(2S,3R)-piperidine-2,3-dicarboxylic acid

• ChemBase ID: 133240
• Molecular Formular: C7H11NO4
• Molecular Mass: 173.16654
• Monoisotopic Mass: 173.06880784
• SMILES: C1C[C@H]([C@H](NC1)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@H]1NCCC[C@H]1C(=O)O
• InChI: InChI=1S/C7H11NO4/c9-6(10)4-2-1-3-8-5(4)7(11)12/h4-5,8H,1-3H2,(H,9,10)(H,11,12)/t4-,5+/m1/s1
• InChIKey: PTLWNCBCBZZBJI-UHNVWZDZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R)-piperidine-2,3-dicarboxylic acid
• IUPAC Traditional name: (2S,3R)-piperidine-2,3-dicarboxylic acid
• Synonyms: cis-2,3-Piperidinedicarboxylic acid

Database IDs

• CAS Number: 46026-75-9
• MDL Number: MFCD00055062
• PubChem SID: 24277997; 162227517
• PubChem CID: 11957663

CALCULATED PROPERTIES

• Acid pKa: 1.9558828
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.3841822
• LogD (pH = 7.4): -5.1405325
• Log P: -2.7800841
• Molar Refractivity: 38.7512 cm^3
• Polarizability: 15.608209 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥15 mg/mL
• Apperance: white solid

Safety Information

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

Pharmacology Properties

• Gene Information: human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907)

Product Information

• Purity: ≥97% (NMR)

DETAILS

Sigma Aldrich - P8782

Biochem/physiol Actions
NMDA receptor agonist at the glutamate recognition site.