(3R)-3-amino-1-hydroxypyrrolidin-2-one

• ChemBase ID: 132451
• Molecular Formular: C4H8N2O2
• Molecular Mass: 116.11852
• Monoisotopic Mass: 116.05857751
• SMILES: C1CN(C(=O)[C@@H]1N)O
• Canonical SMILES: O=C1[C@H](N)CCN1O
• InChI: InChI=1S/C4H8N2O2/c5-3-1-2-6(8)4(3)7/h3,8H,1-2,5H2/t3-/m1/s1
• InChIKey: HCKUBNLZMKAEIN-GSVOUGTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-3-amino-1-hydroxypyrrolidin-2-one
• IUPAC Traditional name: (3R)-3-amino-1-hydroxypyrrolidin-2-one
• Synonyms: R(+)-3-Amino-1-hydroxy-2-pyrrolidinone; R(+)-HA-966

Database IDs

• CAS Number: 123931-04-4
• MDL Number: MFCD00078583
• PubChem SID: 162226728; 24895449
• PubChem CID: 6603720

CALCULATED PROPERTIES

• Acid pKa: 7.697764
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -4.009771
• LogD (pH = 7.4): -2.3992252
• Log P: -2.1607883
• Molar Refractivity: 27.1286 cm^3
• Polarizability: 10.807822 Å^3
• Polar Surface Area: 66.56 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble
• Apperance: white solid
• Optical Rotation: [α]22/D +103°, c = 1 in H2O(lit.)

Safety Information

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

DETAILS

Sigma Aldrich - H130

Biochem/physiol Actions
Antagonist of the strychnine-insensitive glycine modulatory site associated with the NMDA receptor. More active enantiomer of (±)-HA-966.