1.0 2016-09-30 22:41:20 UTC 2020-05-21 16:28:28 UTC BMDB0001121 BMDB01121 N-Acetyl-D-mannosamine 6-phosphate N-Acetyl-D-mannosamine 6-phosphate, also known as n-acetyl-d-mannosamine 6-phosphate or N-acetyl-D-mannosamine-6-p, 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. N-Acetyl-D-mannosamine 6-phosphate is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). N-Acetyl-D-mannosamine 6-phosphate exists in all living organisms, ranging from bacteria to humans. N-Acetyl-D-mannosamine 6-phosphate participates in a number of enzymatic reactions, within cattle. In particular, N-Acetyl-D-mannosamine 6-phosphate can be biosynthesized from N-acetylmannosamine; which is mediated by the enzyme bifunctional UDP-N-acetyl glucosamine 2-epimerase / N-acetylmannosamine kinase. In addition, N-Acetyl-D-mannosamine 6-phosphate and phosphoenolpyruvic acid can be converted into N-acetylneuraminate 9-phosphate; which is catalyzed by the enzyme sialic acid synthase. In cattle, N-acetyl-D-mannosamine 6-phosphate is involved in the metabolic pathway called the amino sugar metabolism pathway. 2-(Acetylamino)-2-deoxy-6-O-phosphono-alpha-D-mannopyranose 2-Acetamido-2-deoxy-6-O-phosphono-alpha-D-mannopyranose 2-Acetamido-2-deoxy-6-O-phosphono-alpha-D-mannose 2-(Acetylamino)-2-deoxy-6-O-phosphono-a-D-mannopyranose 2-(Acetylamino)-2-deoxy-6-O-phosphono-α-D-mannopyranose 2-Acetamido-2-deoxy-6-O-phosphono-a-D-mannopyranose 2-Acetamido-2-deoxy-6-O-phosphono-α-D-mannopyranose 2-Acetamido-2-deoxy-6-O-phosphono-a-D-mannose 2-Acetamido-2-deoxy-6-O-phosphono-α-D-mannose N-Acetyl-D-mannosamine 6-phosphoric acid ManNAc-6-p N-Acetyl-D-mannosamine-6-p N-Acetyl-D-mannosamine-6-phosphate N-Acetylmannosamine-6-p 2-Acetamido-2-deoxy-mannose-6-phosphate C8H16NO9P 301.1877 301.056267627 {[(2R,3S,4R,5S,6S)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid [(2R,3S,4R,5S,6S)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxyphosphonic acid 873185-52-5 CC(=O)N[C@@H]1[C@@H](O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O 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 BRGMHAYQAZFZDJ-UOLFYFMNSA-N 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. Organic compounds Organic oxygen compounds Organooxygen compounds Carbohydrates and carbohydrate conjugates Acylaminosugars 1,2-diols Acetamides Carbonyl compounds Hemiacetals Hexose phosphates Hydrocarbon derivatives Monoalkyl phosphates Monosaccharide phosphates N-acyl-alpha-hexosamines Organic oxides Organonitrogen compounds Organopnictogen compounds Oxacyclic compounds Oxanes Secondary alcohols Secondary carboxylic acid amides 1,2-diol Acetamide Acylaminosugar Alcohol Aliphatic heteromonocyclic compound Alkyl phosphate Carbonyl group Carboxamide group Carboxylic acid derivative Hemiacetal Hexose phosphate Hydrocarbon derivative Monoalkyl phosphate Monosaccharide Monosaccharide phosphate N-acyl-alpha-hexosamine Organic nitrogen compound Organic oxide Organic phosphoric acid derivative Organoheterocyclic compound Organonitrogen compound Organopnictogen compound Oxacycle Oxane Phosphoric acid ester Polyol Secondary alcohol Secondary carboxylic acid amide Aliphatic heteromonocyclic compounds N-acetyl-D-mannosamine 6-phosphate Solid logp -2.02 ALOGPS logs -1.23 ALOGPS logp -3.3 ChemAxon pka_strongest_acidic 1.23 ChemAxon pka_strongest_basic -0.79 ChemAxon iupac {[(2R,3S,4R,5S,6S)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid ChemAxon average_mass 301.1877 ChemAxon mono_mass 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 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 BRGMHAYQAZFZDJ-UOLFYFMNSA-N ChemAxon polar_surface_area 165.78 ChemAxon refractivity 57.9 ChemAxon polarizability 25.24 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 8 ChemAxon donor_count 6 ChemAxon physiological_charge -2 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Amino Sugar Metabolism SMP0087175 Specdb::CMs 21357 Specdb::CMs 37933 Specdb::CMs 134565 Specdb::CMs 142299 Specdb::NmrOneD 146470 Specdb::NmrOneD 146471 Specdb::NmrOneD 146472 Specdb::NmrOneD 146473 Specdb::NmrOneD 146474 Specdb::NmrOneD 146475 Specdb::NmrOneD 146476 Specdb::NmrOneD 146477 Specdb::NmrOneD 146478 Specdb::NmrOneD 146479 Specdb::NmrOneD 146480 Specdb::NmrOneD 146481 Specdb::NmrOneD 146482 Specdb::NmrOneD 146483 Specdb::NmrOneD 146484 Specdb::NmrOneD 146485 Specdb::NmrOneD 146486 Specdb::NmrOneD 146487 Specdb::NmrOneD 146488 Specdb::NmrOneD 146489 Specdb::MsMs 27989 Specdb::MsMs 27990 Specdb::MsMs 27991 Specdb::MsMs 34547 Specdb::MsMs 34548 Specdb::MsMs 34549 Specdb::MsMs 2348060 Specdb::MsMs 2348061 Specdb::MsMs 2348062 Specdb::MsMs 2587489 Specdb::MsMs 2587490 Specdb::MsMs 2587491 C04257 FDB022435 389249 BMX 62165 440273 43459 BMDBP02867 Glucosamine (UDP-N-acetyl)-2-epimerase/N-acetylmannosamine kinase F1MIL9 GNE Enzyme