Showing Metabocard for N-acetyl-alpha-D-glucosamine 1-phosphate (BASm0002955)

Common NameN-acetyl-alpha-d-glucosamine 1-phosphate
DescriptionN-Acetyl-glucosamine 1-phosphate is an intermediate in aminosugar metabolism. It is a substrate for the enzymes phosphoglucomutase 3 [EC:5.4.2.2 and EC:5.4.2.3] and UDP-N-acteylglucosamine pyrophosphorylase 1 [EC:2.7.7.23] (KEGG). It is involved in UDP-N-acetyl-D-glucosamine biosynthesis and UDP-N-acetylgalactosamine biosynthesis (BioCyc).
Structure
Molecular FormulaC8H16NO9P
Average Mass301.18770
Monoisotopic Mass301.05627
IUPAC Name{[(3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid
Traditional Name[(3r,4r,5s,6r)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphonic acid
CAS Registry Number6866-69-9
SMILESCC(=O)N[C@H]1[C@@H](OP(=O)([O-])[O-])O[C@H](CO)[C@@H](O)[C@@H]1O
InChI IdentifierInChI=1S/C8H16NO9P/c1-3(11)9-5-7(13)6(12)4(2-10)17-8(5)18-19(14,15)16/h4-8,10,12-13H,2H2,1H3,(H,9,11)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1
InChI KeyFZLJPEPAYPUMMR-RTRLPJTCSA-N
CHEBI IDCHEBI:57776
HMDB IDHMDB0001367
Pathways
NameSMPDB/PathBank
Amino Sugar Metabolism
Sialuria or French Type Sialuria
Salla Disease/Infantile Sialic Acid Storage Disease
Tay-Sachs Disease
G(M2)-Gangliosidosis: Variant B, Tay-sachs disease
StateSolid
Water Solubility1.84e+01 g/l
logP-2.00
logS-1.21
pKa (Strongest Acidic)1.18
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
Polarizability25.41

We require the use of cookies for essential features like storing your previously submitted BASys2 queries. Rejecting the usage of cookies will result in certain features being disabled. By clicking ACCEPT or continuing to use the website you are agreeing to our use of cookies.

ACCEPT