16g

Status : experimental

Chemical Classification

This compound belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Acylaminosugars

Organic compounds

Organooxygen compounds

Carbohydrates and carbohydrate conjugates

Aminosaccharides

Calculated Property

kind Value Source
logP -2 ALOGPS
logS -1.2 ALOGPS
Water Solubility 1.76e+01 g/l ALOGPS
logP -3.3 ChemAxon
IUPAC Name {[(2R,3R,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid ChemAxon
Traditional IUPAC Name [(2R,3R,4R,5R,6R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxyphosphonic acid ChemAxon
Molecular Weight 301.1877 ChemAxon
Monoisotopic Weight 301.056267627 ChemAxon
SMILES CC(=O)N[C@H]1[C@H](O)O[C@H](COP(O)(O)=O)[C@H](O)[C@@H]1O ChemAxon
Molecular Formula C8H16NO9P ChemAxon
InChI 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 ChemAxon
InChIKey InChIKey=BRGMHAYQAZFZDJ-JAJWTYFOSA-N ChemAxon
Polar Surface Area (PSA) 165.78 ChemAxon
Refractivity 57.9 ChemAxon
Polarizability 25.76 ChemAxon
Rotatable Bond Count 4 ChemAxon
H Bond Acceptor Count 8 ChemAxon
H Bond Donor Count 6 ChemAxon
pKa (strongest acidic) 1.23 ChemAxon
pKa (strongest basic) -0.79 ChemAxon
Physiological Charge -2 ChemAxon
Number of Rings 1 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 0 ChemAxon
Ghose Filter 0 ChemAxon
MDDR-Like Rule 0 ChemAxon

Target within organism

  • Glucosamine-6-phosphate isomerase 1 : in Human
  • Glucosamine-6-phosphate deaminase : in Escherichia coli (strain K12)