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

• ChemBase ID: 3026
• Molecular Formular: C13H26O6
• Molecular Mass: 278.34194
• Monoisotopic Mass: 278.17293855
• SMILES: [C@@H]1(O[C@H]([C@@H]([C@H]([C@@H]1O)O)O)OCCCCCCC)CO
• Canonical SMILES: CCCCCCCO[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C13H26O6/c1-2-3-4-5-6-7-18-13-12(17)11(16)10(15)9(8-14)19-13/h9-17H,2-8H2,1H3/t9-,10-,11+,12-,13-/m1/s1
• InChIKey: NIDYWHLDTIVRJT-UJPOAAIJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-2-(heptyloxy)-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: @heptyl-β-D-glucopyranoside; heptyl-β-D-glucopyranoside
• Synonyms: Heptyl-Beta-D-Glucopyranoside; n-Heptyl β-D-glucopyranoside; HEPTYL-β-D-GLUCOPYRANOSIDE

Database IDs

• CAS Number: 78617-12-6
• MDL Number: MFCD00063299
• Beilstein Number: 8806
• PubChem SID: 46506841; 160966473
• PubChem CID: 448173

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.210987
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): 0.36819223
• LogD (pH = 7.4): 0.36818558
• Log P: 0.3681923
• Molar Refractivity: 68.3512 cm^3
• Polarizability: 27.909061 Å^3
• Polar Surface Area: 99.38 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.72
• LOG S: -0.94
• Solubility (Water): 3.21e+01 g/l

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -33±2°, c = 5% in H2O
• Critical Micelle Concentration: 79

Safety Information

• Storage Condition: 0°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥98.0% (TLC)
• Description: non-ionic
• Empirical Formula (Hill Notation): C13H26O6

DETAILS

MP Biomedicals - 02151242

Crystalline
A non-ionic detergent used for solubilizing membrane proteins.

DrugBank - DB03338

Drug information: experimental

Sigma Aldrich - 51980

Other Notes
Non-ionic detergent used for solubilizing membrane proteins1

REFERENCES

• Matern, et al., Proc. Nat. Acad. Sci. USA, 81: 7036, (1984).