N-[(3S,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-oxooxan-3-yl]acetamide

• ChemBase ID: 89929
• Molecular Formular: C8H13NO6
• Molecular Mass: 219.19192
• Monoisotopic Mass: 219.07428714
• SMILES: OC[C@@H]1[C@@H]([C@H]([C@@H](C(=O)O1)NC(=O)C)O)O
• Canonical SMILES: OC[C@H]1OC(=O)[C@H]([C@@H]([C@H]1O)O)NC(=O)C
• InChI: InChI=1S/C8H13NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-7,10,12-13H,2H2,1H3,(H,9,11)/t4-,5+,6+,7+/m1/s1
• InChIKey: NELQYZRSPDCGRQ-BWBBJGPYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(3S,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-oxooxan-3-yl]acetamide
• IUPAC Traditional name: N-[(3S,4S,5R,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-oxooxan-3-yl]acetamide
• Synonyms: N-Acetyl-D-glucosamino-1,5-lactone; 2-Acetamido-2-deoxy-D-gluconolactone; 2-Acetamido-2-deoxy-D-glucono-1,5-lactone

Database IDs

• CAS Number: 19026-22-3
• MDL Number: MFCD00076154
• PubChem SID: 162076784
• PubChem CID: 25322970

CALCULATED PROPERTIES

• Acid pKa: 11.598224
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.0333087
• LogD (pH = 7.4): -3.0333328
• Log P: -3.0333083
• Molar Refractivity: 45.8801 cm^3
• Polarizability: 18.871698 Å^3
• Polar Surface Area: 116.09 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 168-170°C

Safety Information

• Storage Warning: Irritant/Hygroscopic/Store under Argon/Store at -20oC

DETAILS

Apollo Scientific Ltd - OR5600T

Inhibits breakdown of products by b-hexosaminidase (s) when the culture medium is used as an enzyme source.