Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C6H13NO5 |
| Molecular Weight | 179.1711 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
N[C@@H](C=O)[C@@H](O)[C@@H](O)[C@H](O)CO
InChI
InChIKey=FZHXIRIBWMQPQF-KCDKBNATSA-N
InChI=1S/C6H13NO5/c7-3(1-8)5(11)6(12)4(10)2-9/h1,3-6,9-12H,2,7H2/t3-,4+,5+,6-/m0/s1
Galactosamine is a hexosamine derived from galactose with the molecular formula C6H13NO5. A few amino sugars, including galactosamine, have been shown to kill tumors in the laboratory. It is unlikely to be used in cancer therapy, however. D-galactosamine is a hepatotoxic, or liver-damaging, agent. Researchers studying animal models of liver failure sometimes use D-galactosamine to induce liver damage. Galactosamine is also helpful for researchers studying agents that might protect the liver from damage.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| N-alkyl-3-decarboxy-3-hydroxymethylsiastatin B, a new family of glycosidase inhibitors of gem-diamine 1-N-iminosugars. | 2001 |
|
| Protective effect of wogonin on endotoxin-induced lethal shock in D-galactosamine-sensitized mice. | 2001 |
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| Genetic determinants of lipopolysaccharide and D-galactosamine-mediated hepatocellular apoptosis and lethality. | 2001 |
|
| Aggresome formation in liver cells in response to different toxic mechanisms: role of the ubiquitin-proteasome pathway and the frameshift mutant of ubiquitin. | 2001 Dec |
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| Detection of two distinct transporter systems for 2-deoxyglucose uptake by the opportunistic pathogen Pneumocystis carinii. | 2001 Dec 1 |
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| Protection against Fas-mediated and tumor necrosis factor receptor 1-mediated liver injury by blockade of FADD without loss of nuclear factor-kappaB activation. | 2001 Nov |
|
| Syntheses and activities as trehalase inhibitors of N-arylglycosylamines derived from fluorinated anilines. | 2001 Nov 1 |
|
| The role of progenitor cells in repair of liver injury and in liver transplantation. | 2001 Nov-Dec |
|
| Enhanced biorecognition and internalization of HPMA copolymers containing multiple or multivalent carbohydrate side-chains by human hepatocarcinoma cells. | 2001 Nov-Dec |
|
| Protective effects of Indigofera tinctoria L. against D-Galactosamine and carbon tetrachloride challenge on 'in situ' perfused rat liver. | 2001 Oct |
|
| Animal models of fulminant hepatic failure: need to test liver support devices. | 2001 Oct |
|
| Rapid analysis of amino sugars by microchip electrophoresis with laser-induced fluorescence detection. | 2001 Oct |
|
| Involvement of a serine protease, but not of neutrophil elastase, in tumor necrosis factor-induced lethal hepatitis and induction of platelet-activating factor. | 2001 Oct |
|
| Recognition of double-stranded RNA and activation of NF-kappaB by Toll-like receptor 3. | 2001 Oct 18 |
|
| Preclinical evaluation of the cardiotoxicity of PK2: a novel HPMA copolymer-doxorubicin-galactosamine conjugate antitumour agent. | 2001 Sep |
|
| [Isolation and characterization of Cytophaga lytica lipopolysaccharide]. | 2001 Sep-Oct |
|
| [Diversity in the monosaccharide composition of antigenic polysaccharides from proteobacteria Pseudoalteromonas and Marinomonas genera]. | 2001 Sep-Oct |
|
| Bacterial peptidoglycan-associated lipoprotein is released into the bloodstream in gram-negative sepsis and causes inflammation and death in mice. | 2002 Apr 19 |
|
| Biochemical characterization of the chondroitinase B active site. | 2002 Aug 23 |
|
| Purification, characterization, and cDNA cloning of alpha-N-acetylgalactosamine-specific lectin from starfish, Asterina pectinifera. | 2002 Feb |
|
| Protective effect of Linomide on TNF-alpha-induced hepatic injury. | 2002 Feb |
|
| Sensitive markers used to identify compounds that trigger apoptosis in cultured hepatocytes. | 2002 Feb |
|
| Effect of structure modification of chondroitin sulfate C on its enantioselectivity to basic drugs in capillary electrophoresis. | 2002 Feb 22 |
|
| Effects of dietary protein of proso millet on liver injury induced by D-galactosamine in rats. | 2002 Jan |
|
| Leukocyte recruitment in hepatic injury: selectin-mediated leukocyte rolling is a prerequisite for CD18-dependent firm adhesion. | 2002 Jan |
|
| Endothelin is an important determinant of renal function in a rat model of acute liver and renal failure. | 2002 Jan |
|
| Purification and characterization of a human pancreatic adenocarcinoma mucin. | 2002 Jan |
|
| O(2)-Vinyl 1-(pyrrolidin-1-yl)diazen-1-ium-1,2-diolate protection against D-galactosamine/endotoxin-induced hepatotoxicity in mice: genomic analysis using microarrays. | 2002 Jan |
|
| Messenger RNA profiles in liver injury and stress: a comparison of lethal and nonlethal rat models. | 2002 Jan 11 |
|
| Evaluation of drug-induced hepatotoxicity by plasma retinol binding protein. | 2002 Jan-Feb |
|
| Influence of charge density, sulfate group position and molecular mass on adsorption of chondroitin sulfate onto coral. | 2002 Jul |
|
| Pleiotrophin/heparin-binding growth-associated molecule as a mitogen of rat hepatocytes and its role in regeneration and development of liver. | 2002 Jun |
|
| Selective plasma filtration for treatment of fulminant hepatic failure induced by D-galactosamine in a pig model. | 2002 Jun |
|
| Role of arginine 292 in the catalytic activity of chondroitin AC lyase from Flavobacterium heparinum. | 2002 Jun 3 |
|
| PGE1 protection against apoptosis induced by D-galactosamine is not related to the modulation of intracellular free radical production in primary culture of rat hepatocytes. | 2002 Mar |
|
| Protective effect of pretreatment with low-dose lipopolysaccharide on D-galactosamine-induced acute liver failure. | 2002 Mar |
|
| Diethyldithiocarbamate inhibition of galactosamine-induced hepatitis in rats. | 2002 Mar |
|
| A20 protects mice from D-galactosamine/lipopolysaccharide acute toxic lethal hepatitis. | 2002 Mar |
|
| Hepatoprotective principles from the flowers of Tilia argentea (linden): structure requirements of tiliroside and mechanisms of action. | 2002 Mar |
|
| Tumor necrosis factor-alpha-null mice are not resistant to cadmium chloride-induced hepatotoxicity. | 2002 Mar 15 |
|
| Hepatic drug targeting: phase I evaluation of polymer-bound doxorubicin. | 2002 Mar 15 |
|
| Antrodia camphorata polysaccharides exhibit anti-hepatitis B virus effects. | 2002 Mar 19 |
|
| Mechanisms of the protective effect of L-alanine to D-galactosamine-induced hepatocellular injury: comparative studies of L-alanine and pyruvate. | 2002 Mar 8 |
|
| [Polar constituents of the ascidia Botryllus schlosseri]. | 2002 Mar-Apr |
|
| Purification of kappa-casien glycomacropeptide from sweet whey with undetectable level of phenylalanine. | 2002 Mar-Apr |
|
| Hepatoprotective effect of majonoside R2, the major saponin from Vietnamese ginseng (Panax vietnamensis). | 2002 May |
|
| TNF tolerance and cytotoxicity in the liver: the role of interleukin-1beta, inducible nitric oxide-synthase and heme oxygenase-1 in D-galactosamine-sensitized mice. | 2002 May |
|
| Medicinal foodstuffs. XXIX. Potent protective effects of sesquiterpenes and curcumin from Zedoariae Rhizoma on liver injury induced by D-galactosamine/lipopolysaccharide or tumor necrosis factor-alpha. | 2002 May |
|
| 4-Nitrobenzylidene malononitrile reduces apoptosis-mediated liver injury in mice. | 2002 May |
|
| Isolation of a glucosamine-specific kinase, a unique enzyme of Vibrio cholerae. | 2002 May 3 |
Sample Use Guides
Wistar female rats received 1.4 g/kg of d-galactosamine intraperitoneally
Route of Administration:
Intraperitoneal
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80095-3
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80189-4
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100000175742
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DTXSID7043871
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2794221
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60312
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Galactosamine
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60313
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7535-00-4
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4Y6R29688W
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m5634
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PRIMARY | Merck Index |
SUBSTANCE RECORD
