N-Acetyl-D-Mannosamine

HCID 439281

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Basic information

CAS: 3615-17-6
Standard SMILES: CC(=O)N[C@@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O
InChIKey: OVRNDRQMDRJTHS-ZTVVOAFPSA-N
Molecular formula: C8H15NO6
Average molar mass: 221.21 g/mol

Overview

N-acetyl-D-mannosamine is an N-acetylmannosamine having D-configuration. It has a role as a bacterial metabolite. It is a N-acyl-D-mannosamine, a N-acetyl-D-hexosamine and a N-acetylmannosamine.

Names & identifiers

Preferred name: N-Acetyl-D-Mannosamine
IUPAC: N-[(3S,4R,5S,6R)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide
English name: 2-acetamido-2-deoxy-D-mannose
Molecular formula: C8H15NO6
Molecular weight: 221.21

Names & synonyms

N-acetyl-D-mannosamineN-acetylmannosamineManNAcn-acetyl-mannosamineCHEBI:631532-Acetamido-2-deoxy-D-mannopyranose2-Acetamido-2-Deoxy-Mannose2-Deoxy-2-Acetamido-Mannose2-Deoxy-2-Acetamido-D-Mannose2-Acetamido-2-Deoxy-Mannopyranose2-Deoxy-2-Acetamido-Mannopyranose2-Acetamido-2-Deoxy-Mannopyranoside

Show more names

2-Acetylamino-2-deoxy-D-mannosealdehydo-N-acetyl-D-mannosamineN-acetyl-D-mannosamine-[UL-13C6]2-(Acetylamino)-2-deoxy-D-mannoseD-Mannose, 2-(acetylamino)-2-deoxy-N-Acetyl-D-mannosamine Monohydrate>2-acetamido-2-deoxy-D-mannose USP/EP/BPN-Acetyl-D-mannosamine Monohydrate, ≥ 98.0%Clofazimine Impurity 1(Clofazimine EP Impurity A)N-[2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]acetamide

2-Deoxy-2-Acetamido-Mannopyranoside2-Deoxy-2-Acetamido-D-Mannopyranose2-Acetamido-2-Deoxy-D-Mannopyranoside2-Deoxy-2-Acetamido-D-MannopyranosideCHEMBL1231391N-(2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl)acetamideN-[2,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]acetamideSNFG:ManNAc

Database identifiers

CAS: 3615-17-6
PubChem CID: 439281
ChEMBL: CHEMBL1231391、CHEMBL509437
ChEBI: CHEBI:63153
EC Number: 222-790-8
Nikkaji: J1.087.203K

Properties

Computed structural properties

XLogP: -1.7
Topological polar surface area: 119 Å²
Hydrogen bond donors: 5
Hydrogen bond acceptors: 6
Rotatable bonds: 2
Heavy atoms: 15
Formal charge: 0
Complexity: 235

Experimental & physicochemical properties

Collision Cross Section · 4 items

154.76 Å² [M+Na]+ [CCS Type: DT; Method: stepped-field]

150.2 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]

149.9 Å² [M+Na]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

150 Å² [M+Na]+

Physicochemical properties

Melting point: 205 °C · 205 °C
Boiling point: 636.4 · 636.4±55.0 °C(Predicted)
Density: 1.423 · 1.423±0.06 g/cm3(Predicted)
storage temp.: 2 · Inert atmosphere,2-8°C
solubility: Soluble (water)
pka: 13.04 · 13.04±0.20(Predicted)
form: powder to crystal
color: White to Almost white
optical activity: -9.4 · -9.4 → +9.7
InChI: InChI=1S/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5-,6-,7-,8-/m1/s1
InChIKey: MBLBDJOUHNCFQT-WCTZXXKLSA-N
SMILES: [C@H](C=O)(NC(=O)C)[C@@H](O)[C@H](O)[C@H](O)CO
FDA UNII: 80 PR7P73R · X80PR7P73R
HS Code: 2940 · 2940.00.6000