Galactosamine

Galactosamine is a hexosamine derived from galactose with the molecular formula C6H13NO5. This amino sugar is a constituent of some glycoprotein hormones such as follicle-stimulating hormone (FSH) and luteinizing hormone (LH).

Galactosamine
Names
IUPAC name
2-Amino-2-deoxy-D-galactose
Other names
α-D-galactosamine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
UNII
  • InChI=1S/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/t2-,3-,4+,5-,6?/m1/s1 Y
    Key: MSWZFWKMSRAUBD-GASJEMHNSA-N Y
  • InChI=1/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/t2-,3-,4+,5-,6?/m1/s1
    Key: MSWZFWKMSRAUBD-GASJEMHNBA
SMILES
  • O[C@H]1[C@@H](O)[C@H](OC(O)[C@@H]1N)CO
Properties
C6H13NO5
Molar mass 179.172 g·mol−1
Melting point 180 °C (356 °F; 453 K) (HCl salt)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

Precursors such as uridine diphosphate (UDP), UDP-N-acetyl-D-glucosamine, or glucosamine are used to synthesize galactosamine in the human body. A derivative of this compound is N-acetyl-D-galactosamine.

Galactosamine is a hepatotoxic, or liver-damaging, agent that is sometimes used in animal models of liver failure.

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