Showing Metabocard for N-acetyl-D-glucosamine 6-phosphate (BASm0002762)

Common NameN-acetyl-d-glucosamine 6-phosphate
DescriptionN-Acetyl-D-Glucosamine 6-Phosphate is an intermediate in the metabolism of Aminosugars. It is a substrate for Glucosamine 6-phosphate N-acetyltransferase.
Structure
Molecular FormulaC8H16NO9P
Average Mass301.18770
Monoisotopic Mass301.05627
IUPAC Name{[(2R,3S,4R,5R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid
Traditional Name[(2r,3s,4r,5r)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxyphosphonic acid
CAS Registry Number18191-20-3
SMILESCC(=O)N[C@H]1C(O)O[C@H](COP(=O)([O-])[O-])[C@@H](O)[C@@H]1O
InChI IdentifierInChI=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
InChI KeyBRGMHAYQAZFZDJ-RTRLPJTCSA-N
CHEBI IDCHEBI:57513
HMDB IDHMDB0001062
Pathways
NameSMPDB/PathBank
Amino Sugar Metabolism
Glutamate Metabolism
2-Hydroxyglutric Aciduria (D And L Form)
Sialuria or French Type Sialuria
Salla Disease/Infantile Sialic Acid Storage Disease
4-Hydroxybutyric Aciduria/Succinic Semialdehyde Dehydrogenase Deficiency
Hyperinsulinism-Hyperammonemia Syndrome
Homocarnosinosis
Tay-Sachs Disease
G(M2)-Gangliosidosis: Variant B, Tay-sachs disease
Succinic semialdehyde dehydrogenase deficiency
StateSolid
Water Solubility1.76e+01 g/l
logP-2.02
logS-1.23
pKa (Strongest Acidic)1.23
pKa (Strongest Basic)-0.79
Hydrogen Acceptor Count8
Hydrogen Donor Count6
Polar Surface Area165.78 Ų
Rotatable Bond Count4
Physiological Charge-2
Formal Charge0
Refractivity57.90 m³·mol⁻¹
Polarizability25.80

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