(2R)-2,5-diaminopentanoic acid hydrochloride

• ChemBase ID: 102667
• Molecular Formular: C5H13ClN2O2
• Molecular Mass: 168.62192
• Monoisotopic Mass: 168.06655535
• SMILES: Cl.NCCC[C@@H](N)C(=O)O
• Canonical SMILES: N[C@@H](C(=O)O)CCCN.Cl
• InChI: InChI=1S/C5H12N2O2.ClH/c6-3-1-2-4(7)5(8)9;/h4H,1-3,6-7H2,(H,8,9);1H/t4-;/m1./s1
• InChIKey: GGTYBZJRPHEQDG-PGMHMLKASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2,5-diaminopentanoic acid hydrochloride
• IUPAC Traditional name: L-(-)-ornithine hydrochloride; D-ornithine hydrochloride
• Synonyms: (R)-(-)-2,5-Diaminopentanoic acid hydrochloride; (R)-2,5-Diaminopentanoic acid monohydrochloride; D-2,5-Diaminopentanoic acid monohydrochloride; (R)-Ornithine hydrochloride; (R)-2,5-Diaminopentanoic Acid Hydrochloride; D-Ornithine Monohydrochloride; D-(-)-Ornithine Monohydrochloride; (D)-α,δ-Diaminovaleric Acid; 5-Amino-D-norvaline; D-Ornithine monohydrochloride; D-2,5-Diaminopentanoic acid hydrochloride; D-ORNITHINE HYDROCHLORIDE; (R)-(-)-2,5-二氨基戊酸 盐酸盐; D-2,5-二氨基戊酸 单盐酸盐; (R)-2,5-二氨基戊酸 单盐酸盐; D-鸟氨酸 单盐酸盐

Database IDs

• CAS Number: 16682-12-5
• EC Number: 240-729-3
• MDL Number: MFCD00012917
• Beilstein Number: 4153339
• PubChem SID: 24898012; 24886832; 162090281
• PubChem CID: 443122

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -6.399376
• LogD (pH = 7.4): -5.4160175
• Log P: -3.6582875
• Molar Refractivity: 33.2085 cm^3
• Polarizability: 13.533871 Å^3
• Polar Surface Area: 89.34 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 2.6664226

PROPERTIES

Physical Property

• Melting Point: 239 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -23.5±0.5°, c = 5% in 5 M HCl; [α]22/D -21.8°, c = 2 in 5 M HCl

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ~98%; ~99%; ≥99.0% (AT); 98%
• Grade: puriss.
• Optical Purity: ee: 96% (GLC)
• Linear Formula: H2N(CH2)3CH(NH2)CO2H · HCl
• Empirical Formula (Hill Notation): C5H12N2O2 · HCl

DETAILS

MP Biomedicals - 02102514

Hydrochloride
Crystalline
Purity: ~99%

Sigma Aldrich - O5250

Biochem/physiol Actions
D-Ornithine cleave proteins at cysteine residues.

Toronto Research Chemicals - O695545

The D-enatiomer and putative metabolite of the non-essential amino acid L-Orthinine. Stress response studies show intracerebroventricular D-Ornithine Hydrochloride weakly attenuated stress response in neonatal chick under acute stressful condition.

REFERENCES

• Kurauchi, I. et al.: J. Animal Vet. Adv., 8, 2580 (2009)