(2S)-2,4-diaminobutanoic acid

• ChemBase ID: 3460
• Molecular Formular: C4H10N2O2
• Molecular Mass: 118.1344
• Monoisotopic Mass: 118.07422757
• SMILES: NCC[C@H](N)C(=O)O
• Canonical SMILES: N[C@H](C(=O)O)CCN
• InChI: InChI=1S/C4H10N2O2/c5-2-1-3(6)4(7)8/h3H,1-2,5-6H2,(H,7,8)/t3-/m0/s1
• InChIKey: OGNSCSPNOLGXSM-VKHMYHEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2,4-diaminobutanoic acid
• IUPAC Traditional name: L-2,4-diaminobutyric acid; 2,4-diaminobutyric acid
• Synonyms: L-2,4-Diaminobutanoate; alpha,gamma-Diaminobutyrate; L-2,4-Diaminobutyrate; 2,4-Diaminobutyric Acid; (2S)-2,4-Diamino-butanoic Acid Dihydrochloride; L-2,4-Diaminobutyric Acid, Dihydrochloride

Database IDs

• CAS Number: 1758-80-1; 1883-09-6
• PubChem SID: 160966899; 46508539
• PubChem CID: 134490

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.5466044
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -6.5032206
• LogD (pH = 7.4): -4.8438435
• Log P: -4.025544
• Molar Refractivity: 28.5639 cm^3
• Polarizability: 11.706662 Å^3
• Polar Surface Area: 89.34 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.66
• LOG S: 0.36
• Solubility (Water): 2.70e+02 g/l

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: >200°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

DrugBank - DB03817

Drug information: experimental

Toronto Research Chemicals - D416250

2,4-Diaminobutyric Acid is a pharmacological tool and potential chiral building block. 2,4-Diaminobutyric Acid is also used as an internal standard for amino acid analysis. 2,4-Diaminobutyric Acid is also found to inhibit GABA transaminase, thus produci

REFERENCES

• Riordan, J.F., et al.: Methods Enzymol., 47, 31 (1977)
• Beart, P.M., et al.: Neurscience Lett., 5, 193 (1977)
• Ronquist, G., et al.: J. Cancer Res. Clin. Oncol., 96, 259 (1977)
• Solladie-Cavallo, A., et al.: Tetrahedron Lett., 30, 6011 (1989)