(2R)-2-{[(benzyloxy)carbonyl]amino}butanedioic acid

• ChemBase ID: 107458
• Molecular Formular: C12H13NO6
• Molecular Mass: 267.23472
• Monoisotopic Mass: 267.07428714
• SMILES: OC(=O)C[C@@H](NC(=O)OCc1ccccc1)C(=O)O
• Canonical SMILES: O=C(N[C@@H](C(=O)O)CC(=O)O)OCc1ccccc1
• InChI: InChI=1S/C12H13NO6/c14-10(15)6-9(11(16)17)13-12(18)19-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,13,18)(H,14,15)(H,16,17)/t9-/m1/s1
• InChIKey: XYXYXSKSTZAEJW-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(benzyloxy)carbonyl]amino}butanedioic acid
• IUPAC Traditional name: (2R)-2-{[(benzyloxy)carbonyl]amino}butanedioic acid
• Synonyms: CARBOBENZOXY-D-ASPARTIC ACID; Z-D-Asp-OH; N-Carbobenzyloxy-D-aspartic Acid; Z-D-aspartic acid; Z-D-Asp-OH; Z-D-天冬氨酸

Database IDs

• CAS Number: 78663-07-7
• MDL Number: MFCD00063182
• Beilstein Number: 2566464
• PubChem SID: 24890226; 162093456
• PubChem CID: 5289152

CALCULATED PROPERTIES

• Acid pKa: 3.4672694
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.5431607
• LogD (pH = 7.4): -4.6141987
• Log P: 0.94208765
• Molar Refractivity: 62.2127 cm^3
• Polarizability: 24.478523 Å^3
• Polar Surface Area: 112.93 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 110-112°C

Safety Information

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

Product Information

• Purity: ≥98.0%; 95+%
• Empirical Formula (Hill Notation): C12H13NO6

DETAILS

MP Biomedicals - 05203815

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 95965

Packaging
5 g in poly bottle

Toronto Research Chemicals - C176280

A competitive inhibitor of indole-3-acetyl-L-aspartic acid hydrolase of Enterobacter agglomerans.

REFERENCES

• Glass, N., et al.: J. Bacteriol., 170, 2367 (1988)
• Szerszen, J., et al.: Science, 265, 1699 (1988)
• Chou, J., et al.: Plant Physiol., 112, 1281 (1988)
• Jackson, R., et al.: J. Biol. Chem., 276, 4350 (1988)