2-aminohexanedioic acid

• ChemBase ID: 102165
• Molecular Formular: C6H11NO4
• Molecular Mass: 161.15584
• Monoisotopic Mass: 161.06880784
• SMILES: NC(CCCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CCCC(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)
• InChIKey: OYIFNHCXNCRBQI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-aminohexanedioic acid
• IUPAC Traditional name: aminoadipic acid
• Synonyms: H-DL-2-Aad-OH; (+/-)-2-Aminohexanedioic acid; Alpha-Aminoadipic acid; 2-aminohexanedioic acid; 2-Aminohexanedioic Acid; (+/-)-α-Aminoadipic Acid; 2-Aminoadipate; 2-Aminoadipic Acid; NSC 46994; rac α-Aminoadipic Acid; DL-α-Aminoadipic acid; DL-2-Aminoadipic acid; DL-2-Aminohexanedioic acid; DL-2-Aminoadipic acid; DL-α-AMINOADIPIC ACID; DL-2-氨基己二酸

Database IDs

• CAS Number: 542-32-5
• EC Number: 208-809-2
• MDL Number: MFCD00063119
• Beilstein Number: 1773077
• Merck Index: 14416
• PubChem SID: 24890441; 162088433
• PubChem CID: 469
• CHEBI ID: 37024
• CHEMBL: 433238
• Chemspider ID: 456
• MeSH Name: 2-Aminoadipic+Acid
• Wikipedia Title: Alpha-Aminoadipic_acid

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

• Solubility: Water
• Apperance: Crystalline; Crystalline Solid
• Melting Point: 196 - 198°C; 196°C; 196-198 °C(lit.); 196-198°C; 206°C
• Boiling Point: 364°C
• Density: 1.333 g/mL
• Hydrophobicity(logP): -2.469

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: MO1852000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 43
• Safety Statements: 36/37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• Main Hazard: Irritant
• GHS Hazard statements: H317
• GHS Precautionary statements: P280
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: rat ... Grin2b(24410)

Product Information

• Purity: ~98%; ≥99%; 95%; 98%

DETAILS

MP Biomedicals - 02100425

Free Acid
Crystalline
Purity: Approx. 98%

Sigma Aldrich - A0637

Biochem/physiol Actions
Glutamine synthetase inhibitor; gliotoxin.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A0637.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - A580500

An amino acid isolated from Cholera vibrio.

REFERENCES

• Windsor, et al.: J. Biol. Chem., 192, 595 (1951)
• Scott, A.I., et al.: Synth. Commun., 10, 127 (1951)