(2R)-2-amino-3-carbamoylpropanoic acid

• ChemBase ID: 3578
• Molecular Formular: C4H8N2O3
• Molecular Mass: 132.11792
• Monoisotopic Mass: 132.05349213
• SMILES: N[C@H](CC(=O)N)C(=O)O
• Canonical SMILES: NC(=O)C[C@H](C(=O)O)N
• InChI: InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m1/s1
• InChIKey: DCXYFEDJOCDNAF-UWTATZPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-carbamoylpropanoic acid
• IUPAC Traditional name: D-asparagine
• Synonyms: D-Asparagine; (2R)-2-amino-3-carbamoylpropanoic acid; (R)-2-Aminosuccinamic acid; (R)-2-Aminosuccinic acid 4-amide; D-Aspartic acid 4-amide; D-Asparagine; (R)-2-氨基琥珀酰胺酸; (R)-2-氨基琥珀酸-4-酰胺; D-天冬氨酸-4-酰胺; D-天冬酰胺

Database IDs

• CAS Number: 2058-58-4
• EC Number: 218-163-3
• MDL Number: MFCD00008036
• Beilstein Number: 1723526
• PubChem SID: 24867670; 160967016
• PubChem CID: 439600

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.9985425
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -4.2879124
• LogD (pH = 7.4): -4.3236184
• Log P: -4.287831
• Molar Refractivity: 28.3549 cm^3
• Polarizability: 11.510928 Å^3
• Polar Surface Area: 106.41 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.36
• LOG S: 0.1
• Solubility (Water): 1.68e+02 g/l

PROPERTIES

Physical Property

• Melting Point: 280 °C (dec.)(lit.)
• Optical Rotation: [α]20/D -35.0±0.5°, c = 5% in 5 M HCl; [α]20/D -35°, c = 5 in 5 M HCl
• Hydrophobicity(logP): -3.544

Safety Information

• German water hazard class: 1
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (NT); 95%; 99%
• Grade: puriss.
• Linear Formula: H2NCOCH2CH(NH2)CO2H

DETAILS

MP Biomedicals - 05207747

MP Biomedicals Rare Chemical collection

DrugBank - DB03943

• Drug Groups: experimental
• Description: A non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue. It is biosynthesized from ASPARTIC ACID and AMMONIA by asparagine synthetase. (From Concise Encyclopedia Biochemistry and Molecular Biology, 3rd ed)

Sigma Aldrich - 441597

Packaging
25, 100 g in glass bottle