2-amino-3-[hydroxy(nitroso)amino]propanoic acid

• ChemBase ID: 159610
• Molecular Formular: C3H7N3O4
• Molecular Mass: 149.10538
• Monoisotopic Mass: 149.04365572
• SMILES: N(CC(N)C(=O)O)(O)N=O
• Canonical SMILES: O=NN(CC(C(=O)O)N)O
• InChI: InChI=1S/C3H7N3O4/c4-2(3(7)8)1-6(10)5-9/h2,10H,1,4H2,(H,7,8)
• InChIKey: MLFKVJCWGUZWNV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-[hydroxy(nitroso)amino]propanoic acid
• IUPAC Traditional name: 2-amino-3-[hydroxy(nitroso)amino]propanoic acid
• Synonyms: 3-(Hydroxynitrosoamino)-D,L-alanine; D,L-Alanosine

Database IDs

• CAS Number: 5854-95-5
• PubChem SID: 162253745
• PubChem CID: 98513

CALCULATED PROPERTIES

• Acid pKa: 1.4996141
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -3.557692
• LogD (pH = 7.4): -3.5788004
• Log P: -3.5575805
• Molar Refractivity: 30.6981 cm^3
• Polarizability: 11.728468 Å^3
• Polar Surface Area: 116.22 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 1N HCl; 1N NaOH
• Apperance: White to Off-White Solid
• Melting Point: >180°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A510800

Antibiotic substance from the fermentation of Streptomyces alanosinicus. An experimental insect reproduction inhibitor.

REFERENCES

• Gale, et al.: Biochem. Pharmacol., 17, 363 (1968)
• Kenaga, E.E.: J. Econ. Entomol., 62, 1006 (1968)
• Matsumoto, S., et al.: Agric. Biol. Chem., 48, 827 (1984)