(2R,3R,4R)-2-(hydroxymethyl)pyrrolidine-3,4-diol hydrochloride

• ChemBase ID: 133788
• Molecular Formular: C5H12ClNO3
• Molecular Mass: 169.60668
• Monoisotopic Mass: 169.05057093
• SMILES: C1[C@H]([C@@H]([C@H](N1)CO)O)O.Cl
• Canonical SMILES: OC[C@H]1NC[C@H]([C@@H]1O)O.Cl
• InChI: InChI=1S/C5H11NO3.ClH/c7-2-3-5(9)4(8)1-6-3;/h3-9H,1-2H2;1H/t3-,4-,5-;/m1./s1
• InChIKey: PZGVJCJRMKIVLJ-DEVUXVJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4R)-2-(hydroxymethyl)pyrrolidine-3,4-diol hydrochloride
• IUPAC Traditional name: (2R,3R,4R)-2-(hydroxymethyl)pyrrolidine-3,4-diol hydrochloride
• Synonyms: 2-Hydroxymethyl-3,4-pyrrolidinediol hydrochloride; 1,4-Dideoxy-1,4-imino-D-arabinitol hydrochloride

Database IDs

• CAS Number: 100991-92-2
• MDL Number: MFCD03427380
• PubChem SID: 24278359; 162228065
• PubChem CID: 11953777

CALCULATED PROPERTIES

• Acid pKa: 13.318701
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -5.4040813
• LogD (pH = 7.4): -4.199812
• Log P: -2.2554083
• Molar Refractivity: 30.6119 cm^3
• Polarizability: 12.682326 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

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

Pharmacology Properties

• Gene Information: human ... PYGB(5834), PYGBL(5835), PYGL(5836), PYGM(5837)mouse ... Gaa(14387), Glb1(12091), Treh(58866)rat ... Man2a1(25478), Pygl(64035), Si(25588)

DETAILS

Sigma Aldrich - D1542

Biochem/physiol Actions
Inhibitor of glycogen phosphorylase1 and α-glucosidases.2