(2R)-2-aminohexanedioic acid

• ChemBase ID: 138752
• Molecular Formular: C6H11NO4
• Molecular Mass: 161.15584
• Monoisotopic Mass: 161.06880784
• SMILES: C(C[C@H](C(=O)O)N)CC(=O)O
• Canonical SMILES: OC(=O)CCC[C@H](C(=O)O)N
• InChI: InChI=1S/C6H11NO4/c7-4(6(10)11)2-1-3-5(8)9/h4H,1-3,7H2,(H,8,9)(H,10,11)/t4-/m1/s1
• InChIKey: OYIFNHCXNCRBQI-SCSAIBSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-aminohexanedioic acid
• IUPAC Traditional name: D-2-aminoadipic acid
• Synonyms: (R)-2-Aminohexanedioic acid; D-Homoglutamic acid; D-2-Aminoadipic acid; H-D-2-Aad-OH; D-2-Aminoadipic acid; D-2-氨基己二酸

Database IDs

• CAS Number: 7620-28-2
• MDL Number: MFCD00063118
• Beilstein Number: 1724347
• PubChem SID: 162233003; 24856863; 24891125; 24845948
• PubChem CID: 165627

CALCULATED PROPERTIES

• Acid pKa: 2.0144308
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -3.8650444
• LogD (pH = 7.4): -5.627056
• Log P: -2.799617
• Molar Refractivity: 35.8887 cm^3
• Polarizability: 14.494345 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~205 °C (dec.); 205°C; 208-210 °C(lit.)
• Optical Rotation: [α]20/D -24.5±0.5°, c = 1% in 5 M HCl; [α]21/D -24°, c = 1 in 6 M HCl

Safety Information

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

Pharmacology Properties

• Gene Information: rat ... Grin2a(24409), Grm1(24414), Grm2(24415), Grm6(24419)

Product Information

• Purity: ≥98.0% (DCF); 98%
• Linear Formula: HO2C(CH2)3CH(NH2)CO2H

DETAILS

Sigma Aldrich - A7400

Biochem/physiol Actions
Glutamine synthetase inhibitor. Less potent enatiomer; gliotoxic only on mitotic astrocytes.
Packaging
1 g in poly bottle

Sigma Aldrich - 06654

Application
Selective blocker of NMDA-activated receptors