{
    "glytoucan_ac": "G91237TK",
    "number_monosaccharides": 3,
    "mass": 633.21,
    "mass_pme": 815.42,
    "fully_determined": "yes",
    "iupac": "alpha-D-Neup5Ac-(2->3)-beta-D-Galp-(1->4)-beta-D-Glcp-(1->",
    "wurcs": "WURCS=2.0/3,3,2/[a2122h-1b_1-5][a2112h-1b_1-5][Aad21122h-2a_2-6_5*NCC/3=O]/1-2-3/a4-b1_b3-c2",
    "glycoct": "RES 1b:b-dglc-HEX-1:5 2b:b-dgal-HEX-1:5 3b:a-dgro-dgal-NON-2:6|1:a|2:keto|3:d 4s:n-acetyl LIN 1:1o(4+1)2d 2:2o(3+2)3d 3:3d(5+1)4n",
    "inchi": "InChI=1S/C23H39NO19/c1-6(28)24-11-7(29)2-23(22(37)38,42-18(11)12(31)8(30)3-25)43-19-13(32)9(4-26)40-21(16(19)35)41-17-10(5-27)39-20(36)15(34)14(17)33/h7-21,25-27,29-36H,2-5H2,1H3,(H,24,28)(H,37,38)/t7-,8+,9+,10+,11+,12+,13-,14+,15+,16+,17+,18+,19-,20+,21-,23-/m0/s1",
    "glycam": "DNeup5Aca2-3DGalpb1-4DGlcpb1-OH",
    "smiles_isomeric": "CC(=O)N[C@@H]1[C@H](C[C@@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O[C@H]2[C@H]([C@H](O[C@H]([C@@H]2O)O[C@@H]3[C@H](O[C@H]([C@@H]([C@H]3O)O)O)CO)CO)O)O",
    "inchi_key": {
        "key": "CILYIEBUXJIHCO-UITFWXMXSA-N",
        "url": "https://pubchem.ncbi.nlm.nih.gov/compound/CILYIEBUXJIHCO-UITFWXMXSA-N"
    },
    "crossref": [
        {
            "id": "G91237TK",
            "database": "GlyTouCan",
            "url": "https://glytoucan.org/Structures/Glycans/G91237TK",
            "categories": [
                "Glycan"
            ]
        },
        {
            "id": "GSD000093",
            "url": "https://wiki.glygen.org/Glycan_structure_dictionary#GSD000093",
            "database": "Glycan Structure Dictionary",
            "categories": [
                "Ontology and Dictionary"
            ]
        }
    ],
    "publication": [
        {
            "title": "Syngeneic monoclonal antibody against melanoma antigen with interspecies cross-reactivity recognizes GM3, a prominent ganglioside of B16 melanoma.",
            "journal": "The Journal of biological chemistry",
            "date": "1985",
            "authors": "Hirabayashi Y, Hamaoka A, Matsumoto M, Matsubara T, Tagawa M, Wakabayashi S, Taniguchi M",
            "evidence": [
                {
                    "database": "Glycan Motif",
                    "id": "GGM.000090",
                    "url": "https://glycomotif.glyomics.org/glycomotif/GGM.000090"
                }
            ],
            "reference": [
                {
                    "type": "PubMed",
                    "id": "2414279",
                    "url": "https://glygen.org/publication/PubMed/2414279"
                }
            ]
        },
        {
            "title": "The repertoire of glycan determinants in the human glycome.",
            "journal": "Molecular bioSystems",
            "date": "2009",
            "authors": "Cummings RD",
            "evidence": [
                {
                    "database": "Glycan Motif",
                    "id": "GGM.000090",
                    "url": "https://glycomotif.glyomics.org/glycomotif/GGM.000090"
                }
            ],
            "reference": [
                {
                    "type": "PubMed",
                    "id": "19756298",
                    "url": "https://glygen.org/publication/PubMed/19756298"
                }
            ]
        }
    ],
    "residues": [],
    "composition": [
        {
            "name": "6-Deoxy-Hexose",
            "residue": "dhex",
            "count": 0,
            "cid": "840",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/840"
        },
        {
            "name": "Hexose",
            "residue": "hex",
            "count": 2,
            "cid": "206",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/206"
        },
        {
            "name": "N-Acetylhexosamine",
            "residue": "hexnac",
            "count": 0,
            "cid": "899",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/899"
        },
        {
            "name": "Hexuronic Acid",
            "residue": "hexa",
            "count": 0,
            "cid": "610",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/610"
        },
        {
            "name": "2-Amino-2-Deoxy-Hexose",
            "residue": "hexn",
            "count": 0,
            "cid": "739",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/739"
        },
        {
            "name": "N-Acetyl-Neuraminic Acid",
            "residue": "neuac",
            "count": 1,
            "cid": "439197",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/439197"
        },
        {
            "name": "N-Glycolyl-Neuraminic Acid",
            "residue": "neugc",
            "count": 0,
            "cid": "440001",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/440001"
        },
        {
            "name": "Phosphate",
            "residue": "p",
            "count": 0,
            "cid": "1061",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/1061"
        },
        {
            "name": "Pentose",
            "residue": "pent",
            "count": 0,
            "cid": "229",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/229"
        },
        {
            "name": "Sulfate",
            "residue": "s",
            "count": 0,
            "cid": "1117",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/1117"
        },
        {
            "name": "Other",
            "residue": "other",
            "count": 0
        }
    ],
    "composition_expanded": [
        {
            "name": "Alditol",
            "residue": "aldi",
            "count": 0
        },
        {
            "name": "6-Deoxy-Hexose",
            "residue": "dhex",
            "count": 0,
            "cid": "840",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/840"
        },
        {
            "name": "6-Deoxy-Hexitol",
            "residue": "dhex+aldi",
            "count": 0
        },
        {
            "name": "L-Fucose",
            "residue": "fuc",
            "count": 0,
            "cid": "17106",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/17106"
        },
        {
            "name": "L-Fucitol",
            "residue": "fuc+aldi",
            "count": 0,
            "cid": "445724",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/445724"
        },
        {
            "name": "D-Galactose",
            "residue": "gal",
            "count": 1,
            "cid": "6036",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/6036"
        },
        {
            "name": "D-Galacitol",
            "residue": "gal+aldi",
            "count": 0,
            "cid": "11850",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/11850"
        },
        {
            "name": "N-Acetyl-D-galactosamine",
            "residue": "galnac",
            "count": 0,
            "cid": "35717",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/35717"
        },
        {
            "name": "N-Acetylgalactosaminitol",
            "residue": "galnac+aldi",
            "count": 0,
            "cid": "165880",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/165880"
        },
        {
            "name": "D-Galacturonic Acid",
            "residue": "gala",
            "count": 0,
            "cid": "439215",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/439215"
        },
        {
            "name": "D-Glucose",
            "residue": "glc",
            "count": 1,
            "cid": "5793",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/5793"
        },
        {
            "name": "D-Glucitol",
            "residue": "glc+aldi",
            "count": 0,
            "cid": "5780",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/5780"
        },
        {
            "name": "D-Glucuronic acid",
            "residue": "glca",
            "count": 0,
            "cid": "94715",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/94715"
        },
        {
            "name": "D-Glucosamine",
            "residue": "glcn",
            "count": 0,
            "cid": "439213",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/439213"
        },
        {
            "name": "N-Acetyl-D-Glucosamine",
            "residue": "glcnac",
            "count": 0,
            "cid": "439174",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/439174"
        },
        {
            "name": "N-Acetyl-D-glucosaminitol",
            "residue": "glcnac+aldi",
            "count": 0,
            "cid": "165206",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/165206"
        },
        {
            "name": "Hexose",
            "residue": "hex",
            "count": 2,
            "cid": "206",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/206"
        },
        {
            "name": "N-Acetylhexosamine",
            "residue": "hexnac",
            "count": 0,
            "cid": "899",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/899"
        },
        {
            "name": "Hexuronic Acid",
            "residue": "hexa",
            "count": 0,
            "cid": "610",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/610"
        },
        {
            "name": "2-Amino-2-Deoxy-Hexose",
            "residue": "hexn",
            "count": 0,
            "cid": "739",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/739"
        },
        {
            "name": "Hexitol",
            "residue": "hex+aldi",
            "count": 0,
            "cid": "453",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/453"
        },
        {
            "name": "N-Acetylhexosaminitol",
            "residue": "hexnac+aldi",
            "count": 0
        },
        {
            "name": "L-Iduronic acid",
            "residue": "idoa",
            "count": 0,
            "cid": "441039",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/441039"
        },
        {
            "name": "D-Mannose",
            "residue": "man",
            "count": 0,
            "cid": "18950",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/18950"
        },
        {
            "name": "D-Mannitol",
            "residue": "man+aldi",
            "count": 0,
            "cid": "6251",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/6251"
        },
        {
            "name": "N-Acetyl-D-mannosamine",
            "residue": "mannac",
            "count": 0,
            "cid": "439281",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/439281"
        },
        {
            "name": "Methyl",
            "residue": "me",
            "count": 0
        },
        {
            "name": "N-Acetyl-Neuraminic Acid",
            "residue": "neuac",
            "count": 1,
            "cid": "439197",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/439197"
        },
        {
            "name": "N-Glycolyl-Neuraminic Acid",
            "residue": "neugc",
            "count": 0,
            "cid": "440001",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/440001"
        },
        {
            "name": "Phosphate",
            "residue": "p",
            "count": 0,
            "cid": "1061",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/1061"
        },
        {
            "name": "Pentose",
            "residue": "pent",
            "count": 0,
            "cid": "229",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/229"
        },
        {
            "name": "Sulfate",
            "residue": "s",
            "count": 0,
            "cid": "1117",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/1117"
        },
        {
            "name": "Sialic acid",
            "residue": "sia",
            "count": 1,
            "cid": "906",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/906"
        },
        {
            "name": "Other",
            "residue": "other",
            "count": 0
        },
        {
            "name": "Floating substituent",
            "residue": "x",
            "count": 0
        },
        {
            "name": "D-Xylose",
            "residue": "xyl",
            "count": 0,
            "cid": "135191",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/135191"
        },
        {
            "name": "Ketodeoxynononic acid",
            "residue": "kdn",
            "count": 0,
            "cid": "13991616",
            "url": "https://pubchem.ncbi.nlm.nih.gov/compound/13991616"
        }
    ],
    "glycans": [
        {
            "glytoucan_ac": "G04610NG",
            "url": "https://glytoucan.org/Structures/Glycans/G04610NG"
        },
        {
            "glytoucan_ac": "G10479NG",
            "url": "https://glytoucan.org/Structures/Glycans/G10479NG"
        },
        {
            "glytoucan_ac": "G15736PY",
            "url": "https://glytoucan.org/Structures/Glycans/G15736PY"
        },
        {
            "glytoucan_ac": "G19024QK",
            "url": "https://glytoucan.org/Structures/Glycans/G19024QK"
        },
        {
            "glytoucan_ac": "G23841ON",
            "url": "https://glytoucan.org/Structures/Glycans/G23841ON"
        },
        {
            "glytoucan_ac": "G25984EB",
            "url": "https://glytoucan.org/Structures/Glycans/G25984EB"
        },
        {
            "glytoucan_ac": "G32698HD",
            "url": "https://glytoucan.org/Structures/Glycans/G32698HD"
        },
        {
            "glytoucan_ac": "G38552LX",
            "url": "https://glytoucan.org/Structures/Glycans/G38552LX"
        },
        {
            "glytoucan_ac": "G40041RJ",
            "url": "https://glytoucan.org/Structures/Glycans/G40041RJ"
        },
        {
            "glytoucan_ac": "G40657ZV",
            "url": "https://glytoucan.org/Structures/Glycans/G40657ZV"
        },
        {
            "glytoucan_ac": "G40764VP",
            "url": "https://glytoucan.org/Structures/Glycans/G40764VP"
        },
        {
            "glytoucan_ac": "G48455YF",
            "url": "https://glytoucan.org/Structures/Glycans/G48455YF"
        },
        {
            "glytoucan_ac": "G54709BF",
            "url": "https://glytoucan.org/Structures/Glycans/G54709BF"
        },
        {
            "glytoucan_ac": "G56516VH",
            "url": "https://glytoucan.org/Structures/Glycans/G56516VH"
        },
        {
            "glytoucan_ac": "G62354MC",
            "url": "https://glytoucan.org/Structures/Glycans/G62354MC"
        },
        {
            "glytoucan_ac": "G70833HG",
            "url": "https://glytoucan.org/Structures/Glycans/G70833HG"
        },
        {
            "glytoucan_ac": "G88648CM",
            "url": "https://glytoucan.org/Structures/Glycans/G88648CM"
        },
        {
            "glytoucan_ac": "G91237TK",
            "url": "https://glytoucan.org/Structures/Glycans/G91237TK"
        },
        {
            "glytoucan_ac": "G93210GW",
            "url": "https://glytoucan.org/Structures/Glycans/G93210GW"
        }
    ],
    "subsumption": [
        {
            "id": "G02123VE",
            "type": "Saccharide"
        },
        {
            "id": "G04256AW",
            "type": "Topology"
        },
        {
            "id": "G04286CT",
            "type": "Topology"
        },
        {
            "id": "G04610NG",
            "type": "Saccharide"
        },
        {
            "id": "G10479NG",
            "type": "Saccharide"
        },
        {
            "id": "G15736PY",
            "type": "Topology"
        },
        {
            "id": "G17756LB",
            "type": "Composition"
        },
        {
            "id": "G18526RP",
            "type": "Saccharide"
        },
        {
            "id": "G19024QK",
            "type": "Topology"
        },
        {
            "id": "G22713NX",
            "type": "Composition"
        },
        {
            "id": "G23841ON",
            "type": "Saccharide"
        },
        {
            "id": "G25984EB",
            "type": "Saccharide"
        },
        {
            "id": "G27512ST",
            "type": "Saccharide"
        },
        {
            "id": "G32698HD",
            "type": "Saccharide"
        },
        {
            "id": "G35498QW",
            "type": "Composition"
        },
        {
            "id": "G38552LX",
            "type": "Saccharide"
        },
        {
            "id": "G39794DJ",
            "type": "Topology"
        },
        {
            "id": "G40041RJ",
            "type": "Saccharide"
        },
        {
            "id": "G40657ZV",
            "type": "Saccharide"
        },
        {
            "id": "G40764VP",
            "type": "Saccharide"
        },
        {
            "id": "G44859EL",
            "type": "Composition"
        },
        {
            "id": "G46110TF",
            "type": "Saccharide"
        },
        {
            "id": "G46542GF",
            "type": "Topology"
        },
        {
            "id": "G48455YF",
            "type": "Saccharide"
        },
        {
            "id": "G52038HJ",
            "type": "Topology"
        },
        {
            "id": "G54709BF",
            "type": "Saccharide"
        },
        {
            "id": "G55169DK",
            "type": "Saccharide"
        },
        {
            "id": "G55935LQ",
            "type": "Topology"
        },
        {
            "id": "G56516VH",
            "type": "Saccharide"
        },
        {
            "id": "G59570RT",
            "type": "Saccharide"
        },
        {
            "id": "G62055US",
            "type": "BaseComposition"
        },
        {
            "id": "G62354MC",
            "type": "Saccharide"
        },
        {
            "id": "G66150FA",
            "type": "Composition"
        },
        {
            "id": "G69972LT",
            "type": "Composition"
        },
        {
            "id": "G70833HG",
            "type": "Saccharide"
        },
        {
            "id": "G76245LG",
            "type": "Saccharide"
        },
        {
            "id": "G76546IW",
            "type": "Saccharide"
        },
        {
            "id": "G82513QY",
            "type": "Saccharide"
        },
        {
            "id": "G88648CM",
            "type": "Saccharide"
        },
        {
            "id": "G91260HM",
            "type": "Saccharide"
        },
        {
            "id": "G93210GW",
            "type": "Saccharide"
        },
        {
            "id": "G94094XU",
            "type": "Composition"
        },
        {
            "id": "G98253AE",
            "type": "Topology"
        }
    ],
    "names": [
        {
            "name": "GM3",
            "domain": "Semantic Name"
        },
        {
            "name": "GM3",
            "domain": "motifname"
        }
    ],
    "synonym": [],
    "keywords": [
        {
            "label": "Glycolipid",
            "url": "https://glycomotif.glyomics.org/glycomotif/Glycolipid"
        }
    ],
    "reducing_end": "true",
    "aglycon": "Cer",
    "alignment_method": "Whole-Glycan",
    "dictionary": {
        "term": "GM3",
        "term_in_sentence": "We also demonstrated an essential role of GM3 in murine and human auditory systems; a common pathological feature of GM3S deficiency is deafness. [PMID: 29747813]",
        "publication": "29376491|29747813|25613425|30318083|31526872|31004109|28019668|26434718|27313500|27539856|30111401|28544772|29407985|19364317|30190430|31297734|30091781|26043887|32183071|30665141|27873002|25801320|30209782|32378734|23050851|22768242|14993837|24934090|17638075|21518140|26102277|19759399|24502144|25303960|23564406|16636105|16491123|11259118|15102521|12724312|24985965|8496625|25403557|15690123|15939439|25893133|23591593|20634908|2004380|739008|",
        "definition": "Ganglioside GM3 (d18:1/16:0) is a glycosphingolipid (ceramide and oligosaccharide)or oligoglycosylceramide with one or more sialic acids (i.e. n-acetylneuraminic acid) linked on the sugar chain. It is a component the cell plasma membrane which modulates cell signal transduction events. Gangliosides have been found to be highly important in immunology. Ganglioside GM3 carries a net-negative charge at pH 7.0 and is acidic. Gangliosides can amount to 6% of the weight of lipids from brain, but they are found at low levels in all animal tissuesGangliosides are glycosphingolipids. There are four types of glycosphingolipids, the cerebrosides, sulfatides, globosides and gangliosides. Gangliosides are very similar to globosides except that they also contain N-acetyl neuraminic acid (NANA) in varying amounts. The specific names for the gangliosides provide information about their structure. The letter G refers to ganglioside, and the subscripts M, D, T and Q indicate that the molecule contains mono-, di-, tri and quatra-sialic acid. The numbered subscripts 1, 2 and 3 refer to the carbohydrate sequence that is attached to the ceramide. In particular, 1 stands for GalGalNAcGalGlc-ceramide, 2 stands for GalNAcGalGlc-ceramide and 3 stands for GalGlc-ceramide. Deficiencies in lysosomal enzymes that degrade the carbohydrate portions of various gangliosides are responsible for a number of lysosomal storage diseases such as Tay-Sachs disease, Sandhoff disease, and GM1 gangliosidosis. The carbohydrate portion of the ganglioside GM1 is the site of attachment of cholera toxin, the protein secreted by Vibrio cholerae.[HMDB0004844]",
        "term_xref": "GlycoMotif:GGM.000090|GTC:G91237TK|CID:5288424|CHEBI:59226|GlycoEpitope:EP0053|SugarBind_Ligand:35",
        "synonymns": [
            ""
        ],
        "function": "Membrane stabilizer|Energy source|Energy storage|Molecular messenger:|Signaling molecule[HMDB0004844]",
        "disease_associations": "Gastroenteritis[SugarBind_Ligand:35]|Chronic gastritis[SugarBind_Ligand:35]|Toxoplasmosis[SugarBind_Ligand:35]|Peptic ulcerSugarBind_Ligand:35]|Gastric cancer[SugarBind_Ligand:35]|Influenza[SugarBind_Ligand:35]|Diarrhea[SugarBind_Ligand:35]|Botulism[SugarBind_Ligand:35]",
        "wikipedia": "",
        "essentials_of_glycobiology": "Chapter 37",
        "evidence": [
            {
                "id": "GSD000093",
                "url": "https://wiki.glygen.org/Glycan_structure_dictionary#GSD000093",
                "database": "Glycan Structure Dictionary"
            }
        ]
    },
    "biomarkers": [],
    "motif_ac": "GGM.000090",
    "section_stats": [
        {
            "table_id": "results",
            "table_stats": [
                {
                    "field": "total",
                    "count": 19
                }
            ],
            "sort_fields": [
                "glytoucan_ac",
                "url"
            ]
        }
    ]
}