(2R,3R)-2-amino-3-hydroxybutanedioic acid

• ChemBase ID: 133617
• Molecular Formular: C4H7NO5
• Molecular Mass: 149.10208
• Monoisotopic Mass: 149.03242233
• SMILES: [C@@H]([C@H](C(=O)O)O)(C(=O)O)N
• Canonical SMILES: OC(=O)[C@@H]([C@H](C(=O)O)N)O
• InChI: InChI=1S/C4H7NO5/c5-1(3(7)8)2(6)4(9)10/h1-2,6H,5H2,(H,7,8)(H,9,10)/t1-,2-/m1/s1
• InChIKey: YYLQUHNPNCGKJQ-JCYAYHJZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2-amino-3-hydroxybutanedioic acid
• IUPAC Traditional name: D-threo-β-hydroxyaspartic acid
• Synonyms: threo-2-Amino-3-hydroxysuccinic acid; DL-threo-β-Hydroxyaspartic acid

Database IDs

• CAS Number: 4294-45-5
• EC Number: 224-299-4
• MDL Number: MFCD00036749
• PubChem SID: 24278465; 162227894
• PubChem CID: 11788378

CALCULATED PROPERTIES

• Acid pKa: 2.570692
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -6.314836
• LogD (pH = 7.4): -7.612952
• Log P: -4.423453
• Molar Refractivity: 27.8709 cm^3
• Polarizability: 11.629409 Å^3
• Polar Surface Area: 120.85 Å^2
• Rotatable Bonds: 3
• 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: -20°C

Pharmacology Properties

• Gene Information: human ... GLUL(2752)mouse ... GLUL(14645)

DETAILS

Sigma Aldrich - H2775

Biochem/physiol Actions
Glutamate transport inhibitor.