(3R,4R)-1-ethyl-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride

• ChemBase ID: 168492
• Molecular Formular: C8H18ClNO4
• Molecular Mass: 227.68582
• Monoisotopic Mass: 227.09243574
• SMILES: [C@@H]1([C@@H](C(CN(C1CO)CC)O)O)O.Cl
• Canonical SMILES: CCN1CC(O)[C@H]([C@@H](C1CO)O)O.Cl
• InChI: InChI=1S/C8H17NO4.ClH/c1-2-9-3-6(11)8(13)7(12)5(9)4-10;/h5-8,10-13H,2-4H2,1H3;1H/t5?,6?,7-,8-;/m1./s1
• InChIKey: YVZSBJPQUMOYLM-YSPZXBHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4R)-1-ethyl-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
• IUPAC Traditional name: (3R,4R)-1-ethyl-2-(hydroxymethyl)piperidine-3,4,5-triol hydrochloride
• Synonyms: (2R,3R,4R,5S)-1-Ethyl-2-(hydroxymethyl)-3,4,5-piperidinetriol Hydrochloride; N-Ethyl-1-deoxynojirimycin; N-Ethylmoranoline; N-Ethyldeoxynojirimycin Hydrochloride

Database IDs

• CAS Number: 210241-65-9
• PubChem SID: 162262624
• PubChem CID: 71316559

CALCULATED PROPERTIES

• Acid pKa: 12.90224
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -4.657796
• LogD (pH = 7.4): -2.8891602
• Log P: -2.1458874
• Molar Refractivity: 46.6177 cm^3
• Polarizability: 18.827524 Å^3
• Polar Surface Area: 84.16 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 107-110°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - E915000

An inhibitor of HIV cytopathicity. A Moranoline derivative as thrombolytics.

REFERENCES

• Parenti, G., et al.: Molec. Ther., 15, 508 (1993)
• Wisselaar, H., et al.: J. Biol. Chem., 268, 2223 (1993)
• Andersson, U., et al.: Biochem. Pharmacol., 67, 697 (1993)
• Ernst, H., et al.: J. Mol. Biol., 358, 1106 (1993)