(2S)-2,4-diaminobutanoic acid hydrochloride

• ChemBase ID: 153696
• Molecular Formular: C4H11ClN2O2
• Molecular Mass: 154.59534
• Monoisotopic Mass: 154.05090528
• SMILES: C(CN)[C@@H](C(=O)O)N.Cl
• Canonical SMILES: N[C@H](C(=O)O)CCN.Cl
• InChI: InChI=1S/C4H10N2O2.ClH/c5-2-1-3(6)4(7)8;/h3H,1-2,5-6H2,(H,7,8);1H/t3-;/m0./s1
• InChIKey: BFPDKDOFOZVSLY-DFWYDOINSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2,4-diaminobutanoic acid hydrochloride
• IUPAC Traditional name: 2,4-diaminobutyric acid hydrochloride
• Synonyms: DAB; L-2,4-Diaminobutyric acid monohydrochloride; L-2,4-二氨基丁酸 单盐酸盐

Database IDs

• CAS Number: 1482-98-0
• MDL Number: MFCD01632031
• Beilstein Number: 6086583
• PubChem SID: 162247835; 24851721
• PubChem CID: 16211440

CALCULATED PROPERTIES

• 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

PROPERTIES

Physical Property

• Melting Point: ≥220 °C (dec.)(lit.)
• Optical Rotation: [α]20/D +24±2°, c = 1.2% in 6 M HCl

Safety Information

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

Product Information

• Purity: ≥98.0% (AT); ≥98.0% (TLC)
• Empirical Formula (Hill Notation): C4H10N2O2 · HCl

DETAILS

Sigma Aldrich - 19589

Biochem/physiol Actions
L-2,4-Diaminobutyric acid (DAB) is a substrate of diaminobutyrate-pyruvate transaminase (EC 2.6.1.46), an enzyme involved in an alternative polyamine biosynthesis pathway in bacteria.
L-2,4-Diaminobutyric acid (DAB, DABA), a non-metabolized amino acid, is useful as a selective GABA uptake inhibitor which may have antitumour activity against hepatoma cells.