,5R,6S)-5-acetamido-3,4,6-trihydroxy-oxan-2-yl]methyl dihydrogen phosphate
Formula	C₈ H₁₆ N O₉ P
Molecular Weight	301.188
Type	D-SACCHARIDE, ALPHA LINKING

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=P(O)(O)OCC1OC(O)C(NC(=O)C)C(O)C1O
SMILES	CACTVS	3.341	CC(=O)N[CH]1[CH](O)O[CH](CO[P](O)(O)=O)[CH](O)[CH]1O
SMILES	OpenEye OEToolkits	1.5.0	CC(=O)NC1C(C(C(OC1O)COP(=O)(O)O)O)O
Canonical SMILES	CACTVS	3.341	CC(=O)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	CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O)COP(=O)(O)O)O)O
InChI	InChI	1.03	InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8+/m1/s1
InChIKey	InChI	1.03	BRGMHAYQAZFZDJ-PVFLNQBWSA-N

Drug Info: DrugBank

DrugBank ID	DB03951
Name	N-acetyl-D-glucosamine-6-phosphate
Groups	experimental
Synonyms	2-acetamido-2-deoxy-6-O-phosphono-D-glucopyranose N-acetyl-D-glucosamine-6-phosphate

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Glucosamine-6-phosphate isomerase 1	MKLIILEHYSQASEWAAKYIRNRIIQFNPGPEKYFTLGLPTGSTPLGCYK...	unknown
Glucosamine-6-phosphate deaminase	MRLIPLTTAEQVGKWAARHIVNRINAFKPTADRPFVLGLPTGGTPMTTYK...	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