6-[(2S,3S,4S,5R)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]hexanoic acid

• ChemBase ID: 91942
• Molecular Formular: C12H23NO6
• Molecular Mass: 277.31412
• Monoisotopic Mass: 277.15253746
• SMILES: N1([C@H]([C@@H]([C@@H](O)[C@@H](C1)O)O)CO)CCCCCC(=O)O
• Canonical SMILES: OC[C@@H]1N(CCCCCC(=O)O)C[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C12H23NO6/c14-7-8-11(18)12(19)9(15)6-13(8)5-3-1-2-4-10(16)17/h8-9,11-12,14-15,18-19H,1-7H2,(H,16,17)/t8-,9+,11-,12-/m0/s1
• InChIKey: KTNVTDIFZTZBJY-QCMRWSPLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[(2S,3S,4S,5R)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]hexanoic acid
• IUPAC Traditional name: 6-[(2S,3S,4S,5R)-3,4,5-trihydroxy-2-(hydroxymethyl)piperidin-1-yl]hexanoic acid
• Synonyms: N-(5-Carboxypent-1-yl)-1-deoxynojirimycin; 6-[(2R,3R,4R,5S)-2-(Hydroxymethyl)-3,4,5-trihydroxypiperidin-1-yl]hexanoic acid

Database IDs

• CAS Number: 79206-51-2
• MDL Number: MFCD01320383
• PubChem SID: 162078640
• PubChem CID: 71299577

CALCULATED PROPERTIES

• Acid pKa: 3.932996
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -4.3429475
• LogD (pH = 7.4): -4.3677692
• Log P: -4.3373756
• Molar Refractivity: 66.6101 cm^3
• Polarizability: 26.771713 Å^3
• Polar Surface Area: 121.46 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 185-187°C

Safety Information

• Storage Warning: Harmful/Irritant/Store at -20°C/Store under Argon

DETAILS

Apollo Scientific Ltd - OR8120T

Ligand used in the preparation of an affinity resin highlyspecific for glucosidase I purification. Glucosidase I isinvolved in the processing of N-linked oilgosaccharides.