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N-acetyl-D-galactosamine

AlkaPlorer ID: AK001020

Synonym: 'N-Acetylgalactosamine', 'N-Acetyl-D-chondrosamine', 'Acetylglucosamine', 'N-Acetyl-D-galactosamine', 'MLS001333154', 'MLS001333153', 'MLSMR', 'SMR000857252', 'N-acetylmannosamine', 'N-Acetyl-D-glucosamine', 'Chitin', 'N-Acetyl-D-mannosamine', 'chitin', '4)-beta-D-GlcpNAc(1->n', 'GalNAc', 'beta-1,4-Poly-N-acetyl-D-glucosamine', '2-Acetamido-2-deoxy-D-galactose', 'acetylglucosamine', 'beta-N-Acetylglucosamine', 'N-acetyl-D-mannosamine', 'N-acetyl-D-galactosamine', 'N-Acetylmannosamine', 'ManNAc', '2-Acetamido-2-deoxy-D-mannose', '1,4-(N-Acetyl-beta-D-glucosaminyl)n', 'D-GalNAc'

IUPAC Name: N-[(3R,4R,5R,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

Structure

SMILES: CC(O)=N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O

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InChI: InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6+,7-,8?/m1/s1

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InChIKey: OVRNDRQMDRJTHS-KEWYIRBNSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
Escherichia coli Escherichia Enterobacteriaceae Enterobacterales Gammaproteobacteria Pseudomonadota None Bacteria

Properties Information

Molecule Weight: 221.209

TPSA？: 122.74000000000002

MolLogP？: -2.237299999999999

Number of H-Donors: 5

Number of H-Acceptors: 6

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Cryptosporidium hominis Cryptosporidium hominis Activity 2.0 None 10.1074/jbc.m706950200
Cryptosporidium hominis Cryptosporidium hominis MIC 3100000.0 nM 10.1074/jbc.m706950200
Cryptosporidium parvum Cryptosporidium parvum Activity 2.0 None 10.1074/jbc.m706950200
Cryptosporidium parvum Cryptosporidium parvum MIC 3100000.0 nM 10.1074/jbc.m706950200
Homo sapiens Asialoglycoprotein receptor 1 Ratio IC50 1.0 None 10.1016/j.bmc.2009.08.049
Homo sapiens Fibrinogen C domain-containing protein 1 IC50 5000000.0 nM None
Homo sapiens Fibrinogen C domain-containing protein 1 Ratio 0.4 None None
Homo sapiens Fucosyltransferase 10 Relative activity 4.0 None 10.1016/S0960-894X(00)80270-X
None Unchecked Activity 2.0 None 10.1074/jbc.m706950200
None Unchecked IC50 6500000.0 nM 10.1074/jbc.m706950200

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT000113 *C(=O)NC(COC1OC(CO)C(OC2OC(CO)C(O)C(O)C2O)C(O)C1O)C(O)C=CCCCCCCCCCCCCC.CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O>>*C(=O)NC(COC1OC(CO)C(OC2OC(CO)C(OC3OC(CO)C(O)C(O)C3NC(C)=O)C(O)C2O)C(O)C1O)C(O)C=CCCCCCCCCCCCCC MNXR173039
AKRT000117 *C(=O)NC(COC1OC(CO)C(OC2OC(CO)C(OC3OC(CO)C(O)C(OC4OC(CO)C(O)C(O)C4NC(C)=O)C3O)C(O)C2O)C(O)C1O)C(O)C=CCCCCCCCCCCCCC.CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O>>*C(=O)NC(COC1OC(CO)C(OC2OC(CO)C(OC3OC(CO)C(O)C(OC4OC(CO)C(OC5OC(CO)C(O)C(O)C5NC(C)=O)C(O)C4NC(C)=O)C3O)C(O)C2O)C(O)C1O)C(O)C=CCCCCCCCCCCCCC MNXR148584
AKRT000196 *C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O[C@]3(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)C([C@H](O)[C@@H](CO)O[C@]4(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)C([C@H](O)[C@H](O)CO)O4)O3)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC.CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O>>*C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H](O[C@]3(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)C([C@H](O)[C@@H](CO)O[C@]4(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)C([C@H](O)[C@H](O)CO)O4)O3)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC MNXR158150
AKRT000214 *C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H](OS(=O)(=O)O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O R12963
AKRT000224 *C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H](O[C@]3(C(=O)O)C[C@H](O)[C@@H](NC(C)=O)[C@H]([C@H](O)[C@H](O)CO)O3)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O MNXR158149
AKRT000254 *C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4NC(C)=O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O MNXR158375
AKRT000258 *C(=O)N[C@@H](CO[C@@H]1O[C@H](CO)[C@@H](O[C@@H]2O[C@H](CO)[C@H](O[C@H]3O[C@H](CO)[C@H](O)[C@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5NC(C)=O)[C@H]4NC(C)=O)[C@H]3O)[C@H](O)[C@H]2O)[C@H](O)[C@H]1O)[C@H](O)/C=C/CCCCCCCCCCCCC>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O MNXR189967
AKRT000749 *N[C@H](C(*)=O)C(*)O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1NC(C)=O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O RXN-22907
AKRT000793 *OC1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1NC(C)=O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O 3.2.1.53-RXN
AKRT003169 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>CC(=O)N[C@H]1C(OP(=O)(O)O)O[C@H](CO)[C@H](O)[C@@H]1O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O None
AKRT003170 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>CC(=O)N[C@H]1[C@@H](OP(=O)(O)O)O[C@H](CO)[C@H](O)[C@@H]1O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O None
AKRT003171 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O.O=P(O)(O)O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O enzymemap_35760
AKRT003172 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O enzymemap_33987
AKRT003173 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O.OC[C@H]1O[C@H](OC[C@H]2O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H]1O enzymemap_61170
AKRT003174 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O.OC[C@H]1O[C@H](OC[C@H]2O[C@H](O)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@@H](O)[C@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2O)[C@H](O)[C@@H]1O enzymemap_61170
AKRT003175 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O.OC[C@H]1O[C@H](OC[C@H]2O[C@H](O)[C@H](O)[C@@H](O)[C@H]2O)[C@@H](O)[C@@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H]1O enzymemap_61170
AKRT003176 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O>>*O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1NC(C)=O MNXR174364
AKRT003177 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)N[C@@H](C(=O)O)[C@@H](O)[C@@H](O)[C@H](O)CO 69512
AKRT003178 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(=O)O[C@H](CO)[C@H](O)[C@@H]1O 69516
AKRT003179 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O)[C@H](O)[C@@H]1O RXN-13547
AKRT003180 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(OP(=O)(O)O)O[C@H](CO)[C@H](O)[C@@H]1O enzymemap_44262
AKRT003181 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)N[C@H]1[C@@H](OP(=O)(O)O)O[C@H](CO)[C@H](O)[C@@H]1O R08967
AKRT003182 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)O enzymemap_77221
AKRT003183 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O>>N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O enzymemap_77221
AKRT003184 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O[C@@H]1OC(C(=O)O)=C[C@H](O)[C@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O RXN-12178
AKRT003188 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](OS(=O)(=O)O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O enzymemap_57899
AKRT003190 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](OS(=O)(=O)O)[C@@H]1O[C@@H]1O[C@@H](C(=O)O)[C@@H](O[C@@H]2O[C@H](CO)[C@H](OS(=O)(=O)O)[C@H](O[C@@H]3O[C@@H](C(=O)O)[C@@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O)[C@H]4NC(C)=O)[C@H](O)[C@H]3O)[C@H]2NC(C)=O)[C@H](O)[C@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O 64372
AKRT003191 CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O[C@@H]2OC(C(=O)O)=C[C@H](O)[C@H]2O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O RXN-16510
AKRT003207 CC(=O)N[C@H]1C(O)O[C@H](COS(=O)(=O)O)[C@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O enzymemap_57952
AKRT003244 CC(=O)N[C@H]1C(Oc2ccc([N+](=O)[O-])cc2)O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O enzymemap_62320
AKRT003245 CC(=O)N[C@H]1C(Oc2ccc([N+](=O)[O-])cc2)O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O.O=[N+]([O-])c1ccc(O)cc1 None
AKRT003752 CC(=O)N[C@H]1[C@@H](Oc2ccc([N+](=O)[O-])cc2)O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O enzymemap_62313
AKRT003753 CC(=O)N[C@H]1[C@@H](Oc2ccc([N+](=O)[O-])cc2)O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O.O=[N+]([O-])c1ccc(O)cc1 None
AKRT003768 CC(=O)N[C@H]1[C@@H](Oc2ccccc2[N+](=O)[O-])O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O enzymemap_62300
AKRT003828 CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@H](O)[C@@H]1O[C@@H]1OC(C(=O)O)=C[C@H](O)[C@H]1OS(=O)(=O)O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O RXN-14021
AKRT003996 CC(=O)N[C@H]1[C@H](Oc2ccc([N+](=O)[O-])cc2)O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O enzymemap_62637
AKRT003997 CC(=O)N[C@H]1[C@H](Oc2ccc([N+](=O)[O-])cc2)O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O.O=[N+]([O-])c1ccc(O)cc1 None
AKRT004719 CC(=O)[CoA].N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O enzymemap_30634
AKRT011254 CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O[C@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H]1O[C@@H]1O[C@@H](C)[C@@H](O)[C@@H](O)[C@@H]1O>>CC(=O)N[C@H]1C(O)O[C@H](CO)[C@H](O)[C@@H]1O 15085