N-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]octanamide

• ChemBase ID: 156305
• Molecular Formular: C14H27NO6
• Molecular Mass: 305.36728
• Monoisotopic Mass: 305.18383759
• SMILES: CCCCCCCC(=O)N[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: CCCCCCCC(=O)N[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C14H27NO6/c1-2-3-4-5-6-7-10(17)15-14-13(20)12(19)11(18)9(8-16)21-14/h9,11-14,16,18-20H,2-8H2,1H3,(H,15,17)/t9-,11-,12+,13-,14-/m1/s1
• InChIKey: XEPXGZZWVKNRGS-RGCYKPLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]octanamide
• IUPAC Traditional name: N-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]octanamide
• Synonyms: N-(β-D-Glucopyranosyl)octanamide; NOGA; N-Octanoyl-β-D-glucosylamine

Database IDs

• CAS Number: 134403-86-4
• Beilstein Number: 4321579
• PubChem SID: 162250443
• PubChem CID: 15115043

CALCULATED PROPERTIES

• Acid pKa: 11.823971
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.2971956
• LogD (pH = 7.4): -0.2972102
• Log P: -0.29719523
• Molar Refractivity: 74.6566 cm^3
• Polarizability: 30.288822 Å^3
• Polar Surface Area: 119.25 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D +18±1°, c = 1% in DMF

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (TLC)
• Description: non-ionic
• Empirical Formula (Hill Notation): C14H27NO6