(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol

• ChemBase ID: 102656
• Molecular Formular: C12H15NO8
• Molecular Mass: 301.2494
• Monoisotopic Mass: 301.07976645
• SMILES: [O-][N+](=O)c1ccc(O[C@@H]2O[C@@H]([C@H](O)[C@H](O)[C@H]2O)CO)cc1
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2)[N+](=O)[O-])[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C12H15NO8/c14-5-8-9(15)10(16)11(17)12(21-8)20-7-3-1-6(2-4-7)13(18)19/h1-4,8-12,14-17H,5H2/t8-,9+,10+,11-,12-/m1/s1
• InChIKey: IFBHRQDFSNCLOZ-YBXAARCKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(4-nitrophenoxy)oxane-3,4,5-triol
• IUPAC Traditional name: p-nitrophenyl-β-D-galactoside
• Synonyms: p-Nitrophenyl β-D-galacto-pyran-oside; 4-Nitrophenyl β-D-galacto-pyran-oside; p-Nitrophenyl-β-D-galactoside; 4-Nitrophenyl β-D-galacto-pyran-oside; p-NITROPHENYL-β-D-GALACTOPYRANOSIDE; p-Nitrophenyl-α-D-galactoside; 4-Nitrophenyl α-D-galacto-pyran-oside; p-NITROPHENYL-α-D-GALACTOPYRANOSIDE; 4-Nitrophenyl β-D-Galactopyranoside; NSC 89287; p-Nitrophenyl-β-D-galactopyranoside; 4-Nitrophenyl-beta-D-galactopyranoside

Database IDs

• CAS Number: 7493-95-0; 2492-87-7; 3150-24-1
• EC Number: 221-584-5; 231-343-6
• MDL Number: MFCD00063256
• Beilstein Number: 92213
• PubChem SID: 24897472; 162088164
• PubChem CID: 65115

CALCULATED PROPERTIES

• Acid pKa: 12.200142
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.6584035
• LogD (pH = 7.4): -0.6584103
• Log P: -0.6584034
• Molar Refractivity: 66.5038 cm^3
• Polarizability: 26.651247 Å^3
• Polar Surface Area: 142.52 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 175-185°C; 178-182 °C; 180-182°C (dec.)
• Optical Rotation: [α]20/D -85±2°, c = 1% in H2O

Safety Information

• Storage Condition: 0°C; 0°C, Protect from light; -20°C Freezer
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: ≥98% (enzymatic); ≥98% (TLC); ≥99.0% (HPLC); 97%
• Impurities: ≤7% water
• Quality Level: PREMIUM
• Empirical Formula (Hill Notation): C12H15NO8

DETAILS

MP Biomedicals - 02102472

Crystalline

MP Biomedicals - 02102471

Crystalline
Substrate for α-galactosidase

MP Biomedicals - 05221151

MP Biomedicals Rare Chemical collection

Sigma Aldrich - N1252

包装
1, 5, 10 g in poly bottle
250, 500 mg in poly bottle

Sigma Aldrich - 73670

Other Notes
Substrate for the determination of β-galactosidase1