(2S)-2-amino-5-ethanimidamidopentanoic acid hydrochloride

• ChemBase ID: 154375
• Molecular Formular: C7H16ClN3O2
• Molecular Mass: 209.67384
• Monoisotopic Mass: 209.09310445
• SMILES: CC(=N)NCCC[C@@H](C(=O)O)N.Cl
• Canonical SMILES: CC(=N)NCCC[C@@H](C(=O)O)N.Cl
• InChI: InChI=1S/C7H15N3O2.ClH/c1-5(8)10-4-2-3-6(9)7(11)12;/h6H,2-4,9H2,1H3,(H2,8,10)(H,11,12);1H/t6-;/m0./s1
• InChIKey: JIBZSGQTCBWUKL-RGMNGODLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-5-ethanimidamidopentanoic acid hydrochloride
• IUPAC Traditional name: (2S)-2-amino-5-ethanimidamidopentanoic acid hydrochloride
• Synonyms: L-NIO hydrochloride; L-Ornithine ψ-acetamidine hydrochloride; L-N5-(1-Iminoethyl)ornithine hydrochloride; Nδ-(Iminoethyl)-L-ornithine Hydrochloride; L-NIO; N5-(1-Iminoethyl) L-Ornithine Hydrochloride

Database IDs

• CAS Number: 150403-88-6
• MDL Number: MFCD00153817
• PubChem SID: 162248514
• PubChem CID: 177903

CALCULATED PROPERTIES

• Acid pKa: 2.531075
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -5.808696
• LogD (pH = 7.4): -4.658527
• Log P: -2.871046
• Molar Refractivity: 55.1243 cm^3
• Polarizability: 17.568586 Å^3
• Polar Surface Area: 99.2 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White to Off-White Solid
• Melting Point: 225-226°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Hygroscopic
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C7H15N3O2 · HCl

DETAILS

Sigma Aldrich - I134

Biochem/physiol Actions
A potent irreversible inhibitor of nitric oxide synthase.

Toronto Research Chemicals - I415000

A potent and reversible inhibitor of NO synthase of adrenal glands, brain, and vascular endothelial cells.

REFERENCES

• Palacios, M., et al.: Biochem. Biophys. Res. Commun., 165, 802 (1989)
• Rees, D.D., et al.: Br. J. Pharmacol., 101, 746 (1989)
• McCall, T.B., et al.: Br. J. Pharmacol., 102, 234 (1991) Moore, W.M., et al.: J. Med. Chem., 37, 3886 (1994)